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$8,495,000
6 Beds ⋅ 6 Baths ⋅ 202612637 MLS ⋅ FS - Fee Simple Tenure
Experience the ultimate Portlock lifestyle from this exceptional estate featuring deeded ocean access, resort-caliber outdoor living, and over 7,000 square feet under roof on a private 1/3- acre lot. Designed for those who love to entertain, the property offers a heated 12-foot-deep pool, dramatic waterfall, spa, poolside bar, grilling station, fire table lounge, tiki torches, and lush tropical landscaping that transforms the backyard into a private island resort. The main residence features 5 bedrooms, 4.5 baths, living and dining rooms, a family room, recreation area, bonus/media room, and an impressive Iron Chef-inspired stadium kitchen. The private primary wing serves as a luxurious retreat with a library, lounge, oversized walk-in closet and spa-inspired bath featuring a steam shower with body jets and a jetted tub. Exceptional craftsmanship is showcased throughout with premium natural stone and hardwood finishes, along with custom metalwork by renowned artisan Frederic Zimmer. A separate permitted studio with full kitchen and bath provides flexible accommodations for guests, extended family, or a private office. A rare offering on Oahu.

443 Portlock Road, Honolulu

Listing courtesy of Compass.

$14,250,000
6 Beds ⋅ 8 Baths ⋅ 202604666 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Realty.

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.