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Offered for the first time since it was built in 1960, this beachfront legal duplex sits on one of Oahu’s finest sandy beaches, with the sand and surf right in your backyard. Tucked along a quiet dead-end road in the heart of Haleiwa, you’re close to town, dining and legendary North Shore surf breaks. The upstairs unit offers 3 bedrooms, 1.5 baths, a full kitchen and a glass-enclosed lanai framing sweeping ocean and coastline views. The downstairs unit features 2 bedrooms, 1 bath, a full kitchen and an open layout with ocean views of its own. Each unit has its own electric meter, offering the flexibility to live in one and rent the other, accommodate family and guests, or hold as an investment. A legal seawall confirmed with DPP adds rare peace of mind on the oceanfront. Set on a generous 7,000 sq. ft. lot, the property is ready for a buyer with vision and the budget to renovate and reimagine it into a true North Shore beachfront retreat. Opportunities like this rarely come to market. Don’t miss your chance to own a piece of Haleiwa’s coastline and schedule your private showing today.

5 Beds ⋅ 3 Baths ⋅ 202619956 MLS ⋅ FS - Fee Simple Tenure

Offered for the first time since it was built in 1960, this beachfront legal duplex sits on one of Oahu’s finest sandy beaches, with the sand and surf right in your backyard. Tucked along a quiet dead-end road in the heart of Haleiwa, you’re close to town, dining and legendary North Shore surf breaks. The upstairs unit offers 3 bedrooms, 1.5 baths, a full kitchen and a glass-enclosed lanai framing sweeping ocean and coastline views. The downstairs unit features 2 bedrooms, 1 bath, a full kitchen and an open layout with ocean views of its own. Each unit has its own electric meter, offering the flexibility to live in one and rent the other, accommodate family and guests, or hold as an investment. A legal seawall confirmed with DPP adds rare peace of mind on the oceanfront. Set on a generous 7,000 sq. ft. lot, the property is ready for a buyer with vision and the budget to renovate and reimagine it into a true North Shore beachfront retreat. Opportunities like this rarely come to market. Don’t miss your chance to own a piece of Haleiwa’s coastline and schedule your private showing today.

66-481 Pikai Street, Haleiwa

Listing courtesy of Paradise Real Estate Brokers.

$5,000,000

Experience exceptional beachfront living on coveted Papailoa Road along Oahu's world-famous North Shore. This private 5-bedroom, 3.5-bath residence boasts 119 feet of sandy ocean frontage with panoramic views from Kaena Point to Waimea Bay. Lush tropical landscaping, a wraparound lawn, and meandering garden paths create a peaceful island retreat. Step from your lanai onto the beach to swim with sea turtles, enjoy breathtaking sunsets, or dine under the stars. Designed for flexibility, the home features two interconnected living areas, each with its own kitchen, making it ideal for multi-generational living, guests, or rental opportunities. Enjoy direct access to renowned surf breaks including Laniakea and Himalayas, with surfing, snorkeling, kayaking, paddleboarding, kite surfing, and wing foiling just outside your door. A gated electric entry and fenced perimeter provide privacy, while historic Hale?iwa Town's shops, cafés, art galleries, and restaurants are just a scenic one-mile stroll along the shoreline. This rare legacy property offers the perfect blend of tranquility, adventure, and timeless island elegance in one of Oahu's most sought-after beachfront communities.

5 Beds ⋅ 4 Baths ⋅ 202618578 MLS ⋅ FS - Fee Simple Tenure

Experience exceptional beachfront living on coveted Papailoa Road along Oahu's world-famous North Shore. This private 5-bedroom, 3.5-bath residence boasts 119 feet of sandy ocean frontage with panoramic views from Kaena Point to Waimea Bay. Lush tropical landscaping, a wraparound lawn, and meandering garden paths create a peaceful island retreat. Step from your lanai onto the beach to swim with sea turtles, enjoy breathtaking sunsets, or dine under the stars. Designed for flexibility, the home features two interconnected living areas, each with its own kitchen, making it ideal for multi-generational living, guests, or rental opportunities. Enjoy direct access to renowned surf breaks including Laniakea and Himalayas, with surfing, snorkeling, kayaking, paddleboarding, kite surfing, and wing foiling just outside your door. A gated electric entry and fenced perimeter provide privacy, while historic Hale?iwa Town's shops, cafés, art galleries, and restaurants are just a scenic one-mile stroll along the shoreline. This rare legacy property offers the perfect blend of tranquility, adventure, and timeless island elegance in one of Oahu's most sought-after beachfront communities.

