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66-481 Pikai Street, Haleiwa

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 ⋅ 3 DOM

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

59-475 Ke Waena Road, Haleiwa

I consider the North Shore as Oahu’s “Hamptons”! Escape and relax, It’s only 35 miles away from Town. Surf out front, Walk the endless beach, Paddleboard, or ride you Cruiser on the bike path, which runs from Three Tables to Sunset Beach. This stretch of coastline is World Known as the “Seven Mile Miracle”. The Sunsets are Absolutely Amazing from the Hot Tub, beach or Lanai. Cleanse your Body and Mind. The North Shore will Change your Life! This home is a short drive to the Ritz Carlton @ Turtle Bay where you can Enjoy Fine Dining and World Class Golf as well. Haleiwa is also a short drive away. The main house has Three Bedrooms and two baths and also has a Recreation Room above the garage, which I consider to be one of the Key Selling Features, with a Murphy Bed, bathroom and Kitchen. The enclosed, two car garage is also helpful for secured surfboard storage.

4 Beds ⋅ 3 Baths ⋅ 202619954 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

I consider the North Shore as Oahu’s “Hamptons”! Escape and relax, It’s only 35 miles away from Town. Surf out front, Walk the endless beach, Paddleboard, or ride you Cruiser on the bike path, which runs from Three Tables to Sunset Beach. This stretch of coastline is World Known as the “Seven Mile Miracle”. The Sunsets are Absolutely Amazing from the Hot Tub, beach or Lanai. Cleanse your Body and Mind. The North Shore will Change your Life! This home is a short drive to the Ritz Carlton @ Turtle Bay where you can Enjoy Fine Dining and World Class Golf as well. Haleiwa is also a short drive away. The main house has Three Bedrooms and two baths and also has a Recreation Room above the garage, which I consider to be one of the Key Selling Features, with a Murphy Bed, bathroom and Kitchen. The enclosed, two car garage is also helpful for secured surfboard storage.

59-475 Ke Waena Road, Haleiwa

61-707 Papailoa Road, Haleiwa

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 ⋅ 27 DOM

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

66-471 Pikai Street, Haleiwa

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 ⋅ 50 DOM

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

59-75 Hoalua Street, Haleiwa

Set directly on the sand at world-famous Sunset Beach, this gated oceanfront property offers a rare front-row seat to one of the most iconic surf zones on the planet. Known as one of the world’s most consistent, high-quality waves and a jewel of the Triple Crown of Surfing, Sunset Beach delivers an unmatched North Shore lifestyle. With only 13 oceanfront lots along the Sunset Beach strip, opportunities like this are exceptionally limited. This home is positioned front and center for the surf action, with a half dozen additional surf spots nearby and the North Shore bike path just outside the gate. Set back with privacy and separation from Kamehameha Hwy, the 4-bed, 2-bath home blends classic North Shore character with thoughtful updates, including interior/exterior paint and a new Gaco-coated roof. Enjoy ocean views, sunsets, an outdoor shower, and the daily rhythm of waves from your own backyard.

4 Beds ⋅ 2 Baths ⋅ 202616266 MLS ⋅ FS - Fee Simple Tenure ⋅ 64 DOM

Set directly on the sand at world-famous Sunset Beach, this gated oceanfront property offers a rare front-row seat to one of the most iconic surf zones on the planet. Known as one of the world’s most consistent, high-quality waves and a jewel of the Triple Crown of Surfing, Sunset Beach delivers an unmatched North Shore lifestyle. With only 13 oceanfront lots along the Sunset Beach strip, opportunities like this are exceptionally limited. This home is positioned front and center for the surf action, with a half dozen additional surf spots nearby and the North Shore bike path just outside the gate. Set back with privacy and separation from Kamehameha Hwy, the 4-bed, 2-bath home blends classic North Shore character with thoughtful updates, including interior/exterior paint and a new Gaco-coated roof. Enjoy ocean views, sunsets, an outdoor shower, and the daily rhythm of waves from your own backyard.

59-75 Hoalua Street, Haleiwa

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.

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