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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 $1.77m, 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
7,701 sqft
$24,900,000
10
bd
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
14,151 sqft
$18,880,000
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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Home
4 bd
4,062 sqft
$17,500,000
4
bd
4,062
sqft
AMAZING NEW PRICE! 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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Home
5 bd
6,997 sqft
$16,000,000
5
bd
6,997
sqft
PUUHONUA - An oceanfront sandy beach sanctuary on the most desired spot of world renowned Lanikai Beach. The expansive oceanside lawn ensures peace, tranquility, and the utmost privacy on the envious half acre of land. The home is a celebration of luxurious island living, and features an ultra-spacious primary suite with its own private ocean view lanai. All bedrooms are ensuite. The beautifully appointed open kitchen is the central place for family and friends to gather, and features only the best in appliances and appointments. Outdoor dining after a relaxing day at the beach, or sunning by the courtyard pool – This legacy property is a Great Escape to Wonderful, and an opportunity to embrace the very special spirit and sense of community that is Lanikai. Calm, translucent, turquoise waters, glistening white sand beach, and its own premier golf course just steps away.
$11.5m  $495,000
Beachside
376 Dune Circle, Kailua
Home
4 bd
3,229 sqft
$11,500,000  $495,000
4
bd
3,229
sqft
Nestled along the pristine shores of Kailua Beach, 376 Dune Circle offers an unparalleled beachfront living experience on one of Oahu’s most coveted beachside streets. 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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$8.5m  $500,000
Lanikai
1456 Mokulua Drive, Kailua
Home
3 bd
2,141 sqft
$8,500,000  $500,000
3
bd
2,141
sqft
Imagine waking to the soothing rhythm of waves, stepping onto your private lanai, and gazing out at the iconic Mokulua Islands—this dream becomes your daily reality at this exquisite oceanfront estate on coveted Mokulua Drive in Lanikai. Tucked away at the serene end of Lanikai, this expansive 19,212 sq. ft. property offers unrivaled views and picture-perfect sunrises over the Pacific. Fully renovated in 2022, the residence blends timeless mid-century island architecture with luxurious modern upgrades, including wide-plank oak flooring, custom cabinetry, WaterWorks fixtures, Sub-Zero/Wolf appliances, Fleetwood sliding doors, updated plumbing and electrical systems, and a state-of-the-art home theater. This single-level beach house features three spacious bedrooms and four elegant bathrooms, all thoughtfully designed to embrace indoor-outdoor living. Step outside and the ocean is your backyard—perfect for snorkeling, kayaking, wing foiling, or simply enjoying the Lanikai loop while greeting friendly neighbors. Famed for its powdery white sands and crystal-clear waters, Lanikai is a sanctuary for water lovers and those seeking an elevated, yet laid-back island lifestyle.
Home
6 bd
4,839 sqft
$7,600,000
6
bd
4,839
sqft
Located just steps away from the white sand beach of Lanikai, this luxury home represents quintessential beach living at its finest. This immaculate 2 story Estate sits on an ample beautifully-manicured tropical piece of paradise. A lovely streetscape precedes this stunning family residence which is cleverly designed to capitalize on the private pool, backyard, and separate Guest Cottage. Apart from the Guest Cottage, you will find another separate Pool Suite. The downstairs of the main home features open-plan living, dining and a gourmet kitchen seamlessly flowing out to a covered alfresco area and phenomenal entertaining space. As you ascend the stairs, you are met with a generous primary suite and 2 more gorgeous bedrooms. Extra state of the art touches like a sauna, gym, putting green, gourmet pizza oven & BBQ add to the splendor of this Estate. This is the perfect home to come back to after a day of work, day of swimming, snorkeling, paddle boarding, surfing or relaxing at this world famous beach location. So many more bells and whistles - come see for yourself. 40 Owned PV panels.
