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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 $1.82m, 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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$8m  $500,000
Lanikai
1456 Mokulua Drive, Kailua
Home
3 bd
2,141 sqft
$8,000,000  $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
Virtual Tour
$3.85m
Beachside
49 Pilipu Pl, Kailua
Home
6 bd
2,682 sqft
$3,850,000
6
bd
2,682
sqft
$125K Price Improvement! Designed w/ elegance & functionality, this expansive 6 bdrm, 4.5-bath home goes above & beyond to capture the magic & luxuries of Kailua beach living. Walk out your private gate & a quick stroll down the path leads you to the iconic white sand of Kailua Beach. Go for a surf, then freshen up in your outdoor shower & start your day! In the eve, swim laps in your pool, then reward yourself w/ a soak in the hot tub under a star filled sky to the sound of palm fronds in the breeze, mesmerized by the flickering flame of tiki torches. The thoughtful layout of this home is versatile for entertaining guests, or multi generational living. The main house of 4 bdrms & 2.5 baths, while guest cottage can be utilized as 2 studio guest suites or used as 1 bdrm, 2 bath for potential rental income. For culinary enthusiasts, this home boasts a chef's kitchen, complete w/ Thermador refrigerator & dbl oven gas range. Cook delicious feasts & host large gatherings w/ ease. True Hawai’i living happens outdoors & this home’s lanai offers exactly that. Whether hosting al fresco family dinners, or watching the game, the lanai exudes the essence of Hawaiian hospitality & charm.
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$720k
Kailua Town - Poinciana Manor
1015 Aoloa Pl unit 217, Kailua
Condo
2 bd
959 sqft
$720,000
2
bd
959
sqft
NEW LISTING!! Discover island living in this beautifully maintained 2 bdrm/2 bath condo at desirable Poinciana Manor in Kailua. Offering 959 sq ft of interior living space, this residence features fresh interior paint, a contemporary kitchen with stainless steel appliances, and a spacious lanai ideal for relaxing or entertaining. Enjoy the convenience of 2 covered parking stalls and a thoughtfully designed layout. Poinciana Manor offers amazing amenities including a swimming pool, BBQ area, recreation space, and an on-site resident manager. Ideally located near Kailua’s popular restaurants, shopping, and world-famous beaches, this condo combines comfort, convenience, and an exceptional lifestyle opportunity.
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$1.11m
Kailua Town - Ka Malanai At Kailua
501 Kailua Road unit 1205, Kailua
Condo
2 bd
1,287 sqft
$1,110,000
2
bd
1,287
sqft
Ka Malanai at Kailua offers quintessential "modern island living" in the heart of Kailua, where everything is truly at your fingertips—Kailua Beach, shopping, fine dining, fitness centers, yoga studios, and more. This peaceful and beautifully upgraded Aoloa Plan A1 residence features tile flooring throughout the main living area with plush carpeting in the bedrooms. Lightly used as a second home by its original owners, the unit has been meticulously maintained and is in excellent condition. Features include fresh interior paint, vertical blinds, classic plantation shutters providing flexibility for light control and privacy, and upscale appliances. The home has been professionally cleaned and is move-in ready. Enjoy the coolness of central air conditioning, a comfortable open-concept floor plan, spacious covered lanai overlooking the lush, professionally landscaped grounds—ideal for relaxing or entertaining. There are two assigned covered parking spaces. Some photos are virtually staged.
