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66-481 Pikai Street, Haleiwa
$2,300,000
5 Beds ⋅ 3 Baths ⋅ 202619956 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM
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.

66-481 Pikai Street, Haleiwa

59-475 Ke Waena Road, Haleiwa
$4,600,000
4 Beds ⋅ 3 Baths ⋅ 202619954 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM
I consider the North Shore as Oahu’s “Hamptons”! Escape and relax, It’s only 35 miles away from Town. Surf out front, Walk the endless beach, Paddleboard, or ride you Cruiser on the bike path, which runs from Three Tables to Sunset Beach. This stretch of coastline is World Known as the “Seven Mile Miracle”. The Sunsets are Absolutely Amazing from the Hot Tub, beach or Lanai. Cleanse your Body and Mind. The North Shore will Change your Life! This home is a short drive to the Ritz Carlton @ Turtle Bay where you can Enjoy Fine Dining and World Class Golf as well. Haleiwa is also a short drive away. The main house has Three Bedrooms and two baths and also has a Recreation Room above the garage, which I consider to be one of the Key Selling Features, with a Murphy Bed, bathroom and Kitchen. The enclosed, two car garage is also helpful for secured surfboard storage.

59-475 Ke Waena Road, Haleiwa

59-329 Ke Nui Road, Haleiwa
$2,995,000
3 Beds ⋅ 2 Baths ⋅ 202619353 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM
Experience refined North Shore living in one of Oahu’s most coveted locations at Pipeline/Ehukai Beach Park. Right next to iconic surf breaks and beaches, this beautifully maintained, fully furnished modern home sits on a desirable corner lot with ocean views toward Ehukai Beach Park from the upstairs covered lanai. The upstairs main residence features 2 bedrooms and 1 bathroom, while the downstairs 1-bedroom, 1-bath unit offers a wet bar and its own private covered lanai. Additional features include split ACs, outdoor shower, storage space, cement driveway with ample parking and garage, vehicle access from Ke Nui Rd, and a separate pedestrian gate. Directly across from Sunset Beach Elementary, public playground, basketball and tennis courts, and minutes from local grocery store. An exceptional opportunity to enjoy modern comfort and the laid-back luxury of Oahu’s legendary North Shore.

59-329 Ke Nui Road, Haleiwa

61-707 Papailoa Road, Haleiwa
$5,000,000
5 Beds ⋅ 4 Baths ⋅ 202618578 MLS ⋅ FS - Fee Simple Tenure ⋅ 31 DOM
Experience exceptional beachfront living on coveted Papailoa Road along Oahu's world-famous North Shore. This private 5-bedroom, 3.5-bath residence boasts 119 feet of sandy ocean frontage with panoramic views from Kaena Point to Waimea Bay. Lush tropical landscaping, a wraparound lawn, and meandering garden paths create a peaceful island retreat. Step from your lanai onto the beach to swim with sea turtles, enjoy breathtaking sunsets, or dine under the stars. Designed for flexibility, the home features two interconnected living areas, each with its own kitchen, making it ideal for multi-generational living, guests, or rental opportunities. Enjoy direct access to renowned surf breaks including Laniakea and Himalayas, with surfing, snorkeling, kayaking, paddleboarding, kite surfing, and wing foiling just outside your door. A gated electric entry and fenced perimeter provide privacy, while historic Hale?iwa Town's shops, cafés, art galleries, and restaurants are just a scenic one-mile stroll along the shoreline. This rare legacy property offers the perfect blend of tranquility, adventure, and timeless island elegance in one of Oahu's most sought-after beachfront communities.

61-707 Papailoa Road, Haleiwa

62-106 Emerson Road, Haleiwa
$1,295,000
202618573 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 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

62-106 Emerson Road, Haleiwa
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 202618531 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 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

66-471 Pikai Street, Haleiwa
$2,995,000
5 Beds ⋅ 3 Baths ⋅ 202616719 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM
Rare oceanfront legal duplex on Oahu’s legendary North Shore. Set on a 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 multigenerational living or a luxury rental investment. 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. It is currently rented at $4,400 per month through February 2027 for immediate income. Upgrades include a new pitched roof, dual meter electrical with new subpanels, EV charger, refreshed plumbing, rebuilt oceanfront lanai decking, Pella 250 Series impact rated windows and sliders, designer appliances, and fresh coastal paint. A turnkey beachfront trophy with rare dual residence versatility. Per a 2026 City DPP letter, the shoreline here shows historical accretion.