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$7.25m  $500,000
Lanikai
1122 Mokulua Drive, Kailua
Home
5 bd
2,228 sqft
$7,250,000  $500,000
5
bd
2,228
sqft
LIVE LOVE LANIKAI! This classic 5BD beach house sits on iconic Lanikai Beach in Kailua, known for its turquoise waters & scenic views of the twin Mokulua Islands. This fabulous spot near the end of the beach offers extra privacy on a spacious 13,000 SF parcel with plenty of room for outdoor gatherings, relaxing, or having fun in the sun. The flexible floor plan is ideal for extended family living, guests, or work-from-home needs & includes an elevator for ease and comfort. The private primary suite on the upper level enjoys sweeping seaside views & its own balcony, perfect for sunrise coffee or ocean breezes. The main level offers 3BD/2BA, a bright kitchen with dine in counter seating & open living/dining areas that flow to an outdoor lanai overlooking the tropical landscaped grounds & ocean views beyond. The lower level has a separate 1BD/1BA guest suite w/ kitchenette & sitting area; ideal for visiting family and friends. Swim, kayak and surf right out front, or explore scenic hiking trails & bike around the Lanikai Loop. Nearby Kailua town offers shops, cafés and dining, making this one of the island’s most loved and treasured beachfront neighborhoods to call home. A must see!
Home
6 bd
3,275 sqft
$7,200,000
6
bd
3,275
sqft
Incredible Lanikai beachfront estate with unbeatable views of the Mokulua Islands and access to the bright blue ocean waters from your backyard! The property is composed of a 2 story main house and a separate 1 bedroom cottage, studio unit, and covered 2 car garage. The main house includes a fully equipped kitchen, living room, dining room, sun room and 4 bedrooms. The backyard lanai boasts 50 linear feet of Lanikai OCEAN FRONTAGE with private steps to ocean. Swim or paddle to the "Mokes" every morning! The property has been tastefully updated with a playful beach theme, including original murals painted by acclaimed local artist Jack Soren. Plumbing and electric have recently been updated, along with the addition of a hand built pizza oven in front courtyard.
* information deemed reliable, but not guaranteed
Home
4 bd
2,919 sqft
$4,500,000
4
bd
2,919
sqft
This stunning home is ready for you to live the ultimate Hawaii paradise lifestyle in the gorgeous community of Lanikai. Do not miss the opportunity to reside in this impeccable custom-built 4 bedroom 3.5 bathroom beauty! Built brand new and finished in 2018, the upper level showcases a chef’s kitchen and an open-concept living space that seamlessly extends to a spacious lanai, offering breathtaking ocean views—ideal for hosting or simply unwinding. This home features not one, but two luxurious primary suites, each with spa-inspired bathrooms and soaring windows that flood the space with natural light. High-quality materials were used, including marble countertops and gorgeous Walnut hardwood and Travertine floors throughout. The best part is that you’re just a short five-minute stroll from the pristine sands of both Kailua Beach and Lanikai Beach!
$1.1m
Keolu Hills
1133 Aukele St, Kailua
Home
2 bd
1,229 sqft
$1,100,000
2
bd
1,229
sqft
Unique opportunity to own a large lot on a great street in desirable Keolu Hills! Fenced with mature white pirie mango, orange, apple banana & puakenikeni trees. Renovate or rebuild this fixer to create your own paradise in Kailua! House has 2 split AC units & electric vehicle charger, family & laundry rooms. Electric & sewer line have been updated. AC & ceiling fans work, but are being sold As-Is along with the other appliances & fixtures on the property. No repairs to property or appliances will be made. Close to schools, dining options & Enchanted Lake Shopping Center.
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$2.5m
Coconut Grove
451 Lanae Way, Kailua
Home
9 bd
3,500 sqft
$2,495,000
9
bd
3,500
sqft
Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an attached ADU, a 2-car garage, and parking for up to 9 cars. Currently operated as a 30–90 day rental. The private ADU includes a full kitchen and living/dining area—ideal for rental income or extended family. The main home offers separate living spaces on each level. Upstairs includes the primary kitchen, great room, 2 lanais, and 4 bedrooms/2 baths (one used as an office). Downstairs features a family room with dining area, kitchenette, 3 bedrooms/1 bath, and 2 small yards with a covered lanai. The ohana provides additional privacy with its own full kitchen, great room, 2 bedrooms/1 bath, and a fenced yard. All rooms offer split A/C, ceiling fans, and large windows for natural light and breezes. Three private living areas, each with separate entrances and laundry. Fully furnished, turnkey, with four years of strong rental history. Please do not disturb tenants.
