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$1,598,000
5 Beds ⋅ 3 Baths ⋅ 202613151 MLS
This Coconut Grove Kailua home offers the rare combination of space, flexibility, and location. Less than a half-mile to Kalama Beach Park, this 5-bedroom, 3-bathroom property should jump out for its multi-generational living potential. The main house features 4 bedrooms and 2 baths, has been freshly repainted throughout, and includes an updated main kitchen, a handy kitchenette, and no carpet. On the far side of the property where the carport is located, a newly carpeted two-story suite offers built-in privacy: an en suite primary bedroom upstairs with its own private balcony, plus a cozy sitting room and kitchenette downstairs. The primary suite also has separate access via the carport, which is perfect for extended family, guests, or rental potential. Enjoy easy access to everything Kailua Town has to offer, from local eateries to boutique shopping, plus quick highway access for commuting across the island. First showings will be open houses on Saturday from 1-4 PM and Sunday from 2-5 PM. Come see it for yourself!

443 Maluniu Avenue, Kailua

Listing courtesy of Listing Agent: Jill M Ward (jillward808@gmail.com) from Listing Office: Homes of Hawai'i Real Estate.
$1,795,000
5 Beds ⋅ 3 Baths ⋅ 202614738 MLS
We will be open Saturday 1:30-3:30pm and Sunday 2:00-5:00pm. Come enjoy the amazing lifestyle of Kailua in this spacious, 5-bedroom, 3-bath home, ideally located on a quiet cul-de-sac in the Olomana community neighborhood. One of the larger homes on a generous 9,875 Sq Ft. lot, it offers a versatile floor plan, with separate entrances that are perfect for multigenerational living, extended family, or a dedicated home office. Majority of the home is single level with one bedroom and large living space upstairs. The fully fenced yard and huge covered lanai space provide exceptional indoor-outdoor living, with plenty of room to relax, play, and entertain. Enjoy mature fruit trees and lush landscaping that create a private, tropical setting. Large carport and driveway area, along with lots of storage and a workshop, allow for all kinds of hobbies. Conveniently located just minutes from Kailua’s world-renowned beaches, shopping, dining, and schools, this home offers both comfort and flexibility in one of O‘ahu’s most desirable communities.

1458 Uluhala Place, Kailua

Listing courtesy of Listing Agent: Beth Yoshimura (Beth@BethYoshimura.com) from Listing Office: Coldwell Banker Realty.
$1,980,000
5 Beds ⋅ 3 Baths ⋅ 202610133 MLS
Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Schedule your private showing today. Number of bedrooms listed doesn't match tax records. Buyer to do their own due diligence. House has alarm system. Must have confirmed appointment before showing. Appraisal valued at $1,950,000 (March 2024). First open house Sunday, August 9 from 2 to 4 PM.

970 Apokula Place, Kailua

Listing courtesy of Listing Agent: David DK Li (davidlirealtor@gmail.com) from Listing Office: Aloha Properties, Inc..
$4,250,000
5 Beds ⋅ 6 Baths ⋅ 202614376 MLS
Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A short walk to Lanikai Beach, and built new from the ground up in 2011, this home offers privacy, comfort & a lifestyle of unparalleled beauty. Ideal for entertaining, the spacious great room features custom mahogany slidersthat open 24 ft to an expansive covered lanai. The gourmet kitchen includes Thermador appliances, abundant custom Pyinkado cabinets & granite countertops. Travertine floors run seamlessly from the main level out onto the lanai, while the 2nd level showcases stunning solid Tigerwood hardwood floors. The 2nd floor features a primary suite w/an ensuite bath, large walk-in closet & private lanai w/ocean & Mokulua Island views. A 2nd bedroom on this level w/a full bath also makes a perfect office. The lower level, built new in 2020, consists of an expansive L-shaped rec room w/a wet bar, full bath, and a lanai w/steps leading to a terraced backyard filled w/plumeria, citrus, avocado, and banana trees. Eco-friendly features include 44 owned solar panels and a backup battery system.

