Kailua HI Homes For Sale

4 Beds ⋅ 3 Baths ⋅ 202614340 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and offers the perfect blend of modern design and everyday comfort. The home features a 3-bedroom, 2-bath main residence plus a connected 1-bedroom, 1-bath suite with a kitchenette, providing exceptional flexibility for extended family, guests, a home office, or potential rental income. Inside, a bright open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating an inviting space for both entertaining and daily living. The bedrooms feature premium DuChâteau hardwood flooring, adding warmth and an elegant finish throughout. A thoughtfully designed hidden laundry room enhances functionality while maintaining clean lines and a spacious feel. Outside, enjoy a fully fenced, oversized backyard—perfect for entertaining, pets, or relaxing in your own private retreat—along with a generous front yard that enhances the home's curb appeal. Turnkey and move-in ready, this exceptional property offers modern island living in one of Oahu's most desirable beach communities.

1225 Mokapu Boulevard, Kailua

$2,000,000

7 Beds ⋅ 5 Baths ⋅ 202614077 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Spacious two story Kailua Home built in 2006 as a multi-generational home. The exterior walls are concrete and the roof is covered in tile. This home sits in the perfect location between Kailua Beach, Kailua Town Center, Enchanted Lake Elementary, & Enchanted Lake Center. There are three bedrooms, two bathrooms, a living room, kitchen and laundry connection downstairs. Both downstairs bathrooms have wide doors, walk in showers and floating sinks. Upstairs there are four bedrooms (2 have walk in closets), three bathrooms, a family room, laundry connections and a wet bar. Large backyard and side yards with many fruit trees. Two car garage and ample off street parking. Solar Water Heater. This home is zoned R-5 and the land may be large enough to build a second dwelling. Check with your architect or plan maker if you would like to create a duplex and also CPR.

646 Wanaao Road, Kailua

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 202614171 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Experience refined island living in this beautifully remodeled 3-bedroom, 2-bath residence, ideally located in the heart of Kailua. Just moments from Kailua Beach, Kailua Town, Kailua Racquet Club, and convenient freeway access, this move-in-ready home offers the perfect blend of comfort, style, and location. Thoughtful updates include split A/C units, luxury vinyl flooring, fresh interior/exterior paint, and nice finishes throughout—an exceptional opportunity in one of Kailua’s most sought-after communities. Easy to See.

650 Oneawa Street Unit A, Kailua

$495,000

2 Beds ⋅ 1 Baths ⋅ 202614153 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ 725 Kihapai Pl BLDG.

Seller relisted with HUGE Price Reduction! Don't miss this rare opportunity to own a charming 2-bedroom, 1-bath ground floor corner unit in Kailua's highly desirable Coconut Grove neighborhood. This bright and private townhome features an open-concept layout, low maintenance fees, assigned parking, and is just minutes from world-famous Kailua and Lanikai Beaches, Kailua Town's shopping and dining, H-3, the Pali Highway and Kaneohe Marine Corps Base. Whether you're a first time homebuyer, downsizing, or seeking a great investment property, this is your chance to own a piece of paradise in one of Oahu's most sought-after beach communities.

725 Kihapai Place Unit B1, Kailua

$715,000

2 Beds ⋅ 2 Baths ⋅ 202613910 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ Poinciana Manor BLDG.

Welcome home to easy Kailua living at Poinciana Manor. This inviting 2-bedroom, 2-bath condo features LVP and tile flooring, an in-unit washer and dryer, additional storage, and two assigned parking stalls. Positioned on the windward side of the building, the unit enjoys refreshing trade wind breezes, beautiful sunrises, and views toward the Lanikai Pillbox. The pet-friendly, low-rise community offers a refreshing pool, BBQ areas, clubhouse, and recreation area—perfect for relaxing or entertaining.

1015 Aoloa Place Unit 340, Kailua

$2,050,000

4 Beds ⋅ 3 Baths ⋅ 202614180 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Relax and enjoy your slice of paradise just blocks from world famous Kailua beaches. There are cool tropical tradewinds for this brand new construction 4 bedroom 3 bath detached single family home with a brand new swimming pool and covered lanai. Enjoy an active beach, hiking and biking lifestyle with great restaurants and shopping right down the road. There is an open floor plan. High quality construction with lovely finishes throughout including quartz countertops, stainless steel appliances with durable ceramic tile and vinyl flooring. Split AC throughout and a 220 outlet for your electric car.

240 Kalama Street, Kailua

$1,695,000

3 Beds ⋅ 2 Baths ⋅ 202614050 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM

Welcome to the highly sought-after Kaopa neighborhood of Kailua, where pride of ownership is evident throughout the community. Located within the coveted Kaelepulu Elementary School District, this beautifully updated single-level home offers an open-concept floor plan and is truly move-in ready. The remodeled designer kitchen features stainless steel appliances, generous counter seating, and abundant cabinetry. Enjoy tile flooring throughout, remodeled bathrooms, crown molding, recessed lighting, split A/C in every room, Milgard dual-pane windows, a new water heater, and an owned PV system with Tesla battery backup. The fully fenced backyard is a private tropical retreat featuring an inviting courtyard, Jacuzzi hot tub, fragrant Tahitian tiare, and mature fruit trees, including mango. Just minutes from world-famous Kailua Beach, neighborhood parks, shopping, and dining, this exceptional home offers the perfect blend of comfort, energy efficiency, and the best of island living.

1325 Akele Street, Kailua

$1,590,000

3 Beds ⋅ 2 Baths ⋅ 202614057 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Welcome home to this spacious three-bedroom, two-bathroom residence in the highly sought-after Kalaheo Hillside. Freshly painted along with other upgrades throughout, this Kailua home offers a seamless blend of modern comfort and island charm. The open-concept interior is designed for indoor-outdoor living, leading you towards the large, flat fully-enclosed backyard oasis framed by lush tropical landscaping—a perfect backdrop for weekend gatherings or quiet afternoons in the sun. Situated just a short walk Castles Beach and the convenience of Aikahi Shopping Center, this location puts everything Kailua has to offer at your fingertips. Located within the Aikahi school district and just minutes to the vibrant dining and boutique shopping of Kailua town, this property captures the relaxed, active lifestyle you’ve been looking for.

923 Mokapu Boulevard, Kailua

$11,980,000

5 Beds ⋅ 5 Baths ⋅ 202613970 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Completed in 2022, this classic beachfront home was redesigned into a spacious, modern property. 21 Kalaka's unique elevation offers commanding views and privacy; features true beachfront connoisseurs will value. Built by Mokulua High-Performance Builder, it delivers a sleek, elegant take on beachside living. The central open living area flows naturally to the ocean and pool, surrounded by five bedrooms (four en suite) plus a pool room. A breakfast bar and separate guest wing provide privacy and space for extended family. Exceptional craftsmanship, premium materials, and a refined floor plan make this property Kailua Beachfront’s most comprehensive offering.

21 Kalaka Place, Kailua

$725,000

2 Beds ⋅ 2 Baths ⋅ 202611451 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM ⋅ Poinciana Manor BLDG.

Finally, a top floor unit at Poinciana Manor with a fully renovated, open concept kitchen and living room. No neighbor above, and a ceiling that clears 20 feet at the peak. The kitchen and living room wall came down years ago, done professionally with an engineer's letter on file. The kitchen carries it forward: quartz counters, shaker cabinets to the ceiling with crown molding, and all BRAND new (July 2026) stainless appliances in the kitchen, french door fridge, slide in range, microwave hood, dishwasher. The primary bath has a double vanity and separate walk in shower with new fixtures. Fresh paint runs through the living areas, plus new cabinet handles and an LG stacked washer and dryer. The 82 square foot lanai adds real outdoor space. Two covered stalls, side by side, no stacking. A tree blocks the sightline to the neighboring unit for extra privacy. Grounds include a pool and picnic pavilion, and Kailua adds postcard beaches and trade winds a short distance from home. Ask your agent about an assumable VA loan option for qualified veterans ONLY (2.25% interest rate, $428,556.14 balance, P&I $2,057.30). Check out our Open House Saturday, July 26th, 2-4PM.

1015 Aoloa Place Unit 451, Kailua

$759,000

1 Beds ⋅ 1 Baths ⋅ 202613740 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM ⋅ Ka Malanai At Kailua BLDG.

Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush tropical landscaping, offering exceptional privacy and a serene island atmosphere. Fresh new carpet and a bright, well-maintained interior create a welcoming space ready to enjoy, while the convenient in-unit washer and dryer make everyday living effortless. Two parking stalls provide the flexibility and convenience that are rarely found with a one-bedroom home. Perfectly positioned in the heart of Kailua, this residence offers easy access to world-famous Kailua Beach, where turquoise waters and powder-soft sand invite morning swims, paddling, and sunset strolls. Kailua Town's vibrant collection of boutiques, cafés, restaurants, grocery stores, and everyday conveniences are just moments away, creating an ideal balance of relaxation and accessibility. Nearby Kailua District Park offers tennis courts, sports fields, fitness opportunities, and community events, completing the lifestyle that makes Ka Malanai one of Kailua's most sought-after communities.

445 Kailua Road Unit 5304, Kailua

$1,985,000

4 Beds ⋅ 3 Baths ⋅ 202613204 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in all of Kailua. Set on a 20,000-square-foot lot near the end of a quiet cul-de-sac and priced $234,700 below the current tax-assessed value, this distinctive 4BR/3BA home offers approximately 3,403 square feet of interior living area, plus 1,122 square feet of lanai, attic, and garage space. Custom Polynesian-inspired woodwork, handcrafted metal details, natural stone accents, curved architectural elements, and built-ins give the home character rarely found today. The light-filled main level features 3 bedrooms, 2 baths, an expansive primary suite, cooling valley breezes, and a wraparound lanai framing sweeping views of Kailua Bay, Olomana, and the Ko'olau Mountains. The flexible lower level includes a large bonus room and separate-entry 1BR/1BA apartment with private outdoor space. Terraced gardens, elevated lookout areas, 17 photovoltaic panels, a Tesla charger, two-car garage, and no rear neighbors complete this rare opportunity for a buyer ready to add personal touches and create an exceptional Kailua retreat.

1350 Lopaka Place, Kailua

$725,000

1 Beds ⋅ 1 Baths ⋅ 202613775 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM ⋅ Ka Malanai At Kailua BLDG.

Enjoy the convenience of living in Kailua's newest condominium building, built just 12 yrs ago and kitchen/flooring updated a yr ago, most everything you would want or need is less than a mile away, including shopping, restaurants, cafés, grocery stores, and Kailua Beach/Park. Enjoy the comfort of central A/C, the exceptionally low HOA fees compared to most condos, + the fees include an extensive cable/streaming package and high-speed internet, along with water, sewer, trash collection and maintenance/management of the complex. There's no known upcoming assessments and plenty of guest parking, along with storage for your bikes, boards, and kayaks too. This move-in ready, well-maintained 1 bedroom residence offers over 700 sq ft of interior living space and a covered parking stall. Built in 2014, it combines the benefits of newer construction with the charm of one of Oahu's most desirable beach communities. Just minutes from Kailua and Lanikai, you'll enjoy easy access to crystal-clear waters, kayaking, paddleboarding, hiking and more. Whether you're looking for a primary residence, second home, or investment property, this home offers exceptional value. Pet friendly up to 2 pets.

501 Kailua Road Unit 1103, Kailua

$2,750,000

5 Beds ⋅ 5 Baths ⋅ 202613874 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM

Best Value in Beachside, Kailua priced under tax assessed value! Only seven homes away from the beach without the oceanfront premium. Set within the private 14-home Hale Kai Surf & Racquet Club, this special beachside estate offers 5 bedrooms, 4.5 baths and 3,958 interior sqft. Upgraded with brand new split AC, owned photovoltaic system, generous living spaces, Main level features 4 bedrooms, 3.5 baths. The entire upstairs level is a private primary ensuite with large dual closets, a sunroom retreat, and access to multiple rooftop spaces. Impressive courtyard entry leads to a grand foyer with soaring ceilings and multiple indoor-outdoor living areas designed for both entertaining and quiet enjoyment. Hale Kai community's exclusive amenities, including an upgraded pool, repaved pickleball, tennis and basketball courts, and clubhouse, are located directly across from the home's front entrance, offering the ultimate convenience. This customized legacy home offers the dream beachside lifestyle with an invitation for personal touches. Exceptional opportunity not to be missed!

824 N Kalaheo Avenue Unit A, Kailua

$1,625,000

4 Beds ⋅ 3 Baths ⋅ 202613595 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Well-maintained single-family home located on a quiet private loop in one of Kailua's most desirable neighborhoods, offering a welcoming, family-friendly atmosphere. Ideally situated just minutes from Kalaheo Park, Kailua Bay, and the world-famous beaches of Kailua. This home features an open-concept floor plan with four bedrooms and two bathrooms in the main residence, plus an attached studio with its own full bathroom-perfect for visiting guests, extended family, or a private home office.

433 Kaimake Loop Unit A, Kailua

$2,050,000

4 Beds ⋅ 2 Baths ⋅ 202613001 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Gorgeous, rare and turnkey single-level home in the desirable Enchanted Lake neighborhood of Kailua. The open-concept floor plan is complemented by split A/C throughout, a new roof, and picturesque Ko'olau Mountain views. Designed to embrace Hawaii's indoor-outdoor lifestyle, the backyard serves as a seamless extension of the home, featuring a tiled swimming pool with a rooftop solar pool heating system, covered lanai, built-in BBQ, wood-fired pizza oven, and generous outdoor living areas, complemented by a Sonos outdoor sound system, creating the perfect setting for al fresco dining, poolside gatherings, or movie nights under the stars. Ideally located just minutes from Kailua Town, shopping, dining, parks, and Kailua's renowned beaches. First Open House this Sunday 7/19/2026 from 2-5pm!

