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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 $1.7m, 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
13,289 sqft
$25,000,000
10
bd
13,289
sqft
Experience the pinnacle of luxury living with this extraordinary beachfront estate, set on over 60,000 square feet of prime oceanfront land. As one of the largest parcels on Oahu, this prestigious property boasts over 255 linear feet of pristine, white powdery sand — the widest beach frontage in Kailua. Spanning two expansive lots, the estate offers two distinct residences with a combined total of 10 bedrooms, eight full baths, and three half baths. The primary bedroom suite is a private sanctuary with panoramic ocean views, ideal for relaxation and rejuvenation. Resort-style amenities include a lagoon-style pool with a cascading waterfall and jacuzzi, a state-of-the-art exercise room with a dry sauna, and a professionally equipped tennis court that also accommodates pickleball. Additional luxuries include a private theater room, massage treatment room, and a cozy fireplace for tranquil evenings. With its unparalleled setting, vast beachfront grounds, and world-class amenities, this one-of-a-kind legacy property offers a rare opportunity to own a private paradise in one of Hawaii’s most sought after beach communities.
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Home
10 bd
9 ba
7,701 sqft
$24,900,000
10
bd
9
ba
7,701
sqft
Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across the ocean to Manama (Rabbit) Island and stunning vistas of the Koolau Mountains. The main house completed in 2022, sets a new standard of quality craftsmanship. Exceptional design, flawlessly executed using premium materials, creates a luxurious, beautiful, and comfortable home. Floor to ceiling sliding glass doors span the oceanfront side, providing spectacular views of the lush landscaping and ocean. The gourmet kitchen includes top of the line appliances, custom walnut cabinetry, and a disappearing pantry consistent with its sleek, modern design. Next door includes a 3BR oceanfront guest house, 2BR cottage and studio. This irreplaceable compound offers its next owner an opportunity to enjoy a spectacular lifestyle with family and friends in a magnificent oceanfront setting.
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Home
12 bd
14,151 sqft
$19,880,000
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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$19.75m  $1,250,000
Beachside
200 S Kalaheo Ave, Kailua
Home
4 bd
5 ba
4,062 sqft
$19,750,000  $1,250,000
4
bd
5
ba
4,062
sqft
Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!
Virtual Tour
$18m  $1,855,000
Lanikai
766 Mokulua Drive, Kailua
Home
6 bd
6 ba
7,761 sqft
$17,995,000  $1,855,000
6
bd
6
ba
7,761
sqft
The finest in Modern Island Luxury! Completed in 2018 by award winning firm, Longhouse Design+Build, this spectacular residence offers contemporary style & seamless design that are second to none. Unbeatable location, between Kailua & Lanikai Beach offers breathtaking views of sparkling turquoise water, stunning sun/moon rises, sea turtles, ocean paddlers & kite surfers, Popoia island & the Mokulua islands. Perfect as a primary residence or second home, this incredible property offers 100 linear ft of expansive oceanfront lawn w/seawall & adjacent water access. Private courtyard features a sleek spa/dipping pool surrounded by tropical foliage. Kitchen complete w/Subzero, Miele, & Wolf appliances, gorgeous warm toned marble countertops, custom sapele mahogany cabinets & beautiful travertine floors. Toto bidets, automated window shades, back-up generator, video security system, Fleetwood doors/windows & Sonos sound system provide all the extra comforts. Near Mid-Pacific Country Club for golf, dining & fitness. 2 miles to the many shops & restaurants of Kailua Town (Whole Foods, Foodland, Target, & Castle Hospital). Just 20 miles to HNL International Airport or Downtown Honolulu!
