Status: Active

Region: North Shore

Neighborhood: Haleiwa

List Date: 08-28-2026

Address: 66-54 Haleiwa Loop

Land: 5,059

Year Built: 1956

Listing courtesy of Discovery Properties

Description: 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!

Status: Active

Price changed from $1,469,000

Open House Sun Nov 1, 2:00pm-5:00pm

Region: North Shore

Neighborhood: Haleiwa

List Date: 05-20-2026

Address: 66-34 Haleiwa Loop

Land: 5,120

Year Built: 1958

Listing courtesy of MOKULANI Properties, inc

Description: Seller reduced price, most desirable location for walking to beaches, boat harbor, restaurants, shops and stores in Haleiwa location. Investment, part time home, or owner occupant a dream property fully renovated, including a free standing cedar sauna. This single family dwelling is fully fenced, has easy to care tropical landscaped yard with mountain apple tree, pakalana flowers, TI, ginger, bird of paradise, and more. Enjoy beautiful mountain and ocean views from your kitchen window, BBQ picnic and surf at the park, then head home to your free standing large cedar sauna. Convenient laundry room off the kitchen and enclosed garage. Seller's taste is for today's buyer wanting a contemporary home with all the feels from the organic natural wood beams - WOW will be your first impression walking into this incognito home from the street. EZ to show with 24 hours notice to qualified pre-approved buyers only please.

Status: Active

Region: North Shore

Neighborhood: Haleiwa

List Date: 10-01-2026

Address: 62-106 Emerson Road

Land: 10,000

Year Built: 1963

Listing courtesy of Option One Real Estate LLC

Description: 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!

Status: Active

Price changed from $1,749,000

Region: North Shore

Neighborhood: Haleiwa

List Date: 08-26-2026

Address: 66-474 Pikai Street

Land: 5,200

Year Built: 1959

Listing courtesy of Talk Realty LLC

Description: 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.

Status: Active

Open House Sun Nov 1, 2:00pm-5:00pm

Region: North Shore

Neighborhood: Haleiwa

List Date: 10-26-2026

Address: 66-481 Pikai Street

Land: 7,000

Year Built: 1960

Listing courtesy of Paradise Real Estate Brokers

Description: Offered for the first time since it was built in 1960, this beachfront legal duplex sits on one of Oahu’s finest sandy beaches, with the sand and surf right in your backyard. Tucked along a quiet dead-end road in the heart of Haleiwa, you’re close to town, dining and legendary North Shore surf breaks. The upstairs unit offers 3 bedrooms, 1.5 baths, a full kitchen and a glass-enclosed lanai framing sweeping ocean and coastline views. The downstairs unit features 2 bedrooms, 1 bath, a full kitchen and an open layout with ocean views of its own. Each unit has its own electric meter, offering the flexibility to live in one and rent the other, accommodate family and guests, or hold as an investment. A legal seawall confirmed with DPP adds rare peace of mind on the oceanfront. Set on a generous 7,000 sq. ft. lot, the property is ready for a buyer with vision and the budget to renovate and reimagine it into a true North Shore beachfront retreat. Opportunities like this rarely come to market. Don’t miss your chance to own a piece of Haleiwa’s coastline and schedule your private showing today.

Status: Active

Region: North Shore

Neighborhood: Haleiwa

List Date: 09-09-2026

Address: 66-471 Pikai Street

Land: 7,786

Year Built: 1969

Listing courtesy of Sterman Realty

Description: 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.