1127 Lauloa Street, Kailua

$3,295,000

4 Beds ⋅ 2 Baths ⋅ 202613516 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Discover a rarely available mid-century modern retreat in beachside Kailua. First time on the market. This single-level home showcases timeless design, featuring a classic kidney-shaped pool that perfectly captures the essence of Island living. Set on a private, fee simple level 10,002 sq ft. lot, the property offers a serene oasis with mature, fruit-bearing trees—including multiple varieties of guava, lemon, and tangerine—offering a true farm-to-table experience right in your own backyard, making this a rare opportunity to enjoy vintage charm, indoor-outdoor living, and the relaxed elegance of Kailua. Home features a newly remodeled kitchen with $70,000 upgrades and quality finishes in contemporary style. Perfect for everyday meals or entertaining. Plus newer Solar Water Heater installed. Just four houses away from a private path that leads to beach access and a beautiful sugar-white beach of Kailua. Have fun in the sand and take in the sunset. This home is situated in a quiet lane featuring luxury estates. Enjoy a convenient location to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua

$1,870,000

4 Beds ⋅ 4 Baths ⋅ 202613694 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM

Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striking views of the Koolau Mountains. The flexible floor plan includes a separate-entry, one-bedroom with a wet bar, full bathroom, dining space, and private lanai—ideal for guests, a home office, or private living area. At the heart of the home is a spacious, thoughtfully designed kitchen featuring a bay window overlooking a peaceful garden retreat with a waterfall pond. A large covered lanai creates a wonderful setting for outdoor dining, entertaining, or simply enjoying Kailua’s relaxed island lifestyle. The inviting, gated entry is surrounded by mature tropical landscaping, including citrus and fig trees, heliconia, palms, and other lush plantings. Additional features include a fully fenced backyard, solar water heater, workshop, and two storage sheds. Offering privacy, versatility, mountain views, and beautifully landscaped outdoor spaces, this special property is ready to welcome its next owner.

1308 Kuuna Street, Kailua

$660,000

1 Beds ⋅ 1 Baths ⋅ 202613708 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM ⋅ Windward Passage BLDG.

Welcome to Windward Passage unit #810. This one-bedroom, one bathroom, and one assigned parking stall unit was just renovated with no expense spared. Every small detail was considered in the renovation to make this unit move-in ready. The kitchen features a single-level quartz countertop and brand-new stainless steel appliances. The entire unit has brand-new luxury vinyl plank flooring. The bathroom was converted to a shower, and a GFCI outlet was added so you can install a washlet on the toilet. Brand-new board-approved AC units were installed to help keep the unit cool during the warm summertime. Windward Passage features a wide variety of amenities, including a gym, kayak/surfboard racks, pool, jacuzzi, BBQ grills, dog park, tennis/pickleball courts, and a racquetball court. Located in Kailua town, shopping and restaurants are just steps away from this condo.

322 Aoloa Street Unit 810, Kailua

$1,450,000

3 Beds ⋅ 2 Baths ⋅ 202611762 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

WELCOME to this beautifully upgraded single-level home in the heart of Kailua's desirable Coconut Grove. Built in 1990 with double-wall construction, this home blends modern upgrades, quality craftsmanship, and the relaxed island lifestyle Kailua is known for. The bright, open-concept floor plan is filled with natural light and features luxury vinyl flooring, a beautifully remodeled kitchen with quartz countertops, a waterfall-edge island, white shaker cabinetry, stainless steel appliances, and custom floating wood shelves. Custom built-in closet systems throughout the home provide exceptional organization and storage. Extensive upgrades include split ACs throughout, high-efficiency double-pane windows, premium board-and-batten wood exterior siding, a vapor barrier, added insulation, roof kick-out flashing, fresh exterior paint, reinforced structural carport posts, carport closet with locking sliding doors and an outdoor shower. Just minutes from world-famous Kailua Beach, Kalama Beach Park, Kailua Town, boutique shopping, local cafés, restaurants, farmers markets, and endless outdoor recreation, this home is move-in-ready for you to experience the very best of island living.

447-A Manono Street, Kailua

$1,595,000

4 Beds ⋅ 3 Baths ⋅ 202613493 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. Numerous renovations including a beautiful kitchen remodel (So much counter space - it even has a prep sink!) that was completed in 2021. A new primary suite, which was just completed in 2025, has a walk in closet and a beautiful en-suite bathroom complete with soaking tub! Bedroom #2 also has a private en-suite bathroom as well. The 4th bedroom is outfitted with a Murphy bed and has beautifully refurbished shoji doors -it opens to the main living areas and is perfect for a guest room, office, or craft room. This home has so many extras- 200 amp electric service with 27 owned pv panels and 2 tesla powerwall batteries, split a/c, an indoor laundry room, a sauna, a treehouse!, and fruit trees including ulu, mango and banana. Freshly painted inside and just waiting for you to make this home your own!

1433 Mapuana Place, Kailua

$1,495,000

3 Beds ⋅ 2 Baths ⋅ 202613582 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM

Charming home with separate cottage. Home is updated with lovely merbau (Indonesian hardwood) floors, kitchen and bath. Main house has three bedrooms & one bath. Carport contiguous to the LR could be enclosed to increase living area by 240 sq ft. There are many leased PV panels. Large private yard has plenty of room to expand primary bedroom and add a bath. Cottage has a very private entry and its own deck and yard area. Cottage is permitted for use as additional living space to main house. Some of the photos are digitally staged. Property is located in the friendly neighborhood of Pohakupu. Kailua town and beach are a short distance away. This is a very special property.

1254 Ulupii Street, Kailua

$1,350,000

2 Beds ⋅ 1 Baths ⋅ 202613552 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the property. This home offers ample parking, room for a boat, and exciting potential for a future front dwelling or expansion, subject to buyer verification and applicable regulations. Inside, enjoy the modern finishes throughout, including a well-appointed kitchen with under-cabinet LED lighting, a large deep sink, and a sleek stone countertops. The spacious bathroom features under-cabinet LED lighting and a generously sized walk-in shower designed for both comfort and convenience. Ideally located near Enchanted Lake Shopping Center, restaurants, schools, and the world-famous beaches of Kailua. This property offers the perfect blend of island living and future possibilities. Don't miss this unique opportunity to own a beautiful new home in one of Kailua's most sought-after neighborhoods!

1436 Hele Street, Kailua

$1,975,000

4 Beds ⋅ 2 Baths ⋅ 202613279 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM

A rare Kailua opportunity in a highly desirable location. Situated on a spacious 10,000+ sq. ft. lot, on a cul-de-sac, this beautifully updated single-level 4-bedroom, 2-bath home offers the perfect blend of island living, modern comfort, and convenience. Enjoy being just minutes from Kailua Town, world-famous Kailua Beach, restaurants, shopping, and everything this special community has to offer. Designed with a comfortable and functional layout, the home features an inviting flow between the living spaces, updated kitchen and bathrooms, and a covered lanai that extends your living area outdoors. The expansive yard provides space to gather, garden, play, or simply enjoy your own private retreat surrounded by island favorites including a mango tree and beautiful plumeria. Thoughtful improvements add tremendous value, including a new roof completed in 2024, 27 owned PV panels with battery storage, 5 split AC units, and updates throughout much of the home. Complete with a 2-car garage and a highly desired single-level floor plan, this special Kailua property offers the space, comfort, and lifestyle that make island living so unique.

565 Auwina Street, Kailua

$1,200,000

2 Beds ⋅ 1 Baths ⋅ 202611596 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM

Welcome to this sweet beach town cottage on the island of Oahu, situated just a few blocks from Kailua Beach. Located in a quiet area of Maluniu Ave in Coconut Grove, this single-level home is compact, complete, and ready to go. With two bedrooms, one bathroom, and a fenced-in yard, this home provides everything you need. The tradewind breeze blows through the house, keeping it comfortably cool, while split air conditioners, and a leased photovoltaic system with battery offer excellent flexibility. The home is meticulously maintained and shows it’s been lovingly cared for. Please make appointments to preview.

811 Maluniu Avenue, Kailua

$1,650,000

4 Beds ⋅ 3 Baths ⋅ 202613492 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM

Great value, located in one of Kailua's most desirable neighborhoods! No through traffic, and surrounded by Golf Course & Canal front homes. Spacious layout, with lots of potential to bring your creative touch to take it to the next level. This home features 4 bedrooms and 3 full bathes (one bedroom has separate entrance), enclosed garage, and lots of storage space. 25 owned PV panels with net metering to keep the electric bill down, and a beautiful tiled salt water pool to get you through heat of the summer! Side yard with garden beds, and an avocado & Pak Lan tree in the front yard. Don't miss this opportunity to get into this wonderful neighborhood!

559 Iana Street, Kailua

$1,580,000

4 Beds ⋅ 2 Baths ⋅ 202612982 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM

Hidden Flag Lot Home. Kalama Tract Modernized. Powered by the Sun.

410-A Kalama Street, Kailua

$1,650,000

2 Beds ⋅ 3 Baths ⋅ 202612833 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM ⋅ Bluestone BLDG.

Welcome to Bluestone – where island living meets everyday luxury! Picture yourself sipping your morning coffee or dining in the evening on your lanai while looking across acres of green and sunsets dipping behind the Ko'olau Mountain Range. Or waking up to catch a rainbow over the golf course from the comfort of bed. Maybe join a friend for a meal or round of golf at near-by Mid-Pacific Country Club. Or take advantage of the resort-like amenities that Bluestone has to offer such as tennis courts, pickle ball, salt-water pool, hot tub, sauna, or one of many other activities available to you nearby. It’s the Kailua lifestyle, beautiful Lanikai Beach, the open spaces and the scenic beauty that makes Bluestone such a fabulous place to live. Add to that list a lovely townhome in a gated community with stunning views and cooling breezes. Spacious, scenic, and serene, it’s a truly special place to call home.

1302 Kamahele Street Unit 2402, Kailua

$650,000

2 Beds ⋅ 2 Baths ⋅ 202613406 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM ⋅ Meridian East BLDG.

Kailua's BEST BUY is EZ to see! Open July 12th from 2 pm to 4 pm! Tastefully updated high-floor, middle unit at Meridian East offering 180° views of Kailua Bay from Mokapu Peninsula to Lanikai from your oversized lanai. This well-maintained 2-bedroom residence features a clean, modern aesthetic with quartz countertops, warmly colored cabinetry, updated appliances, and highly sought after ceramic tile flooring throughout. Open-concept living and dining area flows seamlessly to the expansive lanai—ideal for indoor-outdoor living, morning coffee, or evening relaxation with the ocean as your backdrop. The kitchen includes bar seating and opens directly to the main living space, making it perfect for casual entertaining. Vinyl windows and natural light, create a bright and comfortable home. Meridian East is a secure, pet-friendly building with a pool, covered parking, bike/surfboard storage, & is located in the middle of Kailua Town just minutes from world-famous Kailua Beach. Easy access from your door to restaurants, cafes, shops, bars, & markets! Includes one covered/secured, larger than normal parking stall, newer electrical panel, tankless H20 heater, and BRAND NEW Bosch dishwasher

14 Aulike Street Unit 906, Kailua

$3,400,000

4 Beds ⋅ 3 Baths ⋅ 202613350 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

Who's ready for NEW? Rarely available, fully renovated waterfront retreat on Enchanted Lake with panoramic 180-degree lake and mountain views. All permits are closed for peace of mind. Launch your kayak from your own backyard and experience the ultimate island lifestyle. Situated on a fully fenced 10,400 sq. ft. lot, this exceptional home offers 4 bedrooms and 3 bathrooms with a versatile floor plan that lives as a 3-bedroom, 2-bath main residence plus a separate 1-bedroom, 1-bath living space. Rebuilt from the studs with new electrical, copper plumbing, two new sewer lines, insulation, Level 5 drywall, windows, doors, vaulted ceilings, luxury wide-plank flooring, custom tile finishes in all baths, and Mitsubishi split A/C throughout. The chef's kitchen features custom KraftMaid cabinetry, a walk-in pantry, and premium Thermador appliances. Outside, enjoy a new pool with dual water features, a 60+ ft. covered stamped concrete lanai, bamboo outdoor shower, lush tropical landscaping, in-ground irrigation, 18 owned PV panels, and easy access to Kailua Town, world-famous beaches, shopping, dining, parks, and schools. Live, Love, Lake Life!

1247 Kahili Street, Kailua

$1,350,000

4 Beds ⋅ 2 Baths ⋅ 202609502 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM

Wake up to stunning, unobstructed views of the majestic Olomana mountain range from this property brimming with potential. This home presents a rare opportunity to renovate, restore, or create a space tailored to your vision in one of Kailua's most desirable locations. Featuring a flexible floor plan and ample outdoor space, this property is ready for its next chapter. Whether you're looking to undertake a full renovation or make improvements over time, the possibilities are endless. Enjoy convenient access to shopping, dining, beaches, parks, and the scenic Kawainui Marsh Trail, offering opportunities to experience one of O?ahu's most unique natural landscapes. The property is being sold in its present condition. Interior square footage may differ from tax records. Buyers are strongly encouraged to perform their own due diligence regarding the property's condition, improvements, permits, square footage, and all other material facts they deem important to their purchase.

