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Virtual Tour
Oceanfront
Home
5 bd
5,201 sqft
$10,995,000
5
bd
5,201
sqft
Great value in this beachfront estate in Kailua's highly sought after Kainalu Park neighborhood fronting famous Castle Beach with approx. 27,293 sq. ft. of land, an expansive oceanside lawn, and 125 linear feet of sandy beach frontage. The curb appeal is stunning, with tropical landscaping, outdoor lighting, and aesthetically designed front wall with double gates. With 5 bedrooms and 4.5 baths, this spacious home has 5,201 sq. ft. of interior living space that opens to a blue tile pool and private courtyard. The soaring open beam ceiling in the main living room area takes in the ocean views from the floor-to-ceiling windows. This home features 2 primary suites and two other large ensuite bedrooms. The fifth bedroom may also be used as an office/den. The main primary suite features two oversized walk-in closets and ocean views. The open kitchen recently updated with new appliances. Adjoining to the kitchen are 2 oversized walk-in pantries. Recent upgrades include complete exterior and interior paint, a newly coated roof with new solar vents, new lighting and ceiling fans, and refreshed landscaping that features a commercial grade sprinkler and irrigation system.
Virtual Tour
$3.85m
Beachside
49 Pilipu Place, 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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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!
Virtual Tour
Oceanfront
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
Oceanfront
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.
Oceanfront
$11.2m  $300,000
Beachside
376 Dune Circle, Kailua
Home
4 bd
3,229 sqft
$11,200,000  $300,000
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.
Oceanfront
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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