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10 most expensive homes for sale in Hawaii Kai

In Hawaii Kai the median sale price for homes on the market is about -, however, high-end properties can be listed at a much higher price point. Here are the top ten most expensive homes for sale in Hawaii Kai (Oahu).

Virtual Tour
Home
6 bd
6,352 sqft
$16,900,000
6
bd
6,352
sqft
Sophisticated, Modern, Unlimited Ocean Views...Designed to relish in the beauty of magnificent indoor spaces coupled w/ a seamless integration to expansive outdoor living this stunning ultra-luxury residence designed by renowned HI Architect Jim McPeak offers uninterrupted Diamond HD, ocean & coastline views, and the best direct sunset vistas on the island. Situated on Oahu’s Southeastern shoreline overlooking Maunalua Bay this breathtaking 6-BD, 7.5-BA residence offers exceptional appointments & a true private luxury resort experience. The Great Rm welcomes you w/its awe-inspiring panoramic landscapes, soaring custom wood inlaid ceilings, pocketing walls of glass & assortment of natural stone textures. The chef’s kitchen w/prof appliances provides a wonderful connection to both the dining alcove & lounge areas. The Primary Suite w/ secluded sitting nook, seaside lanai and dream spa like bath is stunning, Each BD suite provides a sensory experience & soothing sounds of the ocean waves. This modern-day masterpiece is complete w/ a gated, dual access driveway providing ample onsite parking + garage parking for 3-cars. For those in search of a stunning island villa, welcome home.
Virtual Tour
Home
6 bd
7,150 sqft
$16,750,000
6
bd
7,150
sqft
Spectacular beachfront estate -two separate parcels seamlessly combined. Stroll through immaculately landscaped grounds with soothing waterfalls throughout and a separate guest studio. Fully walled for privacy. Step into this architectural masterpiece designed by well known architect Jeff Long with grand foyer directly looking out to breathtaking beach, ocean, and Diamond Head Views!! Three primary suite-sized bedrooms- one suite on the main level...all enjoying Diamond Head and ocean views. Two other primary suites on the upper level with "Romeo and Juliet" balconies looking down to the foyer. Very open floor plan with soaring ceilings ... finished with the finest materials -beautiful hardwood floors with inlay details, wood trim in bedroom ceilings, etched glass touches, floor to ceiling glass sliding glass doors, marble floors, top of the line appliances...Great location...close to island themed restaurants by the marina, shopping, Hanauma Bay, Sandy Beach...Your own Private Hawaiian Paradise...Simply STUNNING!! Both TMK 1-3-9-002-022-0000 & 1-3-9-002-001-0000 are being sold together for a total purchase price of $16,750,000.00. Tax records differ from property.
Virtual Tour
Home
7 bd
7,617 sqft
$14,000,000
7
bd
7,617
sqft
Perched along the prestigious cliffs of Koko Kai, this extraordinary modern oceanfront estate offers a rare opportunity to own a generational compound or corporate retreat on O'ahu’s prized coast. Encompassing two architecturally striking modern homes behind one secure gated driveway, the estate spans an impressive 195 linear feet of prime ocean frontage and private access to the water. This is true island living with almost 3/4 of an acre of land and a combined 8,000+ square feet of refined living space. Designed for luxurious living and effortless entertaining, each residence opens to expansive lanais, two resort-style swimming pools, and panoramic vistas that stretch from Diamond Head and across the mountains with the dramatic coastline below. The compound features 7 bedrooms, 6 full and 4 half bathrooms, along with state-of-the-art security systems and automatic hurricane shutters for peace of mind. Whether you envision hosting sunset soirées on the lanai, enjoying multigenerational living, or creating a world-class executive retreat, this rare offering is a singular masterpiece of location, lifestyle, and design.
Virtual Tour
$5.87m
Napali Haweo
123 Waihili Place, Honolulu
Home
5 bd
5,082 sqft
$5,870,000
5
bd
5,082
sqft
NEW CONSTRUCTION. Luxury living in this stunning 5-bedroom, 5.5-bath custom-built estate in Na Pali Haweo. Constructed with steel frames, beams, and columns, this home offers breathtaking panoramic views of the ocean, Koko Crater, and vibrant sunsets. The expansive open floor plan showcases soaring ceilings and designer Thermador appliances, including a magnificent Calacatta Italian marble island. LED lights are embedded in the walls and in the custom European kitchen cabinets that have drawers with soft touches. Ininity smart, self-cleaning saltwater pool and spa feature a sophisticated glass finish. Each bedroom has ensuite bath, primary has golden bathtub, and one room is flooded with natural light from seamless corner windows. Enjoy stylish porcelain floors from Spain and sky-high crystal chandeliers. Throughout, white and gold slab quartz, marble, and elegant wainscoting enhance the luxurious ambiance, including golden vanity sinks and a gold bathtub in primary bath. 123 Waihili embodies modern island living, where you can experience tranquility and relaxation with this indoor-outdoor lifestyle that features a serene zen retreat. More than one photo was enhanced. Ask 3-D Tour.