61-707 Papailoa Road, Haleiwa

Listing courtesy of eXp Realty.

$1,295,000

MOTIVATED SELLER! Located in the heart of historic Haleiwa along the highly desirable North Shore, is an investment opportunity with a strong upside potential to live in, rent, build your family compound or a multi-unit property. The existing 3-bedroom, 1 bath home includes approximately 1104 sq. ft. of interior, and a studio /half bath of approximately 758 sq. ft. of additional interior space. and has undergone key capital improvements, including a new roof, updated flooring, interior/exterior paint (2024), and split A/C systems (2025). Situated on a level 10,000 sq. ft. lot zoned for two dwellings, the property offers multiple value-add strategies, including expansion, redevelopment, or multi-generational use (buyer to verify). The large backyard provides parking for 10+ vehicles-ideal for tenants or future configurations. Haleiwa's vibrant retail, dining, and tourism-driven economy makes this is a prime opportunity to invest in one of Oahu's most sought-after coastal markets. Photo's and MLS Remarks have been enhanced using Al.

202618573 MLS ⋅ FS - Fee Simple Tenure

MOTIVATED SELLER! Located in the heart of historic Haleiwa along the highly desirable North Shore, is an investment opportunity with a strong upside potential to live in, rent, build your family compound or a multi-unit property. The existing 3-bedroom, 1 bath home includes approximately 1104 sq. ft. of interior, and a studio /half bath of approximately 758 sq. ft. of additional interior space. and has undergone key capital improvements, including a new roof, updated flooring, interior/exterior paint (2024), and split A/C systems (2025). Situated on a level 10,000 sq. ft. lot zoned for two dwellings, the property offers multiple value-add strategies, including expansion, redevelopment, or multi-generational use (buyer to verify). The large backyard provides parking for 10+ vehicles-ideal for tenants or future configurations. Haleiwa's vibrant retail, dining, and tourism-driven economy makes this is a prime opportunity to invest in one of Oahu's most sought-after coastal markets. Photo's and MLS Remarks have been enhanced using Al.

62-106 Emerson Road, Haleiwa

Listing courtesy of Option One Real Estate LLC.

$3,500,000

Located in the heart of Wailua on the North Shore, this expansive 8.412-acre Country-zoned property presents a rare development opportunity. Located near the infamous Paalakai Bakery. The property includes two existing homes—a 2-bedroom, 1-bath residence and a 3-bedroom, 1-bath residence—and offers generous acreage with flexibility for future plans. Convenient access from Wailua Beach Road enhances the usability of the property while allowing owners or investors to enjoy the natural beauty and lifestyle of the North Shore.

202616522 MLS ⋅ FS - Fee Simple Tenure

Located in the heart of Wailua on the North Shore, this expansive 8.412-acre Country-zoned property presents a rare development opportunity. Located near the infamous Paalakai Bakery. The property includes two existing homes—a 2-bedroom, 1-bath residence and a 3-bedroom, 1-bath residence—and offers generous acreage with flexibility for future plans. Convenient access from Wailua Beach Road enhances the usability of the property while allowing owners or investors to enjoy the natural beauty and lifestyle of the North Shore.

66-195 Kaamooloa Road Unit B, Waialua

Listing courtesy of Horita Realty LLC.

$4,500,000

Beautiful and spacious, this approximately one-acre property is set along Oahu’s coveted North Shore, near the iconic Velzyland surf break. This distinctive multi-family property features four separate dwellings and is zoned R-5, offering flexibility to reimagine the existing residences through renovation or explore future redevelopment, subject to applicable zoning, permits, and approvals. With its expansive land area, multiple existing dwellings, and exceptional coastal setting, this property presents a rare opportunity to create a truly remarkable residential compound in one of Oahu’s most iconic North Shore communities.