66-471 Pikai Street, Haleiwa

66-474 Pikai Street, Haleiwa
$1,699,000
4 Beds ⋅ 2 Baths ⋅ 202615934 MLS ⋅ FS - Fee Simple Tenure ⋅ 68 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

59-75 Hoalua Street, Haleiwa
$3,750,000
4 Beds ⋅ 2 Baths ⋅ 202616266 MLS ⋅ FS - Fee Simple Tenure ⋅ 68 DOM
Set directly on the sand at world-famous Sunset Beach, this gated oceanfront property offers a rare front-row seat to one of the most iconic surf zones on the planet. Known as one of the world’s most consistent, high-quality waves and a jewel of the Triple Crown of Surfing, Sunset Beach delivers an unmatched North Shore lifestyle. With only 13 oceanfront lots along the Sunset Beach strip, opportunities like this are exceptionally limited. This home is positioned front and center for the surf action, with a half dozen additional surf spots nearby and the North Shore bike path just outside the gate. Set back with privacy and separation from Kamehameha Hwy, the 4-bed, 2-bath home blends classic North Shore character with thoughtful updates, including interior/exterior paint and a new Gaco-coated roof. Enjoy ocean views, sunsets, an outdoor shower, and the daily rhythm of waves from your own backyard.

59-75 Hoalua Street, Haleiwa

59-055 Kahae Road, Haleiwa
$1,999,000
202613606 MLS ⋅ FS - Fee Simple Tenure ⋅ 103 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

59-055 Kahae Road, Haleiwa
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 202613603 MLS ⋅ FS - Fee Simple Tenure ⋅ 103 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

59-565 Ke Iki Road Unit A, Haleiwa
$1,790,000
2 Beds ⋅ 2 Baths ⋅ 202613239 MLS ⋅ FS - Fee Simple Tenure ⋅ 112 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

58-148 Wehiwa Place, Haleiwa
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 202611817 MLS ⋅ FS - Fee Simple Tenure ⋅ 115 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

59-059 Hoalua Street, Haleiwa
$1,439,000
3 Beds ⋅ 2 Baths ⋅ 202612715 MLS ⋅ FS - Fee Simple Tenure ⋅ 124 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

66-413 Paalaa Road, Haleiwa
$949,999
5 Beds ⋅ 2 Baths ⋅ 202612612 MLS ⋅ FS - Fee Simple Tenure ⋅ 126 DOM
NOW PRICED UNDER $950K! R-5 ZONED, 10,575 SQUARE FOOT LOT has been in the family for decades and is a fantastic opportunity for redevelopment. 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 just down the street. 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 nearby 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

59-011 Kamehameha Highway Unit B, Haleiwa
$5,300,000
5 Beds ⋅ 5 Baths ⋅ 202611319 MLS ⋅ FS - Fee Simple Tenure ⋅ 145 DOM
RARE North Shore luxury retreat with panoramic ocean views to Kaena Point! Elevated approx. 85 ft above sea level and outside the flood zone, enjoy peace of mind, cooling trade winds, and seasonal whale watching from your own property. Ideally located near the world-famous "7 Mile Miracle" surf breaks, Haleiwa, and Turtle Bay Resort. The expansive 5 bedroom, 4 bath main home offers open-concept living, seamless indoor-outdoor flow, and a grand porte-cochere entry. Resort-style grounds feature a pool, jacuzzi, covered outdoor grill, cabana, and hotel quality turf lawn--perfect for entertaining. A detached guest house with full bath plus an attached apartment WITHIN the main home (separate entry + kitchenette) creates strong multi-generational living or income potential. Opportunities like this are limited-- secure your piece of North Shore paradise before it's gone. One or more photos have been enhanced.

