Haleiwa Homes with Oceanfront Frontage

Welcome to Haleiwa, a hidden gem on the North Shore of Oahu, Hawaii, where the spirit of Aloha meets the breathtaking beauty of the Pacific Ocean. Known for its rich history, vibrant surf culture, and charming small-town vibe, Haleiwa offers a unique blend of laid-back island living and modern conveniences. As you stroll through its picturesque streets, you’ll find an array of local shops, delightful eateries serving up fresh poke and shave ice, and art galleries that showcase the work of talented local artists.

One of the most alluring features of Haleiwa is its stunning oceanfront properties. Imagine waking up to the sound of gentle waves lapping against the shore, with panoramic views of the ocean right from your doorstep. Homes with oceanfront frontage in Haleiwa provide not just a place to live, but a lifestyle steeped in tranquility and natural beauty. Whether you’re looking for a cozy beach cottage or a luxurious estate, the options are as diverse as the island itself.

Living in an oceanfront home means endless opportunities for outdoor adventures. Spend your days surfing the world-renowned waves, snorkeling in crystal-clear waters, or simply lounging on the beach with a good book. With the sun setting over the horizon, every evening becomes a picturesque moment to cherish.

In Haleiwa, you’re not just buying a home; you’re investing in a lifestyle filled with adventure, relaxation, and the warmth of community. Discover the magic of oceanfront living in Haleiwa, where every day feels like a vacation in paradise.

Newest Haleiwa Homes with Oceanfront 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

$3,750,000

4 Beds ⋅ 2 Baths ⋅ 202616266 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 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

$745,000

1 Beds ⋅ 2 Baths ⋅ 202613528 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 DOM ⋅ Haleiwa Surf BLDG.

Discover the ultimate North Shore lifestyle in this beachfront 1-bedrom, 2-bathroom condo in Hale'iwa. Watch the sunset from your lanai with the scent of frangipani on the breeze and wake up to the sounds of waves crashing at the local surf breaks. The primary suite offers a tranquil retreat with ensuite bathroom. Entertain your friends in the spacious living area with breezy louvered windows, bar-top opening into the cozy kitchen and second full bathroom off the hallway. Located a short walk from world-class surf, restaurants, galleries, harbor, and more, this turnkey property is your dream Hawai'i home. With turtles resting on the sandy beach, spinner dolphins frolicking offshore and humpback whales migrating past in the winter, you can’t beat the neighbors. Don’t miss your chance to own a piece of paradise! This property was not impacted by the historic Kona Low floods in March.

66-303 Haleiwa Road Unit A306, Haleiwa

$150,000

202607692 MLS ⋅ FS - Fee Simple Tenure ⋅ 135 DOM

Opportunity to own ocean front land at Sunset beach, one of Oahu North Shore's most famous locations! A perfect place to camp, picnic, storage, or even for environmental protection. Enjoy having a private spot watching breathtaking sunsets, or surfing off the many breaks at your feet such as Rocky Point and Gas Chambers. With Oahu's City & County shoreline setbacks a dwelling/house cannot be built. Land use is limited. Buyer to do due diligence. Property is sold as-is, seller makes no warranty or claims. Short sale approval needed. Bring all offers!

59-147 Ke Nui Road Unit A, Haleiwa

$6,350,000

5 Beds ⋅ 4 Baths ⋅ 202604789 MLS ⋅ FS - Fee Simple Tenure ⋅ 193 DOM

Experience the ultimate beachfront lifestyle at the world-renowned Banzai Pipeline, where surf history and stunning natural beauty collide. This architect-designed home captures the essence of seamless indoor–outdoor living, with airy, open-concept interiors flowing effortlessly onto expansive lanais. Upstairs, three serene bedrooms and two baths provide a front-row seat to Pipeline’s barreling surf, white-sand beach, and glowing sunsets. The versatile lower level offers two additional bedrooms, two baths, a full kitchen, and spacious living and dining areas perfect for hosting loved ones or accommodating multi-generational living. With over 50 feet of private beachfront, a lush, manicured yard, and a covered lanai, this property is an entertainer’s paradise, made even more convenient with a motorized gate and parking for up to eight vehicles. Nestled in the heart of the North Shore’s most coveted neighborhood, this home isn’t just a residence—it’s a rare retreat where every day begins with the soothing sound of the surf and ends with unforgettable sunsets. Opportunities like this are scarce—claim your place on one of Hawaii’s most iconic stretches of coastline.

59-355 Ke Nui Road, Haleiwa

$5,000,000

5 Beds ⋅ 4 Baths ⋅ 202521091 MLS ⋅ FS - Fee Simple Tenure ⋅ 345 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 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

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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.