Home
3 bd
1,344 sqft
$1,100,000
3
bd
1,344
sqft
Prime Waimanalo location! Sparkling split level detached home with 2 car garage close to Kalanianaole Highway, town, and beach. Built in 2001, Hihimanu Estates 3 bedroom, 2 bath Fee Simple beauty with comfortable 243 sq ft covered lanai! Attractive ceramic tiled living room, dining area and kitchen, all with 10 foot high ceilings. Distinctive wood laminate flooring in the bedrooms. Fenced yard features fruit bearing trees including Thai papaya, calamansi, malungay, guava, pomelo, soursop, oregano, bittermelon, ginger, and lemongrass. Lovable home that shows beautifully!
Virtual Tour
$1.19m
Coconut Grove
755 Kaipii Street, Kailua
Home
3 bd
892 sqft
$1,185,000
3
bd
892
sqft
QUAINT, COZY & CHARMING 3BD/1BA KAILUA home is freshly remodeled w/stylish updates! Enjoy NEW floors, NEW refrig, NEW range, NEW dishwasher, NEW microwave, NEW faucets, FRESH paint, SPACIOUS covered lanai, NEWER roof & dreamy MOUNTAIN views. This flat, fully FENCED yard is perfect for pets, gardening, or outdoor fun. Rinse off in your private outdoor shower after a short walk from the beach or nearby park. Easy access to H3, Pali/Likelike Hwy, Marine Corp Base, Aikahi Park Shopping Center & Kailua town! This ISLAND GEM w/lots of indoor/outdoor STORAGE is full of ALOHA & move-in ready! 3 photos have been virtually staged(enhanced).
Land
2.014 acres
$1,390,000
2.014
acres
Discover the extraordinary potential of this newly subdivided 2-acre vacant lot in the heart of Waimanalo. Nestled along the serene and picturesque background, this A-2–zoned property offers a rare blend of wide-open space, natural beauty, and development flexibility—an exceptional find on O?ahu. Surrounded by the majestic Ko?olau mountain range and enriched by Waimanalo’s signature lush greenery, this expansive parcel provides the perfect blank canvas for your vision. Whether you’re looking to create a private retreat, cultivate agricultural pursuits, or build your dream country estate, this property delivers endless possibilities in one of the island’s most peaceful and sought-after communities. Property Highlights: 1) 2 acres of flat, usable land—rich, green, and ready for development 2) A-2 zoning, offering versatility for future building plans 3) Stunning mountain views and a tranquil rural ambiance 4) Conveniently located in beautiful Waimanalo, just minutes from pristine beaches, local farms, and island conveniences 5) A rare opportunity to secure substantial acreage in a highly desirable area
Virtual Tour
$1.9m
Maunawili
1202 Lola Way, Kailua
Home
3 bd
2,801 sqft
$1,900,000
3
bd
2,801
sqft
Discover a rare opportunity in the quiet Maunawili community, tucked against the majestic Ko'olau mountain range. This 3-bedroom, 2-bath home, with a bonus den, sits on an oversized 12,090 sq. ft. lot at the end of a cul-de-sac and features one of its most unique highlights—an indoor heated swimming pool in a screened-in lanai. Large windows and sliding doors open to an expansive wraparound deck overlooking lush tropical foliage, creating a peaceful, treehouse-like setting. The fenced outdoor space includes a small grassy area and mature plantings, while the elevated deck offers a private perch among the trees. Inside, natural light filters through the home, adding warmth to the living spaces. A pull-down ladder in the garage leads to a spacious attic, providing an uncommon amount of storage for a Hawai‘i property. The residence also includes a two-car carport, additional driveway parking, ample attic space and rooftop solar panels dedicated to heating the pool. Located just minutes from Kailua Town, beaches, schools, and freeway access, this Maunawili retreat blends privacy, space, and possibility in one of Windward O‘ahu’s most serene neighborhoods.
