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$3,500,000
4 Beds 4 Baths 202606526 MLS FS - Fee Simple Tenure
Classic Elegance on an ACRE+. Nestled in the cool & quiet hilltop community of Pupukea on Oahu's North Shore, this is a rare offering to purchase a beautifully maintained residence with an attached, approx. 800 sq. ft. STUDIO apartment. The studio offers a wet bar & full bath on the lower level that spills out to the Xtra-Large covered lanai, perfect for extended family or guests. BONUS DETACHED PERMITTED REC ROOM on the grounds for many possibilities + plans for permitted additions to the dwellings. High-end finishes grace every room, such as wainscoting, hardwood flooring, granite counter tops, and luxury tile flooring. Gourmet chef's kitchen with WOLF & SUB ZERO appliances. Open concept living & dining area. A tankless water heater was recently added to upgrade this home's efficiency. 2-car GARAGE includes an oversized STORGE ROOM/WORKSHOP, laundry room & shoot and entry to the house. There is plenty of room to flow outside on the manicured lawn, sprinkled with mature citrus, lychee, and starfruit trees. Fenced for privacy and security, the driveway can accommodate multiple vehicles/BOAT. This home has it all.. Seller to participate in a 1031 Exchange.

59-746 Maulukua Road, Haleiwa

Listing courtesy of Hawaii Life.

$1,600,000
202608015 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 eXp Realty.

$3,750,000
4 Beds 2 Baths 202605480 MLS FS - Fee Simple Tenure
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

Listing courtesy of Real Broker.

$2,890,000
202607049 MLS FS - Fee Simple Tenure
This expansive 2+ acre (approximately 2.25-acre) property is a rare opportunity to create your dream home on O‘ahu’s iconic North Shore. Ideally positioned above some of the most famous surf breaks in the world—including Log Cabins, Rock Piles, and Banzai Pipeline—you’ll enjoy close proximity to miles of wide sandy beaches, just about 1,200 feet away, without the congestion of living directly along the shoreline. This blank canvas offers the perfect combination of land, location, views, and privacy. With over 150 feet of road frontage and stretching more than 600 feet up the hillside, there’s ample space to build, expand, and design your ideal island retreat. Ocean view potential awaits from a second-story home, while the land itself provides excellent conditions for growing fruit trees, herbs, and vegetables—true country living at its best. Utilities are already within reach with electricity and cable available for connection by the Buyer. Bring your vision, your architect, and your dreams—this is a truly special offering with endless potential.

59-146 Kekiliohulani Street, Haleiwa

Listing courtesy of List Sotheby's Int'l Realty.

$4,295,000
202607067 MLS FS - Fee Simple Tenure
Among the last of its kind available, this undeveloped bluff/ridge lot in prestigious Pupukea is a rare opportunity for a discerning buyer. This ridge line, previously protected from development, is available for purchase. Preserve breathtaking ocean and mountain views for generations to come. Privacy is the norm 15+ acres thanks to borders shared with the state conservation land. Tucked between dramatic mountains and views of deep blue waters of the pacific, this lot is an impeccable blank canvas for your own tropical escape. Dream up a paradise of your design above Waimea valley and make the most of jaw-dropping panoramic views. With potential to develop up to four dwellings & AG structures.

59 Maulukua Road, Haleiwa

Listing courtesy of Hawaii Life.

$1,900,000
3 Beds 2 Baths 202605283 MLS FS - Fee Simple Tenure
Positioned along a road with a private feel, this gated oceanfront residence makes North Shore waterfront living a reality. This side-by-side duplex is part of a two-home CPR; with each side being offered individually, or they can be purchased together for a truly exceptional multi-ohana retreat. The well-maintained 3-bedroom, 1.5-bath layout is functional and inviting, featuring large windows and an open floor plan that captures ocean views from nearly every room. The property is fenced with electric and pedestrian gates, offering ample parking, a privacy hedge, and a serene yard. Ideally situated near the Pupukea bike path, Waimea Bay, Pipeline, and Haleiwa town, this is a rare find at this price point, and being offered at below the tax assessed value of over $2.7 million. Move in and enjoy the next chapter of the good life! This is offered as one-half of a side by side CPR'd duplex

59-621 Ke Iki Road Unit 1, Haleiwa

Listing courtesy of Moore Real Estate LLC.