$15.5m  $1,300,000
Beachside
17 Laiki Place, Kailua
Home
7 bd
5,902 sqft
$15,500,000  $1,300,000
7
bd
5,902
sqft
Welcome to 17 Laiki, now publicly available for the first time. Completed in 2022, it is one of the newest beachfront homes on Kailua Beach. Expansive and private, the home was designed as a “Modern Victorian”. The property has curated touches throughout; Parisian glass art, Murano chandeliers, and antique stained glass. Be captivated by the 180-degree ocean view of Kailua beach and the view of the Mokulua Islands of Lanikai. The property holds a 3-bedroom main house with an oceanfront living room and a large media room overlooking the pool. The large, second-story, primary suite and office are filled with unobstructed shoreline views. The Pool house with ensuite bath and the 3-bedroom 3-bath Guest House encompass the heated tile pool and spa. There is even a “Carriage House” for your sports car with a full bath and a loft above. Lastly, there is a high-ceiling, SUV-friendly, two-car garage. If you are looking for a Hawaii Beachfront home this is a must-see. Don't miss the Video, 3D tour, floorplans, and more.
Virtual Tour
Home
5 bd
5,804 sqft
$15,300,000
5
bd
5,804
sqft
Discover the essence of island living at 47 Kailuana Place! Envision a tropical paradise, notably selected as a consecutive vacation retreat of a former US president. The sprawling estate spans over 33,800 SQFT on a private peninsula between Kawainui Canal & Kailua Bay w/ over 110 linear ft of ocean frontage. Blending Balinese & Hawaiian styles, this single-level estate exudes island-style elegance. The home features a brand-new insulated standing seam aluminum roof & five solar attic fans, providing style, enhanced comfort & long-lasting durability. Spanning 5,804 sq ft of luxurious interiors, the home seamlessly extends onto 2,181 sq. ft. of expansive covered lanais, surrounded by gardens & tranquil outdoor spaces. The gourmet kitchen is equipped w/top-tier Sub-Zero, Wolf, Miele & Bosch appliances while living room features soaring open-beam ceilings w/ travertine & hardwood flooring throughout. Resort-style amenities include a heated saltwater pool, spa & a state-of-the-art gym. Conveniently located just 19 miles from HNL Intn’l Airport & near the heart of Kailua Town, this exceptional estate offers easy access to shopping, dining & entertainment. Truly one of a kind!
$12.95m
Beachside
376 Dune Circle, Kailua
Home
4 bd
3,229 sqft
$12,950,000
4
bd
3,229
sqft
Nestled along the pristine shores of Kailua Beach, 376 Dune Circle offers an unparalleled beachfront living experience 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
New construction
$12.5m  $1,300,000
Lanikai
380 Lama Place, Kailua
Home
4 bd
5 ba
4,497 sqft
$12,500,000  $1,300,000
4
bd
5
ba
4,497
sqft
An artistic masterpiece of design and architecture. Sculpted into Lanikai hillside 380 Lama Place offers the ultimate in luxurious living with privacy and unparalleled views of the Mokulua Islands and beyond. Completed in 2023 no details were overlooked when crafting this property. Designed by Cesar Giraldo Design and executed by James McPeak Architecture and Crema Builders. Features include artwork commissioned by Pierre Bonnefille in France, Meridiani of Italy furnishings, Gaggenau appliances, Venetian plaster interior and exterior, Bauformat Kitchen, Crestron smart home, Temperature controlled wine room, Sky frame windows, Kone commercial elevator and more. Accented by lavender marble, travertine, teak, and European white oak throughout. A truly one-of-a-kind property for the most discerning owner. Consult agent for showing requirements.
* information deemed reliable, but not guaranteed
Home
4 bd
3,811 sqft
$2,500,000
4
bd
3,811
sqft
Nestled in lush, scenic Maunawili, this stunning and artfully designed 4-bedroom, 3-bath home offers over 3,800 sqft of living space on a sprawling 23,309 sqft lot. Remodeled in 2015, the residence blends contemporary elegance with timeless island charm—featuring high ceilings, hardwood floors, and rich natural textures throughout. The beautifully landscaped grounds are surrounded by mountain views and mature greenery, creating a serene, private oasis. Thoughtfully designed for both everyday living and entertaining, the home includes an expansive lanai, a yurt for meditation or exercise, multiple waterfalls, and a flexible layout with two bedrooms and full baths on the first floor. Sustainable touches include owned photovoltaic panels and a solar water heater. With a large carport, storage, and workshop, there's space for every lifestyle. Located just minutes from Kailua town and beaches, yet tucked away in the peaceful Maunawili countryside. A rare opportunity to own a one-of-a-kind retreat in Kailua.