319 Kihapai Street Unit C, Kailua

$925,000

3 Beds ⋅ 2 Baths ⋅ 202608120 MLS ⋅ FS - Fee Simple Tenure ⋅ 57 DOM ⋅ Windward Harbour BLDG.

Wake up to breathtaking mountain views and end your day on your own private rooftop lanai. This rare, 3-bedroom 2-bathroom gem at Windward Harbor blends modern Kailua elegance with resort-style amenities. This is island living at its finest. From the floor-to-ceiling windows that bathe the open-concept of indoor and outdoor living space with a screened in lanai to enjoy the tropical water features and landscapes. The Primary Suite is located downstairs with a large walk in closet and shower and two bedrooms plus full bathroom upstairs. Enjoy two covered side by side parking right at the walk way for easy entry. Conveniently located in the heart of Kailua Beach Town, Whether you're strolling to Kailua Town for your morning coffee or hitting the sands of world-famous Kailua Beach, this isn't just a condo—it’s your personal sanctuary. Gated Community with amenities including an on-site manager, pool, jacuzzi, sauna, BBQ, car wash, Pickleball and Tennis courts. This is a pet-friendly building!

1030 Aoloa Place Unit 2/302B, Kailua

$1,375,000

4 Beds ⋅ 3 Baths ⋅ 202611885 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM

Opportunity awaits in this well-priced 4-bedroom, 3-bathroom home in the highly desirable Enchanted Lake neighborhood. Bursting with potential, this property offers the perfect opportunity to add your personal style while benefiting from several recent improvements, including a roof restoration, brand-new upstairs deck area, new carpet in the upstairs bedroom, updated appliances, and fresh exterior paint on select areas. The flexible floor plan features multiple living areas, making it well-suited for multigenerational living, hosting guests, or creating an investment opportunity. Set on a generous 7,718 sq. ft. lot, you'll enjoy a spacious backyard with a mango tree, Puakenikeni, and plumeria tree, offering the perfect island setting for entertaining, gardening, or simply relaxing. Located just minutes from Kailua Town, world-famous beaches, parks, schools, shopping, dining, and convenient access to H-3 and Pali Highway, this home combines location, space, and opportunity. Whether you're looking to move right in and update over time or create your dream home from the start, this Enchanted Lake gem is ready for its next chapter.

689 Keolu Drive, Kailua

$1,328,000

3 Beds ⋅ 2 Baths ⋅ 202613210 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM

**Renovation Opportunities:** With a single-level layout, this home is perfect those seeking to customize their space. Whether you envision an open-concept living area, modern kitchen, or luxurious primary suite, the possibilities are endless. OR **New Construction:** For those looking to start fresh, the level lot provides an excellent foundation for a brand-new home. Think of creating a contemporary design that showcases panoramic views of the Ko'olau Mountains and integrates seamlessly with the natural surroundings. Located in the highly desirable Maunawili neighborhood, nestled at the base of the breathtaking Ko'olau Mountains, this property is surrounded by a tranquil, lush environment that boasts historical richness and scenic beauty. Enjoy direct access to tropical forests and the stunning Maunawili Falls hike, perfect for outdoor enthusiasts. Just a short drive from Kailua town, you’ll appreciate the convenience of nearby shopping, dining, and cultural attractions. With easy access to Kamehameha and Pali highways, commuting is a breeze. Seize the chance to create your ideal oasis in this idyllic setting!

1076 Maunawili Road, Kailua

$7,880,000

5 Beds ⋅ 4 Baths ⋅ 202613137 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM

Experience one-of-a-kind oceanfront living in the heart of Lanikai. Nestled along the shoreline in one of Hawai?i's most coveted neighborhoods, this private tropical retreat captures sweeping Pacific Ocean views and offers inviting spaces designed for relaxed island living and effortless entertaining. Enjoy days by the pool, host gatherings on the spacious covered lanai, and take in the cooling trade winds, gentle surf, and frequent visits from sea turtles. The home captures sweeping Pacific Ocean views from nearly every room, with an open floor plan that maximizes natural light and creates a strong connection to the oceanfront setting. Upstairs, four vaulted-ceiling bedrooms provide comfortable retreats, including a primary suite where expansive windows frame beautiful sunrise views. A wraparound lanai extends the living space, with additional bedrooms also enjoying tranquil ocean vistas. Ideally situated just half a block from the white sands of Lanikai Beach, one block from Kailua Beach, and two blocks from Mid-Pacific Country Club, this waterfront home combines privacy, breathtaking scenery, and an unparalleled location to create the ultimate island lifestyle.

846 Mokulua Drive, Kailua

$2,625,000

5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM

Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa. Tucked along the peaceful cul-de-sac end of Kainui Drive, locally known as “Duck Road.” The spacious single-level main home features three generously sized bedrooms with new carpeting, three bathrooms, a dedicated study and bright living and dining areas that flow seamlessly into an enclosed lanai. A large recreation room or studio complete with a kitchenette, bathroom, private entrance, and its own courtyard provides additional flexibility for guests, home office or extended family. Upstairs, the 800 sq ft 'ohana unit (823 Kainui Dr) features two bedrooms, one bathroom, and a covered lanai. Recent upgrades include a new roof on the main home and a freshly re-plastered pool. Take in stunning sunsets over the Ko'olau Mountains from the multiple outdoor areas, relax in the pool and spa, or enjoy a paddle or boat out to Kailua Bay. This unique property offers flexibility and is ideal for multigenerational living, generating rental income, or both. The possibilities are truly endless.

821 Kainui Drive, Kailua

$1,749,000

3 Beds ⋅ 2 Baths ⋅ 202612706 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM

Rare opportunity to own a fully updated Kailua home tucked into the mountains with no rear neighbors and panoramic ocean views stretching to the iconic Mokes (Mokulua Islands). Sip your morning coffee while enjoying spectacular sunrise views over the Pacific from the main living area, multiple wraparound lanais, primary bedroom, and even the backyard. Large windows fill the home with natural light while showcasing the stunning mountain and ocean views. The beautifully updated interior features an open-concept layout with vaulted ceilings, newer tile flooring throughout the main living area, a fully renovated kitchen with stainless steel appliances, custom cabinetry, and an oversized island perfect for entertaining. The spacious primary suite offers a walk-in closet, stunning fully updated ensuite bathroom, and private wraparound lanai with sweeping ocean views. Split AC in every room, along with new luxury vinyl flooring throughout the lower level, provide modern comfort. Complete with a two-car garage and generous storage, this exceptional home is just minutes from Kailua Beach, Aikahi Shopping Center, Marine Corps Base Hawai'i, and H-3.

285 Ilikaa Place Unit B, Kailua

$1,395,000

6 Beds ⋅ 3 Baths ⋅ 202604953 MLS ⋅ FS - Fee Simple Tenure ⋅ 21 DOM

Spacious 6-bedroom, 3-bath home approximately 1968 sq. ft. of living area in a desirable Kailua neighborhood. This versatile home features a functional floor plan with 4 bed/2 baths on the main level, and 2 bed/1 bath and wet bar on the upper level providing additional living space. Separate entries to both levels offers added flexibility for extended or multi-generational living, accommodating guests, or investment opportunities. There is also a large covered lanai perfect for relaxing or entertaining guests. With lots of space and endless potential, this home is ready for your personal updates to make it your own. Conveniently located near the heart of Kailua, with easy access to shopping, dining, schools, parks, and world-famous beaches. Don't miss this great opportunity to own a spacious home with flexible living options in one of Kailua's most sought-after communities.

664 Kihapai Street, Kailua

$1,805,000

6 Beds ⋅ 2 Baths ⋅ 202612433 MLS ⋅ FS - Fee Simple Tenure ⋅ 21 DOM

Step into your own private tropical retreat in desirable Keolu Hills. This beautifully updated 6-bedroom, 2-bath home offers exceptional flexibility with 3 bedrooms and 1 bath upstairs and 3 bedrooms and 1 bath downstairs, each with its own entrance—ideal for multigenerational living, extended family, guests, or a variety of living arrangements. Modern upgrades blend seamlessly with the home's classic island charm and include 21 owned PV panels, a solar water heater, solar attic fan, split AC systems, laminate and tile flooring, and stainless steel appliances. The fully fenced property feels like a private botanical garden, filled with mature tropical landscaping and fruit trees. The backyard is truly a showstopper, featuring a stunning waterfall, relaxing jacuzzi, a majestic mango tree known for its delicious fruit, and an expansive covered lanai of approximately 1,000 square feet—perfect for entertaining, outdoor dining, or simply unwinding in your own island oasis. This is a rare opportunity to own a versatile home that offers the best of the Windward lifestyle, just minutes from Kailua's world famous Beach, shopping, hiking, restaurants and more.

1237 Hele Street, Kailua

$2,450,000

4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 23 DOM

Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured from your wrap around lanais and large picture windows framed by high vaulted ceilings. The open layout of the home embraces the essence of Hawaiian living with modern finishings and covered ipe wood lanais offering you a variety of settings for entertaining and indoor/outdoor living. The main house provides a large primary bedroom with an en suite bath, a spacious second bedroom, and a third bedroom or office. The separate cottage with full bath and kitchenette has equally captivating views with a large lanai. The resort-like blue tiled pool with spa and water feature is surrounded by lush tropical landscaping providing beauty and privacy. Features an owned PV system, 2-car enclosed garage, and adjacent workshop/storage. There are 2 dedicated parking stalls along the private road for guests. This cul-de-sac location places you at the high point of the Summit bordered by conservation land. Minutes to the white sandy beaches of Kailua and Waimanalo and the trendy shops and restaurants of Kailua Town.

1461 Aunauna Street, Kailua

$6,650,000

4 Beds ⋅ 4 Baths ⋅ 202612902 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM

Experience breathtaking Mokulua Islands views from every corner of this Lanikai hillside home. The home offers head-on, unobstructed views of the Mokes, with the sea & coral shifting colors from sunrise to sunset, while the elevated lanai frames a front-row seat to the ocean's daily rhythm—paddlers, sailboats, and passing whales in winter. Tucked away on a quiet, dead-end street, the home is a true oasis that is away from the busy loop and above the tsunami evacuation zone, while being only a few minutes walk to the beach. A fully fenced yard and separate entrances into the home make the property ideal for any lifestyle—entertaining, children, pets, or multi-generational living. The floor plan offers several options for a quiet home office away from other living areas, providing flexibility. Fruit-bearing trees surrounds the home, butter avocado, mango, coconut, fig, tangerine and lemon. Beyond its beauty, there may be opportunity for upside: sitting below the current building height limit and with a generously sized lot, options abound. A rare blend of privacy, panoramic head-on Mokes views, an extra-large lot, and future flexibility awaits in this Lanikai hillside sanctuary.

344 Lama Place, Kailua

$11,950,000

4 Beds ⋅ 5 Baths ⋅ 202611360 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM

LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Islands. Open your eyes each day to incredible Lanikai Sunrises! Situated at the quiet coveted end of the Lanikai loop, this home is private, gated and has everything for your new Hawaiian lifestyle. Newly built in 2007 by Chris Emerson this custom home is a show case of quality construction with a timeless Hawaiian design. This well maintained home features board-and-batten on both the interior and exterior walls of the home, vaulted Ceilings in each room, all custom doors and built ins, concrete floors, marble counter tops, mature landscaping, large park like green spaces with over 18,000 sq ft of land, and a newly renovated salt water pool & jacuzzi. The Main home features 3 ensuite beds with 3.5 baths, 2 outside showers, a very large primary closet, the pool house / recreation room is now set up as a bedroom with private bath. Features include an Infrared sauna, small gym area, oversized 2 car garage, gated 1 car carport, 2 on demand gas water heaters, propane gas, gas tiki torches, solar panels and generator.

1586 Mokulua Drive, Kailua

$1,150,000

2 Beds ⋅ 2 Baths ⋅ 202611496 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM ⋅ Ka Malanai At Kailua BLDG.

Experience the best of Kailua living at "Ka Malanai in Kailua", one of the Windward side's newest condo communities. This 2-bedroom, 2-bath residence puts you in the heart of Kailua town - minutes from Kailua Beach, weekly farmers' markets, shops and restaurants yet set back on a peaceful courtyard. Inside, the kitchen offers generous counter space and abundant storage. It opens to the living and dining area, which flows to the spacious lanai overlooking the courtyard - an easy spot for morning coffee or dinner outdoors. The primary suite features double vanities, a step-in shower, luxurious deep soaking tub and a thoughtfully designed walk-in closet, while the second bedroom and full bath offer flexibility for guests or a home office. Don't miss the opportunity to own in one of Kailua's most desirable communities. Assumable 2.25% VA loan available to qualified buyers - inquire for details. Shown by private appointment.

361 Kailua Road Unit 8108, Kailua

$4,695,000

4 Beds ⋅ 3 Baths ⋅ 202612376 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM

Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

$485,000

1 Beds ⋅ 1 Baths ⋅ 202612790 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM ⋅ Hale Makalei BLDG.

RARELY AVAILABLE, pet-friendly unit in the highly desirable Hale Makalei in the heart of Kailua! This beautifully remodeled 1-bedroom, 1-bath residence was thoughtfully updated in 2020 and offers breathtaking views of Kawainui Marsh and the Ko?olau Mountains. Start your mornings with a cup of coffee as the mist rolls across the marsh, then unwind on your private lanai while taking in colorful sunsets over the Ko?olau range. Enjoy the convenience of low HOA dues, a dog park located on the ground floor, and easy access to world-famous Kailua & Lanikai Beach, shopping, dining, and outdoor recreation. Whether you're looking for your primary residence or the perfect island retreat, this home offers the best of Kailua living.