$2,300,000
3 Beds 3 Baths 202605291 MLS FS - Fee Simple Tenure
Tucked away at the end of a rural lane in the sought-after Sunset Beach community, you will discover this oceanfront duplex home. Enjoy a spacious lanai perfect for relaxed mornings, sunset gatherings, and the tropical climate Hawaii is known for. Inside, the efficient updated kitchen offers ocean views and seamless indoor-outdoor dining. The primary suite features windows framing the Pacific, complemented by two additional guest bedrooms. Secured behind a fence and electric gate, additional highlights include a concrete driveway, private yard, and an outdoor beach shower. This is one of the strongest value offerings on the North Shore! Priced below the 2026 tax assessed value of $2.6 million! This is offered as one-half of a side by side CPR'd duplex and can be purchased individually or together with the adjoining unit to create the ultimate retreat or a full-time primary residence with space for guests.

59-621 Ke Iki Road Unit 2, Haleiwa

Listing courtesy of Moore Real Estate LLC.

$4,100,000
202604935 MLS FS - Fee Simple Tenure
Let 2026 be the year to make your move to be part of Sunset Beach’s spirited community. At the end of a rural road, this side by side 2-unit duplex delivers approximately 100 feet of ocean frontage that captures the drama and beauty of Oahu’s fabled North Shore. Each home has 3 bedrooms and 2 bathrooms (plus half bath on one side), lanais (allowing for easy indoor/outdoor living), outdoor beach shower, and fenced yards. The property has been divided via CPR thus allowing both units to either be sold together or separately and is priced below the combined assessed value of $5 million plus! There is plenty of parking and the property has an electronic entry gate for access and privacy. The possibilities for enhancing and reinventing these homes is also there for those who may want to take those steps. Easy to show! Contact listing agent for more information and showings!

59-621 Ke Iki Road Unit 1 & 2, Haleiwa

Listing courtesy of Moore Real Estate LLC.

$775,000
202605859 MLS FS - Fee Simple Tenure
Anahulu Stream front in Haleiwa with 1.678 acres, fruit trees, and a small guest shed all in a peaceful valley. Currently, there is no water or electricity. This is a Kuleana parcel, fee simple with insured good title, which allows 1 farm dwelling up to 5,000 sqft foot print with second story and can have supporting AG sheds and structures. Perfect for family farm or family retreat. Private gated community with one way in and out. Paddleboard or kayak from the river to Haleiwa Harbor and Beach Park for fun in the sun. You can hike for miles into the mountains along the stream. Visitors say this is one of the most beautiful pieces of land they have seen in rural Oahu and is the best-kept secret on the North Shore. Perfect for a family farm or retreat. Enjoy the land while you design your custom farm dwelling or AG structure. Ten-minute bike ride to the center of Haleiwa town. Easy access to Kamehameha Hwy and no North Shore traffic. A magical place in the Anahulu Valley.

0000 Kamehameha Highway Unit Lot 38, Haleiwa

Listing courtesy of eXp Realty.

$6,350,000
5 Beds 4 Baths 202604789 MLS FS - Fee Simple Tenure
Experience the ultimate beachfront lifestyle at the world-renowned Banzai Pipeline, where surf history and stunning natural beauty collide. This architect-designed home captures the essence of seamless indoor–outdoor living, with airy, open-concept interiors flowing effortlessly onto expansive lanais. Upstairs, three serene bedrooms and two baths provide a front-row seat to Pipeline’s barreling surf, white-sand beach, and glowing sunsets. The versatile lower level offers two additional bedrooms, two baths, a full kitchen, and spacious living and dining areas perfect for hosting loved ones or accommodating multi-generational living. With over 50 feet of private beachfront, a lush, manicured yard, and a covered lanai, this property is an entertainer’s paradise, made even more convenient with a motorized gate and parking for up to eight vehicles. Nestled in the heart of the North Shore’s most coveted neighborhood, this home isn’t just a residence—it’s a rare retreat where every day begins with the soothing sound of the surf and ends with unforgettable sunsets. Opportunities like this are scarce—claim your place on one of Hawaii’s most iconic stretches of coastline.

59-355 Ke Nui Road, Haleiwa

Listing courtesy of Compass.