$980k
Kailua Bluffs - Kaopa Park Place
102 Kahako Street unit A, Kailua
Townhouse
3 bd
1,006 sqft
$980,000
3
bd
1,006
sqft
Tucked along the hillside of Keolu Hills, this inviting perimeter townhome at Kaopa Park Place offers a wonderful balance of privacy, functionality, and the relaxed Kailua lifestyle. Set in a quiet cul-de-sac and framed by natural greenery, the home enjoys a peaceful setting with a fully enclosed yard—ideal for entertaining, gardening, or unwinding. The interior features a practical layout with three bedrooms and two bathrooms, complemented by laminate flooring throughout. Multiple split air-conditioning systems and ceiling fans in every room provide year-round comfort. An enclosed two-car garage offers secure parking and convenience, while the generous space beneath the home presents excellent potential for expanded storage or creative use. Residents benefit from low monthly maintenance fees that include exterior upkeep and common area insurance, along with a pet-friendly community and full hurricane coverage. Just a short drive to Kailua Town’s beaches, dining, and shopping, this home offers easy access to parks, schools, and daily conveniences—capturing the comfort and ease of Windward living. Sold As Is.
$2.18m
Kalama Tract
185 Ulupa Street, Kailua
Home
4 bd
1,532 sqft
$2,175,000
4
bd
1,532
sqft
First OPEN HOUSE this Sunday, January 11th from 1-4 pm! Welcome to this unique Kalama Tract home located less than two blocks from the beach and minutes from Kailua Town. This vibrant property features a distinctive floor plan, bold colors, and artistic design elements, offering a rare opportunity for buyers seeking a home with character and creative flair. The flexible layout allows for customization and inspired living. The main level includes three bedrooms, two bathrooms, a dedicated office/den/family room, and a separate laundry room with a Smart UltraFast electric washer/dryer combo with ventless heat pump technology. An upstairs one-bedroom, one-bath unit with kitchenette provides flexibility for guests or extended family. Outdoor features include a pool and a jacuzzi. Energy-efficient upgrades include nine PV panels with Tesla Powerwall, ABS solar pool heating, tankless hot water for the primary suite, propane hot water for the main house, and a 220V EV charging service. This beach-close home offers an optional membership to Kalama Beach Club (potential eligibility), character, flexibility, and a truly special Kailua lifestyle.
$1.73m
Koolaupoko
839 Oneawa Street, Kailua
Home
6 bd
2,884 sqft
$1,730,000
6
bd
2,884
sqft
Where modern meets the Kailua lifestyle! This premier location is mere minutes to sandy beaches, surf spots, parks, farmers market, Kailua Town, restaurants, shopping, & more! Offering a wonderful opportunity for multi-generational living in the heart of Kailua! A modern entry flanked with a tiled façade greets you to vaulted ceilings with an expansive, open, and seamless floor plan. The upper level, offers three bedrooms, two bathrooms, and a outdoor deck – ideal for entertaining! The lower level offers three bedrooms, one bathroom, a spacious family room, and a expansive wet bar/laundry area. Stylish kitchen and bathrooms filled with contemporary touches highlighting Calcutta Stone countertops, soft-close cabinet drawers, stainless steel appliances, and contemporary shower. All bedrooms are equipped with split AC units, and the entire home has ceiling fans to cool you off. A wide driveway allows for added on-site parking and a 2-car garage with a convenient EV charging station. It's truly ready for you to move in and start enjoying right away. This is a must-see property!
Virtual Tour
$1.38m
Coconut Grove
259A Kihapai Street, Kailua
Home
3 bd
912 sqft
$1,375,000
3
bd
912
sqft
Discover island living in the heart of Kailua with this beautifully updated 3-bedroom, 2-bath residence offering privacy, charm, and a rare canal-side setting. Set on a generous 7,400 sq ft fee simple lot, this home captures stunning sunset views and a seamless indoor-outdoor flow ideal for relaxed coastal living. The open floor plan maximizes space and functionality, complemented by split AC, an upgraded kitchen with stainless steel appliances, fresh interior& exterior paint, and thoughtful updates throughout. Step outside to a private backyard with direct canal frontage, perfect for kayaking, paddleboarding, or simply enjoying peaceful water views. Mature citrus trees add character, and fresh fruit right at home. Convenient covered carport parking plus a dedicated storage shed provide ample room for beach gear, bikes, and tools. Located just minutes from Kailua Beach, local shops, dining, and top-rated schools, this property offers the perfect blend of tranquility, lifestyle, and everyday convenience. A rare opportunity to enjoy a private canal-front setting in one of Oahu’s most sought-after beach communities.
