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10 most expensive homes for sale in Kailua

In Kailua the median sale price for homes on the market is about $1.57m, however, high-end properties can be listed at a much higher price point. Here are the top ten most expensive homes for sale in Kailua (Oahu).

Home
12 bd
14 ba
12,005 sqft
$50,000,000
12
bd
14
ba
12,005
sqft
Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.
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Home
10 bd
9 ba
14,834 sqft
$27,500,000
10
bd
9
ba
14,834
sqft
Experience the epitome of oceanfront luxury with the unveiling of this stunning oceanfront estate - Kai Moena, "The House of the Resting Sea." Given its namesake by the former property owner, Harry Rothschild of the Rothschild Banking Family. This rare and unparalleled legacy estate spans nearly 60,000 sq ft across two completely subdivided parcels along Kailua's world-famous beachfront. Revel in over 255 linear feet of pristine white sandy beach, the most expansive beachfront available on the island of Oahu, offering an idyllic setting that embodies both serenity and maximum privacy. The estate comprises two main residences totaling 10 bedrooms, 8 full baths, and 3 half baths. Rich tropical hardwood accents and textured finishes, high vaulted ceilings give a warm opulence and living spaces flow seamlessly between indoors and outdoors for maximum ease. Experience exceptional amenities such as a resort-style lagoon pool with waterfalls, fitness center, massage room, media room, and a dry sauna. A tennis/pickleball court and lush landscaping complete your private sanctuary. Seize the rare opportunity to own this prestigious estate, your personal haven on Kailua Beach.
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Home
10 bd
13,289 sqft
$25,000,000
10
bd
13,289
sqft
Experience the pinnacle of luxury living with this extraordinary beachfront estate, set on over 60,000 square feet of prime oceanfront land. As one of the largest parcels on Oahu, this prestigious property boasts over 255 linear feet of pristine, white powdery sand — the widest beach frontage in Kailua. Spanning two expansive lots, the estate offers two distinct residences with a combined total of 10 bedrooms, eight full baths, and three half baths. The primary bedroom suite is a private sanctuary with panoramic ocean views, ideal for relaxation and rejuvenation. Resort-style amenities include a lagoon-style pool with a cascading waterfall and jacuzzi, a state-of-the-art exercise room with a dry sauna, and a professionally equipped tennis court that also accommodates pickleball. Additional luxuries include a private theater room, massage treatment room, and a cozy fireplace for tranquil evenings. With its unparalleled setting, vast beachfront grounds, and world-class amenities, this one-of-a-kind legacy property offers a rare opportunity to own a private paradise in one of Hawaii’s most sought after beach communities.
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Home
10 bd
9 ba
7,701 sqft
$24,900,000
10
bd
9
ba
7,701
sqft
Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across the ocean to Manama (Rabbit) Island and stunning vistas of the Koolau Mountains. The main house completed in 2022, sets a new standard of quality craftsmanship. Exceptional design, flawlessly executed using premium materials, creates a luxurious, beautiful, and comfortable home. Floor to ceiling sliding glass doors span the oceanfront side, providing spectacular views of the lush landscaping and ocean. The gourmet kitchen includes top of the line appliances, custom walnut cabinetry, and a disappearing pantry consistent with its sleek, modern design. Next door includes a 3BR oceanfront guest house, 2BR cottage and studio. This irreplaceable compound offers its next owner an opportunity to enjoy a spectacular lifestyle with family and friends in a magnificent oceanfront setting.
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Home
12 bd
15 ba
14,151 sqft
$19,800,000
12
bd
15
ba
14,151
sqft
EXCLUSIVE NEW LISTING. Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar next to a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and 4-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.
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Home
12 bd
14,151 sqft
$19,800,000
12
bd
14,151
sqft
Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar just steps away from a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and three-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.
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$19.75m  $1,250,000
Beachside
200 S Kalaheo Ave, Kailua
Home
4 bd
5 ba
4,062 sqft
$19,750,000  $1,250,000
4
bd
5
ba
4,062
sqft
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!