Virtual Tour
$4.99m  $38,000
Koko Kai
31 Poipu Drive, Honolulu
Home
4 bd
3,768 sqft
$4,988,000  $38,000
4
bd
3,768
sqft
Experience endless, breathtaking views of the ocean, Diamond Head, and unforgettable sunsets from this stunning home in the highly sought-after Koko Kai/Portlock neighborhood of Hawaii Kai. Built in 1992, this open-concept residence offers over 3,700 square feet of luxurious living space, seamlessly blending indoor comfort with outdoor paradise. Featuring four spacious bedroom ensuites—two on each level—plus a guest bathroom, the home is designed for both privacy and entertaining. A grand staircase connects the two floors, complemented by elegant wood flooring and marble finishes throughout. The gourmet kitchen is outfitted with stainless steel appliances and flows effortlessly into a generous dining area, perfect for hosting guests. Step outside to relax in your sparkling saltwater pool, complete with a BBQ area and surrounded by lush tropical landscaping. Additional features include: Attached 2-car garage with guest parking; Owned solar water heater and 46 photovoltaic panels with Tesla battery backup; and, Electric vehicle charger. Thoughtfully designed for modern island living. Come home to luxury, comfort, and unmatched views.
Home
4 bd
3,798 sqft
$4,700,000
4
bd
3,798
sqft
Rarely available, this one-of-a-kind estate sits on a 20,637sf lot with 140-linear ft of street frontage, maximizing breathtaking ocean views right over the iconic Kaiser Estate and out toward Maunalua Bay, coastline, & Diamond Head in the background. Located at the end of Portlock Road with paved sidewalks, underground power lines, & only six other homes until the dead end, this home offers privacy, tranquility, & no thru fare. A grand circular driveway entry sets the tone for this 4-bedroom, 4.5-bathroom residence, consisting of 3 bed/bath en suites & a lbed/lbath guest suite for flexible use. With moments of architectural flair, this home boasts an expansive kitchen & dining area, an expansive pool deck, grassy lawns, & 180-degrees of ocean to mountain views. Experience the sound of crashing waves from the spacious primary ensuite, mesmerizing sun and moonrises over Koko Head, Waikiki's Friday fireworks over the hills, plus spectacular 4th of July & New Year's Eve displays. A swimmable sandy beach & China Walls are just down the road, moments away. Come experience this resort-style retreat in one of Oahu's most renown neighborhoods - Portlock!
Home
4 bd
3,742 sqft
$4,500,000
4
bd
3,742
sqft
• Easy to show on short notice — must see to truly appreciate • Exceptional value of location in a quiet, breezy area of Hawaii Kai • Prime cul-de-sac setting on the edge of the coveted Koko Kai / Triangle neighborhood • Originally fully rebuilt in 2006, with major renovations starting in 2017 • Breathtaking, unobstructed ocean views from both levels — Maunalua Bay, Diamond Head, and the Pacific • 4 bedrooms, 3.5 baths (one currently styled as a home office) • BONUS LUXURY: Beautifully designed 408 SF pool house for added flexibility and comfort • Resort-style grounds featuring a 50-foot, 30,000-gallon pool with spa and waterfall • Extended lanai designed for seamless indoor–outdoor living • New exterior stucco finish • Energy-efficient upgrades including 20 PV panels and Tesla charger • New water heater • Fresh landscaping in 2025 (some still in a process )
Home
5 bd
2,924 sqft
$3,888,000
5
bd
2,924
sqft
Only two properties on this block along Poipu Dr. Wide corner lot with sweeping ocean to mountain views. Great sunsets. This property is great for the Byer that would like to make it their own home with their own personality. Spanish Tile floors. Lot size 15,835 sf with your own valley for additional privacy. Short drive to great many restaurants, shopping malls, a Costco, parks, sandy beaches, etc. See attached CCNR's.