711 Wailepo Place Unit 304, Kailua

$1,499,000

3 Beds ⋅ 2 Baths ⋅ 202611963 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 DOM

Welcome to this a bright and airy 3BR/2BA home perfectly positioned at the end of a quiet cul-de-sac in the heart of Kailua. This home has been refreshed with new paint inside and out, making it feel crisp, clean, and ready for you to move right in. Nestled on a generous lot of over 9,200 sq. ft., the property is a true outdoor oasis. Whether you’re hosting weekend gatherings on the lanai or taking a dip in the saltwater pool, there’s plenty of room to soak up the island sun. The expansive yard offers endless possibilities for gardening or play, all while benefiting from the efficiency of leased solar panels. Inside, the nearly 1,500 sq. ft. layout flows seamlessly, offering a wonderful blend of classic charm and modern potential. With a two-car garage and a prime location near the iconic sands of Kailua Beach and the desirable Kaelepulu Elementary School, this residence is designed for an easygoing lifestyle. Come see why this gem wont last!

545 Ka Awakea Place, Kailua

$9,450,000

4 Beds ⋅ 7 Baths ⋅ 202612618 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 DOM

TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite, detached pool house, separate BBQ pavilion, & 3-car garage, this remarkable property lives like a private resort. A striking torii gate welcomes you into lush tropical grounds w/expansive lawns, mature landscaping & a beautiful swimming pool w/spa. The chef’s kitchen features abundant counter space, dine-in seating, dual sinks, gas & electric cooktops, dual ovens, oversized refrigerator/freezer, beverage drawers, wine captain, ice maker, and a large center island. Rich hardwood floors, natural stone accents, custom cabinetry, floating display shelves & wood-framed glass doors enhance the interiors. Covered indoor-outdoor hallways lead to 3 private bedroom suites w/garden & pool views. The upstairs primary retreat enjoys a private balcony, mountain vistas, home office, custom built-ins & a spa-inspired bath w/ dual vanities, walk-in shower & soaking tub. Fully walled & gated w/ a spacious motor court, this is a rare opportunity to enjoy true resort-style living in one of Oahu’s most desirable beachside communities.

1011 Mokulua Drive, Kailua

$3,750,000

5 Beds ⋅ 4 Baths ⋅ 202612388 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 DOM

Set along the peaceful shoreline of a tranquil lake, this stunning five-bedroom, four-bathroom residence offers a lifestyle where every day starts and ends with views that feel like a getaway. From the moment you step inside, you'll appreciate the thoughtfully designed layout, where spacious living areas flow effortlessly together for both everyday comfort and entertaining. All rooms are very generous in size on the main level and upstairs you will find a spacious studio with a wrap-around lanai that creates endless possibilities. Outside, the magic continues - imagine spending sunny afternoons relaxing beside the sparkling pool, hosting unforgettable gatherings with the lake as your backdrop, or simply unwinding as gentle Hawaiian breezes ripple across the water. Perfectly positioned in an exceptional location, this is more than a beautiful home—it's a place where memories are made and every day feels just a little more extraordinary.

802 Pahumele Place, Kailua

$1,659,000

4 Beds ⋅ 2 Baths ⋅ 202612545 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM

Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room - ideal for gatherings and relaxation. The main living areas are enhanced with Koa-style luxury vinyl flooring and travertine tile, while the kitchen showcases granite countertops and abundant cabinetry. Step outside and unwind in your private backyard oasis, or take advantage of the upper terraced lot, leading to a viewing deck with breathtaking panoramic views of Kailua Beach, Waimanalo, and Rabbit Island. Conveniently located just minutes from shopping, dining, schools, and world-renowned beaches, this home offers both lifestyle and location. Don’t miss this incredible opportunity!

1494 Kina Street, Kailua

$1,689,000

5 Beds ⋅ 3 Baths ⋅ 202612287 MLS ⋅ FS - Fee Simple Tenure ⋅ 33 DOM

Experience the perfect blend of modern comfort and island living. Tucked away on a private flag lot, this five-bedroom, three-bathroom residence offers a rare combination of modern efficiency and versatile island living. Spanning 1,800 square feet of thoughtfully updated space, the home’s layout is designed for flexibility, easily accommodating various living arrangements or providing excellent potential for supplemental rental income. One of the standout features is the commitment to sustainability, with 18 owned photovoltaic panels and a coveted Net Metering agreement already in place, you can enjoy significant long-term value and energy efficiency from day one. Outside, the generous 5,616 square foot lot provides ample outside space while keeping you just moments away from the vibrant energy of Kailua town and world-renowned beaches. Whether hosting a weekend gathering or enjoying the cool breeze lifestyle is effortlessly here! This move-in-ready home is sold "as-is," offering a streamlined path to a turnkey retreat in a prime windward location. Come see how modern upgrades and a top-tier position create the perfect place to call home.

528 Halela Street Unit A, Kailua

$7,888,000

4 Beds ⋅ 4 Baths ⋅ 202612440 MLS ⋅ FS - Fee Simple Tenure ⋅ 28 DOM

Oceanfront elegance awaits in this exceptional Kaimalino residence, perfectly positioned to capture panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This stunning 4-bedroom, 3.5-bath home welcomes you with breathtaking ocean vistas from the living room, dining room, and kitchen, all flowing seamlessly to an expansive lanai and lush backyard that’s ideal for entertaining family and friends, enjoying time with pets, or simply relaxing while taking in spectacular sunrises and sunsets over one of Oahu's most coveted waterfront locations. Upstairs, the spacious primary suite features breathtaking ocean and mountain views, an ensuite bath, walk-in closet, and shared lanai with one of the additional bedrooms, perfect as a guest room or home office. Two more spacious bedrooms complete the upper level, including one with its own ensuite bath and walk-in closet, offering comfort and privacy for family or guests. Located in the highly desirable Kaimalino neighborhood, this prestigious low-key enclave offers stunning coastal scenery and is minutes from the heart of Kailua Town with its renowned beaches, boutiques, cafés, and restaurants.

611 Kaimalino Place, Kailua

$1,585,000

4 Beds ⋅ 2 Baths ⋅ 202612259 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 DOM

Welcome Home to this 4 bedroom 2 bath home located just minutes away from the center of the charming town of Kailua. Renovations of the kitchen and bathrooms was in 2021. Great layout with 2 bedrooms and 1 bath on each side of the home. 3 of the bedrooms have sliding glass doors giving a wonderful flow to the property. Open concept living with the kitchen, Living room and dining room in the center of the home. This living space leads right out to the back yard and pool which was replastered in the last few years as well. Easy access to Kailua Beach, K Bay military base, Whole Foods, Target, many boutiques, restaurants and all the conveniences needed to enjoy the lifestyle of your choice.

633 Keolu Drive, Kailua

$800,000

3 Beds ⋅ 2 Baths ⋅ 202612305 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 DOM ⋅ Windward Cove BLDG.

Welcome to Windward Cove—a gated community in the heart of Kailua, surrounded by 3 acres of lush tropical landscaping, koi ponds, and peaceful water features. This private 3-bedroom, 2-bath corner unit offers an open-concept layout with floor-to-ceiling windows that fill the space with natural light. Recent updates include new kitchen cabinets, quartz countertops, refrigerator, dishwasher, vinyl flooring and fresh paint throughout. Enjoy indoor-outdoor living with a spacious 395 sq. ft. rooftop deck—perfect for BBQs and entertaining. Located just 1.1 miles from Kailua Beach and close to shopping, dining, and the weekly Farmers Market. Community amenities include a pool, sauna, tennis court, on-site security, resident manager, and pet-friendly policies. Don’t miss this rare opportunity to own a peaceful retreat in one of Oahu’s most desirable neighborhoods! Assumable VA mortgage at 2.25%interest rate/ monthly payment $2100/ balance is approx $455,000.

1020 Aoloa Place Unit 311B, Kailua

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 202612018 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM

Excellent opportunity for the savvy buyer! Large single level home with over 1,700 sf of living area features lofty cathedral ceilings with gorgeous light filled spaces! Flowing floorplan excellent for entertaining with open living, dining, living and even a 200 sf covered lanai. Plus enclosed 2 car garage w/direct entry into home/laundry room. Already surveyed and tented! Sold as is. Must see!

590 Keolu Drive, Kailua

$799,888

3 Beds ⋅ 3 Baths ⋅ 202612106 MLS ⋅ FS - Fee Simple Tenure ⋅ 33 DOM ⋅ Aikahi Gardens BLDG.

REMODELED TOWNHOUSE in Aikahi Gardens. This 2-story residence is located at the back of Aikahi Gardens for lots of privacy and quiet. Kitchen & Bathrooms remodeled in 2020. NEW PAINT. NEW FLOORING. NEW APPLIANCES. Lots of unique features and finishes throughout. Ceiling fans and wonderful breezes keep this home nice and cool. TWO PARKING STALLS right outside your door. Lots of guest parking. Perfectly situated near H-3, Pali Highway, Marine Corps Base Hawaii, and all that Kailua Town has to offer—including beaches, shopping, and dining. Don’t miss this opportunity—schedule your showing today!

183-4 Oko Street Unit 2604, Kailua

$5,895,000

4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure ⋅ 35 DOM

Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

$619,000

2 Beds ⋅ 2 Baths ⋅ 202609776 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM ⋅ Poinciana Manor BLDG.

This Poinciana Manor unit is a spacious blank slate awaiting your personally chosen upgrades, on your timeline. Excellent location in the building, with views of the open courtyard, garden, and koi pond. Enjoy peace and quiet, the faint sound of birds, and a trickling fountain. The open, flowing layout has tropical terracotta tile from kitchen to dining to living to covered lanai to open lanai; the hallway and baths have same tile as well. Two covered parking stalls, storage closet in parking area, easy entry and elevator access, bike and surfboard storage, security, plenty guest parking, car wash area... all features of great convenience that enhance your everyday living! Lovely walking pathways, lush lawn courtyard, picnic areas, and nice pool round out the features to enjoy. Cabinets are original, offering more than adequate storage. The full-size washer/dryer and dishwasher are newer. This is a home to enjoy, experience, and feel everything out while you decide if you want to just decorate or remodel. Enjoy the beach-town lifestyle Kailua offers, a few blocks from beaches, dining, shopping, for an affordable price in a well-managed development. Seller is offering credits.

1015 Aoloa Place Unit 219, Kailua

$7,745,000

4 Beds ⋅ 4 Baths ⋅ 202611655 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM

Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end of Lanikai, the property enjoys sweeping views of the Mokulua Islands and unforgettable sunrise panoramas across the turquoise waters. Rich in character, the classic mid-century residence has been thoughtfully updated while preserving its authentic beach-house feel. The main home offers 3 bedrooms and 2.5 baths, complemented by a separate 1-bedroom, 1-bath cottage, perfect for guests or extended family. Designed for effortless indoor-outdoor living, the home opens to a world where the ocean is your backyard. Spend your days snorkeling, kayaking, canoeing, windsurfing, foiling, or fishing just steps from your back door. Surrounded by Lanikai’s powder-soft white sands, gentle trade winds, and crystal-clear waters, this special property offers a rare glimpse of Hawai‘i as it once was. Stroll or bike the neighborhood loop, greet friendly neighbors, and embrace a slower pace of life. A truly rare opportunity to own a piece of Lanikai’s cherished oceanfront legacy, where every day feels like a return to paradise.

1414 Mokulua Drive, Kailua

$2,300,000

4 Beds ⋅ 3 Baths ⋅ 202611972 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM

Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a clean, considered renovation — vaulted ceilings, an open great room flowing to covered lanais, and walls of glass framing the pool, gardens and fountains. This generous lot sits against the conservation hillside adding to the peace and quiet of this location. The chef's kitchen pairs a Viking range and Sub-Zero refrigeration w/a generous island open to the dining & living areas. Two primary suites suit multigenerational living or a guest wing, the spa-inspired primary bath w/a soaking tub and oversized shower. Two additional bedrooms w/shared bath PLUS 2 office/flex rooms Outside is your own resort: a sparkling pool (plus spa hookup), mature landscaping, a garden gazebo and covered lanai seating for golden-hour gatherings. NEM metering, 2 Tesla Powerwalls, + a new GACO roof! Freshly painted inside & out, new flooring, lighting & fans throughout. Minutes to Kailua Beach, a short hop to Marine Corps Base Hawaii, and moments from H-3, Pali and Likelike — with Aikahi Shopping Center and dining close at hand.

445 Iliwahi Loop, Kailua

$1,400,000

3 Beds ⋅ 2 Baths ⋅ 202611976 MLS ⋅ FS - Fee Simple Tenure ⋅ 35 DOM

Enjoy comfort, privacy, and island living in this 3-bedroom, 2-bath home in Kailua’s Coconut Grove area. This 1,727 sq. ft. home features a den, a large, enclosed back patio, and a private backyard pool (resurfaced and retiled in 2021)—perfect for relaxing and cooling off. Located at the end of a newly paved private lane, the property includes two split AC units, a solar water heater, and an owned PV system. Enjoy convenient access to H-3, Kailua beaches, parks, and shopping. The home was tented on April 9, 2026, and includes an Xtermco warranty through April 8, 2031. Sold "as is".