Home
5 bd
3,958 sqft
$2,995,000
5
bd
3,958
sqft
Welcome to a rare and truly expansive Beachside estate, now available for the first time ever! Tucked within an intimate 14-home community of Hale Kai Surf & Racquet Club, this peaceful residence delivers an exceptional sense of space and comfort, the refined & DREAMY Beachside lifestyle you've been wanting! The main level offers 4 bedrooms, 3 full baths & a powder room while the FULL UPPER level primary suite crowns the home with dual closets, a sunroom retreat & access to rooftop spaces that were recently refreshed. An impressive courtyard entry leads to a grand foyer with soaring ceilings and multiple inviting indoor and outdoor living areas designed for gatherings or quiet moments at home. The enclosed garage also includes a versatile separate room ideal for a home office, gym or storage. Moments from your doorstep, enjoy the community's premier amenities, including pickleball, tennis, basketball, an upgraded pool & clubhouse. A private lane leads directly to crystal blue waters and the soft sands of Kailua Beach where morning swims, paddleboarding & sandy beaches become part of your daily rhythm. A beautifully customized legacy home offering the dream Beachside lifestyle!
$2.5m
Enchanted Lake
1091 Alahaki Street, Kailua
Home
5 bd
1,800 sqft
$2,500,000
5
bd
1,800
sqft
Discover this inviting 5-bedroom, 3-bathroom home covering 1,800 sq ft, situated on a spacious 9798 sq ft lot. Built in 2003 and recently remodeled, this home features new interior and exterior paint, giving it a fresh, modern feel throughout. Key features include: - Close to Enchanted Lake Shopping Center and Kailua town, offering a variety of amenities - Spacious and functional layout, ideal for large families - Ready for immediate move-in and purchase "As is. " Don't miss this exceptional opportunity to own a beautifully updated home in a desirable location.
Virtual Tour
$715k
Kailua Town - Poinciana Manor
1015 Aoloa Place unit 344, Kailua
Condo
2 bd
959 sqft
$715,000
2
bd
959
sqft
Welcome to Poinciana Manor in the heart of Kailua! This updated 2-bedroom, 2-bath condo sits on the highly sought-after 3rd level, offering comfort, privacy, and a serene treetop feel with mountain views in one of the best locations in the complex. Lovingly cared for as a second home for the past decade, this unit features tasteful upgrades throughout and reflects true pride of ownership. Enjoy brand-new carpet in the bedrooms, a bright and inviting layout, and a relaxing lanai perfect for cool Kailua breezes. The home includes 2 side-by-side covered parking stalls, in-unit washer and dryer, and a storage unit, plus access to fantastic community amenities: saltwater pool, BBQ's, gazebos, kids play area, lush grounds with koi pond, bicycle and surfboard storage, guest parking, on-site security, and a resident manager. The complex is fully insured. Located in Kailua Town, you’re just moments from Target, Safeway, shops, and restaurants, with world-famous Kailua Beach just minutes away, perfect for morning walks or sunset adventures. Don’t miss this chance to own in one of Kailua’s most iconic and beloved communities. Your island home awaits!
Virtual Tour
Home
5 bd
1,784 sqft
$1,375,000
5
bd
1,784
sqft
Welcome to 368 Keolu Drive, a spacious 5-bedroom, 3-bath home in the heart of Kailua offering flexible living options and bright, open spaces throughout. The upper level features an airy living area with mountain views, an inviting lanai, and an open kitchen with stainless steel appliances. Three bedrooms—including the primary—are also located upstairs, with direct access to a large wrap-around deck overlooking the terraced backyard. Downstairs you’ll find two additional bedrooms, family room, a full bath, and easy access to the driveway. The property sits up from the street for added privacy and includes an extended driveway plus a two-car garage with laundry and storage. Conveniently located near schools, parks, and Kailua’s shopping and dining, this home offers plenty of room to grow and enjoy the windward lifestyle.Imagine the possibilities with 3/2 up and 2/1 downstairs. Current owner has consistently rented the property easily.