Virtual Tour
$1.35m
Coconut Grove
637 Kuaaina Way, Kailua
Home
4 bd
1,592 sqft
$1,350,000
4
bd
1,592
sqft
Discover the ideal investment in the heart of Kailua! This remarkable Coconut Grove property features a main home and a charming separate cottage, perfect for generating rental income or hosting extended family. With a total built-up area of 2,276 sq.ft., this property offers both comfort and versatility. Nestled beneath a stunning mango tree, the main residence boasts 3 spacious bedrooms and 2 full bathrooms, seamlessly blending island charm with modern upgrades. In addition, the private studio cottage, built in 1993, includes its own entrance and bathroom, providing an inviting space for guests or a lucrative rental opportunity. Situated in an unbeatable location, this property is just moments away from beautiful beaches, local shops, and delightful restaurants, yet remains tucked away on a peaceful street, ensuring your privacy. With the potential to convert the cottage into an Accessory Dwelling Unit (ADU), the possibilities for this property are endless. Embrace the Kailua lifestyle while making a smart investment. Don’t miss this exceptional opportunity—schedule your viewing today!
Land
0.485 acres
$895,000
0.485
acres
Owner financing considered. Paradise found. Estate-sized lot in private community of Maunawili Summit in Kailua. Stunning Ocean, Olomana Mountain, Golf Course, and Koolau views. Mesmerizing stargazing & moon viewing at night. The only remaining Lot available in the Maunawili Summit Development. All other lots have been taken. Act now! Tranquil & quiet, with no neighbors, mountainside of the project. Located behind a private gated entry on Lopaka Way. Centrally located with short drive to beaches and downtown Honolulu. A general contractor available to consult with. Mixed zoned lot. See photos for architectural renderings & schematics for a sample home, as well as Seller’s Explanation and Disclaimer in the attached Supplements.
Virtual Tour
$1.79m
Koolaupoko
633 Kaha Street, Kailua
Home
4 bd
1,885 sqft
$1,790,000
4
bd
1,885
sqft
Nestled in the sought-after Koolaupoko neighborhood of Kailua, this fully renovated 4-bedroom, 2-bath home is a picture-perfect retreat. Set on an expansive, flat 8,713 sq ft lot, this property offers endless possibilities—room for an ADU, a sparkling pool, or your own lush garden oasis. Step inside and fall in love with the thoughtful design and high-end finishes that make this home truly move-in ready. From the stunning oversized entry door that warmly welcomes you to the custom hidden pantry and luxurious primary ensuite featuring a soaking tub, every detail has been carefully considered. The open concept layout, open-beam ceilings + skylights invite natural light to pour in, creating a bright atmosphere and the large outdoor covered lanai + tranquil outdoor shower perfect for entertaining or unwinding.  Enjoy the convenience of being steps from Kawainui Marsh trail + Kaha Park, as well as a straight shot to the world-famous Kailua Beach, and Kailua town just minutes away, offering endless recreation options, dining, shopping, and more.
Oceanfront
Home
6 bd
4,000 sqft
$6,450,000
6
bd
4,000
sqft
Villa Soluna, highly motivated seller -  make us an offer on this stunning, gated Mediterranean oceanfront home in Lanikai, designed and built by Jeff Long. Situated along the pristine turquoise waters of iconic Lanikai Beach, this residence offers captivating views of kite boarders, kayakers, and outrigger canoes passing by the renowned Mokulua Islands. The impressive two-story layout features soaring ceilings and  windows that bathe the home in natural light. A contemporary chef’s kitchen with panoramic ocean vistas makes meal preparation a pleasure, while the serene primary suite upstairs includes a private den, a new soaking tub, a separate steam shower, and private lanais. Outside, enjoy memorable dinners under the stars or take a quick walk to Mid-Pacific Country Club or Buzz's for a local evening out. This well-built, easy-to-maintain residence is ideal for both full-time residents and seasonal escapes; simply close the gates to immerse yourself in your own private paradise. Recent upgrades include new AC units, a freshly painted interior, a new solar water heater,  sound tile roof, permitted seawall, Egyptian limestone floors and is move in ready.
