Haleiwa Homes with Waterfront Frontage

Welcome to Haleiwa, a picturesque gem nestled on the North Shore of Oahu, Hawaii. Known for its breathtaking beaches, vibrant surf culture, and charming small-town atmosphere, Haleiwa offers a unique blend of relaxation and adventure. This historic town, once a bustling sugar plantation hub, has transformed into a beloved destination for locals and visitors alike, with its rich history reflected in the quaint storefronts, art galleries, and delicious eateries lining the streets.

One of the standout features of Haleiwa is its stunning waterfront properties. Imagine waking up to the soothing sounds of the ocean waves and enjoying your morning coffee with panoramic views of the sparkling waters. Homes with waterfront frontage in Haleiwa are not just residences; they are gateways to a lifestyle filled with sun-soaked days and vibrant sunsets. Whether you’re looking for a cozy beach cottage or a luxurious estate, these properties offer direct access to the pristine beaches and the legendary surf breaks that have put Haleiwa on the map.

The community is as welcoming as it is beautiful, with friendly locals and a laid-back vibe that invites you to unwind. Explore the nearby nature reserves, indulge in fresh seafood from local food trucks, or take a leisurely stroll along the historic Haleiwa Bridge. With its perfect blend of natural beauty and community spirit, Haleiwa is more than just a place to live—it's a lifestyle waiting to be embraced. Discover your dream home in this enchanting coastal paradise, where every day feels like a vacation.

Newest Haleiwa Homes with Waterfront Frontage

$3,195,000

5 Beds ⋅ 3 Baths ⋅ 202616719 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 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

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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.