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Rare opportunity to own a true Portlock oceanfront estate spanning two separate lots totaling approximately 33,276 sq. ft., from the street to the ocean. The existing residence at 433 Portlock Rd offers direct oceanfront living with a swimming pool, covered lanai, generous yard, recently installed split ACs in every room, and ample off-street parking for 10+ vehicles. Enjoy sweeping ocean, Diamond Head, sunset, and Maunalua Bay views from this exceptional setting. Included is an adjacent 15,000+ sq. ft. vacant lot at 431 Portlock Rd, offering the potential to create a private family compound, build a custom residence, or preserve additional open space and privacy. A unique opportunity to own a substantial double-lot estate in one of East Honolulu’s most desirable oceanfront neighborhoods. TMKs: 1-3-9-016-009 and 1-3-9-016-012.

5 Beds ⋅ 4 Baths ⋅ 202616314 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 DOM

Rare opportunity to own a true Portlock oceanfront estate spanning two separate lots totaling approximately 33,276 sq. ft., from the street to the ocean. The existing residence at 433 Portlock Rd offers direct oceanfront living with a swimming pool, covered lanai, generous yard, recently installed split ACs in every room, and ample off-street parking for 10+ vehicles. Enjoy sweeping ocean, Diamond Head, sunset, and Maunalua Bay views from this exceptional setting. Included is an adjacent 15,000+ sq. ft. vacant lot at 431 Portlock Rd, offering the potential to create a private family compound, build a custom residence, or preserve additional open space and privacy. A unique opportunity to own a substantial double-lot estate in one of East Honolulu’s most desirable oceanfront neighborhoods. TMKs: 1-3-9-016-009 and 1-3-9-016-012.

431/433 Portlock Road, Honolulu

$14,500,000

Exceptional Portlock Estate. This oasis is along one of Oahu's most prestigious beaches. Iconic Diamond Head & Sunset Views. Rare Adjacent Vacant Lot. The property features a gated entry, leading to a fabulous private retreat. Inside, you'll find a spacious, flowing floor plan that extends to a beautifully tropical landscaped yard. The home includes a spacious primary bath and a large covered entry. The expansive yard is complete with a pool, waterfall, gas BBQ, and a pavilion, perfect for entertaining. This offering includes 2 separate parcels. A 14,491 sq ft lot with a 2 story 5 bedroom, 5.5 bath home (TMK 1-3-9-3-8) and an adjacent 13,500 sq ft vacant lot (TMK 1-3-9-3-11). To be sold "As Is".

5 Beds ⋅ 6 Baths ⋅ 202615821 MLS ⋅ FS - Fee Simple Tenure ⋅ 62 DOM

Exceptional Portlock Estate. This oasis is along one of Oahu's most prestigious beaches. Iconic Diamond Head & Sunset Views. Rare Adjacent Vacant Lot. The property features a gated entry, leading to a fabulous private retreat. Inside, you'll find a spacious, flowing floor plan that extends to a beautifully tropical landscaped yard. The home includes a spacious primary bath and a large covered entry. The expansive yard is complete with a pool, waterfall, gas BBQ, and a pavilion, perfect for entertaining. This offering includes 2 separate parcels. A 14,491 sq ft lot with a 2 story 5 bedroom, 5.5 bath home (TMK 1-3-9-3-8) and an adjacent 13,500 sq ft vacant lot (TMK 1-3-9-3-11). To be sold "As Is".

Honolulu

$3,000,000

Tucked within a canopy of mature fruit trees and lush tropical landscaping, this vintage island style estate carries the warmth and authenticity that define classic Hawaii living while set in one of East Honolulu's most coveted addresses. Located on a private, expansive lot in the highly sought-after Portlock neighborhood, the main residence offers 3 bedrooms, 3 bathrooms, and the kind of character that simply cannot be built new — with ocean access just steps away across the street. Privately situated toward the rear of the property, a legal custom-built cottage adds remarkable versatility. Featuring approximately 768 sq. ft. of living space and an impressive lofted living area perfect for extended family, guests, or a private retreat of your own. Properties like this where privacy, tropical beauty, and proximity to the Pacific converge rarely come to market in East Honolulu. A true legacy property.

3 Beds ⋅ 4 Baths ⋅ 202607683 MLS ⋅ FS - Fee Simple Tenure ⋅ 172 DOM

Tucked within a canopy of mature fruit trees and lush tropical landscaping, this vintage island style estate carries the warmth and authenticity that define classic Hawaii living while set in one of East Honolulu's most coveted addresses. Located on a private, expansive lot in the highly sought-after Portlock neighborhood, the main residence offers 3 bedrooms, 3 bathrooms, and the kind of character that simply cannot be built new — with ocean access just steps away across the street. Privately situated toward the rear of the property, a legal custom-built cottage adds remarkable versatility. Featuring approximately 768 sq. ft. of living space and an impressive lofted living area perfect for extended family, guests, or a private retreat of your own. Properties like this where privacy, tropical beauty, and proximity to the Pacific converge rarely come to market in East Honolulu. A true legacy property.