$1.65m
Bluestone - Bluestone
385G Kaelepulu Drive unit 1207, Kailua
Townhouse
3 bd
1,821 sqft
$1,650,000
3
bd
1,821
sqft
Welcome to Bluestone: Live the ultimate Kailua lifestyle! Discover this exquisite, light-filled 3-bed, 3-bath retreat in one of O'ahu's most desired gated communities. Enjoy stunning ocean & mountain views, refreshing breezes, and serene privacy. The open-concept living space features updated flooring, central A/C with individual room controls, and elegant plantation shutters. The chef's kitchen boasts a built-in Miele Super Automatic Espresso Machine and wine fridge, perfect for entertaining! The flexible floor plan is ideal for family, guests, or a home office. Bluestone is a pet-friendly community offering two-car parking, ample guest stalls, and resort-style amenities including a pool, clubhouse, tennis courts, and walking paths. Location is everything! You are minutes from world-famous Lanikai Beach, golf courses, and hiking trails. Downtown Kailua offers wonderful shops and eateries. Both Lanikai & Kailua Beaches have been named as the best beaches in the USA multiple times. Experience the best of island living. Don't just live in Kailua—live the Bluestone lifestyle. ($57.26 Other Monthly Fee is for Cable).
Virtual Tour
$3.1m
Cntry Club Knoll
172 Alala Road, Kailua
Home
5 bd
2,918 sqft
$3,095,000
5
bd
2,918
sqft
Coveted Country Club Knolls, just 8 houses from Kailua Beach Park. This beautifully updated home offers unmatched flexibility, modern upgrades, and an incredible beachside lifestyle. The main level features 4 bedrooms, 3 bathrooms, two generous living areas, and a refreshed chef’s-dream kitchen overlooking a spacious dining and living area. Oversized stacking doors open to a lush backyard, perfect for parties, play, or quiet relaxation. Designer touches, fresh paint, updated lighting, new flooring, and a bright, breezy layout create a peaceful, modern feel throughout. Vaulted ceilings, split ACs, & owned PV with Net Metering add long-term comfort and savings. Upstairs, a fully updated 1-bd/bth/liv/kitchenette w/ its own private entrance provides exceptional flexibility for multigenerational living, guests, or rental income. Live the ultimate Kailua lifestyle: stroll to Kailua Beach Park, Lanikai, Buzz’s, and Kalapawai, or launch your boat at the nearby ramp. With Ka‘ohao Charter School moments away and Mid-Pac Country Club a quick golf cart ride from home, this rare home blends comfort, location, and coastal living in one of Kailua’s most sought-after neighborhoods.
Home
3 bd
1,614 sqft
$1,750,000
3
bd
1,614
sqft
Discover this beautiful home located in the highly sought-after Kaopa neighborhood of Kailua! After a long day, unwind by the inviting saltwater pool. This residence features 3 bedrooms and 2 bathrooms, with an open-concept kitchen and living room. There is also a family room that leads to the back lanai. The laundry area is equipped with a sink, washer, and dryer, all located in a dedicated interior space. The garage offers generous storage closets. Additionally, the home includes split air-conditioning units throughout and an owned photovoltaic (PV) system. Move-in Ready to welcome its new owners!
Virtual Tour
Home
4 bd
2,146 sqft
$3,860,000
4
bd
2,146
sqft
Welcome to House Beautiful in the sought after Kaimalino neighborhood. Located in a great spot just a few doors down from the access point to Turtle Beach or AKA Baby Beach. The perfect location for launching your kayak or stand up paddle board! This two story home has been tastefully remodeled over the last several years with too many upgrades to list. See the supplements sheet in MLS. Gorgeous ocean views from the upstairs where you will find the main living room, outside deck, kitchen and dining room, primary bedroom, guest room and 2 bathrooms. Upstairs deck overlooks the professional landscaped backyard with a saltwater pool with waterfall. Downstairs has 2 bedrooms and one bath. Extra large bedroom that could be used as a family room or guest studio. Downstairs deck for outside living next to the pool. Extra large garage with attached spacious storage room. Newly remodeled laundry room is off of the lower deck. Hardi plank walls with foam insulation, steel framing. The Owned Sunpower PV system is an added bonus! This house is in move in condition and an excellent value for Kailua living at it's best!!! Brokers Open or by appointment no Sunday Open houses.
