Haleiwa Homes with Canal Frontage

Welcome to Haleiwa, a charming gem nestled on the North Shore of Oahu, Hawaii. This picturesque town is renowned for its rich history, vibrant surf culture, and breathtaking natural beauty. With a population of just over 2,000 residents, Haleiwa boasts a tight-knit community atmosphere that welcomes both locals and visitors alike.

As you stroll through the streets of Haleiwa, you'll be captivated by its eclectic mix of art galleries, surf shops, and delicious eateries serving up the freshest poke and shave ice. The town is a haven for outdoor enthusiasts, offering an array of activities such as surfing, paddleboarding, and hiking in the nearby lush landscapes. The stunning sunsets over the Pacific Ocean provide the perfect backdrop for evening strolls or a quiet moment of reflection.

One of the most alluring features of Haleiwa is its homes with canal frontage. Imagine waking up to the gentle sounds of water lapping against your property, with the serene views of the canal right outside your door. These homes offer a unique blend of tranquility and adventure, where you can enjoy kayaking or fishing right from your backyard. The canal systems in Haleiwa are not only beautiful but also provide a connection to the vibrant ecosystem, attracting a variety of wildlife and enhancing the natural charm of the area.

Whether you’re looking for a peaceful retreat or an active lifestyle, Haleiwa's canal-front properties offer the perfect opportunity to embrace the idyllic Hawaiian lifestyle. Discover your dream home in this enchanting coastal town, where every day feels like a vacation.

Newest Haleiwa Homes with Canal Frontage

$1,200,000

5 Beds ⋅ 2 Baths ⋅ 202612612 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM

Fantastic opportunity for redevelopment of very desirable Haleiwa property that's been in the family for decades. Two original homes (top house built in 1958 is a raised 3BR/1BA; bottom house in back built in 1938 is a single story 2BR/1BA) sit on a huge 10,575 square foot lot that is zoned R-5! Create a multi-gen, multi-family compound in the country on this downward, but gently sloped terrain. Mature tropical plants include plumeria, hibiscus, crown flower, and more! Excellent proximity to Haleiwa Town restaurants, food trucks, shops, and services. Short drive to Paalaa Kai Market and Bakery and the Old Waialua Sugar Mill and Town offerings. Enjoy gardening, hiking, all manner of water sports, and sea life while savoring gorgeous sunsets along beautiful Haleiwa Beach Park and Kaiaka Bay. This could be a peaceful retreat or home base with easy access to world class surfing competitions and festivals. Call your Realtor today and make your North Shore dreams come true! Please do not enter property without appointment. Sold strictly AS IS. Buyers to do their own due diligence.

66-413 Paalaa Road, Haleiwa

$1,100,000

202521579 MLS ⋅ FS - Fee Simple Tenure ⋅ 309 DOM

1.6 acres of Anahulu Stream Front land which allows 1 farm home up to 5,000 sqft on the 1st floor and can do a second floor. Can also build supporting barns and AG structures. Can build up to a maximum of 1,000 sqft AG structures without a permit for fast use. Perfect for grazing or farming. Direct stream front for prawn fishing and fun. Paddleboard or kayak from the river located near the property to Haleiwa Harbor and Beach Park for fun in the sun. Additional lots are available if you need more space. Visitors say this is one of the most beautiful pieces of land they have seen in rural Oahu and is the best-kept secret on the North Shore. Perfect for a family compound, farm, or yoga retreat. Build a yurt or 1,000 sqft footprint AG structure with a second floor today and enjoy the land while you design and build your custom farm dwelling. A ten-minute bike ride to the center of Haleiwa town. Easy access to Kam Hwy and no north shore traffic. A magical place in the Anahulu Valley. Price includes future electrical and freshwater access if and when approved and completed (special terms apply).

0000 Kamehameha Highway Unit Lot 35, 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.