Virtual Tour
Home
6 bd
5,521 sqft
$6,200,000
6
bd
5,521
sqft
Exquisite Beachside home near the world-renowned Kailua Beach. Experience modern luxury in this exceptional, elegant home ideally located on a sought-after private street just one lot away from the white sand and ocean activities of Kailua Bay. Enjoy watching the vibrant blue colors of the sea from your rooftop deck and take advantage of a rejuvenating sauna session next to your serene koi pond - all part of the tranquil ambiance of the entire property. Features include an expansive layout with stunning primary suite boasting ocean views, large covered lanais perfect for gatherings, multiple dining areas, gourmet kitchen equipped with top-tier appliances, two stylish bars, a yard with ample space for play, newly-installed (2023) high-quality roof. You'll appreciate the added sustainable living features such as a top-tier solar PV system with fully-owned solar panels, battery storage, and an EV charging station in the garage. Accommodations include a spacious guest unit with separate entrance, offering privacy for visiting friends and family. With ample parking and a perfect blend of indoor & outdoor living spaces, this home is truly the dream Hawaii residence!
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$1.9m
Coconut Grove
609 Olomana St, Kailua
Home
8 bd
2,960 sqft
$1,900,000
8
bd
2,960
sqft
Price is under tax assessment value! Welcome to this stunning, newly built home (2021) in the highly sought-after Coconut Grove neighborhood of Kailua! This spacious single-family residence offers 8 bedrooms, 6 full baths, and 2 half baths, including a legal ADU—ideal for extended family or rental income. Designed with quality craftsmanship and attention to detail, the home features split AC units throughout and sits on a level lot with paved frontage offering ample parking plus street parking. Enjoy easy access to Kailua’s vibrant lifestyle—that is located in close proximity to beaches, restaurants, shopping, parks, golf courses, and much more! Investor alert: the legal ADU provides excellent income potential or long-term rental flexibility. Whether you're seeking a multi-generational home or an income-producing property, this one checks all the boxes. Don’t miss your chance to own a prime property in Coconut Grove! Schedule your showing today!
$2.4m
Kailua Estates
337 Wanaao Road, Kailua
Home
6 bd
3,564 sqft
$2,395,000
6
bd
3,564
sqft
Opportunity Knocks in the Heart of Kailua! Discover this spacious multi-generational home on a generous 12,000 sq. ft. lot, perfect for extended family or generating extra income with separate rental units. Enjoy the Old Hawaiiana ambiance with 21-ft cathedral ceilings, rock walls, and stunning views of the Koolau Mountain Range. The interior has been freshly painted, and the property features a charming pergola on the back deck ideal for outdoor entertaining. This versatile property offers outbuildings for an artist studio, exercise room or even a wood shop—your choice! The landscaped lot offers fruit trees with planter beds. The home boasts 6 bedrooms and 6 bathrooms. Additional highlights include 40 owned solar panels for energy efficiency, ample parking for up to six cars, plus space for a small boat, motorized toys, and more—a rare find in this highly sought-after neighborhood! Located less than a mile from the 3 mile white sands of Kailua Beach and a short stroll to town where you'll find a plethora of restaurants, Whole Foods, Target, UFC Gym, Community Center with tennis, pickle ball courts and a 50 meter pool and more. It combines convenience with island charm. COME SEE!
Virtual Tour
$2.2m
Enchanted Lake
440 Akoakoa Place, Kailua
Home
5 bd
2,421 sqft
$2,195,000
5
bd
2,421
sqft
Newer custom built home in 2014!!!! This beautiful 2 story home is located at the end of a cul-de-sac convenient to Kailua town and the beach. Polished concrete floors, large gourmet kitchen with a gas range, lots of cabinets for extra storage!! Two bedrooms 1.5 baths downstairs and 3 bedrooms 2 baths upstairs. Spacious family room upstairs with a built in laundry center. The Open floor plan living area flows out to a large covered lanai overlooking the beautifully landscaped backyard. Storage shed in the backyard could also be a playhouse. Extra large garage with a brand new garage door. Close by Kailua town and Kailua beach! This home is a must see!!!