380 Portlock Road, Honolulu

$7,950,000

Welcome to an oceanfront jewel on Portlock Road. This meticulously maintained, single-level residence presents four bedrooms and four bathrooms across more than 3,800 square feet of thoughtfully designed living space, where comfort and elegance blend seamlessly with the beauty of the Pacific. From the moment you open the front door, your gaze is drawn straight through the home to sweeping ocean views, with Diamond Head framed perfectly against radiant sunset skies beyond. The privately positioned primary suite serves as a tranquil retreat, capturing expansive ocean vistas and gentle trade winds. Designed for effortless entertaining, the well-appointed kitchen features marble countertops, two stoves, and two refrigerators-ideal for gatherings both intimate and grand. The spacious great room flows seamlessly to a covered lanai, extending to the pool and exquisitely landscaped grounds. Private, quiet, and serene, this exceptional residence is a true oasis-an inviting sanctuary to relax and savor refined oceanfront living.

4 Beds ⋅ 4 Baths ⋅ 202604645 MLS ⋅ FS - Fee Simple Tenure ⋅ 187 DOM

Welcome to an oceanfront jewel on Portlock Road. This meticulously maintained, single-level residence presents four bedrooms and four bathrooms across more than 3,800 square feet of thoughtfully designed living space, where comfort and elegance blend seamlessly with the beauty of the Pacific. From the moment you open the front door, your gaze is drawn straight through the home to sweeping ocean views, with Diamond Head framed perfectly against radiant sunset skies beyond. The privately positioned primary suite serves as a tranquil retreat, capturing expansive ocean vistas and gentle trade winds. Designed for effortless entertaining, the well-appointed kitchen features marble countertops, two stoves, and two refrigerators-ideal for gatherings both intimate and grand. The spacious great room flows seamlessly to a covered lanai, extending to the pool and exquisitely landscaped grounds. Private, quiet, and serene, this exceptional residence is a true oasis-an inviting sanctuary to relax and savor refined oceanfront living.

365 Portlock Road, Honolulu

$14,250,000

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 !!

6 Beds ⋅ 8 Baths ⋅ 202604666 MLS ⋅ FS - Fee Simple Tenure ⋅ 234 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

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.

3 Beds ⋅ 4 Baths ⋅ 202528103 MLS ⋅ FS - Fee Simple Tenure ⋅ 285 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

Tucked behind a gate in prestigious Portlock, this extensively remodeled home offers rare privacy and peace, just a two-minute walk from the beach. Thirty-foot sliding glass doors span the full width of the house and open to a large covered lanai and backyard with a 50-foot saltwater pool and spa. Mature palms along the property line keep the yard secluded. Step through the front door into expansive living spaces with soaring ceilings. The layout includes seven bedrooms, with two large primary suites that each have a private lanai and a luxurious marble bath. A spacious first-floor bedroom-studio with a private entrance, sauna, and kitchenette adds flexibility for guests, a home office, or separate living space. It all sits on a 13,000+ sq ft lot with ¼ shared ownership in a beach access walkway. Costco and two large Hawaii Kai shopping centers, with plenty of restaurants and shops, are a four-minute drive away. Close to the beach, close to everything, in one of the island's most established coastal neighborhoods. Owner financing available.

7 Beds ⋅ 6 Baths ⋅ 202528543 MLS ⋅ FS - Fee Simple Tenure ⋅ 289 DOM

Tucked behind a gate in prestigious Portlock, this extensively remodeled home offers rare privacy and peace, just a two-minute walk from the beach. Thirty-foot sliding glass doors span the full width of the house and open to a large covered lanai and backyard with a 50-foot saltwater pool and spa. Mature palms along the property line keep the yard secluded. Step through the front door into expansive living spaces with soaring ceilings. The layout includes seven bedrooms, with two large primary suites that each have a private lanai and a luxurious marble bath. A spacious first-floor bedroom-studio with a private entrance, sauna, and kitchenette adds flexibility for guests, a home office, or separate living space. It all sits on a 13,000+ sq ft lot with ¼ shared ownership in a beach access walkway. Costco and two large Hawaii Kai shopping centers, with plenty of restaurants and shops, are a four-minute drive away. Close to the beach, close to everything, in one of the island's most established coastal neighborhoods. Owner financing available.

235 Portlock Road, Honolulu

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