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66-481 Pikai Street, Haleiwa
$2,300,000
5 Beds ⋅ 3 Baths ⋅ 202619956 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 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
$4,600,000
4 Beds ⋅ 3 Baths ⋅ 202619954 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 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
66-471 Pikai Street, Haleiwa
$3,195,000
5 Beds ⋅ 3 Baths ⋅ 202616719 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 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
59-055 Kahae Road, Haleiwa
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 202613603 MLS ⋅ FS - Fee Simple Tenure ⋅ 96 DOM
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
61-104 Iliohu Way, Haleiwa
$5,995,000
4 Beds ⋅ 3 Baths ⋅ 202606359 MLS ⋅ FS - Fee Simple Tenure ⋅ 196 DOM
An exceptionally rare offering on Oahu’s North Shore, this legal NUC-permitted vacation rental is one of the last few fully permitted vacation rentals in the entire zip code. With annual income exceeding $500,000, it represents a compelling blend of established performance, long-term rarity, and an elegantly configured coastal property designed to support multiple private guest experiences. In a market defined by strict limitations and enduring demand, this is a true legacy-caliber STR asset.

61-104 Iliohu Way, 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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