Haleiwa Homes under $2.5 million

Welcome to Haleiwa, a charming coastal town nestled on the North Shore of Oahu, Hawaii. Known for its laid-back vibe and stunning natural beauty, Haleiwa is a paradise for those seeking a blend of vibrant culture and outdoor adventure. With its rich history as a former sugar plantation town, Haleiwa has transformed into a beloved destination for both locals and visitors, offering a unique mix of art galleries, surf shops, and delightful eateries.

The neighborhood is renowned for its breathtaking beaches, including the famous Waimea Bay and Sunset Beach, which attract surfers and sunbathers alike. Stroll along the picturesque streets lined with historic buildings, or indulge in local delicacies from food trucks serving up mouthwatering shrimp plates and shave ice. The community is steeped in Hawaiian culture, making it a perfect place to experience traditional festivals and events throughout the year.

For those looking to make Haleiwa their home, there are fantastic opportunities with homes priced under $2.5 million. Whether you’re searching for a cozy beach cottage, a modern family home, or a luxurious estate with ocean views, Haleiwa offers a diverse range of properties that cater to various lifestyles. With its welcoming community and stunning surroundings, living in Haleiwa means embracing a life filled with sunshine, surf, and the spirit of Aloha.

Discover your dream home in Haleiwa, where the beauty of island living awaits!

Newest Haleiwa Homes under $2.5 million

$1,295,000

202618573 MLS ⋅ FS - Fee Simple Tenure

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

Listing courtesy of Option One Real Estate LLC.

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 202618531 MLS ⋅ FS - Fee Simple Tenure

MOTIVATED SELLER! Welcome to relaxed island living in historic Haleiwa on the beautiful North Shore. This 3-bedroom, 1 bath upstairs and a studio/.75 bath on the 1st floor. This home offers comfort, space and flexibility-perfect for multi-family living or a possible investment property with room to build another home. The home features approximately 1862 sqft of total interior space, providing room for a home office, playroom, extended living or rental income. Recent upgrades include split A/C systems throughout(2025), plus a new roof, flooring, and fresh paint inside and out(2024), offering move-in-ready convenience. Set on a generous 10,000 sq ft lot, there's ample space for multiple vehicles, outdoor gear, and gatherings. The yard is filled with tropical fruit trees and flowering plants, creating a peaceful setting for everyday living. Zoning for a second dwelling adds future flexibility and investment opportunities. Enjoy the laid-back North Shore lifestyle while still being within reach of base access, shopping, restaurants, ocean activities and everyday fun!

62-106 Emerson Road, Haleiwa

Listing courtesy of Option One Real Estate LLC.

$1,199,888

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

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

Listing courtesy of Discovery Properties.

$1,699,000

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

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

Listing courtesy of Talk Realty LLC.

$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.

$1,295,000

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.

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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.