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$18m  $1,855,000
Lanikai
766 Mokulua Drive, Kailua
Home
6 bd
6 ba
7,761 sqft
$17,995,000  $1,855,000
6
bd
6
ba
7,761
sqft
The finest in Modern Island Luxury! Completed in 2018 by award winning firm, Longhouse Design+Build, this spectacular residence offers contemporary style & seamless design that are second to none. Unbeatable location, between Kailua & Lanikai Beach offers breathtaking views of sparkling turquoise water, stunning sun/moon rises, sea turtles, ocean paddlers & kite surfers, Popoia island & the Mokulua islands. Perfect as a primary residence or second home, this incredible property offers 100 linear ft of expansive oceanfront lawn w/seawall & adjacent water access. Private courtyard features a sleek spa/dipping pool surrounded by tropical foliage. Kitchen complete w/Subzero, Miele, & Wolf appliances, gorgeous warm toned marble countertops, custom sapele mahogany cabinets & beautiful travertine floors. Toto bidets, automated window shades, back-up generator, video security system, Fleetwood doors/windows & Sonos sound system provide all the extra comforts. Near Mid-Pacific Country Club for golf, dining & fitness. 2 miles to the many shops & restaurants of Kailua Town (Whole Foods, Foodland, Target, & Castle Hospital). Just 20 miles to HNL International Airport or Downtown Honolulu!
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$16.8m
Beachside
17 Laiki Place, Kailua
Home
7 bd
7 ba
5,902 sqft
$16,800,000
7
bd
7
ba
5,902
sqft
Welcome to 17 Laiki, now publicly available for the first time. Completed in 2022, it is one of the newest beachfront homes on Kailua Beach. Expansive and private, the home was designed as a “Modern Victorian”. The property has curated touches throughout; Parisian glass art, Murano chandeliers, and antique stained glass. Be captivated by the 180-degree ocean view of Kailua beach and the view of the Mokulua Islands of Lanikai. The property holds a 3-bedroom main house with an oceanfront living room and a large media room overlooking the pool. The large, second-story, primary suite and office are filled with unobstructed shoreline views. The Pool house with ensuite bath and the 3-bedroom 3-bath Guest House encompass the heated tile pool and spa. There is even a “Carriage House” for your sports car with a full bath and a loft above. Lastly, there is a high-ceiling, SUV-friendly, two-car garage. If you are looking for a Hawaii Beachfront home this is a must-see. Don't miss the Video, 3D tour, floorplans, and more.
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Home
6 bd
7 ba
5,804 sqft
$15,800,000
6
bd
7
ba
5,804
sqft
Your tropical legacy estate awaits! This oceanfront retreat lies in Kailua's most prestigious gated community. Notably selected as a holiday retreat of a former US president, the residence embodies an elite level of luxury, privacy & prestige. An expansive lot with 100 linear ft of oceanfront on over 33,800 sf set between Kawainui canal & world famous Kailua bay. The ideal single level layout is infused w/ Balinese & Hawaiian influences. Luxurious interiors flow onto spacious covered lanais w/ beautiful gardens & nature infused exteriors. Enjoy a gourmet kitchen, open beam high ceilings & AC throughout, 5 sumptuously appointed ensuite bedrooms, plus 2 half-baths. Indulge in resort like amenities including a saltwater heated pool w/cascading waterfall, spa & gym. Convenience, luxury and serenity all within 14mi to Downtown Honolulu, 19mi to HNL Int'l Airport & 5 minutes to many shops, restaurants & activities of Kailua Town.
* information deemed reliable, but not guaranteed
Virtual Tour
$1.85m
Keolu Hills
1217 Kupau Street, Kailua
Home
3 bd
1,767 sqft
$1,850,000
3
bd
1,767
sqft
Breathtaking views of the Kailua Valley and surrounding Ko'olau Mountain Range make the rarest of forever homes. Set high above Kailua nestled in a secluded neighborhood, this retreat boasts 1,767 square feet including 3 bedrooms, 3 baths, and a flex bedroom/office space. The open floor concept, one level living, creates flexible spaces for entertaining, dining, exercising, and lounging. Each of the 3 bathrooms boasts remodeled premium fixtures, tiles, countertops and lighting. Additional upgrades include luxury vinyl, tile floors, and UV window tinting. Plus, a freshly painted interior and exterior. Come home to your private oasis of serenity, endless sunsets and rainbows. Step outside on the covered lanai with additional storage or stroll through the intimate gardens and fruit trees. The expansive yard provides the space for additional gardens, water features or play areas. Centrally located minutes away from Enchanted Lakes Shopping Center, Kailua Town, Kailua and Lanikai beaches. Welcome to your piece of paradise with 200 degree views.