$4.93m
Kalama Tract
125 N Kalaheo Ave, Kailua
Home
7 bd
6,042 sqft
$4,925,000
7
bd
6,042
sqft
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot marble island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.
Virtual Tour
$2.4m
Enchanted Lake
1244 Keolu Drive, Kailua
Home
7 bd
2,984 sqft
$2,400,000
7
bd
2,984
sqft
Rarely does a home offer this much flexibility for Multi-Generational living. Featuring three distinct living areas under one roof, this Enchanted Lake residence is the perfect solution for extended families or those seeking dedicated guest quarters. Completed in 2025, the home offers nearly 3,000 sq. ft. of interior space, and is outfitted with premium vinyl windows, split AC, and high-end modern finishes. Beyond the interior, the 714 sq. ft. view deck provides incredible outdoor scale, while the garage and driveway easily accommodate six vehicles or a boat. Luxury, comfort, and convenience, all just a stone's throw from Kailua beach, shopping, restaurants and much more.
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Home
4 bd
1,602 sqft
$3,777,000
4
bd
1,602
sqft
Experience the best of Lanikai—where the quiet end of the road leads to your own private paradise. This peaceful retreat sits on a generous enclosed 11,250 SF fully landscaped lot. A rock wall and private electric gate with camera security offer exceptional privacy and mature tropical grounds include a thriving avocado, mtn apple & puakenikeni. Modern upgrades elevate everyday living in the turnkey main residence (3 bed/2 bath). Fully renovated smart home w/oak hardwood floors, new kitchen and spa-like bathrooms. New doors & windows invite abundant natural light, while split AC throughout ensure year-round comfort. A wrap-around deck seamlessly connects for Hawaii indoor/outdoor living. The tucked away cottage offers gentle trade winds and lush views—ideal for guests, extended family, or flexible living options. It enjoys a kitchenette, full bath, & new W/D. Featuring 33 owned solar panels w/NET metering + Tesla charging hookup, blending island living with forward-thinking efficiency. A rare Lanikai offering combining privacy, sustainability, and refined island design—moments from one of the most celebrated beaches in the world, yet peacefully removed from it all.
Virtual Tour
Home
8 bd
4,090 sqft
$2,600,000
8
bd
4,090
sqft
No Showings prior to First Open House on Sunday, Jan 11th from 2-5pm. Discover a blend of tranquil living and vibrant Kailua convenience at this exceptional property. Nestled in a sought-after neighborhood, the home is enveloped by mature landscaping and a canopy of tall trees, creating a private, park-like setting with a serene feel. Enjoy easy access to world-famous Kailua Beach, as well as the vibrant heart of Kailua Town with its diverse dining, boutique shopping, and popular weekly farmers' markets. The area is known for its strong sense of community and proximity to popular Kailua landmarks and local parks. This is a prime opportunity to own a home on a 1/3 acre lot in a neighborhood cherished for its leafy ambiance, established character, and unbeatable location. Tax records may differ.