59-011 Kamehameha Highway Unit B, Haleiwa

66-82 Wana Place Unit 3, Haleiwa
$1,190,000
3 Beds ⋅ 1 Baths ⋅ 202610489 MLS ⋅ FS - Fee Simple Tenure ⋅ 145 DOM
MONEY-SAVING UPGRADES include owned, net-metered PV on a brand-new insulated steel roof and an energy-efficient heat pump water heater. This 3-bedroom, 1-bath home in Haleiwa Hale sits just off Haleiwa Rd. Wana Pl is a private road that offers a quiet, low-traffic setting close to Kaiaka Bay Beach. The interior has a huge kitchen with marble countertops, abundant counter space, and cabinets, plus stunning travertine flooring throughout. The two-car garage has a new garage door. The paved driveway has parking for three more cars. The exterior was painted this year, and the fully enclosed yard features a tidy front lanai, a lush lawn, and a shady mango tree. The $125 maintenance fee has increased by only $25/month over 14 years! The maintenance fee covers the Haleiwa Hale septic system and water. The flood insurance policy is transferable to the buyer. (Verify) The seller is adding a second story to the home through the Kona Low Rebuild fast-track permitting process.

66-82 Wana Place Unit 3, Haleiwa

59-056 Kumupali Road, Haleiwa
$1,242,000
3 Beds ⋅ 2 Baths ⋅ 202610726 MLS ⋅ FS - Fee Simple Tenure ⋅ 154 DOM
This desirable North Shore property is ideally located just one bus stop from Foodland in the Turtle Bay direction and directly across from Shark's Cove, one of Oahu's premier snorkeling destinations. Nearby beaches include Laniakea Beach, where sea turtles are frequently seen basking on the shore, as well as Chun's Reef Beach and Haleiwa Beach Park. Enjoy being within one mile of world-famous Waimea Bay and Banzai Pipeline, and just over a mile from Sunset Beach. The property is also conveniently located near historic Haleiwa Town, with its unique shops, restaurants, and galleries, and close to the scenic Waimea Valley, home to cultural attractions and the beautiful Waimea Falls. Tenant has recently vacated the property. Photos are forthcoming.

59-056 Kumupali Road, Haleiwa

66-34 Haleiwa Loop, Haleiwa
$1,250,000
3 Beds ⋅ 1 Baths ⋅ 202609976 MLS ⋅ FS - Fee Simple Tenure ⋅ 166 DOM
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.

66-34 Haleiwa Loop, Haleiwa

58-358 Kamehameha Highway Unit B, Haleiwa
$1,149,000
3 Beds ⋅ 2 Baths ⋅ 202609691 MLS ⋅ FS - Fee Simple Tenure ⋅ 170 DOM
OPEN Sunday 11/1/2026 from 1:30-4:30. Fantastic price for a "MOVE-IN READY" house in the legendary Sunset Beach area!! Make morning surf sessions, beach walks, and breathtaking sunsets part of your daily routine. Easy access to V-land (Veltzy) and legendary Sunset Beach!! Nearby beach access points are just across the street. House is not in a FEMA 'high velocity' flood zone. NO flood insurance required by lender!! NO high cost of mandatory lender required flood insurance for this house. Tastefully updated! Total of 3 bdrms, 2 baths: a 2/1 bath with covered porch at entry and open deck with view of mountains in back, coupled with adjoining bedroom with bath and wet bar. Main home & 3rd bedroom are connected by an enclosed hallway that also houses a laundry area. Enough space on property to park 2 - 4 cars. Perfect opportunity to MAKE YOUR DREAM OF OWNING A HOME NEAR THE BEACH A REALITY!! Check this one out!! LIVE THE DREAM!! House is also appx 3 blocks from the local favorite Ted's Bakery, famous for its chocolate haupia cream pie, dream cake, & other favorites. Property is VA approved. Vets welcome!!

58-358 Kamehameha Highway Unit B, Haleiwa

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.

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