$1.01m
Coconut Grove
708 Oneawa St, Kailua
Home
2 bd
918 sqft
$1,010,000
2
bd
918
sqft
Welcome to 708 Oneawa Street — a charming single-level, two-bedroom, one-bath home nestled on a 5,480 sq ft lot in the heart of Coconut Grove. This well-maintained Kama'aina classic home offers a peaceful retreat with a beautifully manicured yard and lush backyard oasis filled with greenery and fruit trees — perfect for gatherings, BBQs, or relaxing Happy Hours with friends and family. Ideally located just minutes from Kalaheo Neighborhood Park, Kailua’s shops, dining, theaters, supermarkets, and world-famous beaches, you’ll enjoy both convenience and the tranquility of island living. Easy access to the H-3 freeway adds to the home’s appeal, making commuting a breeze. Don’t miss this rare opportunity to own a piece of paradise in one of Kailua’s most beloved neighborhoods! A great stepping stone for a single family home instead of a condo!
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Home
5 bd
2,660 sqft
$3,999,000
5
bd
2,660
sqft
This is Kailua Beachside living! Steps to Kailua Beach with private gated beach access. This stunning home was designed by renowned architect, George Hogan, known for his mid-century homes with peaceful elegance, indoor/outdoor living and natural ventilation. Step into this newly remodeled home and be wowed by the amazing ceilings, beautiful hardwood flooring, new custom designed kitchen with unique copper range hood and lead-paned windows. A chefs dream with Fisher & Paykel appliances including an elegant 8 burner range and double drawer dishwasher. Be charmed by the thoughtful floor plan with open concept living and separate areas for flexibility. The primary suite includes a newly remodeled bathroom with separate shower and tub. 3 additional bedrooms are found on the other side of the home and share their own remodeled bathroom. The new guest suite occupies another area and includes a private entrance, wet bar and bathroom. Being outside is second nature with the covered lanai which opens to the beautiful heated pool, perfect for entertaining or just relaxing after a long day. Close to Kailua's trendy shops and restaurants, this location can't be beat!
Virtual Tour
$759k
Kailua Town - Gardenia Manor
333 Aoloa Street unit 314, Kailua
Condo
2 bd
944 sqft
$759,000
2
bd
944
sqft
Welcome to this rarely available residence in Gardenia Manor in the heart of desirable Kailua! This 2 bedroom, 2 bath, 2 side-by-side covered parking is located in a private location in the complex. Features include newly painted throughout, beautiful wood crown moulding and baseboards, closet systems, security screen front door, granite kitchen counters, travertine bathrooms, and newer appliances. New luxury vinyl flooring just installed in the primary bedroom, laminate wood flooring in living room and second bedroom with ceramic tile in kitchen. The lanai is private and perfect for dining and relaxing. Wonderful amenities include plenty of guest parking for visitors, lovely gardens, pool, BBQ grill, car wash area, storage, and pet friendly! This prime location in Kailua is close to famous Kailua beaches, Whole Foods, Target, restaurant, boutiques, grocery stores and nearby parks. Don't miss this opportunity to call Kailua home!
$739k
Kailua Town - Poinciana Manor
1015 Aoloa Pl unit 437, Kailua
Condo
2 bd
944 sqft
$739,000
2
bd
944
sqft
Bright and airy, top-floor end unit with a garden view! Two lanais, cathedral ceilings, and two covered parking stalls. Convenient location in the heart of Kailua, close to shopping, restaurants, and schools. Poinciana Manor offers well-kept common areas, a pond with a water feature, a pool, a recreation area, a BBQ area, and guest parking. Sale is As-Is.