202618433 MLS ⋅ FS - Fee Simple Tenure

Beautiful and spacious, this approximately one-acre property is set along Oahu’s coveted North Shore, near the iconic Velzyland surf break. This distinctive multi-family property features four separate dwellings and is zoned R-5, offering flexibility to reimagine the existing residences through renovation or explore future redevelopment, subject to applicable zoning, permits, and approvals. With its expansive land area, multiple existing dwellings, and exceptional coastal setting, this property presents a rare opportunity to create a truly remarkable residential compound in one of Oahu’s most iconic North Shore communities.

58-264 Kamehameha Highway, Haleiwa

Listing courtesy of The Agency-Oahu.

$3,195,000

Rare oceanfront legal duplex on Oahu’s legendary North Shore. Set on a spacious 7,786 sq ft beachfront parcel in Haleiwa’s “Fresh Airs” community, this coastal sanctuary captures sweeping ocean, mountain, and sunset views, with world-class surf just beyond the lawn. Fully updated with permitted improvements throughout, the property features two legal residences with separate addresses—ideal for multi-generational living or a luxury rental/investment opportunity. The main home (66-471 Pikai) offers 3 bedrooms, 2 full baths, open-concept living, and expansive dual oceanfront lanais for effortless indoor/outdoor island living. The attached second home (66-469 Pikai) features 2 bedrooms, 1 bath, complete privacy, and its own entrance. Upgrades include a new pitched roof, dual-meter electrical enclosure with new subpanels, EV charger, refreshed plumbing, rebuilt oceanfront lanai decking, premium Pella 250 Series impact-rated windows and sliders, designer appliances, and fresh coastal paint. A turnkey beachfront trophy offering rare dual-residence versatility and pure North Shore magic.

5 Beds ⋅ 3 Baths ⋅ 202616719 MLS ⋅ FS - Fee Simple Tenure

Rare oceanfront legal duplex on Oahu’s legendary North Shore. Set on a spacious 7,786 sq ft beachfront parcel in Haleiwa’s “Fresh Airs” community, this coastal sanctuary captures sweeping ocean, mountain, and sunset views, with world-class surf just beyond the lawn. Fully updated with permitted improvements throughout, the property features two legal residences with separate addresses—ideal for multi-generational living or a luxury rental/investment opportunity. The main home (66-471 Pikai) offers 3 bedrooms, 2 full baths, open-concept living, and expansive dual oceanfront lanais for effortless indoor/outdoor island living. The attached second home (66-469 Pikai) features 2 bedrooms, 1 bath, complete privacy, and its own entrance. Upgrades include a new pitched roof, dual-meter electrical enclosure with new subpanels, EV charger, refreshed plumbing, rebuilt oceanfront lanai decking, premium Pella 250 Series impact-rated windows and sliders, designer appliances, and fresh coastal paint. A turnkey beachfront trophy offering rare dual-residence versatility and pure North Shore magic.

66-471 Pikai Street, Haleiwa

Listing courtesy of Sterman Realty.

$1,999,000

A rare opportunity to own an original, one-family-owned corner lot encompassing approximately 12,952 square feet directly across from the pristine shores of Ke Iki Beach. The existing residence is currently configured as a duplex with two separate electric meters, offering exceptional flexibility for a variety of living or investment scenarios. The floor plan can easily be reimagined by removing the dividing wall to create one expansive residence featuring two kitchens, ideal for multigenerational living or extended guest accommodations. The bonus studio room has endless possibilities. Bedrooms and Baths and square footage does not reflect in Tax Records. Whether you envision restoring and modernizing the existing home, occupying one side while renovating the other, or creating an entirely new custom estate or private compound, this exceptional property offers limitless potential. With its generous lot size, premier corner location, and coveted proximity to one of Oahu's most beautiful beaches, this is a truly rare offering in an unparalleled setting.

