Haleiwa Homes under $2 million

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 offers a unique blend of island living and local charm. This historic town, once a bustling sugar plantation hub, is now a vibrant community filled with surf shops, art galleries, and delightful eateries serving up the freshest seafood and local delicacies.

Haleiwa is a haven for outdoor enthusiasts, boasting some of the best surf breaks in the world, including the famous Waimea Bay and Sunset Beach. Whether you’re catching waves, exploring the lush hiking trails, or simply soaking up the sun on the pristine sands, there's no shortage of adventure in this tropical paradise. The town is also home to the iconic Haleiwa Harbor, where you can enjoy a leisurely day of fishing or embark on a thrilling boat tour to see dolphins and turtles in their natural habitat.

For those considering a move to this idyllic location, Haleiwa offers a range of homes under $2 million, making it an attractive option for families, retirees, and investors alike. From charming beach cottages to modern single-family homes, the real estate market in Haleiwa provides diverse options that cater to various lifestyles. With its stunning views, vibrant community, and access to outdoor activities, living in Haleiwa means embracing the true essence of island life. Discover your slice of paradise today and experience all that Haleiwa has to offer!

Newest Haleiwa Homes under $2 million

$1,295,000

202618573 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 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

$1,295,000

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

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

$1,888,000

3 Beds ⋅ 2 Baths ⋅ 202616566 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 DOM

Opportunity awaits on this rarely available ONE-ACRE property in coveted Pupukea, North Shore, offering a level of privacy that's hard to find. This level lot is home to a charming single-level residence of 1008 sq ft, with 3 bedrooms, 1 full bath and 1 half bath, inviting patio and a 2-car carport all designed for easy, comfortable living. The lush grounds are a gardener's dream, rich with mature fruit trees including lychee, mango, avocado, orange, tangerine, papaya and longan. This peaceful and tranquil setting, shaded by bountiful trees, offers a rare sense of serenity and space that's increasingly scarce. Enjoy the best of both worlds: quiet, unhurried country living just minutes from world-famous surf breaks, historic Haleiwa Town, Turtle Bay Resort. The property also offers exciting long-term upside with potential for a Buyer looking to renovate, expand or explore possibility of building new (subject to Buyer verification of development potential with County). A truly special piece of Hawai'i with true Aloha- come experience its beauty before it is gone!

59-509 Aukauka Road, Haleiwa

$1,199,888

3 Beds ⋅ 2 Baths ⋅ 202616525 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 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

$1,699,000

4 Beds ⋅ 2 Baths ⋅ 202615934 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 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

$1,999,000

202613606 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM

A rare opportunity to own an original, one-family-owned corner lot encompassing approximately 12,952 square feet directly across from the pristine shores of Ke Iki Beach. The existing residence is currently configured as a duplex with two separate electric meters, offering exceptional flexibility for a variety of living or investment scenarios. The floor plan can easily be reimagined by removing the dividing wall to create one expansive residence featuring two kitchens, ideal for multigenerational living or extended guest accommodations. The bonus studio room has endless possibilities. Bedrooms and Baths and square footage does not reflect in Tax Records. Whether you envision restoring and modernizing the existing home, occupying one side while renovating the other, or creating an entirely new custom estate or private compound, this exceptional property offers limitless potential. With its generous lot size, premier corner location, and coveted proximity to one of Oahu's most beautiful beaches, this is a truly rare offering in an unparalleled setting.

59-055 Kahae Road, Haleiwa

$1,999,000

3 Beds ⋅ 3 Baths ⋅ 202613603 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM

59-055 Kahae Road, Haleiwa

$745,000

1 Beds ⋅ 2 Baths ⋅ 202613528 MLS ⋅ FS - Fee Simple Tenure ⋅ 82 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

$1,790,000

2 Beds ⋅ 2 Baths ⋅ 202613239 MLS ⋅ FS - Fee Simple Tenure ⋅ 82 DOM

Welcome to beautiful Ke Iki Beach — your gateway to the legendary Seven Mile Miracle on Oahu's North Shore. Newly priced, this freshly painted 2-bedroom, 2-full-bath single-family CPR home (tax records reflect 3 bedrooms/2 baths) comes with three brand-new split A/C systems for year-round comfort. Best of all, it offers PRIVATE BEACH ACCESS and sits just one house back from the beach. Built as a classic pole house, this is the quintessential North Shore beach retreat, capturing island breezes and that effortless coastal lifestyle. The home sustained no damage in the recent heavy storm. A generous 368 SF basement offers ideal storage for surfboards and water gear, or customize it to make it your own. Surrounded by world-famous surf breaks, you're a stroll from Shark's Cove, the iconic food trucks, and local shops along Kamehameha Highway — plus direct access to the bike path. Skip the traffic and settle into the laid-back North Shore rhythm, and embrace the peace, privacy, and tranquility of island living.

59-565 Ke Iki Road Unit A, Haleiwa

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 202611817 MLS ⋅ FS - Fee Simple Tenure ⋅ 85 DOM

**NEW PRICE – NORTH SHORE OPPORTUNITY** Ideally located just moments from the ocean, this North Shore property offers a rare opportunity to create value in one of Oahu’s most sought-after coastal communities. Enjoy close proximity to renowned beaches, outdoor recreation, dining, and the natural beauty that makes the North Shore a truly special place. The existing property is in need of REPAIR, providing an opportunity for Renovation, Restoration, or Reimagining the property to suit your vision, subject to applicable regulations and approvals. Whether you're looking to invest or create a personalized island retreat, the location and potential make this property worth exploring. The property requires repairs and is being sold strictly "AS IS."

58-148 Wehiwa Place, Haleiwa

$1,439,000

3 Beds ⋅ 2 Baths ⋅ 202612715 MLS ⋅ FS - Fee Simple Tenure ⋅ 94 DOM

$50K price drop! Sellers will consider creative financing. This Sunset Point location is a recognizable & highly sought after destination for ocean loving enthusiasts worldwide. Imagine waking up to the sound of the waves with the beach just 2 houses away. The property currently has two structures (each with its own electricity meter), large, covered lanai & parking slab for multiple cars and even a boat. Some improvements do not show on tax office records, and all are in poor condition. Buyer to conduct their own due diligence regarding legality & allowed use of the 2nd structure. Note: Interior photos of 2nd structure are digitally enhanced with furniture & floor coverings. The North Shore's Ke Ala Pupukea Bike/Walking Path meanders from Shark's Cove diving spot (& Foodland grocery) to a short way just beyond this property. Build your dream home here in the Sunset Beach neighborhood and enjoy golfing, hiking, seasonal watersports & pristine beaches. The North Shore lifestyle offers clean fresh air and a laid-back vibe. A relaxed Neighbor Island Country feel yet about an hour to Honolulu International Airport & Waikiki's vibrant art, cultural and entertainment venues. Sold AS IS.

59-059 Hoalua Street, Haleiwa

$999,999

5 Beds ⋅ 2 Baths ⋅ 202612612 MLS ⋅ FS - Fee Simple Tenure ⋅ 96 DOM

PRICE REDUCED! Fantastic opportunity for redevelopment of very desirable R-5 zoned, 10,575 square foot property that's been in the family for decades. Contains two original homes: front house built in 1958 is a raised 3BR/1BA; back house built in 1938 is a single story 2BR/1BA. Create a multi-gen, multi-family compound in the country on this downward, but gently sloped terrain. 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. Mature tropical plants include plumeria, hibiscus, crown flower, and more! Call your Realtor today and make your North Shore dreams come true! Sold strictly AS IS. Buyers to do their own due diligence.

66-413 Paalaa 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.