Virtual Tour
$2.86m
Kawailoa-kailua
465 A Kawailoa Road, Kailua
Home
5 bd
1,992 sqft
$2,864,000
5
bd
1,992
sqft
Experience the ultimate Hawaii lifestyle in this stunning, 2002 built and renovated 5-bedroom, 3-bath home situated directly across from world-renowned Kailua Beach. This versatile property features a 3/2 upstairs unit and a 2/1 downstairs unit, each with separate entrances, offering endless possibilities for living arrangements. Enjoy spectacular ocean and mountain views from the 2nd-floor living room. This beachside smart home boasts numerous upgrades, including: 34 owned photovoltaic panels, 2 Tesla Power storing batteries to reduce electricity costs, Split AC, lights, and appliances controlled effortlessly via smartphone. The expansive backyard provides ample space for gatherings and a side yard features an outdoor shower for convenience. Don't miss this incredible opportunity to own a piece of paradise. The property is sold "As-Is, where-is." Schedule a viewing today!
Virtual Tour
$2.5m
Koolaupoko
176 Kaiholu St, Kailua
Home
4 bd
2,580 sqft
$2,500,000
4
bd
2,580
sqft
Welcome to your Hawaiian Oasis! This single-level, 4-bedroom island-style home offers exceptional quality and a flexible layout ideal for multi-generational living. Located in a desirable neighborhood near one of the world’s best beaches, it features high-end finishes such as travertine floors, granite counters, vaulted ceilings and a custom kitchen. Amenities include a pool, outdoor dining and BBQ areas, private guest/flex rooms with separate entry and lanai, a large two-car garage with storage, and lush tropical landscaping with lighting and sprinklers. The open floor plan flows seamlessly from the interior to spacious back and side yards creating a private, resort-like retreat. *This sale also includes 1/2 interest in adjoining driveway parcel of 3,242 sq ft.
$1.4m
Bluestone - Bluestone
389 Kaelepulu Drive unit 1501, Kailua
Townhouse
3 bd
1,832 sqft
$1,395,000
3
bd
1,832
sqft
Don't miss this exceptional 3-bedroom, 2.5-bath townhouse in the highly sought-after Bluestone community—priced to sell! This desirable end-unit offers beautiful views, two convenient parking stalls, and a prime location within the complex. An incredible opportunity to own in Bluestone—compare the value and see why this one stands out!
Home
6 bd
2,884 sqft
$1,900,000
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
Oceanfront
Home
6 bd
2,800 sqft
$4,595,000
6
bd
2,800
sqft
This rarely available, highly coveted Waimanalo Beach property, nestled along one of Oahu's most pristine stretches of coastline has been cherished by the same family for over 75 years. It offers approx 75 ft of white sandy beach frontage on the ocean, with two separate homes. Live in one & rent the other! The beachfront home is a vintage treasure that has been well maintained but could use a little updating. With 3 beds & 2.5 baths, it retains a timeless charm and offers breathtaking ocean views from the comfort of your doorstep. Its classic island style makes it the perfect place to unwind while soaking in the fresh ocean air. The 2-bed, 2-bath street side home was completely renovated in 2017. It has a modern design with high ceilings & an open-concept floor plan. This home offers a bright, airy atmosphere while blending seamlessly with the natural surroundings of Waimanalo. An extra 3rd structure is a bonus room w/ a bathroom attached to the garage, great for guests, an office or a yoga room! The lot is lush with mature trees & expansive grassy areas. This special offering is ideal for those looking for a peaceful, yet flexible, beachfront lifestyle with endless possibilities.
