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$3,600,000
6 Beds ⋅ 7 Baths ⋅ 202612535 MLS ⋅ FS - Fee Simple Tenure ⋅ 29 DOM
Experience luxury, beauty and privacy of Portlock living in this impressive 4,986 sq. ft. residence on a spacious 16,413 sq. ft. lot. This exceptional home features 6 bedrooms, 7 full baths, 4 bedrooms on the main level, 2 upstairs, plus a flexible office/ recreation space and a 3-car garage. Enjoy seamless indoor-outdoor living with a private pool, tennis court, covered patio, outdoor kitchen, and BBQ pavilion with a full bath. The second-floor sun deck offers panoramic views. Located in the highly sought-after Portlock neighborhood, this property provides an ideal setting for comfortable living and entertaining, designed to accommodate large family and guests. No HOA fees. Some photos are virtually staged for marketing purposes.

282 Portlock Road, Honolulu
$14,250,000
6 Beds ⋅ 8 Baths ⋅ 202604666 MLS ⋅ FS - Fee Simple Tenure ⋅ 210 DOM
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.Open floor plan with soaring ceilings ... finished with the finest materials..hardwood floors,wood trim in bedroom ceilings,etched glass touches,floor to ceiling sliding glass doors..close to island themed restaurants by the marina, shopping, Hanauma Bay, Sandy Beach..Your own Private Hawaiian Paradise..Simply STUNNING!! Both TMK's are being sold together for a total purchase price of $14,250,000. This spectacular dream retreat is also a Celebrity Home ... having been featured in multiple episodes of Hawaii Five-O. Your chance to own a piece of Hollywood and paradise all in one !!

255 & 257 Portlock Road, Honolulu
$6,900,000
3 Beds ⋅ 4 Baths ⋅ 202528103 MLS ⋅ FS - Fee Simple Tenure ⋅ 261 DOM
Rarely will you find a home that evokes quintessential Hawaii living at its finest. This SINGLE LEVEL oceanfront home is located on a LARGE 15,000+lot on prestigious Portlock Rd. It has everything: a beautifully designed Ossipoff home, off-shore breezes, & rare double WIDTH private lane entrance. The local property Owner is the founder of the surf company, Local Motion. He says the area PORTLOCK has the BEST WEATHER IN THE WORLD, the location has direct West exposure w-off-shore breezes, slower living away from the hustle-bustle. Raised in Kailua, the seller has also lived in different areas of Hawaii & chose this area. ONLY a few homes on Portlock Rd. have private land in front, this is one of them. This home sits on the ocean but has NO SAND that attracts people, no music, trash or hanging around. Hawaii Kai has everything needed: 5 surfing areas in front (beginners-advanced), ranked schools, public golf, recreation pools & shopping conveniences. Private & separate entry for Guest room for family or care giving. Hawaii living at its finest; unpretentious, you deserve to live the dream. Rob is a Hawaiian Local & raised in Hawaii all his life & will provide his BIO if asked.

469 A Portlock Road, Honolulu
$6,500,000
7 Beds ⋅ 6 Baths ⋅ 202528543 MLS ⋅ FS - Fee Simple Tenure ⋅ 265 DOM
Tucked behind a private gate in prestigious Portlock, this extensively rebuilt residence offers rare privacy and peacefulness. Thirty-foot sliding glass doors and ceilings open to a large covered lanai and backyard featuring a 50-foot saltwater pool and spa. Mature palms along the property line create a natural privacy buffer. Step through the front door into expansive open living spaces with marble-like Italian porcelain flooring and soaring ceilings. The layout includes five bedrooms with two primary suites — each with a private lanai — plus a versatile bonus room with private entrance and an in-home sauna. Designed by award-winning architect James McPeak and reimagined in recent years, the home features dramatic floor-to-ceiling windows and spa-inspired bathrooms. Set on a 13,000+ sq ft lot with ¼ shared ownership in a nearby beach access walkway. Recent improvements include a new custom roof (2021), updated windows (2022, excluding select doors), and a solar system subject to a power purchase agreement. Just minutes to Costco, Hawaii Kai shopping centers, and dining. A rare offering in one of O?ahu's most established coastal neighborhoods.

235 Portlock Road, Honolulu

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.