202613606 MLS ⋅ FS - Fee Simple Tenure

A rare opportunity to own an original, one-family-owned corner lot encompassing approximately 12,952 square feet directly across from the pristine shores of Ke Iki Beach. The existing residence is currently configured as a duplex with two separate electric meters, offering exceptional flexibility for a variety of living or investment scenarios. The floor plan can easily be reimagined by removing the dividing wall to create one expansive residence featuring two kitchens, ideal for multigenerational living or extended guest accommodations. The bonus studio room has endless possibilities. Bedrooms and Baths and square footage does not reflect in Tax Records. Whether you envision restoring and modernizing the existing home, occupying one side while renovating the other, or creating an entirely new custom estate or private compound, this exceptional property offers limitless potential. With its generous lot size, premier corner location, and coveted proximity to one of Oahu's most beautiful beaches, this is a truly rare offering in an unparalleled setting.

59-055 Kahae Road, Haleiwa

Listing courtesy of KLU Real Estate Inc..

$1,999,000

A rare opportunity to own an original, one-family-owned corner lot encompassing approximately 12,952 square feet directly across from the pristine shores of Ke Iki Beach. The existing residence is currently configured as a duplex with two separate electric meters, offering exceptional flexibility for a variety of living or investment scenarios. The floor plan can easily be reimagined by removing the dividing wall to create one expansive residence featuring two kitchens, ideal for multigenerational living or extended guest accommodations. The bonus studio room has endless possibilities. Bedrooms and Baths and square footage does not reflect in Tax Records. Whether you envision restoring and modernizing the existing home, occupying one side while renovating the other, or creating an entirely new custom estate or private compound, this exceptional property offers limitless potential. With its generous lot size, premier corner location, and coveted proximity to one of Oahu's most beautiful beaches, this is a truly rare offering in an unparalleled setting.

3 Beds ⋅ 3 Baths ⋅ 202613603 MLS ⋅ FS - Fee Simple Tenure

A rare opportunity to own an original, one-family-owned corner lot encompassing approximately 12,952 square feet directly across from the pristine shores of Ke Iki Beach. The existing residence is currently configured as a duplex with two separate electric meters, offering exceptional flexibility for a variety of living or investment scenarios. The floor plan can easily be reimagined by removing the dividing wall to create one expansive residence featuring two kitchens, ideal for multigenerational living or extended guest accommodations. The bonus studio room has endless possibilities. Bedrooms and Baths and square footage does not reflect in Tax Records. Whether you envision restoring and modernizing the existing home, occupying one side while renovating the other, or creating an entirely new custom estate or private compound, this exceptional property offers limitless potential. With its generous lot size, premier corner location, and coveted proximity to one of Oahu's most beautiful beaches, this is a truly rare offering in an unparalleled setting.

59-055 Kahae Road, Haleiwa

Listing courtesy of KLU Real Estate Inc..

$974,000

LIVE IN THE HEART OF LA'IE. Wake up to Ko'olauloa mountain views in this bright 3 bed, 2 bath home built in 2021. You're less than a half mile from the beach parks, La'ie Point, BYU Hawaii, the Polynesian Cultural Center, and the shopping center with; Seven Brothers, Subway, Taco Bell, Ice Cream, Bank of Hawaii, FoodLand, Jeans Warehouse and more. Inside, an oversized island anchors a true chef's kitchen with a farmhouse sink, wine fridge, pull out drawers, and brand new appliances, all open to a spacious living and dining room made for hosting. The primary suite is its own retreat with a tiled bath, deep soaking tub, and large walk in shower. A separate laundry room and two parking spaces keep everyday life simple, with outdoor space to garden, barbecue, and gather that can be fenced. The fee simple home is located on the second floor, and USDA eligible- so ask about $0 down financing. Sold as its own CPR unit, it gives you the feel of a private home without the work of maintaining an entire lot. A rare chance to put down roots in one of O'ahu's tightest, most close knit communities, whether it's your first home or a strong mid/long term rental near campus.