$1.25m
Kalaheo Hillside
1225 Mokapu Blvd, Kailua
Home
3 bd
1,258 sqft
$1,250,000
3
bd
1,258
sqft
Highly sought after Kalaheo Hillside single level home on a large 11,200 sf lot in Kailua! Beautifully kept lush landscaping in the front and back yard. The home has 3 bedrooms with 2 full baths, kitchen, dining, and laundry area. There are 2 living rooms / entertainment areas and room to expand or rebuild. Home is in need of repair. Great location with easy access to schools, restaurants, beaches, Kailua town etc.
Virtual Tour
Home
6 bd
2,896 sqft
$1,895,000
6
bd
2,896
sqft
Special Newly Renovated 2-Family Residence in Kailua Beautifully remodeled two-story home in the heart of Kailua—ideal for multi-generational living or rental income. This flexible property offers two fully equipped living spaces. Main Level: 3 beds, 2 baths, full kitchen, 2 separate entrances, and yard access. Upper Level: 3 beds, 2 baths, full kitchen, open-concept living with ceiling fans, a dedicated laundry room, and a partially covered lanai. Mitsubishi split A/Cs in every bedroom, quartz counters in kitchens and baths, and recessed lighting throughout. Washer/dryer upstairs, with hookups available for an additional set in the carport storage. Enjoy a yard with a mature avocado tree, a large carport with storage, covered parking for 2 cars, plus room for 3 more and even a boat. Just minutes from Kailua Town, Kalama Beach, and iconic coastline spots—this home blends island charm with space, style, and opportunity.
Virtual Tour
$1.6m
Keolu Hills
1334 Kuuna Street, Kailua
Home
4 bd
2,045 sqft
$1,595,000
4
bd
2,045
sqft
This beautiful, spacious, single-level 4-bedroom, 2-bath home in Kailua offers an open floor plan and recent renovations, including new engineered hardwood laminate flooring, a new roof, exterior and interior paint, new garage door , 3 new air conditioners, ceiling fans and an updated electrical panel . The kitchen and bathrooms were refreshed with brighter cabinets, lighting and fixtures . Enjoy entertaining in the large open living area plus an additional family room and taking in the beautiful sunset views of the Ko'olau mountains and Enchanted Lake from the expansive deck. The home provides plenty of storage with a 2-car garage, driveway parking, and space on a quiet street. Located just minutes from Kailua's beaches, shopping, and restaurants, this move-in ready home offers both tranquility and convenience. Don't miss out on this perfect forever home in a great location!
Home
3 bd
1,490 sqft
$1,449,000
3
bd
1,490
sqft
Located in the heart of Kailua, this beautifully updated island haven invites you to slow down, breathe deep, and feel at home. With 3 bedrooms, 2 bathrooms, and a fully permitted bonus living room that flexes effortlessly as a yoga studio, home office, gym, or creative space, you’ll find comfort and purpose in every corner.  Sunlight pours through oversized windows, filling the home with natural light, creating an easy flow to the peaceful lanai and fully fenced backyard—perfect for both relaxing and gatherings. The bright, modern kitchen features a spacious prep & dining island complimented by a stainless steel appliance suite, serving as the central hub of the home.  Thoughtful upgrades include split A/C, an owned solar system, gas range, and updated essential systems—all just minutes from world-class beaches, scenic hikes, local shops, and the laid-back vibe that defines Kailua.  This isn’t just a house—it’s the Kailua lifestyle, elevated and ready to welcome you home!