$4,500,000
5 Beds 5 Baths 202604580 MLS FS - Fee Simple Tenure
Located directly along the legendary stretch of sand at 61-651 Kamehameha Highway, this rare beachfront property sits on the world-famous Laniakea Beach — one of Oahu’s most vibrant and sought-after coastal neighborhoods. This is a place where the rhythm of the ocean defines daily life, sea turtles bask onshore, and world-class surf breaks like Laniakea and Himalayas fire just steps from your door. The home itself offers a generous footprint and flexible layout, well-suited for multi-generational living or a dual-unit configuration, and is ready for your vision and improvement. With ocean views from nearly every bedroom, the setting delivers something irreplaceable: direct connection to the Pacific Ocean and an address that simply cannot be replicated. This is a property where the value is rooted in land, frontage, and lifestyle. Set behind a gated entry, the residence includes two full laundry rooms, solar hot water, A/C in every room, Wi-Fi throughout, a security system, and is pre-wired for a beachfront hot tub. The expansive grounds offer direct beach access, inviting you to surf, wing foil, kite-surf, or simply walk out barefoot and feel the pulse of the North Shore.

61-651 Kamehameha Highway, Haleiwa

Listing courtesy of Turtle Bay Condos & Realty LLC.

$14,500,000
202525712 MLS FS - Fee Simple Tenure
One or more photos have been enhanced. A One-of-One Opportunity Above Oahu's Iconic North Shore. Nestled above Sunset Beach, this extraordinary 15-acre estate offers a once-in-a-generation chance to create a bespoke legacy. With sweeping 180° ocean views, year-round sunsets, and a front-row seat to world-famous surf breaks, it’s a blank canvas for visionary dreams. Included are conceptual renderings by acclaimed Bowery Design Group, envisioning a sustainable tropical compound where bold architecture meets Hawaii’s raw natural beauty. Embrace seamless indoor-outdoor living and regenerative design principles to create an eco-luxury haven like no other. Ensconced behind private gates with no public access, the property ensures complete privacy just minutes from the town of Haleiwa and North Shore’s iconic waves. Whether imagined as a retreat, equestrian estate, or wellness sanctuary, this offering delivers unmatched scale, serenity, and versatility. Ride through native landscapes, grow your own crops, or simply unwind in total seclusion. A true one-of-one masterpiece and the ultimate expression of island luxury. Seller financing available.

58-248 Kamehameha Highway Unit C1, Haleiwa

Listing courtesy of Deep Blue HI.

$3,995,000
3 Beds 5 Baths 202520247 MLS FS - Fee Simple Tenure
Welcome to Hale Laule'a. This custom-built North Shore Estate was designed by local architect Geoffrey Lewis and completed in 2021. This stunning ranch-style home is thoughtfully designed for island living. Features include vaulted ceilings, large windows, a fire sprinkler system, and an abundance of natural light that seamlessly connect the interior to the natural elements of the North Shore. The home offers open-air living with a covered lanai and expansive retractable glass and screen doors. Each of the three bedrooms is an en-suite, each equipped with its own full bath. The home offers a versatile office or den off the main entry, ideally suited for a home office, guest room, or playroom, complete with an adjacent full bath for added convenience. The half bath is located off the main living area, ideal for guests and entertaining. Situated on over an acre of country-zoned land, this property includes mature tropical fruit trees and a fully landscaped property. A large rock wall lines Kamehameha Highway, an automatic gate, and turn-in point. The beach access is less than 500 feet from the driveway, offering you easy access to the world-famous beaches and surf of the North Shore.

59-188 Kamehameha Highway, Haleiwa

Listing courtesy of Coldwell Banker Realty.

$1,100,000
202521579 MLS FS - Fee Simple Tenure
1.6 acres of Anahulu Stream Front land which allows 1 farm home up to 5,000 sqft on the 1st floor and can do a second floor. Can also build supporting barns and AG structures. Can build up to a maximum of 1,000 sqft AG structures without a permit for fast use. Perfect for grazing or farming. Direct stream front for prawn fishing and fun. Paddleboard or kayak from the river located near the property to Haleiwa Harbor and Beach Park for fun in the sun. Additional lots are available if you need more space. Visitors say this is one of the most beautiful pieces of land they have seen in rural Oahu and is the best-kept secret on the North Shore. Perfect for a family compound, farm, or yoga retreat. Build a yurt or 1,000 sqft footprint AG structure with a second floor today and enjoy the land while you design and build your custom farm dwelling. A ten-minute bike ride to the center of Haleiwa town. Easy access to Kam Hwy and no north shore traffic. A magical place in the Anahulu Valley. Price includes future electrical and freshwater access if and when approved and completed (special terms apply).