742-A Kaipii Street, Kailua

$648,000

2 Beds ⋅ 1 Baths ⋅ 202610676 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM ⋅ Gardenia Manor BLDG.

Welcome to Gardenia Manor! This beautifully maintained 2-bedroom, 1-bath corner end-unit offers the perfect combination of comfort, convenience and indoor-outdoor living. Featuring two side-by side covered parking stalls, this desirable residence is ideally situated near the stairs for easy access to parking and just moments from the community pool. The remodeled kitchen showcases updated finishes and is complemented by recently replaced appliances, including the refrigerator and washer/dryer. The versatile guest bedroom features a custom Murphy bed, allowing the space to easily function as a home office, guest room, or flex space to fit your lifestyle. One of the home's standout features is the expansive 312-square-foot private lanai with retractable awning, providing exceptional outdoor living space for entertaining, dining, gardening, or simply relaxing in your own secluded retreat. Conveniently located in the heart of Kailua, Gardenia Manor places you just minutes from Target, Whole Foods, Kailua Town Center, popular restaurants, boutique shopping, beaches and everyday essentials.

333 Aoloa Street Unit 231, Kailua

$1,700,000

3 Beds ⋅ 4 Baths ⋅ 202612168 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM

Welcome to this well-maintained single-level home located in a highly desirable location close to dining, shopping, super market, schools and the ocean. This inviting residence features upgraded vinyl flooring throughout the main living areas, a beautiful koa wood built in cabinet and split air conditioning. The flexible floor plan offers excellent versatility, including a front bedroom with its own private entrance and en-suite bathroom ideal for rental income, guests or extended family living. Enjoy an open-concept kitchen enhanced with skylights, a walk-in pantry, and a dedicated laundry room. Step outside to a spacious, covered lanai overlooking a salt water tiled pool perfect for entertaining and relaxing with friends and family. The backyard includes a separate workshop gym space complete with half bath with retaining wall for extra yard space with mural by Kamea Hadar. Leased solar panels are prepaid through 2032, offering added energy efficiency and savings. Please note: bedroom, bathroom and square footage may differ from tax records.

1027 Alahaki Street, Kailua

$4,250,000

8 Beds ⋅ 8 Baths ⋅ 202608906 MLS ⋅ FS - Fee Simple Tenure ⋅ 35 DOM

Ideally positioned on a rare, level one-acre lot in the heart of Maunawili Valley, 969 Auloa honors a peaceful,Japanese-inspired roots. The estate has undergone a COMPREHENSIVE RENOVATION, blending essential modern upgrades with high-end aesthetics. From the new 200-amp electrical and copper plumbing to the solid quartz surfaces and Toto fixtures, every detail ensures an elevated, worry-free move-in experience. Overlooking the storied paddocks of Maunawili Farms, the estate offers a front-row seat to O‘ahu’s equestrian heritage. Relax by the pristine pool, watch the horses through the tropical canopy. From sought-after Kaimana lychee and Soursop to White peach and Apple bananas, this property is a fruit lover’s paradise. Enjoy papayas for breakfast, fresh tangerines and lemons for a refreshing drink, or gather avocados, coconuts, and mangoes for an evening meal. With multiple living wings and expansive land, it is perfectly suited for customized multi-generational living, diverse income-generating ventures, or a private estate tailored to your specific lifestyle. The main floor has 3 bedrooms and 2.5 bathrooms. The first level is accessed by an outside staircase, 3 beds, 2 baths.

969 Auloa Road, Kailua

$1,650,000

4 Beds ⋅ 2 Baths ⋅ 202612005 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM

PRICE IMPROVEMENT! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of usable land. Plenty of room for your vehicles or even a boat or pool. This 4 bedroom 2 bath Single Level home is 1,598 sqft and has been tastefully upgraded throughout, new shaker cabinets, quartz countertops, luxury vinyl plank flooring and modern micro- cement bathrooms. The entire home was rewired in 2026. The open concept kitchen has brand new appliances including a duel fuel 48in 6 burner double oven with a matching custom micro-cement hood vent, wine fridge, and ice maker. The 8 foot kitchen island has a unique backlit stone that is perfect for gathering and flows into the living and dining spaces seamlessly. Convenient access to Pali and H3, Kailua beach, shopping and dining. Schedule a showing today!

1540 Akake Place, Kailua

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM

A brand new roof and now offered at $105,000 below original list price — your opportunity to own in Kailua just got even better! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms. The chef's kitchen is a true delight, it boasts KraftMaid cabinets, double-wall oven & granite counters. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail to provide long-term comfort and independence for the owner's parent. The huge outdoor lanai extends this living space & is ideal for extended family, guests, or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage rm, covered parking for a boat, outdoor shower & a fully fenced yard w/an auto. gate for privacy. Wonderful location just min. from world-famous Kailua Beach!

409 Wanaao Road, Kailua

$674,000

2 Beds ⋅ 2 Baths ⋅ 202611825 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM ⋅ Poinciana Manor BLDG.

New Price – Incredible Value in the Heart of Kailua! Move-in ready and priced to sell, this 2-bedroom, 2-bath condo in Poinciana Manor offers the perfect blend of comfort, convenience, and island living. Enjoy luxury vinyl plank flooring throughout the main living areas, updated bathroom vanities and countertops, AC throughout, and a kitchen with stainless steel appliances. Relax on your private, covered lanai surrounded by bamboo landscaping with beautiful Ko'olau mountain views. Additional highlights include two side-by-side covered parking stalls, a dedicated storage locker, and in-unit washer/dryer. Just minutes from world-famous Kailua Beach, shopping, dining, and everything Kailua has to offer. Don't miss this opportunity to own one of Kailua's best values!

1015 Aoloa Place Unit 335, Kailua

$1,449,000

3 Beds ⋅ 2 Baths ⋅ 202611523 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM

Updated 3-bedroom, 2.5-bath plantation cottage-style home, ideally located less than a mile from Kailua Beach and just moments from Kailua Town's dining, shopping, and everyday conveniences. Tucked away off Maluniu Avenue on a peaceful side street, this inviting residence offers the perfect blend of privacy and accessibility.Situated on a 5,040 sq. ft. lot, the property features 1,008 sq. ft. of designed living space surrounded by lush tropical landscaping. Inside, you'll find a renovated kitchen and bathroom, stainless steel appliances, hardwood flooring, crown molding, coffered ceilings, and custom board-and-batten detailing that enhance the home. The board-and-batten exterior adds curb appeal, while upgraded jalousie windows frame garden views and invite island breezes throughout.The expansive grassy yard offers space to enjoy the outdoors, along with a lemon/lime hybrid tree. Two outdoor showers provide the perfect place to rinse off after a day at the beach. Property has new plumbing, electrical wiring, roof still under warranty, water heater, vents, drains. It also boasts a special dedicated charger NEMA 14-15-50 AMP circuit for electric vehicles.

142C Maluniu Avenue, Kailua

$948,000

2 Beds ⋅ 1 Baths ⋅ 202611865 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM

BREAKING NEWS: Seller offering potential assumable mortgage to veterans only currently at 2.25%, all for more information. Wake up in your own Kailua cottage, sip coffee under the mango tree with the Ko'olau mountains in the background, and be at the beach in minutes. Tucked into a peaceful CPR of detached homes, this single-level two bedroom, one bath cottage lives like a cozy beach house, with original wood floors and an open kitchen/living area that's perfect for movie nights, weekend brunch, or working from home. Slide open the door to your fenced yard, where you can plant herbs, set up a grill, or stretch out on the grass and feel the trades roll through. With two parking stalls right in front and Kailua's favorite shops, cafes, and beaches just a short stroll or bike ride away, everyday errands feel as laid-back as a vacation day. If you've been waiting for an easy care Kailua home that's big on charm and lifestyle, this is it. Call today for a showing.

691 Kihapai Street Unit B, Kailua

$635,000

1 Beds ⋅ 1 Baths ⋅ 202611276 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM ⋅ Windward Passage BLDG.

Rare high-floor one-bedroom unit with breathtaking views of Enchanted Lake, the Ko'olau Mountains and Kailua Town. Remodeled in 2025 with vinyl luxury flooring throughout, along with updated appliances, cabinets, countertops, lighting, and fixtures. Light and bright, the unit features floor to-ceiling windows that showcase the expansive views. Evening views are spectacular with gorgeous colorful skies as the sun sets behind the mountains. No popcorn ceilings, two window A/C units, an in-unit washer and dryer, and one covered assigned parking stall. Amenities include a heated saltwater pool, spa, sauna, BBQ area, dog park, tennis and pickleball courts, guest parking, 24-hr. security, fitness center, EV charger on property, kayak and surfboard racks, plus storage. Conveniently located in the heart of Kailua, the building is close to Kailua Beach, Whole Foods, Target, restaurants, and shops. Pet-friendly and ideally situated to enjoy everything Kailua has to offer! Back-up offer welcome!

322 Aoloa Street Unit 1708, Kailua

$739,000

2 Beds ⋅ 2 Baths ⋅ 202611566 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM ⋅ Aikahi Gardens BLDG.

Aikahi Gardens spacious 2 bedroom 1.5 bath unit with 2 parking stalls in front of unit, plenty of guest parking and a large beautifully titled courtyard area. Recent upgrades include finnished stairway to 2nd floor and wood flooring in living room. Unit is well maintained, light and airy. Close to KMCAS, Aikahi Elementary School and shopping center. Great access to H-3, Kailua Beach and all the stores and restaurantss in the Kailua area.

134 Noke Street Unit 602, Kailua

$2,195,000

4 Beds ⋅ 3 Baths ⋅ 202611702 MLS ⋅ FS - Fee Simple Tenure ⋅ 40 DOM

Live the Kalua Lifestyle! Located in the desirable Kalama Tract neighborhood of Kailua within a short distance of Beautiful Kailua Beach and Kailua Town that offers a multitude of shopping and dining choices. This desirable single level, spacious 4 bedroom / 3 bath home with an enclosed 2 car garage has a newer roof and remodeling was done within the past few years. Located near schools, the public District Park, public Library, H-3 and the Pali Highway for an easy commute to Honolulu and a short distance to Marine Corps Base Hawaii (MCBH). The generous sized lot of 12,500 square feet is really something special and offers many possibilities for the new homeowners! The yard is enclosed if you have children or pets. The home is being sold "As Is". Don't miss this special home!

176 Kuulei Road, Kailua

$635,000

1 Beds ⋅ 1 Baths ⋅ 202611514 MLS ⋅ FS - Fee Simple Tenure ⋅ 40 DOM ⋅ Windward Passage BLDG.

Welcome home to the Windward Passage! This one bedroom sixteenth floor condo has floor to ceiling windows spanning the mauka side of the property with stunning mountain views from every space. Upgraded kitchen, bathroom, flooring, fixtures and fresh paint, it is move in ready. The tinted windows, window coverings, and AC's give the unit plenty of cool air while still enjoying the amazing sunsets over the mountains with the sun ray through the Pali puka we are so often blessed with in Kailua. The Passage has extraordinary amenities with tennis and pickle ball courts, a heated salt-water pool and whirlpool, BBQ area, covered security parking, a well-equipped gym, plenty of storage for your toys and bikes, a magical dog park in a natural quarry with Banyon trees, and a newly renovated club house by designer, Leanna Wolff. Just a stroll away from the iconic Kailua Beach and the quaint town of Kailua where there is a Target, Whole Foods, Tokyo Central, UFC Gym, multiple coffee shops, boutiques, restaurants, and more. Easy access to KBAY, VA approved and pet friendly!

322 Aoloa Street Unit 1608, Kailua

$1,595,000

3 Beds ⋅ 2 Baths ⋅ 202601803 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM

This is where your Kailua story begins. Nestled on a quiet street in the heart of sought-after Enchanted Lake, this inviting home blends comfort, style, and island charm. The thoughtfully remodeled kitchen features custom cabinetry, stunning granite countertops, cabinet pull-outs, and abundant storage. The custom-designed primary bathroom adds a luxurious touch, while striking ohia wood posts bring warmth and character to the living area. Recent 2026 upgrades include luxury vinyl plank flooring, fresh interior and exterior paint, new light fixtures, updated switches and outlets, new doors, and smooth ceilings with the popcorn removed. Split AC units in the main living area and guest bedrooms help keep the home cool and comfortable year-round. Enjoy indoor-outdoor living on the spacious covered lanai, perfect for entertaining or relaxing with friends and family. The backyard offers a custom shed and plenty of room for a future pool or garden oasis. Conveniently located near the Marine Corps Base Hawaii, Adventist Health Castle, the Pali Highway, and H-3, this is a wonderful opportunity to enjoy the best of Kailua living.

1356 Kahili Street, Kailua

$1,899,000

4 Beds ⋅ 3 Baths ⋅ 202609848 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 DOM

SPACE, PRIVACY & FLEXIBILITY ON A 15,373 SQ FT LOT IN MAUNAWILI. Set on a 15,373 sq ft lot in sought-after Maunawili, this beautifully updated property combines a spacious 3-bedroom, 2-bath main residence featuring hardwood flooring, split AC, double-wall construction, and a beautifully renovated primary suite with a spa-inspired bath, along with a private 1-bedroom, 1-bath living space complete with its own entrance, living room, lanai, and laundry. French doors open to a gazebo tucked just outside, creating a peaceful outdoor space to relax, gather, or enjoy the trade winds. The expansive fenced yard offers room to play, entertain, garden, and gather, while the terraced hillside above provides a unique vantage point to enjoy Olomana views. The private 1-bedroom, 1-bath living space offers an ideal setup for extended family, guests, or multigenerational living while maintaining separation from the main home. Recent improvements include a newer roof, PV with 2 Tesla Powerwalls, a new driveway, and additional updates. Conveniently located near Kailua Town, Castle Medical Center, and Pali Highway. Sq ft differs from tax records.