Virtual Tour
Home
4 bd
1,848 sqft
$1,795,000
4
bd
1,848
sqft
Situated in the serene and highly coveted Maunawili Estates neighborhood known for its custom-built homes, this house offers the kind of peaceful, lush retreat that feels worlds away—yet it's just a short drive from everything Kailua has to offer. This 4-bedroom, 2-bath home is surrounded by mature greenery that gives the entire property an enchanting, almost storybook feel. Step inside and you’ll notice the beautiful teak hardwood floors, freshly painted interiors, and updated windows that fill the home with natural light. The kitchen is both functional and full of charm, featuring a unique passthrough counter accented with stunning koa wood trim. There’s plenty of space here for everyday living and more. The separate laundry room and oversized two-car garage provide tons of storage. In the backyard you’ll find a dedicated workshop complete with its own electrical setup and a built-in window AC—perfect for projects, hobbies, or extra workspace. Whether you're enjoying the quiet of the neighborhood or entertaining in the comfort of your home, this Maunawili gem offers a rare combination of privacy, space, and a tranquil atmosphere.
$400k
Coconut Grove - 75 Kihapai
75 Kihapai Street unit 11, Kailua
Condo
1 bd
480 sqft
$400,000
1
bd
480
sqft
Welcome to Kailua! This beautifully remodeled one-bedroom, one-bathroom condo is conveniently located within Kailua town. Close to trendy shops, restaurants and bars make this home ideal for those seeking the fun Kailua lifestyle! Inside discover a stylish living space, featuring a thoughtful open layout stunningly remodeled 2018. The kitchen is a chef's delight, with sleek granite countertops, stylish backsplash and stainless steel appliances. Unusual for this complex, this home includes a dishwasher and a washer and dryer! Recessed lighting and pendulum light fixtures add the finishing touch! Travertine flooring flows throughout the home and double doors open to the bedroom. The bathroom boasts a walk-in-shower and custom tile work. A 120 sqft lanai offers space to create your perfect outdoor retreat. 75 Kihapai includes a pool and BBQ area. Kailua beach is approximately a mile away. Quick access to the military bases, hospitals and the airport!
Virtual Tour
$3.98m
Beachside
49 Pilipu Place, Kailua
Home
6 bd
2,682 sqft
$3,975,000
6
bd
2,682
sqft
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 quick surf, then freshen up in your own outdoor shower to start your day! In the eve, swim laps in your pool, then reward yourself w/ a soak in your 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 w/ the main house of 4 bdrms & 2.5 baths, while the guest cottage can be utilized as 2 studio guest suites or perhaps 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.
Home
2 bd
1,240 sqft
$1,700,000
2
bd
1,240
sqft
Over 11,000 square feet of land with a gentle upward slope; flat lot at top; steps away from beach access (best beach on Oahu in many opinions.). House might be a tear down but then you'd have to get on public sewer. If you can fix it up without a building permit you can keep the cesspool and save. The owner was recently living in it so it is liveable. Barely. Big 20 year old ulu, milo, coconut palm, mango and plumeria trees - it could be awesome! Walk to the beach; great neighborhood and friendly neighbors.
Home
2 bd
1,174 sqft
$1,325,000
2
bd
1,174
sqft
Ideally situated in a cul-de-sac in the beautiful & serene Maunawili neighborhood. This lovely home entails two primary ensuites and is ready for your creativity and personal touches. Spacious living area, wood frame windows, additional den/office/possible 3rd bedroom flexible floor space, upgraded kitchen with quartz countertops and new appliances. Enjoy the peaceful and breathtaking lush tropical foliage from the enclosed patio. Wonderful opportunity to purchase in one of East Oahu’s most desired neighborhoods. Actual number of bedrooms and square feet differ from tax records. Buyer to perform their own due diligence. To be sold in "As-Is" condition.