Virtual Tour
Home
4 bd
3,192 sqft
$3,500,000
4
bd
3,192
sqft
Discover breathtaking ocean and mountain views from this distinguished residence, ideally positioned on the 14th green of the prestigious Hawaii Kai Golf Course. This elegant and spacious home has over 3,000 sqft. living area that offers a refined lifestyle with thoughtfully designed spaces including a formal living room, dining room, family room, private office, and a sunlit eat-in-kitchen. Crafted with attention to detail, the home features soaring 10-foot ceilings, granite countertops, stainless steel appliances, travertine flooring, plantation shutters, custom drapery, split air conditioning, a security system, and 26 owned photovoltaic panels for energy efficiency. Step outside to your private oasis - an inviting heated in-ground pool with a tranquil waterfall, surrounded by lush tropical landscaping. Located just minutes from iconic destinations such as Hanauma Bay, Sandy Beach, Koko Head, and Makapu'u, as well as premier dining, shopping, and outdoor adventures at Koko Marina Center. This island home offers the perfect balance of luxury, comfort, and convenience. Make this exceptional property your new home!
Virtual Tour
Home
5 bd
4,079 sqft
$3,490,000
5
bd
4,079
sqft
Discover the epitome of island living in this exquisitely remodeled and impeccably maintained 5 bedrooms/4 bath executive style residence in the highly sought-after Portlock neighborhood. Nestled on a nearly 13,000 sq. ft. LEVEL lot, this home boasts over 4,000 sq. ft. of elegantly detailed living space that seamlessly blends style and functionality. The newly renovated interior features a spacious open floor plan, updated baths and luxury vinyl plank flooring. At the heart of the home is a chef’s kitchen, complete with a large island and Miele appliances. The home is thoughtfully designed to be able to separate 1 bedroom/1 bath/living room with a wet bar and private entry as your ideal guest quarters. The generous lanai overlooks the expansive landscaped and enclosed backyard, perfect for indoor/outdoor entertainment. Plus, it’s just one lot away from a sandy beach, where you can indulge in sun-soaked days. Conveniently located near Koko Marina Shopping Center, Costco, and Hawaii Kai Shopping Center with a variety of shopping and restaurants. This exceptional residence is a must see!
* information deemed reliable, but not guaranteed
Virtual Tour
Land
0.282 acres
$1,695,000
0.282
acres
RARELY AVAILABLE 12,000+ sq. ft. level perimeter lot boasting breathtaking, unobstructed views of the beautiful blue Pacific Ocean, Koko Head, and the Hawaii Kai marina. Situated in one of East Honolulu’s most prestigious neighborhoods—Napali Haweo—this prime location offers an exceptional blend of elegance, convenience, and tranquility. Located in an International Baccalaureate school district and just minutes from downtown Honolulu, and close to Costco, shopping, dining, Sandy Beach, hiking trails, parks, and more, this property provides easy access to both city amenities and outdoor adventures. Create your own private sanctuary in paradise within this serene Hawaii Kai community. The possibilities are truly endless.
$6.6m
Reserve/park/ag
Kamehame Dr, Honolulu
Land
16.431 acres
$6,600,000
16.431
acres
A truly exceptional opportunity - This is the last remaining multi-home ridge-top development site in East Honolulu. Private gated access, with panoramic views from Diamond Head to Koko Head and Makapuu, including views of neighbor islands, sunrise/sunset, and whale watching. This sale includes two parcels of land: TMK 1-3-9-10-44 (14.594 acres) and 1-3-9-10-48 (1.837 acres), total land area is 16.431 acres. Of the total land area, approximately 15.287 acres is zoned R-10, with the uppermost 1.144 acres zoned P-1.
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Oceanfront
$3.98m  $520,000
Koko Kai
3 Poipu Drive, Honolulu
Land
0.807 acres
$3,980,000  $520,000
0.807
acres
PRIVACY! SMA permits approved. - A rare opportunity to build your custom oceanfront estate in Honolulu’s coveted Portlock neighborhood. This expansive south facing 35,155 square foot lot offering unparalleled privacy and security, with breathtaking panoramic views of Maunalua Bay with occasional turtles, dolphins, and whales in the winter. Approved architectural plans are available for building over 11k sq ft multi level modern residential home, showcasing a luxurious design that maximizes the site’s potential by utilizing its natural beauty and topography to preserve the land and the environment. This is more than just a property; it’s a prestige unique moment to build your own oceanfront masterpiece.
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