1002 Lunaai Street, Kailua

$435,100

1 Beds ⋅ 1 Baths ⋅ 202611325 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 DOM ⋅ Windward Passage BLDG.

Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional address offers the rare combination of island ease, everyday convenience, and resort-style amenities, all just moments from world-famous Kailua Beach, boutique shopping, dining, cafés, farmers markets, and the relaxed charm that makes Kailua one of Oahu’s most beloved communities. Set within a well-known high-rise community at 322 Aoloa Street, residents enjoy an amenity-rich lifestyle with features that may include a pool, spa, fitness center, sauna, tennis/pickleball courts, BBQ areas, recreation spaces, storage options, security, and on-site management. Whether you are seeking a primary residence, island retreat, or investment opportunity, Windward Passage offers a compelling blend of location, lifestyle, and long-term appeal. Enjoy the beauty of Windward Oahu living, where morning walks, beach days, town conveniences, and the cooling trade winds are all part of the daily rhythm. A wonderful opportunity to own in the heart of Kailua, where comfort, convenience, and island living come together beautifully.

322 Aoloa Street Unit 306, Kailua

$3,195,000

4 Beds ⋅ 3 Baths ⋅ 202611322 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 DOM

Just three homes from Kailua Beach and offered under $3.2 million, this is the beach cottage buyers dream about but rarely find. Imagine starting your day with a morning paddle or an ocean swim and ending it with a sunset stroll along Kalluas white sandy beach simply part of your everyday routine. This charming 1944 beach cottage offers 4 bedrooms, 2.5 baths, plus a flexible bonus room with its own private entrance, ideal for visiting guests, extended family, or a home office. This home appeals to a variety of buyers; investors will appreciate the property’s proven rental appeal. The main home has previously rented for approximately $7,800 a month, while the separate flex room generated approximately $2,300 a month, providing over $10,000 a month in prior rental income. Whether you are looking for an investment, multigenerational living or a beach home with flexibility, this property delivers. E Komo Mai- Come and fall in love.

156 N Kalaheo Avenue Unit C, Kailua

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 202611139 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM

Welcome to this charming single-level Kailua residence nestled in the sought-after Kukanono neighborhood. Situated on a spacious 7,696 sq. ft. lot, this 3-bedroom, 1.5-bath home offers 1,354 sq. ft. of comfortable living space and endless potential. Featuring warm hardwood flooring, a functional floor plan, and abundant natural light, this property provides the perfect opportunity to create your dream island home. The expansive yard offers room for outdoor entertaining, gardening, future expansion, or the addition of your own personal touches. Conveniently located just minutes from world-famous Kailua Beach, shopping, dining, schools, parks, and medical facilities. Rarely available in this established neighborhood—don't miss this opportunity to own a piece of paradise in one of Oahu's most desirable communities!

1358 Manu Aloha Street, Kailua

$1,100,000

3 Beds ⋅ 2 Baths ⋅ 202610968 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM

Welcome to this charming single-level home in the highly desirable Pohakupu neighborhood of Kailua. Offering 3 bedrooms and 1.5 bathrooms, this inviting residence combines comfort, convenience, and island-style living. The open-concept layout features a well-appointed kitchen that flows effortlessly into spacious living and dining areas, creating an ideal setting for both everyday living and entertaining. A large enclosed lanai adds valuable flexible space, perfect for a home office, media room, craft room, or additional lounge area to suit your needs. Ideally located just minutes from Kailua Town, beautiful beaches, shopping, dining, and major transportation routes, this home provides the perfect balance of peaceful residential living and easy access to modern conveniences. Don't miss this wonderful opportunity to own a home in one of Kailua's most sought-after neighborhoods.

1261 Ulupii Street, Kailua

$3,999,900

4 Beds ⋅ 4 Baths ⋅ 202609693 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM

Beautifully renovated mid century modern Kailua beach house with room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous white sand beach, down one of Kailua's most quiet lanes. Recently expanded to 4 bedrooms, 3.5 baths, this beach home sits on a large flat lot with a beautifully landscaped yard, in one of Hawaii's most coveted neighborhoods! Featuring a brand new kitchen with Wolf appliances, custom cabinets, new tile floors, and a grand living space with soaring high ceilings. The home was just recently expanded to include a brand new primary bedroom and bathroom and a new mud room with a new butler's pantry, a new laundry room, and all new plumbing and electrical. All new Fleetwood windows and sliding doors for smooth, luxurious indoor/outdoor living. And yes there is plenty of room to install a pool! Mahiloa Pl is one of Kailua's hidden gems, on a beautiful part of Kailua beach with minimal public foot traffic. This home has been lovingly remodeled from top to bottom, and is ready for a new owner to move in!

85 Mahiloa Place, Kailua

$2,600,000

4 Beds ⋅ 2 Baths ⋅ 202607969 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 DOM

You will love this location in Lanikai where an active lifestyle awaits you. One block to beach access where swimming, windsurfing, paddling are yours to enjoy every day. In the other direction is the entrance to Lanikai trail and Midpac Golf Course and Country Club. Impressive lava rock wall encloses a 4-bedroom home with enclosed porch addition and large deck overlooking an expansive yard. Build your dream multilevel home with 2 street entrances and potential view of Mokulua Islands and ocean.

150 Kaelepulu Drive, Kailua

$1,875,000

202610580 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate structures --- a cute, detached cottage studio with a full bath and kitchenette, plus a classic home offering 3 bedrooms, 2 full baths, a great open floor plan, and a separate dining area with large windows looking out to the backyard. Much of the home remains in its original condition, including beautiful koa kitchen cabinet doors that could shine again with restoration. The spacious yard features a large in-ground pool and plenty of room to reimagine the outdoor spaces! Split ACs in each room. Owned PV panels with net metering. Just minutes from Aikahi Shopping Center, Aikahi Elementary School, Kailua’s beaches, shopping, dining opportunities, markets, and so much more! Also close to MCBH Kaneohe, H-3, and Likelike Highway access, this property combines location, flexibility, and opportunity in one of Kailua’s most convenient neighborhoods. (Also listed as MLS#202609716)

315 Iliaina Street, Kailua

$2,800,000

202610761 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM

Rare opportunity to be the owner of a fee-simple, business zoned property in desirable Kailua. Centrally located in the heart of Kailua Town, with lots of foot traffic and drive-by traffic for high visibility. Perfect for the savvy investor, or do as the current owner and rent out 2 of the 3 units while you run your business out of the third. Current tenants on month-to-month and would like to stay. Owner's unit is vacant and easy to show. Great opportunity to get out from under the rising rents of Kailua and build equity while you build your business!

45 Hoolai Street, Kailua

$1,880,000

8 Beds ⋅ 8 Baths ⋅ 202610511 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM

Welcome to 609 Olomana Street, a newer-built residence in the highly desirable Coconut Grove neighborhood of Kailua. Constructed in 2022 this expansive property offers 8 bedrooms, 6 full bathrooms, and 2 half bathrooms, including a permitted Accessory Dwelling Unit (ADU) —providing exceptional flexibility for multigenerational living, guest accommodations, or potential rental income. The home features approximately 2,960 square feet of living area on a level 5,000-square-foot lot, with split air conditioning throughout for year-round comfort. Modern finishes, and a functional floor plan create an inviting environment for both everyday living and entertaining. Outside, the paved frontage provides ample parking. Ideally located just minutes from Kailua's world-famous beaches, shopping, dining, schools, parks, and recreation, this property offers the perfect combination of island lifestyle and investment potential. Pictures uploaded completed right after construction in 2022. (2) HECO Electric meters.

609 Olomana Street, Kailua

$599,000

202610594 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM

Great new price, now listed $599,000. Build Your Kailua Dream Home against the backdrop of the majestic Ko'olaus! As a PREMIER STREET-FRONT HOMESITE in the boutique Kihapai Ohana Residential CPR, this rare opportunity to design and build a custom home on a fee-simple CPR lot has great possibility. Unit 1 offers the best street access, shortest utility runs, proximity to hydrant, and a clean rectangular building envelope for excellent design flexibility, all at a below-market price tag. Located in a quiet residential pocket, the lot is just minutes from Kailua Beach, Whole Foods, and Kailua Town amenities. Kihapai Ohana is fully entitled with completed soils report, topo, flood studies, sewer approval, and CPR documentation. Units 2 & 3 are expected to build first; as the third dwelling, Unit 1 will require SMA review. Utilities are at the street; buyers handle connections and trenching. No monthly AOAO fees. Units 1, 2, and 3 may be purchased individually or together. A Buyer Due Diligence Package is available.

221 Kihapai Street Unit 1, Kailua

$725,000

202610595 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM

Great New Price, now listed at $725,000. Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Majestic Ko'olaus. Unit 2 of the Kihapai Ohana Residential CPR offers ~5,000 sq ft of private land in the serene Maunawili Valley, on one of the last remaining unbuilt parcels in Kailua. The property lives larger thanks to adjacent City & County buffer land along the waterway, enhancing privacy and connection to nature - you've got to visit and experience for yourself. Set back from the street for privacy yet conveniently located for construction, the lot allows creative site planning and potential two-lot assemblage (1+2 or 2+3). Utilities are nearby, and as one of the first two homes built, Unit 2 is fully SMA-exempt, streamlining permitting. Units 1, 2, and 3 may be purchased individually or together, offering a rare opportunity to live in a private, nature-filled landscape with the timeless spirit of Hawaii.

221 Kihapai Street Unit 2, Kailua

$735,000

202610597 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM

Set within a truly magical and serene setting, Unit 3 of the Kihapai Ohana CPR Development comes with a fully approved DPP building permit for a 1,607 sq ft 4bd/2ba home with carport and covered lanai, and spectacular panoramic Ko'olau views from every bedroom. With 120' of canal frontage and direct access to the Maunawili Stream, Unit 3 lives larger with the huge City & County land buffer zone creating a rare sense of privacy and connection to nature - you've got to visit and experience it for yourself. Enjoy kayaking or paddleboarding along the gentle waterways, or simply relax while surrounded by lush greenery and dramatic mountain vistas. A full construction cost breakdown, utility trenching estimates, and site development details have been prepared by a licensed contractor who is ready to build upon close, or you can bring your own builder. All details are included in the due-diligence packet. Units 1, 2, and 3 may be purchased individually or together.

221 Kihapai Street Unit 3, Kailua

$725,000

202610604 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM ⋅ Na BLDG.

Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Majestic Ko'olaus. Unit 2 of the Kihapai Ohana Residential CPR offers ~5,000 sq ft of private land in the serene Maunawili Valley, on one of the last remaining unbuilt parcels in Kailua. The property lives larger thanks to adjacent City & County buffer land along the waterway, enhancing privacy and connection to nature - you've got to visit and experience for yourself. Set back from the street for privacy yet conveniently located for construction, the lot allows creative site planning and potential two-lot assemblage (1+2 or 2+3). Utilities are nearby, and as one of the first two homes built, Unit 2 is fully SMA-exempt, streamlining permitting. Units 1, 2, and 3 may be purchased individually or together, offering a rare opportunity to live in a private, nature-filled landscape with the timeless spirit of Hawaii.

221 Kihapai Street Unit 2, Kailua

$725,000

202610606 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM

Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Majestic Ko'olaus. Unit 2 of the Kihapai Ohana Residential CPR offers ~5,000 sq ft of private land in the serene Maunawili Valley, on one of the last remaining unbuilt parcels in Kailua. The property lives larger thanks to adjacent City & County buffer land along the waterway, enhancing privacy and connection to nature - you've got to visit and experience for yourself. Set back from the street for privacy yet conveniently located for construction, the lot allows creative site planning and potential two-lot assemblage (1+2 or 2+3). Utilities are nearby, and as one of the first two homes built, Unit 2 is fully SMA-exempt, streamlining permitting. Units 1, 2, and 3 may be purchased individually or together, offering a rare opportunity to live in a private, nature-filled landscape with the timeless spirit of Hawaii.

221 Kihapai Street Unit 2, Kailua

$1,875,000

3 Beds ⋅ 3 Baths ⋅ 202609716 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate structures --- a cute, detached cottage studio with a full bath and kitchenette, plus a classic home offering 3 bedrooms, 2 full baths, a great open floor plan, and a separate dining area with large windows looking out to the backyard. Much of the home remains in its original condition, including beautiful koa kitchen cabinet doors that could shine again with restoration. The spacious yard features a large in-ground pool and plenty of room to reimagine the outdoor spaces! Just minutes from Aikahi Shopping Center, Aikahi Elementary School, Kailua’s beaches, shopping, dining opportunities, markets, and so much more! Also close to MCBH Kaneohe, H-3, and Likelike Highway access, this property combines location, flexibility, and opportunity in one of Kailua’s most convenient neighborhoods. Split ACs in each room. PV panels on net metering.