Home
4 bd
2,313 sqft
$1,995,000
4
bd
2,313
sqft
Light & airy! You will love this large spacious 4-bedroom, 2.5-bathroom home and appreciate all it has to offer! Located on a hillside at the end of a cul-de-sac, the tropical breezes flow thought this home all year long. This residence features a formal living room, formal dining room, family room, and a large, enclosed lanai. The home was entirely remodeled in 2023. The kitchen has newer white cabinet, granite countertops and 2 pantries. The large primary walk-in shower has two shower heads, room for two! The interior of the house was just refreshed with a new coat of paint in November 2025. The large yard has been newly landscaped with a beautiful variety of tropical plants; it's the perfect setting for BBQs and family fun! First Open House will be held on 12/7/25, 2-5pm.
$1.6m
Coconut Grove
834 Oneawa Street, Kailua
Home
5 bd
3,277 sqft
$1,595,000
5
bd
3,277
sqft
Don't miss this unbeatable opportunity in the heart of Kailua! This spacious, Kama'aina-style home on the beach side of Oneawa offers three separate spaces — perfect for multigenerational living or rental income. The main level features 2 bedrooms plus an office or bonus area, 2 baths, a full kitchen, and a large, open living room that leads to a charming, covered lanai. Along the side of the house is a second dwelling – a large, legal 1 bedroom, 1 bath Accessory Dwelling Unit (ADU) offering permitted, long-term rental space with a full legal kitchen, high ceilings, and ample storage. A third living space on the upper level offers an additional 2 bedrooms, 1 bath, a large open living/dining area and a wraparound lanai to take in the gentle trade winds. So many options for multigenerational living or the ideal "house hack" – live in one and rent the others while you generate passive income! Just minutes to world-famous Kailua Beach and Kailua Town shops, dining, and farmers markets, and convenient to bus routes and all the highway accesses into Honolulu. Don't forget to see the massive attic storage area. This home offers flexibility and value at its finest!
$700k
Kailua Town - Hokulani In Kailua
355 Aoloa Street unit L202, Kailua
Condo
2 bd
814 sqft
$700,000
2
bd
814
sqft
Welcome to Hokulani in Kailua- in the heart of one of Oahu’s most coveted beach communities. Set on the breezy second floor, this light-filled residence invites you in with vaulted ceiling. This well-maintained 2-bedroom, 2-bathroom condo offers comfort, functionality, and easy access to everything Kailua Town has to offer. Full size washer and dryer in unit, stainless steel appliances, granite countertops in kitchen, laminate flooring. Enjoy the breeze on your private lanai or cool down with your window AC unit when the trade winds settle. There’s also a bonus storage closet on the lanai. One covered parking stall, guest parking and extra street parking. Great location within the community. Enjoy close proximity to local dining, shopping, recreational options, farmers markets, Whole Foods, Target and much more. All within one mile of the beautiful shores of Kailua Beach. Enjoying a day at the beach or staying close to home, everything you need is right here. This pet-friendly complex includes BBQ areas, a playground. Easy access to highways that take you anywhere on the island.
Virtual Tour
$1.5m
Kawailoa-kailua - Windsurfer
445 Kawailoa Road unit 8, Kailua
Townhouse
2 bd
1,128 sqft
$1,495,000
2
bd
1,128
sqft
Live steps from world-famous Kailua Beach in this rarely available 2-bedroom, 3-bath residence at The Windsurfer. Located directly across from soft white sand and turquoise waters, this home offers a serene retreat just minutes from Kailua Town and away from the hustle and bustle of Honolulu. Inside, you’ll find an inviting open kitchen with granite countertops, hardwood cabinetry, and a newly installed split A/C system throughout. The flexible split level layout features two bedrooms—each with its own full bath—plus a third full guest bath on the main level. A bonus loft adds even more versatility for office, or additional sleeping quarters. Your fenced front courtyard allows space for outdoor furniture and potted plants with a large closet where you can store gardening tools or recreational equipment. Relax on the spacious back lanai or take a short stroll to Kailua Beach Park, Lanikai Beach, Buzz’s Steakhouse, or Kalapawai Market. The Windsurfer is an intimate, boutique 10-unit community perfectly positioned for beach lovers and outdoor enthusiasts, with paddling, hiking, and windsurfing all close by. Experience the best of Kailua living—your own piece of paradise awaits.
