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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 -, 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.
Virtual Tour
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!
Virtual Tour
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.
Virtual Tour
$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.
Virtual Tour
$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
$720k
Kailua Town - Hokulani In Kailua
355 Aoloa St unit F303, Kailua
Condo
2 bd
814 sqft
$720,000
2
bd
814
sqft
Conveniently located in the heart of Kailua Town, this beautifully updated unit is just minutes from some of the best beaches on the island. Move right in and make this space your own. The kitchen features recently renovated cabinets and quartz countertops, and the washer/dryer has been thoughtfully relocated to create additional pantry space. Each room is equipped with a ceiling fan and a split A/C system installed last year—a $25K upgrade including permits, drawings, equipment, and installation. The unit also includes two rare covered assigned parking stalls and an outdoor storage closet on the lanai. Vaulted ceilings fill the home with abundant natural light. Enjoy the community BBQ area and ample guest parking, making entertaining effortless.
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!
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$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
$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.
$998k
Kailua Town - Windward Passage
322 Aoloa Street unit 1512, Kailua
Condo
3 bd
1,244 sqft
$998,000
3
bd
1,244
sqft
Experience sophisticated island living in this stunning Windward Passage condo, in the heart of Kailua, just blocks to shopping & restaurants. This generously sized home is complemented by panoramic, wrap-around views of Kailua Bay, Enchanted Lake, Olomana, & the Koolau Mountain Range. Step inside to discover a “single-family style” floor plan, complete with separate entry & plenty of storage. You move seamlessly into a kitchen/great room area with floor to ceiling windows & a spacious lanai. The kitchen has been remodeled with premium appliances & cabinetry. New luxury plank vinyl completes the polished interior. Lifestyle amenities are plentiful in Kailua’s best building, including a heated salt water pool, spa, sauna, & BBQ areas. Active folks also love the tennis, pickleball, racquetball courts, & fitness center. Enjoy pet-friendly features like a dog park, & practical storage for surfboards & bikes. Community spaces include a recreation room & meeting areas, & 24-hour security ensures peace of mind. With assigned covered parking, guest parking, EV charging stations, & more, convenience is at your doorstep. Schedule your private showing today!
$1.15m
Bluestone - Bluestone
358 D Kaelepulu Drive unit 704, Kailua
Condo
2 bd
1,532 sqft
$1,150,000
2
bd
1,532
sqft
This is it! A rarely available and spacious 2-bedroom, 2.5-bath residence offering over 1,500 square feet of interior living space within the coveted gated Bluestone community. This beautifully maintained home features upscale finishes, including travertine flooring on the first level, Berber carpet in the bedrooms, and granite countertops in the bathrooms. Designed for seamless indoor-outdoor living, the home showcases a double-height dining area with a dramatic chandelier, skylights, and a convenient guest powder room. Bluestone is a private 50-acre community consisting of only 136 residences, with just 23 featuring this desirable 2-bedroom floor plan. Residents enjoy resort-style amenities such as a swimming pool, tennis courts, clubhouse, barbecue area, sauna, and scenic walking and jogging paths surrounded by lush tropical landscaping and stunning views of the Ko‘olau Mountains and Mid-Pacific golf course. Ideally located near the private Mid-Pacific Country Club, Lanikai Pillbox Hike, world-famous Lanikai Beach, and the vibrant town of Kailua, Bluestone offers a tranquil and highly sought-after island lifestyle.
$650k
Kailua Town - Poinciana Manor
1015 Aoloa Place unit 437, Kailua
Condo
2 bd
944 sqft
$650,000
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. The sale is As-Is.
$698k  $9,000
Kailua Town - Poinciana Manor
1015 Aoloa Place unit 250, Kailua
Condo
2 bd
959 sqft
$698,000  $9,000
2
bd
959
sqft
This beautifully updated 2-bedroom, 2-bathroom condo comes with 2 side-by-side, covered parking stalls and a storage unit, offering both comfort and convenience in the heart of Kailua. The home features an oversized 266 sq ft lanai overlooking lush green space and gardens—perfect for relaxing or entertaining. Inside, thoughtful upgrades include luxury vinyl flooring, new ceiling fans, new washer/dryer, and the removal of popcorn ceilings for a modern finish. The primary bedroom offers an en suite bathroom with a tiled shower, while the second bedroom features a built-in desk—ideal for working from home. Poinciana Manor is a pet-friendly community with resort-style amenities: koi pond, swimming pool, BBQ grills, dining gazebos, children’s play area, bicycle and surfboard storage, guest parking, on-site security, and a resident manager. The complex is also fully insured, providing peace of mind. Enjoy the best of Kailua living just minutes from world-famous Kailua Beach, shopping, dining, and schools. Don’t miss this opportunity to own a spacious and move-in ready home in one of Oahu’s most sought-after communities!
$540k  $20,000
Kailua Town - Meridian East
14 Aulike Street unit 406, Kailua
Condo
2 bd
868 sqft
$540,000  $20,000
2
bd
868
sqft
New unbelievable price for this partially remodeled unit!! Nicely upgraded 2 bedroom 1.5 bath Meridian East condo with a tree top view and and cooled by tradewinds coming in from Kailua Beach. Centrally located in Kailua Town - everything is close including shopping, restaurants, schools, and best of all, beautiful Kailua Beach! Nice cool tile flooring, remodeled kitchen, plantation shutters, new windows, newer appliances and new light fixtures are just some of the upgrades in this unit. Well maintained building with very reasonable maintenance fees which includes a secure entrance, a swimming pool with an adjacent covered entertainment area, storage closets, and gated covered parking.
$775k  $25,000
Kailua Town - Windward Cove
1020 Aoloa Place unit 110A, Kailua
Condo
3 bd
1,200 sqft
$775,000  $25,000
3
bd
1,200
sqft
Premier GROUND FLOOR unit in the heart of Kailua Town! Situated at the end of the project, unit 110A offers serene views overlooking the pond & garden. Enjoy a spacious primary suite that leads out to your own private lanai. The unit features fresh paint, ample amounts of storage, and a full size washer/dryer. Windward Cove is home to resort like amenities that include: A pool, jacuzzi, tennis, BBQ, & Koi pond. Conveniently located minutes away from restaurants, Whole Foods, Target, Lanikai beach, and much more!
$845k
Kailua Town - Windward Cove
1020 Aoloa Place unit 311B, Kailua
Condo
3 bd
1,320 sqft
$845,000
3
bd
1,320
sqft
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. ** Seller will credit $10,000 towards closing costs or rate buydown!!!**
$470k  $45,000
Kailua Town - Windward Passage
322 Aoloa Street unit 208, Kailua
Condo
1 bd
737 sqft
$470,000  $45,000
1
bd
737
sqft
Short sale lender has already done their Broker Price Opinion. Just need your offer. Welcome to Windward Passage in the heart of Kailua! This spacious 1-bedroom, 1-bath condo features a bright and open layout with floor to ceiling windows. Enjoy an upgraded kitchen and in-unit washer/dryer. The pet-friendly building offers top-notch amenities including a pool, tennis courts, fitness center, sauna, BBQ areas, guest parking, and 24-hour security. One covered parking stall included. Just minutes to world-famous Kailua Beach, Whole Foods, Target, restaurants, and shops. Live the Kailua lifestyle—don’t miss this opportunity!
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