Virtual Tour
$1.05m
Koolaupoko - Kainui Estate
799A Kainui Drive unit 3B, Kailua
Townhouse
3 bd
1,380 sqft
$1,050,000
3
bd
1,380
sqft
First Open House on Sunday 4/20 from 2-5pm. This inviting home boasts an updated kitchen, a remodeled downstairs bathroom, and upgraded flooring throughout. The expanded floor plan features a larger primary bedroom and spacious living room, creating an open, airy atmosphere. You'll also find a convenient bedroom and full bathroom on the first floor. Take in stunning views of the Koolau Mountains and enjoy the peaceful privacy provided by having no neighbors directly behind, along with gated access to the nearby park. The property includes a large, private enclosed yard, complete with lovely landscaping and the benefit of soothing trade winds. Nestled on a charming palm tree-lined street affectionately referred to as "Duck Road," this home offers a unique chance to belong to a tranquil neighborhood. Its prime location is just minutes away from the Marine base, stunning beaches, golfing, parks, schools, and shopping centers. Don’t miss out on this rare opportunity to make this delightful community your home! Tax records and MLS may differ in square footage.
$1.3m
Coconut Grove
814 Oneawa Street, Kailua
Home
3 bd
960 sqft
$1,300,000
3
bd
960
sqft
This home is unique and meticulous in the heart of Kailua, immaculately maintained. Home is ready to move in to with many updates. Upgraded large and tinted louvered windows. Wood laminate flooring throughout. Expansive indoor/outdoor lanai area. Kitchen recently remodeled with new cabinets and appliances. Ceiling fans throughout the home in addition to custom ceiling exhaust fan to keep the home cool and attic cooler. This 3 bedroom 1 bath home is located close to conveniences, shopping and schools. The home offers a spacious gated yard solar powered driveway gate. In the professionally landscaped rear yard there is a mini-pool with waterfalls and plenty of outside storage. There is also a large covered back bar area overlooking rear yard. Other features include stainless steel appliances, solar water heater and private hot water outdoor shower with exterior toilet. Roof
Virtual Tour
$960k
Kailua Town - Windward Cove
1020 Aoloa Place unit 303B, Kailua
Condo
3 bd
1,200 sqft
$960,000
3
bd
1,200
sqft
Beautifully renovated 3-bed, 2-bath condo offering a blend of tranquility and modern living at Windward Cove in the heart of Kailua. On the third floor, this rarely available end-unit boasts high ceilings and expansive floor-to-ceiling windows on multiple sides for abundant natural light and peaceful views of the lush gardens and serene water features below. The thoughtfully designed interior features a spacious open living area renovated in 2021. The modern kitchen includes ample pantry space and split ACs provide added convenience. A highlight of this home is the expansive rooftop deck, perfect for relaxing or entertaining while enjoying panoramic views of the surrounding landscape and mountains beyond. Windward Cove offers residents a range of amenities, including a swimming pool, jacuzzi, sauna, BBQ areas, tennis and pickleball courts. The complex is surrounded by over 3 acres of tropical landscaping, creating a private oasis. Despite its peaceful setting, Windward Cove is just moments from Kailua’s vibrant town center, renowned beaches, local restaurants, and open-air markets. This exceptional residence offers the perfect balance of serene island living and modern convenience.
Virtual Tour
$1.4m
Keolu Hills
1073 Loho Street, Kailua
Home
6 bd
2,410 sqft
$1,400,000
6
bd
2,410
sqft
Endless Potential in a Prime Location! This spacious 6-bedroom, 4-bathroom home sits on a level 6,819 sq ft lot at the bottom of Keolu Hills, just minutes from shopping, dining, and Kailua’s world-famous beaches. With a covered carport and an open driveway offering ample parking, this property is ready for your creative vision. Bring your renovation ideas and a fresh coat of paint to restore this hidden gem to its full potential – perfect for a fixer-upper, flip, or those seeking to create their dream home. Roof is less than 5 years old. Enjoy easy access to parks, restaurants, and the Pali Highway. Home is being sold As-Is. Number of bedrooms and square footage may differ from tax records. One or more photos have been enhanced.