0000 Kamehameha Highway Unit Lot 35, Haleiwa

Listing courtesy of eXp Realty.

$2,280,000
2 Beds 3 Baths 202521333 MLS FS - Fee Simple Tenure
Located in the highly sought-after North Shore of Oahu, this exceptional property at 66-346 Paalaa Rd offers both immediate income potential and long-term development opportunities. Currently generating a strong $5,900 per month in rental income, the property is not only a great investment but also presents a fantastic chance for future development, given its expansive 43,865 square foot lot size (nearly 1 acre) and R-5 zoning. With a solid $5,900 in monthly rental income, this property provides reliable cash flow right from the start. Situated just minutes from the vibrant town of Haleiwa, the property offers access to world-famous beaches, surfing, local dining, shopping, and more, while still providing a peaceful, serene atmosphere. Surrounded by lush greenery, the property offers privacy and tranquility in one of Oahu’s most desirable locations. This property offers both immediate rental income and exciting possibilities for development. Whether you’re looking to enhance your investment portfolio or create something new in one of Hawaii’s most desirable areas, 66-346 Paalaa Road is the perfect choice.

66-346 Paalaa Road, Haleiwa

Listing courtesy of Five Star Realty, Inc..

$2,100,990
3 Beds 3 Baths 202521547 MLS FS - Fee Simple Tenure
A secluded entrance ensures privacy for this country home, surrounded by mature fruit trees that create a lush, natural and peaceful setting. This home offers an incredible blend of architectural design, privacy, & serene surroundings. This 3bd, 3bath, w/2 full bath on main level. A true labor of love! Custom details & finishes such as a mantle w/ wood burning fireplace and unique Japanese inspired bth. The downstairs could be a large in-law/rental unit with its own entrance. Floor plan includes expansive living areas that flow seamlessly, great for relaxed island living. The open-concept layout, vaulted ceilings, & large windows, brings the outdoors in. Enjoy the mt views from the partially & covered decks on both levels, or play a round of basketball outside. Room to add your own personal touches to call this place your own home. 24 PV panels, new solar thermal hot water heater. 10 mins from the most famous surf /beaches in the world. Enjoy an abundance of fruit trees: lychee, avocado, tangerine & orange, banana, and breadfruit trees! Sold As Is. TMK differs than MLS. Buyer to do due diligence.

59-555 Akanoho Place, Haleiwa

Listing courtesy of Creative Properties Realty.

$5,000,000
5 Beds 4 Baths 202521091 MLS FS - Fee Simple Tenure
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 Ka?ena 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

Listing courtesy of eXp Realty.

$4,450,000
3 Beds 1 Baths 202517414 MLS FS - Fee Simple Tenure
This charming property, Located across the street from the world famous Pipeline Beach, offers a blend of rustic appeal and modern convenience. This spectacular property boasts a total of 174,806 sqft of land in a serene, picturesque setting along the seven mile miracle of surfing, on the North Shore of Oahu. The main Home built in 1988, with 850 sqft of living space along with 3 beds and 1 bath, and an additional guest room. This home features wood flooring throughout, double wall construction, and a 100 sqft wood deck that’s perfect for enjoying the natural surroundings. This home features a super large Garage/Rec-Room at 1200 sqft, a spacious area ideal for various uses, whether as a large garage or a recreational space, with an Attached Studio 600 sqft., that was built in 2011. This versatile studio includes pressed wood floors and a 100 sqft wood deck. It has a full bath and a kitchenette. Two separate fully customized skateboard swimming pools for the skateboard enthusiasts or convert to the swimming pool of your dreams. The property’s expansive land offers plenty of room for outdoor activities and potential landscaping projects. It’s a unique blend of cozy living spaces.

59-130 Kekiliohulani Street Unit 130, Haleiwa

Listing courtesy of Coldwell Banker Realty.

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.