3 Beds ⋅ 2 Baths ⋅ 202613249 MLS ⋅ FS - Fee Simple Tenure

LIVE IN THE HEART OF LA'IE. Wake up to Ko'olauloa mountain views in this bright 3 bed, 2 bath home built in 2021. You're less than a half mile from the beach parks, La'ie Point, BYU Hawaii, the Polynesian Cultural Center, and the shopping center with; Seven Brothers, Subway, Taco Bell, Ice Cream, Bank of Hawaii, FoodLand, Jeans Warehouse and more. Inside, an oversized island anchors a true chef's kitchen with a farmhouse sink, wine fridge, pull out drawers, and brand new appliances, all open to a spacious living and dining room made for hosting. The primary suite is its own retreat with a tiled bath, deep soaking tub, and large walk in shower. A separate laundry room and two parking spaces keep everyday life simple, with outdoor space to garden, barbecue, and gather that can be fenced. The fee simple home is located on the second floor, and USDA eligible- so ask about $0 down financing. Sold as its own CPR unit, it gives you the feel of a private home without the work of maintaining an entire lot. A rare chance to put down roots in one of O'ahu's tightest, most close knit communities, whether it's your first home or a strong mid/long term rental near campus.

55-431 Iosepa Street Unit D, Laie

Listing courtesy of eXp Realty.

$28,800,000

Beachfront 170-acre farm on Oahu North Shore! A rare opportunity to own over 1/3 mile of stunning oceanfront and beachfront land in one of Hawaii’s most breathtaking coastal settings.Located next to The Ritz-Carlton O‘ahu, Turtle Bay, which is expanding with new hotel and home developments, this property represents one of the largest remaining oceanfront tracts available in Hawaii. Bordered by two championship golf courses to the west and a protected bird sanctuary to the east, the property offers exceptional privacy, seclusion, and pristine natural surroundings. More than two miles of sandy beach extend along the eastern shoreline beside the sanctuary. Zoned AG-2, the property offers endless possibilities to create a private beachfront equestrian center, farm, or aquaculture operation utilizing the rare saltwater wells. Sale includes 11 parcels, three homes, and several additional structures, with convenient access from Kamehameha Highway. This extraordinary oceanfront property offers unmatched potential as a family legacy, ocean research laboratory, university facility, agricultural community, or one-of-a-kind private retreat. Please click the drone video tour for a great view.

202606585 MLS ⋅ FS - Fee Simple Tenure

Beachfront 170-acre farm on Oahu North Shore! A rare opportunity to own over 1/3 mile of stunning oceanfront and beachfront land in one of Hawaii’s most breathtaking coastal settings.Located next to The Ritz-Carlton O‘ahu, Turtle Bay, which is expanding with new hotel and home developments, this property represents one of the largest remaining oceanfront tracts available in Hawaii. Bordered by two championship golf courses to the west and a protected bird sanctuary to the east, the property offers exceptional privacy, seclusion, and pristine natural surroundings. More than two miles of sandy beach extend along the eastern shoreline beside the sanctuary. Zoned AG-2, the property offers endless possibilities to create a private beachfront equestrian center, farm, or aquaculture operation utilizing the rare saltwater wells. Sale includes 11 parcels, three homes, and several additional structures, with convenient access from Kamehameha Highway. This extraordinary oceanfront property offers unmatched potential as a family legacy, ocean research laboratory, university facility, agricultural community, or one-of-a-kind private retreat. Please click the drone video tour for a great view.

56-1081 Kamehameha Highway, Kahuku

Listing courtesy of eXp Realty.

$14,000,000

TMK 1-5-8-004-066 is included with this sale. Two Parcels, prime for Development into Numerous Residential Parcels via CPR (Subject to approvals). Incredible Opportunity... Residential Large Double Parcel.

202521661 MLS ⋅ FS - Fee Simple Tenure

TMK 1-5-8-004-066 is included with this sale. Two Parcels, prime for Development into Numerous Residential Parcels via CPR (Subject to approvals). Incredible Opportunity... Residential Large Double Parcel.

58-256 Kamehameha Highway, Haleiwa

Listing courtesy of Sterman Realty.

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