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$3,195,000
5 Beds ⋅ 3 Baths ⋅ 202616719 MLS
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 Listing Agent: David J Sterman (david@sterman.com) from Listing Office: Sterman Realty.
$3,400,000
6 Beds ⋅ 5 Baths ⋅ 202615661 MLS
Rarely does a property at this price point offer such a rare combination of oceanfront living, privacy, flexibility, two dwellings and the coveted North Shore lifestyle. Set along a quiet lane with an exclusive feel, this move in ready duplex is a side by side, two-home CPR and offers exceptional multi-generational living or rental potential. Just minutes from hiking trails, the Pupukea bike path, Waimea Bay, Pipeline, and Hale'iwa Town, it places O'ahu's iconic North Shore destinations at your doorstep. A private electric gate, separate pedestrian entrance, a privacy hedge, ample parking, and serene yard create a peaceful retreat for both properties. Direct ocean access invites swimming, snorkeling, kayaking, surfing, or relaxing on the lanai while enjoying panoramic Pacific views. Both residences capture breathtaking ocean vistas from nearly every room. One residence offers 3 bedrooms and 1.5 baths with an open-concept layout, while the other features 3 bedrooms and 2.5 baths, providing flexible living for extended family, guests, or rental opportunities in an unforgettable oceanfront setting.

59-621 Ke Iki Road Unit 1&2, Haleiwa

Listing courtesy of Listing Agent: Patricia Moore (mooreohana@gmail.com) from Listing Office: Moore Real Estate LLC.
$1,999,000
202613606 MLS
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 Listing Agent: Ronnie M Antolin (rantolin@hotmail.com) from Listing Office: KLU Real Estate Inc..
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 202613603 MLS
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 Listing Agent: Ronnie M Antolin (rantolin@hotmail.com) from Listing Office: KLU Real Estate Inc..
$14,000,000
202521661 MLS
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 Listing Agent: Richard D Sterman (richard@sterman.com) from Listing Office: Sterman Realty.
$5,000,000
5 Beds ⋅ 4 Baths ⋅ 202521091 MLS
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 Ka?ena 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 Listing Agent: Ralph S Gray (bgwvrdr@aol.com) from Listing Office: eXp 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.