315 Iliaina Street, Kailua

$598,000

2 Beds ⋅ 2 Baths ⋅ 202610419 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM ⋅ Poinciana Manor BLDG.

Best value in Poinciana Manor! Bright and breezy top-floor end unit featuring peaceful garden views, cathedral ceiling, and two private lanais. This unit includes two covered parking stalls and a remodeled kitchen, while offering the opportunity to customize the rest to your personal style. Conveniently located in the heart of Kailua, close to shopping, dining, schools, and beaches. Poinciana Manor offers beautifully maintained grounds with a pond, water features, swimming pool, recreation and BBQ areas, plus guest parking. Property is being sold AS-IS. Unit is currently unstaged and includes no appliances except for a dishwasher. Photos shown are from the prior listing.

1015 Aoloa Place Unit 437, Kailua

$1,665,000

3 Beds ⋅ 2 Baths ⋅ 202609934 MLS ⋅ FS - Fee Simple Tenure ⋅ 61 DOM

Meet your favorite morning spot: a sun-filled living room framed by distinctive trapezoid windows that flood the home w/natural light & showcase beautiful mountain views. This gracious & single level layout home is tucked at the end of a double-ended cul-de-sac; offering comfort, convenience, and privacy. The spacious lanai is ideal for weekend BBQs, entertaining, or relaxing w/ Olomana as your backdrop. You'll notice the care & pride of ownership throughout , w/ beautifully renovated bathrooms, new appliances, tasteful lighting & thoughtful improvements. Truly move in ready. Additional features include hardwood kitchen cabinetry enhanced with new soft-close hardware, new vinyl gates, new solid wood interior doors, updated electrical panel, fresh interior paint (2023), and preventative ground termite treatment (2025). Enjoy indoor-outdoor living w/ easy access to beaches, parks, dining & shopping in Kailua Town. Photos reflect prior furnishings. $ 10,000 Seller credit toward buyer's closing costs.

563 Alihi Place, Kailua

$5,280,000

3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ 61 DOM ⋅ Kamaaina Beach BLDG.

KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

$2,249,000

7 Beds ⋅ 5 Baths ⋅ 202610167 MLS ⋅ FS - Fee Simple Tenure ⋅ 62 DOM

$200k PRICE REDUCTION! Now listed at $2,249,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original owners, this spacious home offers 7 bedrooms and 4.5 baths with flexible living spaces throughout. The main level features 4 bedrooms, 2 baths, a large living room, family room, dining area, and a generous kitchen. Upstairs, connected by an interior staircase, are 3 additional bedrooms, 1.5 baths, and a spacious family/rec room—perfect for extended family or guests. Both upper and lower levels include separate washer/dryer areas. This homes has a wonderful pool, ready memories to be made! Past the carport, a permitted 4th bathroom and bonus area with separate entrance adding even more versatility. Conveniently located with easy access to the Pali Hwy and/or H-3, making your commute to any of Oahu’s military bases, medical centers, finance district or University of Hawaii, in any direction is about 30 min! Let’s not forget, Kailua Town, with amazing shops, eateries and its famous beaches are also just 10 min. away! Find your favorite realtor TODAY and let’s get started!

1031 Lunaai Place, Kailua

$2,650,000

3 Beds ⋅ 3 Baths ⋅ 202609988 MLS ⋅ FS - Fee Simple Tenure ⋅ 62 DOM

Escape to the tranquility of your private sanctuary, conveniently located within a ten-minute walk from the renowned Kailua Beach. This exquisite residence was meticulously designed for casual island entertaining and seamless indoor-outdoor living. A sparkling pool, a luxurious jacuzzi, & a verdant landscape of mature tropical vegetation create a serene and visually appealing ambiance. Nestled within the picturesque town of Kailua, this property offers unparalleled convenience, with all necessary amenities within a short bicycle ride. The tranquil neighborhood provides a peaceful retreat, while the presence of a thriving lime tree named Eileen adds a touch of local charm. Pau Hana or intimate gatherings with family and friends will create lasting memories. This is the home everyone wants to come to for every occasion! Boasting a spacious yard, expansive pool deck, and an open-floor plan that is aesthetically pleasing and easy to maintain. The apartment can be kept and collected for $2,500+ per month or used as a chic private primary suite…steps to the jacuzzi and pool for midnight swims. Masterful! Hurry over. Owned solar panels, split AC, Gas Cooking, Oversized Garage, Limes!

294 Awakea Road, Kailua

$718,000

2 Beds ⋅ 2 Baths ⋅ 202607942 MLS ⋅ FS - Fee Simple Tenure ⋅ 62 DOM ⋅ Hokulani In Kailua BLDG.

Whether relaxing at home or entertaining guests, this inviting condo offers an exceptional Kailua lifestyle. Features include stylish vinyl flooring, ceiling fans throughout, and a thoughtfully remodeled kitchen (2019) with brand new appliances, including a LG Smart French Door Refrigerator and LG Smart WashTower, plus a Frigidaire Gallery microwave and range/convection oven with air fry and steam clean functions. Recently painted and move-in ready. Pet-friendly community set in a peaceful, park-like setting with BBQ areas, gazebo, and play area. Assigned parking included, with ample guest and street parking available. Enjoy close proximity to some of the world’s most beautiful beaches, as well as nearby shopping, dining, and the local farmers market. This well-maintained community with reasonable maintenance fees, was recently repainted and had all new windows a few years ago!

355 Aoloa Street Unit L103, Kailua

$368,000

2 Beds ⋅ 2 Baths ⋅ 202609902 MLS ⋅ LH - Leasehold Tenure ⋅ 65 DOM ⋅ Hokulani In Kailua BLDG.

Enjoy peaceful treetop views from this charming light-filled 2-bedroom, 2-bath home, ideally situated with no unit below for added privacy. This property is leasehold and the Fee is available for purchase. The open living and dining area flows seamlessly to a covered lanai, perfect for morning coffee or evening relaxation surrounded by greenery. Brand new stainless steel kitchen appliances, sink and countertops make the kitchen a dream to work in. Arched doorways and countertop seating add to the charm. Fresh paint, new light fixtures, and newer windows enhance natural light and comfort throughout. Bathrooms have new sinks, countertops, and fixtures. Located in a desirable corner building within the complex, this residence offers a serene setting while remaining conveniently close to shopping, dining, Kailua beach, and everyday essentials. Gardens, playground, gazebo and park like setting make this property enjoyable everyday.

355 Aoloa Street Unit E202, Kailua

$1,595,000

3 Beds ⋅ 2 Baths ⋅ 202609924 MLS ⋅ FS - Fee Simple Tenure ⋅ 66 DOM

Land. Location. Opportunity. Rare 10,000+ sq ft corner lot in desirable Enchanted Lakes offered below recent appraised value. Whether you're looking to renovate, rebuild, develop, or create your dream Kailua property, opportunities like this are increasingly difficult to find. The property includes owned photovoltaic panels and potential future development possibilities, subject to buyer verification and due diligence. Ideally located near Kailua Town, beaches, schools, parks, shopping, and dining. A rare chance to secure a large parcel in one of Oahu's most sought-after neighborhoods.

524 Pauku Street, Kailua

$4,925,000

7 Beds ⋅ 7 Baths ⋅ 202610108 MLS ⋅ FS - Fee Simple Tenure ⋅ 66 DOM

The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

$1,399,000

3 Beds ⋅ 2 Baths ⋅ 202610095 MLS ⋅ FS - Fee Simple Tenure ⋅ 68 DOM

KAILUA BLUFFS. Original owners. Single story home on huge lot with 13,105 sf of land. Tons of potential! Needs TLC and cosmetic upgrades to make it your own. The second and third bedrooms have loft areas that can be utilized for den/study. Covered lanai perfect for outdoor entertaining. Home to be sold in AS-IS Condition.

1595 Kanapuu Drive, Kailua

$865,000

3 Beds ⋅ 2 Baths ⋅ 202609777 MLS ⋅ FS - Fee Simple Tenure ⋅ 67 DOM ⋅ Lakeview BLDG.

Rarely available and highly desirable , spacious 3 bedroom, 2 bath residence at Lakeview in Kailua! This home welcomes you to this relaxing , private and well maintained neighborhood . Situated at the end of of a quiet street with lush landscaping and your 2 assigned parking . Experience island living with a large grassy area in front of your private enclosed entry and storage , the back of home includes a spacious open deck for entertaining and to enjoy the wonderful Kailua weather all year around. Enjoy cooking in your open kitchen , stainless steel appliances, full bath and 2 bedrooms downstairs, upstairs includes the primary with spacious bath and custom shutters throughout the home. Newer Split Air conditioners downstairs to keep you cool during the summer months . Full size washer and dryer in the home for your conveinance . Close to the world famous Lanikai and Kailua white sand beaches, unique boutiques , restaurants , Target, whole foods , groceries , hospital, schools and easy access to the freeways . VA approved and pet friendly

1111 Akipohe Street Unit 13B, Kailua

$699,000

2 Beds ⋅ 2 Baths ⋅ 202609673 MLS ⋅ FS - Fee Simple Tenure ⋅ 68 DOM ⋅ Hokulani In Kailua BLDG.

Located in the heart of Kailua Town, this ground floor 2-bedroom, 2-bathroom, 1-covered parking townhome has been lovingly cared for. Newer appliances, spacious bedrooms and bath, lanai with built in closets and no neighbors behind you make this unit a winner! This unit is located near the back end of the project, very close to ample street parking perfect for guests or a second vehicle. Conveniently located in close proximity to the beach, Farmer's markets, Target, Whole Foods and many enjoyable restaurants nearby, this ready to move in unit welcomes a new owner. Hokulani in Kailua is a very pet friendly building. Don't miss this opportunity to enjoy Kailua living at its best. Reasonable maintenance fees and a ground floor unit! A few photos have been virtually staged(enhanced).

355 Aoloa Street Unit Q102, Kailua

$1,340,000

3 Beds ⋅ 2 Baths ⋅ 202609762 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM

SELLER FINANCING AVAILABLE. Highly desirable Kailua location. Discover the charm of Olomana living at 614 Ululani Street, where comfort, space, and island lifestyle come together on a generous 7,980 sq ft lot. This single level 3 bedroom home features a bright, open layout that connects the main living areas to an inviting covered lanai, creating an effortless indoor outdoor flow ideal for gatherings or quiet relaxation. The expansive yard is a standout feature, thoughtfully landscaped with vibrant flowering plants and a variety of fruit trees that bring color and life to the property. A separate workshop/shed provides added flexibility for storage or creative projects. Perfectly positioned just minutes from Kailua Town, world renowned beaches, local parks, schools, and everyday conveniences, this home offers both tranquility and accessibility. Opportunities in this neighborhood are limited — and with this new price, interest is expected to rise quickly. Act now to secure one of Kailua’s most sought after lifestyle settings at an exceptional value.

614 Ululani Street, Kailua

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 202609500 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM

Don’t miss this opportunity to own a beautiful 3-bedroom, 2.5-bath home at 590 Alihi Place! Designed for modern living, this home offers a spacious layout, inviting living areas, and stunning vaulted ceilings that enhance the sense of openness and natural light throughout. Enjoy unobstructed mountain views, creating a peaceful and scenic backdrop from the comfort of your home. The seamless indoor-outdoor flow and private wrap-around yard make it perfect for entertaining or relaxing. Primary en-suite is on the top floor of three floors. Split AC units in each bedroom and in living room. Built-in bookshelves! Kitchen and dining area opens to a covered outdoor lanai - great for hosting. Conveniently located near shopping, dining, and major commuting routes, this home combines comfort, functionality, and location. Schedule your showing today!

590 Alihi Place, Kailua

$1,275,000

3 Beds ⋅ 2 Baths ⋅ 202609541 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM

Welcome to island living at 327 Manae Street! This home is absolutely adorable! Nestled on a quiet street in Coconut Grove, this charming property features a wonderful front and back yard. In the back yard there is large deck area with views of the Koolau mountains and a spa; perfect for entertaining. The inside is just as enchanting! You'll delight in the spacious living area that seamlessly opens up the the wonderful kitchen. The hardwood flooring is so cozy! The primary bedroom has an extra large bathroom with designer tiles. The secondary bedrooms are the perfect size. The hallway bathroom also has designer tile accents. The carport area has additional storage. Freshly painted interior and exterior. Enjoy the convenience of being just minutes from world-famous beaches, local shops, restaurants and parks while still tucked into a residential neighborhood. Come and discover your piece of paradise in Kailua.

327 Manae Street, Kailua

$1,375,000

4 Beds ⋅ 2 Baths ⋅ 202609595 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM

Welcome to Enchanted Lake Estates, one of Kailua’s most sought-after neighborhoods. Situated on a desirable corner lot, this 4-bedroom, 1.5-bath single-family home offers a wonderful opportunity to own in a prime location just minutes from beaches, parks, shopping, dining, and top-rated schools. The home features a functional floor plan with comfortable living spaces, great natural light, and plenty of potential to update and personalize to your taste. The spacious yard provides ample room for outdoor entertaining, gardening, or creating your own private island retreat. Conveniently located near Kailua Town, Enchanted Lake Center, and with easy access to H-3 and MCBH, this property combines lifestyle, location, and value. Whether you’re looking for a primary residence, investment opportunity, or a home to renovate and make your own, this property is full of potential in a highly desirable community.

