Haleiwa Real Estate

Welcome to Haleiwa, a charming coastal town located on the North Shore of Oahu, Hawaii. Known for its laid-back atmosphere and rich cultural heritage, Haleiwa is a paradise for those seeking a blend of surf, sun, and local flavor. This vibrant community is a haven for outdoor enthusiasts, with stunning beaches, lush landscapes, and world-famous surf breaks that attract both locals and visitors alike.

As you stroll through the streets of Haleiwa, you’ll be captivated by its unique blend of historic charm and modern convenience. The town is home to a variety of boutique shops, art galleries, and delightful eateries, including the iconic Matsumoto Shave Ice, where you can savor a refreshing treat after a day in the sun. The local farmers’ market showcases the best of Hawaii’s fresh produce, offering a delightful experience for food lovers.

Haleiwa is also steeped in history, with its roots as a bustling sugar plantation town. Today, you can explore its historic sites, including the picturesque Haleiwa Harbor and the famous Rainbow Bridge, which adds to the town’s enchanting character.

For those who appreciate a slower pace of life, Haleiwa offers a welcoming sense of community. Residents enjoy a variety of recreational activities, from kayaking and paddleboarding to hiking in the nearby lush mountains. With its stunning sunsets and vibrant local culture, Haleiwa is not just a place to live; it’s a lifestyle. Come and experience the magic of Haleiwa, where every day feels like a vacation!

Newest Listings in Haleiwa

$1,149,900

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

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

Listing courtesy of eXp Realty.

$1,469,000

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

"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

Listing courtesy of MOKULANI Properties, inc.

$765,000

2 Beds ⋅ 1 Baths ⋅ 202524404 MLS ⋅ FS - Fee Simple Tenure

Located in the heart of historic Haleiwa Town on the North Shore of Oahu. Cash only sale. This is the best value property for a single-family home West of Waimea Bay, Oahu, Hawaii. Three bedrooms/ one bathroom, 600 sq ft living area, 8,712 sq ft lot. Listing to be sold in conjunction with MLS #202524396 listed at $250,000.00 that is 48,352 sq ft. Seller open to fair and justifiable seller financing options.

66-815 Kamehameha Highway, Haleiwa

Listing courtesy of Engel & Volkers Honolulu.

$1,350,000

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

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. Newly painted lanai, floor, & etc., 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

Listing courtesy of Alii Hawaii Realty Inc.

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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.