$1.95m
Kailua Estates
388 Auwinala Road, Kailua
Home
4 bd
1,804 sqft
$1,950,000
4
bd
1,804
sqft
Welcome to your private garden retreat in Kailua Estates. This single-level 4 bed, 2 bath home sits on a rare, level 12,000 sqft lot — less than a mile to both Kailua Town and the beach! Surrounded by lush landscaping and vibrant native flora, the property features a bounty of fruit trees and flowering plants, including Hayden mango, ulu, rare dwarf avocado, lemon, banana, fig, white plumeria, white hibiscus, crown flower, and more. It’s peaceful, private, and perfect for outdoor living. This unique home offers a flexible floor plan ideal for multigenerational living, remote work, or simply spreading out in comfort. Large windows invite natural light and garden views from almost every room, while the single-level design makes for easy, accessible living. This beloved neighborhood is all about lifestyle — morning strolls to the beach, bike rides into town, and evenings in your own backyard garden. Plus you’ll enjoy convenient access to shops, restaurants, and schools. This home has that laid-back Kailua charm you’ve been waiting for.
Virtual Tour
Home
5 bd
2,068 sqft
$1,549,000
5
bd
2,068
sqft
Located in the heart of Kailua, this home boasts incredible walkability—stroll to the vibrant downtown Kailua district, where you'll find charming boutiques, delicious eateries, and local farmers' markets. Plus, you're just minutes from world-famous Kailua Beach, making it easy to embrace the best of island life. From the quartz countertops to the fully remodeled baths and stylish finishes, every inch is designed to impress. Need extra space for guests or income? You’ve got it: a separate studio with a private entrance, kitchenette, and a full bathroom makes this home as versatile as it is beautiful. And the backyard? Absolutely dreamy—the yard is complete with a tree swing, market lights, and room for gardening, pets, or play. Sellers are proactive, so ask your agent for the pre-listing home inspection, the list of upgrades and property disclosures.
$799k
Kailua Town - Ka Malanai At Kailua
455 Kailua Road unit 4104, Kailua
Condo
1 bd
719 sqft
$799,000
1
bd
719
sqft
Enjoy Kailua living at Ka Malanai. Conveniently located at the edge of lively Kailua Town, you are just a 15 minute walk across the park and through Kuulei Track to Kailua Beach. This lovely property features tropically landscaped grounds boasting a fitness network and BBQ area. Lots of guest parking, overnight parking and bike, kayak and surfboard storage. A secured elevator, video surveillance, a daytime Resident Manager on site and night time guard service add to this properties appeal. Located just steps from downtown, you have a wide selection of world class shopping, dining, entertainment and many outdoor activities including tennis, golf surfing, sailing, canoeing, kayaking, swimming... Priced to sell.
Oceanfront
$12.95m
Beachside
376 Dune Circle, Kailua
Home
4 bd
3,229 sqft
$12,950,000
4
bd
3,229
sqft
Nestled along the pristine shores of Kailua Beach, 376 Dune Circle offers an unparalleled beachfront living experience in one of Oahu’s most coveted locations. This luxurious 4-bedroom, 4-bathroom single-story retreat on a generous 10,283-square-foot lot blends timeless elegance with modern comfort. This home showcases a warm, earthy palette inspired by the surrounding sand and native hardwoods such as koa, monkeypod and ohia creating a harmonious connection with its natural environment. Step inside to discover an open, light-filled interior with high peaked ceilings and terrazzo tile floors effortlessly combining casual sophistication with low-maintenance island living. The well designed layout features rich wood and stone accents, complimenting the azure ocean views that serve as the home’s stunning backdrop. The spacious living areas flow seamlessly, offering the perfect setting for relaxation or entertaining, while the meticulously appointed kitchen with high end appliances reflects a commitment to quality and style. Thoughtfully designed by Jaime Jackson and Mark Eyler, the architect. A true sanctuary where luxury meets the laid-back spirit of the islands.
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Land
0.370 acres
$2,850,000
0.370
acres
This massive 16,000+ square foot lot, located in Lanikai just 2 houses from the SANDY beach and 2 houses from the park, is in a PREMIUM location. It is completely level and has utilities. Here is your opportunity to build your absolute dream home next to the number one white sandy beach in the world and live your life in the iconic neighborhood of Lanikai. There are plans for a beautiful 2500 sq ft plantation style home included if desired. Of course, this property could meet ALL of your desires by building a much larger home, pool, gardens, guest cottage and more.