604 Paokano Loop, Kailua

$1,885,000

3 Beds ⋅ 2 Baths ⋅ 202606901 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM

Live on ONE LEVEL with a very private backyard oasis complete with Pool, Jacuzzi and covered Patio! Enjoy high open-beamed ceilings throughout the home. A quality kitchen with real wood cabinets and granite countertops. Updates include a 30,000 BTU split A/C, Roof re-coating, Acasia flooring, windows, Pentair Pool Pump, new pool skimmer, a new ABS sewer line from street to house, new incoming copper water lines, ceiling fans, lighting, primary bathroom vanity, automated sprinkler system, and a large detached storage shed complete with electrical and double walled framing. Exceptional curb appeal with a six-foot lava rock wall bordering the street, landscaped front yard, stamped concrete driveway, two-car carport, and extra driveway parking. Situated on a quiet dead-end street with sidewalks, this is the ideal peaceful Kailua neighborhood if you like morning/evening walks. The shops, groceries, eateries, and a movie theaters of Enchanted Lakes shopping plaza are within walking distance. This home is a turnkey gem designed to make memories!

533 Iana Street, Kailua

$2,099,500

4 Beds ⋅ 3 Baths ⋅ 202609203 MLS ⋅ FS - Fee Simple Tenure ⋅ 75 DOM

Welcome home to beautiful Maunawili! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated home is stunning with Ko’olau mountain views that capture the essence of Windward living. Inside, enjoy a spacious open-concept layout with soaring high ceilings, creating a bright and airy feel throughout. The home features luxury vinyl flooring, split AC units in every room, and a modern kitchen with quartz countertops, a large waterfall island, and new appliances, perfect for everyday living and entertaining. The main level offers 3 bedrooms and 2 bathrooms, with the primary bedroom located on the lower level, while the upstairs includes a separate 1-bedroom, 1-bath living area, ideal for extended family or guests. Step outside to a large Trex deck overlooking a private, lush backyard, perfect for relaxing or hosting while taking in the surrounding greenery. A rare opportunity to own a move-in ready home in highly desirable Maunawili.

1287 Puualoha Street, Kailua

$17,500,000

4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM

Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

$859,000

3 Beds ⋅ 2 Baths ⋅ 202608782 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM ⋅ Windward Passage BLDG.

Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, appliances and lighting. New bathroom vanities, mirrors and lighting. This cool side of the building has wonderful windward breezes. Peek-a-boo ocean view. 3 new AC units. This beautiful Kailua condo has everything you could need: tennis courts, BBQ area, onsite dog park, salt water pool, spa, bike/ surfboard /kayak racks, fitness room, racquetball, and gorgeous views of Kailua. Close to Kailua Town with shopping galore and numerous restaurants. Don't forget world famous Kailua Beach just moments away.

322 Aoloa Street Unit 611, Kailua

$1,200,000

3 Beds ⋅ 2 Baths ⋅ 202608964 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM

Huge Price Reduction! Priced Well Below Tax Assessed Value! Don't miss this incredible opportunity to own in the highly desirable Enchanted Lake neighborhood of Kailua. Bring your vision and renovation ideas to transform this single-level home into the island retreat of your dreams. Featuring 3 bedrooms, 2 baths, and two spacious family rooms, there's plenty of room to create a space that fits your lifestyle. Step outside and enjoy a backyard filled with mature fruit trees, including mountain apple, starfruit, and a rare Samoan coconut tree. Beyond the property, you'll love the charm of the neighborhood, known for its boutique shopping, cozy coffee shops, and popular local restaurants. And best of all, world-famous Kailua Beach is just minutes away. This is your chance to secure a home in one of Kailua's most sought-after communities at an exceptional value. Let's talk!

889 Alahaki Street, Kailua

$3,150,000

6 Beds ⋅ 4 Baths ⋅ 202608800 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM

Rarely available in Kailua Estates, 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sq ft lot just a short stroll to Kailua Beach and minutes to Kailua Town. Fully renovated in 2019, the property offers approximately 3,150 sq ft of total living space with a versatile multi-dwelling layout ideal for investors, multi-generational living, or those seeking flexible income potential. The main home features 3 bedrooms, 2 bathrooms plus a den, with vaulted ceilings, hardwood flooring, a walk-in pantry, and seamless indoor-outdoor living. In addition, the property includes a spacious 1-bedroom cottage with high ceilings and a separate 2-bedroom, 1-bath ADU, both beautifully designed and tenant occupied with strong income potential. A dedicated storage and yoga room adds additional flexibility for wellness, workspace, or lifestyle use. Located in one of Kailua’s most desirable beachside neighborhoods, enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, and local shops and dining. A rare opportunity to own a flexible compound in a prime location offering both lifestyle and income potential.

244 Awakea Road, Kailua

$700,000

2 Beds ⋅ 2 Baths ⋅ 202609173 MLS ⋅ FS - Fee Simple Tenure ⋅ 79 DOM ⋅ Hokulani In Kailua BLDG.

Wonderful 2 Bedroom 2 Bath at Hokulani in Kailua! Covered Parking Space and ample guest parking! High, vaulted ceilings, laminate floors, and a bright kitchen with Corian counter tops. No one above you! Both baths have upgraded vanities and ceramic tile flooring. Covered Lanai. The Hokulani recently installed new windows and sliding doors and are now completing a parking cover renovation. Nestled with a park-like setting and gazebo. Located in the heart of Kailua conveniently located near restaurants, Whole Foods, Foodland, Target, Coffee Shops, the Post Office and world-famous Kailua Beach!

355 Aoloa Street Unit G205, Kailua

$2,599,000

5 Beds ⋅ 3 Baths ⋅ 202609140 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM

One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, half-mile walk to Kailua Beach and minutes to Kailua town, shops, restaurants, boutiques, coffee shops, farmers' markets, schools, and parks. The main house on the lower level is 3 bedrooms, 2 baths, with 2 covered outdoor lanai areas, plus an upstairs 2 bedrooms, 1 bath with a separate entrance with mountain view. Includes a 2-car garage, situated on a large, level 10,000+ square foot lot.

260 Kuukama Street, Kailua

$2,490,000

6 Beds ⋅ 4 Baths ⋅ 202608541 MLS ⋅ FS - Fee Simple Tenure ⋅ 82 DOM

Motivated seller willing to review all offers!!! Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, and large bonus room in the back. Featuring a heated built-in swimming pool, 43 PV panels on HECO’s NEM agreement, 9 split AC systems, full alarm system with cameras. The layout offers flexibility of main living on the 1st floor having 5 bedrooms, and the 6th bedroom is a private studio/office on the 2nd floor. This is a large house with 3,536 square feet of living space inside, huge lot size of 9,000 square feet, carport for 2 cars, extended driveway for 3 additional vehicles. Image yourself floating in the heated swimming pool, watching the sunset glimmering off the Ko’olau mountains. Located just minutes from Enchanted Lake Shopping Center, Kailua Town, and only 3 miles to world-famous Kailua Beach, this property combines convenience with privacy. Set back from the road and surrounded by tropical beauty, this home is the perfect Kailua retreat. MatterPort virtual walk through available in link under main picture.

1315 Kupau Street, Kailua

$2,700,000

5 Beds ⋅ 3 Baths ⋅ 202606811 MLS ⋅ FS - Fee Simple Tenure ⋅ 84 DOM

Two blocks from turquoise water and best strip of sandy beach for miles, nestled between Kailua Beach and Lanikai, this classic Hawaiian style home offers the perfect balance of privacy and effortless indoor-outdoor living. High wood beam ceilings with rich detail and open-concept layout invites natural light and garden views throughout. Walls of windows perfectly frame a backdrop that is connected to nature. The spacious living area flows seamlessly to 2 covered lanais—perfect for entertaining or relaxing. The kitchen features wood cabinetry, large island, bar seating, new appliances, and warm finishes that complement the island aesthetic. It’s a retreat designed with both style and ease in mind, while the surrounding landscape creates a peaceful, resort-like setting. Minutes from famous beaches, parks, and charming shops and cafes of Kailua, this home delivers a lifestyle of morning beach walks, sunset paddles, and the quiet luxury of island living. The main home is spacious with 3 beds and 2 baths. Enjoy a separate, private entry, ample 800+sf rec area, with wet bar, bath, and second laundry, to be used for recreation, artist studio, exercise space, caretaker or guest area.

151 Alala Road, Kailua

$569,000

2 Beds ⋅ 2 Baths ⋅ 202608729 MLS ⋅ FS - Fee Simple Tenure ⋅ 88 DOM ⋅ Koolau Vista BLDG.

Koolau Vista - Move In Ready! Priced to sell with Assumable 2.250% VA Loan. Heart of Town! Live Your Best Kailua Life! Minutes to Shopping, Dining, Beaches. Updated Two Bedroom, 1.5 Bath Split Level Townhome. with One Covered Parking Stall. Vacant - Easy to Show! Being Sold As-Is.

350 Aoloa Street Unit C214, Kailua

$1,519,000

3 Beds ⋅ 3 Baths ⋅ 202608250 MLS ⋅ FS - Fee Simple Tenure ⋅ 87 DOM ⋅ Bluestone BLDG.

New Price! Welcome to Bluestone, an exceptional 3-bedroom, 2.5-bath townhome in one of Kailua’s most private and prestigious gated communities. Set across nearly 50 acres of lush land fronting the Mid-Pacific Country Club golf course & surrounded by preservation land, Bluestone offers a rare sense of seclusion with sweeping golf course, Ko'olau mountain, & sunset views rarely found in townhome living. This spacious residence features an attached full-size garage & driveway parking for two additional vehicles! Three covered lanais designed to capture the cross breeze of cooling trade winds & seamless indoor-outdoor living. Bird watching from the lanais brings a deep sense of calm through the quiet beauty of birds, trees, and majestic mountain sunset view. Bluestone boasts resort-style amenities, including a pool, whirlpool, BBQ, recreation areas, tennis/pickleball courts, and sauna, all within a secure, gated community w/patrol. Condo Master Insurance policy is 100% insured. Ideally located in the hills of Kailua, just minutes from world-renowned Lanikai Beach and the iconic Lanikai Pillbox hike, this home offers a unique blend of privacy, natural beauty, and refined island living.

1150B Kamahele Street Unit #3002, Kailua

$1,780,000

4 Beds ⋅ 3 Baths ⋅ 202608198 MLS ⋅ FS - Fee Simple Tenure ⋅ 91 DOM

Nestled in the highly desirable Keolu Hills neighborhood, this fully renovated Kailua home offers the perfect blend of comfort, convenience, and island living. Situated on a generous 6,300 sqft lot, this property features a spacious and functional layout ideal for both everyday living and entertaining. Enjoy the brand new beautiful remodel with split ACs to keep you cool, 2 car garage with EV charging, functional floor plan, new kitchen and bathrooms, separate guest house studio with kitchenette, and thoughtfully designed indoor & outdoor spaces that capture the essence of Hawaii living. The expansive yard provides endless possibilities with the built in BBQ station, stream lights for outdoor dining, or put out tables and chairs for your own party venue. Conveniently located just minutes from world-renowned Kailua Beach, shopping, dining, and top-rated schools, this home offers the best of Windward Oahu living. With easy access to H-3 and Pali Highway, commuting to town is a breeze while still enjoying the peaceful charm of Kailua. Don’t miss this opportunity to own a piece of paradise in one of Kailua’s most sought-after neighborhoods. Schedule your showing today!

1232 Hele Street, Kailua

$4,098,000

5 Beds ⋅ 4 Baths ⋅ 202608270 MLS ⋅ FS - Fee Simple Tenure ⋅ 91 DOM

Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. Situated on a generous lot, the residence offers a seamless blend of indoor-outdoor living, framed by tranquil water views & lush surroundings. The main home features 4 bedrooms & 2.5 bathrooms, thoughtfully designed with soaring ceilings, & a spacious open-concept layout that fills the interior with natural light & refreshing trade winds. Clean lines, modern finishes, & refined craftsmanship create an inviting yet sophisticated atmosphere, perfect for both everyday living & entertaining. The fully legal 1-bedroom, 1-bath ADU—ideal for guests, extended family, or rental income—adding exceptional flexibility to this already remarkable offering. Expansive outdoor spaces invite you to unwind, host gatherings & enjoy peaceful waterfront setting. This home delivers a lifestyle that is both rare and deeply connected to its surroundings. Minutes from Kailua's beaches, dining and shopping. A true once-in-a-lifetime opportunity to own a signature property in one of O‘ahu’s most desirable coastal communities.

485 Wanaao Road, Kailua

$1,798,000

5 Beds ⋅ 3 Baths ⋅ 202608144 MLS ⋅ FS - Fee Simple Tenure ⋅ 94 DOM

With stunning upgrades in the last year,, this five bedroom home located in Kailua Bluffs has unobstructed views of the Olomana peaks, a private greenbelt backdrop, and no rear neighbors — just mountain, sky, and quiet. Inside, the home has been updated with care: fully renovated kitchen with new cabinets, countertops, appliances, and flooring. Updated bathrooms. New paint, baseboards, and canned lighting and fixtures throughout. New HVAC system with whole-home AC, including a new split system addition. It's move-in ready and thoughtfully done. The layout is flexible — two bedrooms and a full bath on the main level for multi-generational living, guests, or a home office. Soaring ceilings and an open-concept living area flow to a spacious covered patio, making indoor-outdoor living effortless. Outside, a level, private backyard with mature pomelo, avocado, and bilimbi trees. Morning light, evening breeze, and the kind of view you don't get tired of. 49 owned solar panels with two large battery banks keep energy costs low. This is a rare opportunity in one of Kailua's most sought-after neighborhoods.

1614 Paukiki Street, Kailua