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Home
4 bd
2,632 sqft
$1,995,000
4
bd
2,632
sqft
Located in the highly desirable neighborhood of Maunawili, this beautifully remodeled home sits under the breathtaking and serene mountains while the location provides a peaceful and relaxing environment. This home offers an enclosed garage and two levels of living space with wrap around decks on each floor (approx. 570 sf on the second level and almost 1000 sf on the top level), perfect for entertaining family and friends. You will love the attention to details throughout. The main floor boasts an open concept design with a large open kitchen with Cafe Brand appliances, a walk-in pantry, full bathroom and a bright, spacious living room perfect for entertainment and enjoying the views. The upper floor offers 4 bedrooms and 2 bathrooms. The primary bedroom is designed with a walk-in closet, spa like bathroom with a soaking tub and separate shower, a wall mounted electric fire place, and a wine refrigerator. Come home and appreciate the jacuzzi and BBQ grill that is included on the deck. Maunawili is just a short distance away from Pali Hwy, H-3, Downtown, shopping centers and to the beaches.
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Home
4 bd
3,459 sqft
$2,475,000
4
bd
3,459
sqft
Conveniently located on a quiet cul de sac, yet just minutes away from amenities…if you like Security, Privacy & TONS of space, this is a Must See!! 3/2 Main floor features a deck, large living room transitioning into chefs kitchen w/ island & walk-in pantry + a family room w/ wet bar & laundry room w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & a covered patio w/ utility sink. Upstairs living area is substantial & unique. It includes a large office leading to the huge ~750 sqft. bedroom with its own entertainment area & oversized walk-in closet. The bathroom includes dual sinks, vanity, linen closet & open format shower. Sliding doors lead to the fully enclosed ~280 sq. ft. private deck. Truly a one of a kind space. There is a 2 car garage with workshop space & storage, and a total of 5 parking (1 for boat/jet skis). Original construction was done with post tension slabs to ensure structural stability. The home also includes an insulated attic, 4 split ac units, 40 owned PV panels, 3 Tesla batteries & Tesla power charger. Pre-listing Home inspection completed 8/28/2025 with no major findings.
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$765k
Kailua Town - Poinciana Manor
1015 Aoloa Place unit 243, Kailua
Condo
2 bd
959 sqft
$765,000
2
bd
959
sqft
The Best of Kailua Living! This thoughtfully upgraded unit w/2-bed, 2-bath & 2 covered pkg stalls offers 959 sqft of interior living space. Located on the preferred second floor, it features a rare 266 sqft partially covered lanai that faces the exterior of the complex for added privacy—perfect for relaxing, dining, or entertaining outdoors. Inside, you’ll find upgraded cabinets, countertops, smooth ceilings, durable vinyl flooring, & the convenience of an in-unit W/D. The building is fully insured, pet-friendly & offers well-kept amenities including a swimming pool, gazebo, & serene koi pond. Perfectly situated just minutes from Kailua Town, this home puts you close to Safeway, Target, boutique shops, cafés, and popular local restaurants. Kailua Beach is just over one mile away, making sunrise walks, paddling, or beach days an easy part of your routine—truly the Kailua lifestyle. Residents also enjoy practical perks such as bike & surfboard storage, guest parking, and beautifully landscaped common areas. To top it off, the sellers are offering a $5,000 credit to help buy down your interest rate—making this an exceptional opportunity in one of O’ahu’s most sought-after communities.
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Home
5 bd
3,157 sqft
$2,200,000
5
bd
3,157
sqft
**OPEN HOUSE CANCELLED DUE TO WEATHER** Brand new construction in Kailua's Coconut Grove neighborhood! This 2-story, 5-bedroom, 3-bath single-family home is thoughtfully designed for multi-generational living. The lower level offers 2 bedrooms, 1 bath, and a wet-bar-- ideal for extended family or guests-- while the upper level includes 3 bedrooms, 2 baths, and a bright living room filled with natural light and mountain views through large windows. Enjoy two expansive covered lanais, including an upstairs lanai perfect for relaxing or entertaining with scenic views. Modern finishes and stainless steel appliances complement this fresh, functional layout. A 2-car garage plus driveway parking provides ample space for vehicles and storage. Conveniently located near Kailua Beach, schools, shopping, and dining. For estimated property taxes, assessed value is only land value as the county has yet to assess the improvement value of the subject property.
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