Virtual Tour
$1.23m
Kukilakila - Kukilakila
549 Keolu Drive unit C, Kailua
Condo
3 bd
1,380 sqft
$1,225,000
3
bd
1,380
sqft
Light-filled lake view living in the heart of Kailua. Just one unit off the lake, this beautifully updated Kukilakila townhome offers the perfect blend of indoor-outdoor living, comfort, and convenience. Soaring ceilings and abundant windows fill the home with natural light and frame scenic views from nearly every room. Step outside to enjoy multiple private outdoor spaces: a covered lanai and fenced yard downstairs, another covered lanai off the primary bedroom, and an open lanai off the second bedroom—ideal for relaxing, entertaining, or soaking in the windward breezes. The efficient layout features split AC, in-unit laundry, and an attached 2-car garage with additional 2-car driveway parking. Owned 24-panel photovoltaic system with Tesla powerwall provides energy efficiency and peace of mind. Community amenities include a scenic lakefront path, heated saltwater pool, recreation area, and fitness room. All just minutes from Kailua town, the beach, and Pali Highway access—this is lakeside island living at its best.
Home
3 bd
1,740 sqft
$1,900,000
3
bd
1,740
sqft
Tucked away in the peaceful Maunawili Estates, this 3-bed, 2-bath home offers a magical blend of modern comfort and lush Windward beauty. The renovated kitchen features quartz countertops, walk-in pantry, and a brand-new refrigerator (2024). The primary suite includes a walk-through California closet and a spa-like bath with a rain shower, bidet, and heated towel rack. Other upgrades include new interior and barn doors, fresh paint (2024), custom window treatments, bamboo and tile flooring, split A/C throughout, and a washer/dryer. Energy-conscious buyers will love the 30 owned PV panels and EV charger. Outside, a majestic backyard invites play and peace with a custom treehouse, fruit trees (lychee, mango, avocado, papaya, apple banana), and a natural rock retaining wall. Relax on your open lanai or covered lanai and take in the stunning Ko'olau views. This one-of-a-kind property, with over 11,000 sqft of luscious land, is the perfect mix of elegance, eco-living, and storybook charm.
Home
4 bd
1,961 sqft
$1,800,000
4
bd
1,961
sqft
Walk to the beach! Part of a 2-unit CPR. 4 bedroom 3.5 bath with attached garage. Approx 2596 sf. interior living space + spacious roof top lanai. Welcome to Coconut Grove a charming 4 bedroom, 3.5 bath house in the beautiful beachside town of Kailua. This cozy, well cared for home features modern amenities such as: vaulted ceilings, open concept kitchen, travertine & bamboo floors, stainless steel appliances, attached, spacious garage, washer/dryer, & BOTH split & central AC. Roomy covered 2 car garage with lower level entry to the kitchen and pantry. *Includes an EV CHARGER. Unique floorplan that offers a bedroom suite on the lower level with walk-in closet and full bathroom. Enjoy the stunning views of the Koolau Mountain range from the rooftop lanai, perfect for relaxing or entertaining guests. Rinse off in the enclosed outdoor shower. Fenced yard for privacy and security. Don't miss out on this unique opportunity to live a few blocks to Kalama beach and Kailua Town shops and hip eateries close by.. Tenant occupied, lease ends at closing. 245 Hualani St. A, next door can be purchased together or separately, each have their own TMK and have separate water and electric meter.
Home
4 bd
1,496 sqft
$1,500,000
4
bd
1,496
sqft
Walk to the beach!, public access path approx. 2 blocks away. Part of a 2-unit CPR that shares a driveway and a wall between the covered lanai of "unit A" and the garage of "unit B" Each owner has a 50% interest in the common areas. 4 bedroom 3 bath with a super cozy, covered lanai + DEN. Well cared for home with approx. 1961 sf interior and a mindful floorplan. Welcome to Coconut Grove in the charming beachside town of Kailua. This cozy single-story home features modern amenities such as: Open concept kitchen, travertine & bamboo floors, stainless steel appliances, washer, dryer, split AC . Enjoy the tucked-in covered lanai, perfect for relaxing, extended living, or entertaining guests. Rinse off after a day at the beach, in the convenient outdoor shower. Don't miss out on this unique opportunity to live a few blocks to Kalama beach and Kailua Town shops and hip eateries.. Tenant occupied, lease ends February 28, 2026. Photos show the house vacant and staged. 245 Hualani St. B, next door can be purchased together or separately, each have their own TMK and have separate water and electric meter.
