Kailua, Hawaii listings for sale


$50,000,000 - Kailua, HI

508 N Kalaheo Avenue Kailua, HI - 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.
2014 | 12 | 14 | 12,005 sqft.
$25,000,000 - Kailua, HI

145/151 Kailuana Loop Kailua, HI - 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.
2001 | 10 | 10 | 13,289 sqft.
$19,880,000 - Kailua, HI

572C N Kalaheo Avenue Kailua, HI - 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.
1988 | 12 | 15 | 14,151 sqft.
$17,995,000 - Kailua, HI

766 Mokulua Drive Kailua, HI - 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!
2018 | 6 | 6 | 7,761 sqft.
$15,500,000 - Kailua, HI

17 Laiki Place Kailua, HI - 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.
2016 | 7 | 6 | 5,902 sqft.
$15,300,000 - Kailua, HI

47 Kailuana Place Kailua, HI - 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!
2004 | 5 | 7 | 5,804 sqft.
$12,500,000 - Kailua, HI

380 Lama Place Kailua, HI - 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.
2023 | 4 | 4 | 4,497 sqft.
$11,980,000 - Kailua, HI

21 Kalaka Place Kailua, HI - Completed in 2022, this classic beachfront home was redesigned into a spacious, modern property. 21 Kalaka's unique elevation offers commanding views and privacy; features true beachfront connoisseurs will value. Built by Mokulua High-Performance Builder, it delivers a sleek, elegant take on beachside living. The central open living area flows naturally to the ocean and pool, surrounded by five bedrooms (four en suite) plus a pool room. A breakfast bar and separate guest wing provide privacy and space for extended family. Exceptional craftsmanship, premium materials, and a refined floorplan make this property Kailua Beachfront’s most comprehensive offering.
1944 | 5 | 5 | 3,519 sqft.
$7,888,000 - Kailua, HI

846 Mokulua Drive Kailua, HI - Experience serenity at its best in this peaceful 5 bed/3.5 bath plus waterfront retreat nestled in beloved Lanikai. A tropical oasis where you can entertain with ease in multiple outdoor areas, designed for seamless indoor-outdoor living. Lounge by the pool or gather on the expansive veranda while enjoying the gentle ocean breeze, sounds of lapping waves and regular turtle visits. Once inside this solidly built home, breathtaking panoramic views of the Pacific take over the senses from nearly every room of this open floor plan. The 2nd level offers 4 bedrooms w/vaulted ceilings. The primary bedroom’s expansive windows frame the sunrise over turquoise waters, creating a picturesque start to each day. Step out to a wrap around lanai where 2 additional rooms enjoy sunrise views as well. Privacy is paramount in this oasis, where every corner of the property exudes a sense of calm and seclusion. Convenience is also key as well here, just half a block from the start of famous Lanikai Beach, 1 block from the start of Kailua Beach and 2 blocks from Mid-Pac. This home is more than a residence; it's a charming sanctuary promising a lifestyle that is both serene and inspiring
1983 | 5 | 4 | 4,612 sqft.
$7,888,000 - Kailua, HI

846 Mokulua Drive Kailua, HI - Fabulous Waterfront Estate in Lanikai!! A tropical serene oasis where you can entertain with ease in multiple outdoor areas, designed for seamless indoor-outdoor living. Lounge by the pool or gather on the expansive veranda while enjoying the gentle ocean breeze, sounds of lapping waves and regular turtle visits. Once inside this solidly built home, breathtaking panoramic views of the Pacific take over the senses from nearly every room of this open floor plan. The 2nd level offers 4 bedrooms w/vaulted ceilings. The primary bedroom’s expansive windows frame the sunrise over turquoise waters, creating a picturesque start to each day. Step out to a wrap around lanai where 2 additional rooms enjoy sunrise views as well. Privacy is paramount in this oasis, where every corner of the property exudes a sense of calm and seclusion. Convenience is also key as well here, just half a block from the start of world famous Lanikai Beach, 1 block from the start of Kailua Beach and 2 blocks from Mid-Pac. This home is more than a residence; it's a charming sanctuary promising a lifestyle that is both serene and inspiring
1933 | 5 | 4 | 4,612 sqft.