Haleiwa Homes with Fee Simple Land tenure

Welcome to Haleiwa, a charming coastal town nestled on the North Shore of Oahu, Hawaii. Known for its laid-back vibe, stunning beaches, and rich cultural heritage, Haleiwa is a paradise for those seeking a unique blend of island living and community spirit. This vibrant town is famous for its surf culture, with iconic spots like Waimea Bay and Sunset Beach attracting surfers from around the globe.

As you stroll through Haleiwa’s historic district, you'll discover a delightful array of local shops, art galleries, and eateries serving up delicious island cuisine. Don’t miss the opportunity to savor a plate of garlic shrimp or indulge in a refreshing shave ice after a day spent soaking up the sun on the pristine beaches.

Haleiwa is also home to a variety of housing options, including homes with Fee Simple land tenure. This means that homeowners have complete ownership of both the property and the land it sits on, providing a sense of security and investment in this idyllic locale. Whether you’re looking for a cozy beach cottage, a luxurious oceanfront estate, or a charming bungalow, Haleiwa offers diverse real estate opportunities to suit every lifestyle.

With its captivating sunsets, friendly community, and endless outdoor activities, Haleiwa is not just a place to live; it's a lifestyle. Embrace the spirit of Aloha and make Haleiwa your home, where every day feels like a vacation in paradise.

Newest Haleiwa Homes with Fee Simple Land tenure

$3,195,000

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

$1,199,888

3 Beds ⋅ 2 Baths ⋅ 202616525 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM

Step into the timeless charm of this 1956 Haleiwa home, thoughtfully renovated in 2018/2019 while preserving the character and warmth of its vintage 1950s style. This special property offers a rare opportunity to experience the authentic North Shore lifestyle in one of Haleiwa’s most desirable locations. Ideally situated directly across the street from Haleiwa Boat Harbor and Ali‘i Beach Park, the home places you just moments from the ocean and some of the North Shore’s most beloved outdoor attractions. Historic Haleiwa Town is also within an easy 10-minute walk, where you’ll find an inviting mix of local eateries, quaint shops, the North Shore Marketplace, hardware store, supermarket, and a variety of convenient business services. The property itself is fully fenced and beautifully landscaped, featuring lush tropical plantings and a well-maintained lawn. This is the best buy in Haleiwa right now!

66-54 Haleiwa Loop, Haleiwa

$1,749,000

4 Beds ⋅ 2 Baths ⋅ 202615934 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

In the heart of Haleiwa on Oahu’s North Shore,this fully renovated 4-bedroom,2-bath single-family home sits on a spacious 5,200 sq. ft. lot, just moments from the charm and energy of historic Haleiwa and located next to Kaiaka Bay Beach Park. Located across from the surf break at Walls and just down the street from Alii/Haleiwa, the property offers an exceptional North Shore lifestyle with convenient access to beaches, surf, dining, and local amenities. The 1,246 sq. ft. home offers flexible multigenerational living, a 3-bedroom, 1-bath main residence with an attached 1-bedroom, 1-bath guest suite. A new vinyl fence and gated entry create a private, enclosed feel. Extensively updated, the home features luxury vinyl flooring throughout, stainless steel appliances, new electrical, new roof sealant, updated ceiling fans and lighting, and fresh interior and exterior paint. A turnkey opportunity in desirable Haleiwa location, this property combines modern updates, flexible living arrangements, and easy access to the best of the North Shore and a sandy beach across the street. AI RENDERING OF AN OCEAN VIEW SECOND STORY. Buyer to consult their own architect for building possibilities.

66-474 Pikai Street, Haleiwa

$500,000

202612221 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM

Great opportunity to build a farm dwelling and live there, in a legacy master development of over 1,400 pristine North Shore acres. Yes, this AG land allows for a Farm Dwelling (you can live there) and accessory AG structures (greenhouses, warehouses, sheds, equipment storage, processing facilities, and more). This will be a part of the up-and-coming Laukiha’a Farms Community, situated in the heart of historic and cultural Haleiwa Town near the North Shore Marketplace. This is the most strategic stop along the Kamehameha Hwy, close to the beautiful beaches, and easy freeway access to town. Enjoy the convenience of shopping, dining, and all the water activities that North Shore has to offer. Prime location to create your own piece of paradise in a farm-to-table designed development and help feed a growing economy! Please note, this lot has a broken title.

0000 Kamehameha Highway Unit A-2, Haleiwa

$500,000

202612225 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM

0000 Kamehameha Highway Unit A-1, Haleiwa

$1,149,900

3 Beds ⋅ 2 Baths ⋅ 202609579 MLS ⋅ FS - Fee Simple Tenure ⋅ 113 DOM

Location, Location, Location - Wide open green spaces on two sides, in a cul-de-sac in the heart of Haleiwa town! $30k of recent upgrades to this North Shore hidden gem that has a flat grassy yard and is a short distance to some of the best food and shopping in Haleiwa. On this very small quaint street, you'll find the perfect place to relax and spread your wings, with very little traffic and a beautiful neighborhood to entertain guests. This rarely available property is only a couple minutes drive to Haleiwa beach and boat harbor, for world class surfing or just relaxing on the beach. With just a few upgrades, this could be your dream Hawaii home!