$2m  $105,000
Pohakupu
1287 Ulupalakua Street, Kailua
Home
5 bd
2,397 sqft
$1,995,000  $105,000
5
bd
2,397
sqft
Welcome to your private backyard sanctuary designed for both serenity and celebration featuring a stunning saltwater pool with waterfall and cave and a spacious covered lanai great for BBQ's and family gathering with its own outdoor bathroom & shower. Inside, this 5 bedroom home has been beautifully upgraded with high-end finishes and thoughtful design throughout. The chef’s kitchen is the heart of the home, featuring double built-in ovens, a propane cooktop, oversized island, double pantry, and custom cabinetry that makes cooking and gathering a joy. Cool and comfortable living is yours with central AC downstairs and split AC upstairs. The garage offers smart storage solutions with built-in closets, overhead racks for bikes and surfboards, and a dedicated laundry room. Upstairs, the entire second floor is a private primary suite retreat, complete with a spa-inspired bathroom, oversized walk-in shower, and large walk-in closet. Enjoy energy savings with 14 owned PV panels, a solar water heater, and an EV charger already in place. First Open House Sunday 5/25 2-5pm!
Virtual Tour
$1.63m  $930,000
Enchanted Lake
622 Pamaele Street, Kailua
Home
4 bd
2,286 sqft
$1,630,000  $930,000
4
bd
2,286
sqft
DO NOT DISTURB OWNER! OPEN DURING OPEN HOUSE ONLY!!! Property offered through USAHomeBids. Located in the highly desirable Enchanted Lake neighborhood, this well-kept 4 bed, 3 bath home offers space, flexibility, & charm. The main 3 bed, 2 bath home is full of natural light w/ vaulted ceilings & skylights. The spacious kitchen features abundant counter space, newer appliances & beautiful cabinets, providing plenty of storage. There is a spacious laundry room with front-load washer & dryer. A stunning stained glass art piece adds character above the living room. The generous primary suite boasts a large bathroom & walk-in closet. Above the garage, a permitted 1 bed, 1 bath with its own entrance, gorgeous mountain views, and separate laundry. Enjoy an expansive backyard, extra-large garage, & yard space for an RV or boat. Owned 20-panel PV system adds energy efficiency to this rare Enchanted Lake gem! Only available times to see the home will be during open house: 5/21 (3pm-6pm), 5/24 (1pm-6pm), 5/25 (10am-3pm).Bidding set to close 5/25 @6pm. Buyer & their agent to perform due diligence.
Virtual Tour
Oceanfront
Home
12 bd
14,151 sqft
$19,880,000
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.
$2.95m
Kawailoa-kailua
567 Kawailoa Road unit E, Kailua
Home
4 bd
2,287 sqft
$2,950,000
4
bd
2,287
sqft
Just one block from the beach in the coveted Ka'ohao School district, this beautifully remodeled, low-maintenance 4-bed, 3-bath home offers flexible living, designer upgrades & dreamy indoor-outdoor spaces. The 3-bed, 2 bath main area includes two generously sized ground-floor bedrooms and a full bathroom, plus a spacious upstairs primary suite with a private rooftop lanai offering panoramic ocean and mountain views. Connected yet private 1-bed, 1-bath suite with separate entrance, kitchenette, large bath plus 2nd laundry is great for guests, multi-gen living or rental income. Split AC and ceiling fans in every room. The renovated kitchen is the heart of the home—a true gathering place—with new Cafe and Samsung appliances, abundant natural light, large island, ample counter space, plus an integrated workspace. Fall in love with the backyard oasis with a stunning two-tier lanai made of premium engineered wood with sleek wire railings and a no-mow lawn designed for effortless enjoyment. Steps to all the best Kailua has to offer: the white sand beaches of Kailua and Lanikai, Buzz's, Kalapawai, the Pillbox hike, and a top-rated school. Don't miss this gem. Location, location, location!
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