Virtual Tour
$3.45m
Kalama Tract
160 Ulupa Street, Kailua
Home
3 bd
2,390 sqft
$3,450,000
3
bd
2,390
sqft
Discover a truly distinctive Hawaiian residence that captures iconic charm and exceptional curb appeal. Surrounded by beautifully landscaped grounds and mature fruit trees, this well-known Kailua gem awaits its next chapter. The expansive front lanai invites relaxed island living and gathering—imagine watching 4th of July fireworks from the comfort of your own home. Inside, the lower level is thoughtfully designed for connection and comfort, featuring a family room that flows into the dining area and kitchen, a separate living room with built-in features offering flexible use. This level includes three bedrooms and three bathrooms, with one bedroom officially designated as a study in the plans. Upstairs, a legal Accessory Dwelling Unit (ADU) offers an open layout with a partitioned bedroom area, full bath, full kitchen, and its own private lanai—ideal for extended living flexibility. Minutes from Kalama Beach Park, enjoy easy access to Kailua’s shoreline. After a day at the beach, rinse off with the convenience of a solar-powered hot-water outdoor spigot. Complete with a three-car garage and PV this home offers a rare opportunity to own a special piece of island living.
$699k
Kailua Town - Windward Passage
322 Aoloa Street unit 709, Kailua
Condo
2 bd
956 sqft
$699,000
2
bd
956
sqft
On the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing update has been completed. Both baths have walk-in showers. Tandem parking & storage locker. Current monthly: $1,129.75 (MF: $997.44, MF Reserve: $132.31). Located minutes away from Kailua Town shopping & restaurants. Resort style living in Kailua! EV charger on property, 1 Pickle Ball Court, 2 Tennis Courts & Racquetball Court. Condo unit has keyed access. Property is to be sold "AS IS". List price is FIRM and has taken into account upcoming assessment.
$495k
Kailua Town - Koolau Vista
350 Aoloa Street unit B128, Kailua
Condo
1 bd
587 sqft
$495,000
1
bd
587
sqft
Rarely available one-bedroom condo in Koolau Vista, ready and waiting for its new owner. This well-maintained unit features vinyl flooring throughout, a washer and dryer conveniently located in the unit, and a window A/C in the living room for added comfort. The bright and functional layout offers an easy, low-maintenance lifestyle. The condo also includes one covered parking stall and a dedicated storage unit, adding valuable convenience. Centrally located within the community, this is a wonderful opportunity for a first-time buyer, investor, or anyone looking to make this inviting space their own.
$1.15m
Kailua Town - Ka Malanai At Kailua
437 Kailua Road unit 6102, Kailua
Condo
2 bd
1,138 sqft
$1,150,000
2
bd
1,138
sqft
E komo mai to Kailua 9-6-7-‘tree’-4! A place where the pace slows down, the tradewinds feel softer, and the small beach-town vibe blends seamlessly with all the conveniences of a big city — without the large crowds, congestion, or high rises. Enjoy the best of island living right in the heart of Kailua Town in this modern and rarely available 2-bedroom, 2-bathroom, 2-parking condo in the highly coveted Ka Malanai at Kailua community. Thoughtfully designed for comfort and convenience, this home places you just minutes from world-class beaches, shopping, dining, entertainment, and gyms. VA-assumable loan at an incredible 2.25% for eligible buyers! A rare opportunity to secure a below-market rate in one of O‘ahu’s most sought-after neighborhoods! (Photos are from 2023 and may not reflect current conditions.)
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!
Virtual Tour
$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.
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
Offered for the first time, this expansive beachside estate is tucked within the intimate 14-home Hale Kai Surf & Racquet Club—a rare opportunity offering privacy, scale, and setting. The main level features 4 bedrooms, 3 full baths, and a powder room, while the entire upper level is dedicated to a private primary suite with dual closets, a sunroom retreat, and access to rooftop spaces. An impressive courtyard entry leads to a grand foyer with soaring ceilings and multiple indoor-outdoor living areas designed for both entertaining and quiet enjoyment. The enclosed garage also includes a versatile bonus room ideal for a home office, gym, or storage. Just moments from the residence, enjoy the community’s premier amenities: pickleball, tennis, basketball, an upgraded pool, and clubhouse. A private lane leads to direct sandy beach access to enjoy morning swims, paddleboarding, and more. A beautifully customized legacy home offering the dream beachside lifestyle!
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