Virtual Tour
$1.28m  $19,500
Coconut Grove
327 Hualani Street unit B, Kailua
Home
3 bd
720 sqft
$1,280,500  $19,500
3
bd
720
sqft
A perfect starter home on a quiet dead-end street in the heart of Kailua. This charming 3-bedrooms 1 bath home has a small yard that's perfect for kid and pet. Open kitchen with split AC in every room. Ride your bicycle or take a stroll down the road to Kailua town. Kalama Beach Park is a short 5 min drive, with Kailua and Lanikai Beaches just a few minutes down the coastline.
Land
2.025 acres
$1,999,000
2.025
acres
Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural beauty of the Koolau Mountains. With a building permit already available, you can get started right away. Whether you envision a classic island-style home, a modern farmhouse, or a sustainable oasis, this property is your blank canvas. With AG-2 zoning, you can even explore the joys of small-scale farming or gardening — all while enjoying the privacy and serenity that country living provides. Features:     •    Building Permit Ready: Start construction without delay     •    Zoned AG-2: Ideal for a custom country home with space for gardens     •    Breathtaking Views: Koolau Mountain vistas and lush surroundings     •    Expansive Lot: Ample room for outdoor living and entertaining     •    Prime Location: Just a short drive to Kailua town and world-renowned beaches Embrace the tranquility of a rural lifestyle while enjoying the convenience of being just minutes from Kailua’s stunning beaches, local shops, and vibrant dining.
$805k
Aikahi Park - Aikahi Gardens
321 Lale Street unit 2103, Kailua
Townhouse
3 bd
1,300 sqft
$805,000
3
bd
1,300
sqft
As of the listing date, the only listing at Aikahi Gardens. Brand new flooring upstairs and the entire unit has been freshly painted. 535 Plumbing inspected and installed new shutoff valves and replaced old fixtures. The first floor, has a large open living / dining room with a guest bathroom. Also the washer dryer is right next to the kitchen area. All the bedrooms are upstairs with 2 bathrooms. In the back of the unit is a large enclosed courtyard, perfect for entertaining, outdoor dining or a play area. Pets are allowed. Aikahi Gardens has a swimming pool, club house, resident manager and BBQ area. The unit is right next to the pool, so your kids can come home easily to grab a snack. Finally, Aikahi Gardens is located right off the H3 off ramp and the Marine Corp Base and a short walk to Aikahi Elementary School and the Aikahi Shopping Center.
Home
4 bd
3,100 sqft
$4,000,000
4
bd
3,100
sqft
This Beachside Kailua retreat is a mid-century modern coastal gem just four homes from the water, offering direct beach access from the yard that leads out to sandy beach. Set on a 10,000 sq. ft. lot, this 3,100 sq. ft. home features a stunning pool, two yard spaces, and an enclosed garage, creating the perfect island sanctuary. The renovated main home boasts 3 bedrooms, 2 bathrooms, elegant travertine flooring, a dual sided fireplace, and split AC throughout. Designed for seamless indoor-outdoor living, it’s ideal for relaxation and entertaining. Two detached studios, each with a full bath (one with ocean views), provide perfect guest accommodations or rental opportunities. In the front yard you will find a stunning Plumeria tree, and a variety of fruit trees in the backyard. Nestled on a quiet street with no road noise, yet just minutes from Kailua’s vibrant shops, dining, and outdoor adventures. A rare opportunity to own in this exclusive beachfront community—schedule your private showing today!
Home
4 bd
2,216 sqft
$2,098,000
4
bd
2,216
sqft
Open April 10, 10 a.m. to Noon. This home has it all! Single level 4 bedrooms, 3 baths with an open floor plan, an attached studio apartment with its own yard area, an expansive pool, on an extra large lot of over 18,000 sq. ft. in R-5 zoning, and all at the end of a cul de sac. What more could you ask for? This home also boasts an amazing kitchen with a large island that opens up to the dining, living, and bonus lounge area, then out to the expansive covered lanai. Enjoy the gorgeous sparkling pool and fully fenced back yard with fruit trees. There is room to add another structure with an ocean view! Wonderful curb appeal with a large front lawn and entry. Kaelepulu school district. Don't miss this wonderful home!
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