66-465 Kilioe Place, Haleiwa

$1,295,000

3 Beds ⋅ 1 Baths ⋅ 202609976 MLS ⋅ FS - Fee Simple Tenure ⋅ 115 DOM

"Location, location, location," across Haleiwa Boat Harbor, surfing spot, swimming, and walking to Historic Haleiwa town to enjoy restaurants and eatery for every palate. Surf, stand up paddle, and water sports shops, shark diving, whale and turtle watching, sunset boat tours offered right off the harbor on the beautiful north shore. This single family dwelling on fully fenced easy to care for yard was converted from a 3/1 to a 2/1 to open up an area with a wonderful breezeway (can be converted back into a bedroom) and glass sliding doors to the tropical landscaped back yard. Enjoy beautiful mountain and ocean views, mountain apple tree, make a pakalana or Ti leaf lei, and have a BBQ picnic on the green lawn. Head to the free standing sauna to unwind, with work out space or lanai steps away. Convenient laundry room off the kitchen sliding doors, and garage. Seller's taste is for today's buyer wanting a contemporary home with all the feels from the organic natural wood beams - will WOW you upon entering the front door. EZ to see, but need to coordinate with listing agent who must be present at all showing appointments. Open House Sunday, 06/07th, 2pm to 5pm!

66-34 Haleiwa Loop, Haleiwa

$1,275,000

202609941 MLS ⋅ FS - Fee Simple Tenure ⋅ 115 DOM

Haleiwa R-5 vacant land: prime location near beach park, harbor and historic town center with easy access to surfing, local boutiques and dining Rare opportunity to own approx. 16,134 sqft generously sized, flat lot with mature trees, offering a level of space and privacy that is becoming increasingly difficult to find on the North Shore. The land features a park-like setting creating a serene environment and being over 16,000 sqft, provides significant space for improvements and expansive landscaping. Bring your architect and your planner - 24 hours notice preferable.

66-130 Niuula Road, Haleiwa

$1,600,000

202608015 MLS ⋅ FS - Fee Simple Tenure ⋅ 143 DOM

MOTIVATED SELLER! Located in the heart of historic Haleiwa along the highly desirable North Shore, is an investment opportunity with a strong upside potential to live in, rent, build your family compound or a multi-unit property. The existing 3-bedroom, 1 bath home includes approximately 1104 sq. ft. of interior, and a studio /half bath of approximately 758 sq. ft. of additional interior space. and has undergone key capital improvements, including a new roof, updated flooring, interior/exterior paint (2024), and split A/C systems (2025). Situated on a level 10,000 sq. ft. lot zoned for two dwellings, the property offers multiple value-add strategies, including expansion, redevelopment, or multi-generational use (buyer to verify). The large backyard provides parking for 10+ vehicles-ideal for tenants or future configurations. Haleiwa's vibrant retail, dining, and tourism-driven economy makes this is a prime opportunity to invest in one of Oahu's most sought-after coastal markets. Photo's and MLS Remarks have been enhanced using Al.

62-106 Emerson Road, Haleiwa

$775,000

202605859 MLS ⋅ FS - Fee Simple Tenure ⋅ 175 DOM

Anahulu Stream front in Haleiwa with 1.678 acres, fruit trees, and a small guest shed all in a peaceful valley. Currently, there is no water or electricity. This is a Kuleana parcel, fee simple with insured good title, which allows 1 farm dwelling up to 5,000 sqft foot print with second story and can have supporting AG sheds and structures. Perfect for family farm or family retreat. Private gated community with one way in and out. Paddleboard or kayak from the river to Haleiwa Harbor and Beach Park for fun in the sun. You can hike for miles into the mountains along the stream. 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 farm or retreat. Enjoy the land while you design your custom farm dwelling or AG structure. Ten-minute bike ride to the center of Haleiwa town. Easy access to Kamehameha Hwy and no North Shore traffic. A magical place in the Anahulu Valley.

0000 Kamehameha Highway Unit Lot 38, Haleiwa

$1,100,000

202521579 MLS ⋅ FS - Fee Simple Tenure ⋅ 332 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

$1,350,000

4 Beds ⋅ 2 Baths ⋅ 202506642 MLS ⋅ FS - Fee Simple Tenure ⋅ 550 DOM

SELLER MOTIVATED!!!! THE GREAT OPPORTUNITY TO OWN IN WORLD-FAMOUS HALEIWA TOWN—Right across Kamehameha Highway, NORTH SHORE MARKET PLACE, restaurants, shops & etc. Large lot, approximately 8,386 sqft., with additional room for expansion. It can have TWO POINTS of ENTRY. Proximity to popular Matsumoto Shaved Ice and Alii's Beach Park, North Shore beaches, Waihiawa town, Schofield Barracks, etc. Note: Square footage may not match the information in the tax records. (Must see) Sold in As-Is Condition. EZ to show.

66-490 Kilioe Place, 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.