314 Lapa Place, Kailua

Listing courtesy of Listing Agent: Karen W Mayer (karen.mayer@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.
$11,980,000
5 Beds ⋅ 5 Baths ⋅ 202613970 MLS
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

Listing courtesy of Listing Agent: Scott R Carvill (scott@carvillsir.com) from Listing Office: Carvill Sotheby's Intl. Realty.
$2,750,000
5 Beds ⋅ 5 Baths ⋅ 202613874 MLS
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

Listing courtesy of Listing Agent: Will Tanaka (will@koihawaii.com) from Listing Office: Koi Realty.
$7,880,000
5 Beds ⋅ 4 Baths ⋅ 202613137 MLS
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

Listing courtesy of Listing Agent: Ralph S Gray (bgwvrdr@aol.com) from Listing Office: eXp Realty.
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 202612304 MLS
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

Listing courtesy of Listing Agent: Marisel Arquette (marisel@arquetteproperties.com) from Listing Office: Arquette Properties Inc.
$3,750,000
5 Beds ⋅ 4 Baths ⋅ 202612388 MLS
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

Listing courtesy of Listing Agent: Ula De La Cruz (ula@luvarealestate.com) from Listing Office: LUVA Real Estate.
$1,689,000
5 Beds ⋅ 3 Baths ⋅ 202612287 MLS
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

Listing courtesy of Listing Agent: Sean Wingate (swingate808@gmail.com) from Listing Office: Compass.
$2,599,000
5 Beds ⋅ 3 Baths ⋅ 202609140 MLS
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

Listing courtesy of Listing Agent: Bryn W Kaufman (bryn@oahure.com) from Listing Office: OahuRE.com.
$2,700,000
5 Beds ⋅ 3 Baths ⋅ 202606811 MLS
Steps away from turquoise water and the best strip of sandy beach for miles, nestled between Kailua and Lanikai beaches, this classic Hawaiian style home has high ceilings, an open concept layout, and offers the perfect balance of privacy and effortless indoor-outdoor living. Open wood beam ceilings, and windows galore allow natural light and views that bring the outdoors in, perfectly framing a backdrop connected to nature. The spacious living area flows seamlessly to 2 covered lanais, both with ceiling fans and lighting, 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, 800+sf garage converted rec area, with wet bar, full bath, and 2nd laundry. Must see!

151 Alala Road, Kailua

Listing courtesy of Listing Agent: Shari M Hooks (shari.hooks@cbrealty.com) from Listing Office: Coldwell Banker Realty.
$4,098,000
5 Beds ⋅ 4 Baths ⋅ 202608270 MLS
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

Listing courtesy of Listing Agent: Sasha R Mason (Sasha.mason@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.
$1,798,000
5 Beds ⋅ 3 Baths ⋅ 202608144 MLS
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

Listing courtesy of Listing Agent: Jeffrey N Samuels (JeffreySamuelsRealty@gmail.com) from Listing Office: Jeffrey Samuels Realty.
$2,195,000
5 Beds ⋅ 3 Baths ⋅ 202607327 MLS
Recently reintroduced to the market, this spacious 5-bedroom, 3-bath single-family home sits on a large, level lot in the desirable Kailua neighborhood. Its thoughtful layout provides flexibility for multi-generational living, home offices, or extra space. Enjoy a seamless indoor-outdoor flow with a generous yard, ideal for entertaining or future expansion. Conveniently located near schools, shopping, and beaches, this is a rare chance to own a well-sized home with room to grow in one of Oahu’s most sought-after communities. Move-in ready and available for purchase "as is."

1091 Alahaki Street, Kailua

Listing courtesy of Listing Agent: Chardee I Quing (realtorchardee@gmail.com) from Listing Office: HB Homes INC.
$3,098,000
5 Beds ⋅ 4 Baths ⋅ 202522041 MLS
BEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versatile living options with possible seperate entrances, 3 bedrooms and 2 bathrooms downstairs, 2 bedrooms and 1 bathroom upstairs, plus a bonus studio area perfect for in-laws, guests, or rental opportunities. The open layout is designed for comfort and flexibility, while outdoor living shines with a sparkling pool to cool off on sunny days. Enjoy energy efficiency and savings with 45 owned photovoltaic panels. A rare opportunity to own in this sought-after neighborhood with space, lifestyle, and income potential all in one! Don't miss out on this one!

676 Mokapu Road, Kailua

Listing courtesy of Listing Agent: Sean Sonoda (seansonoda@kw.com) from Listing Office: Keller Williams Honolulu.
$1,440,000
5 Beds ⋅ 3 Baths ⋅ 202519336 MLS
Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mountain views of Enchanted Lake, along with cool breezes and privacy. Ideal for multigenerational living, a home office, or rental income potential. The property is fully fenced and landscaped with a sprinkler system—perfect for your fur babies! Conveniently located near world-famous Kailua beaches, parks, shops, and restaurants, with easy access to the H-3 and Pali Highway—without having to fight traffic in Kailua town. Put this home on your must-see list! Number of bedrooms differs from tax records. One or more photos have been enhanced.

1233 Keolu Drive, Kailua

Listing courtesy of Listing Agent: Michael D DeMello (mike.demello@redfin.com) from Listing Office: Redfin Corporation.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.