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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.

$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.

$3,300,000
202604692 MLS ⋅ FS - Fee Simple Tenure
Lovely level Ag -2 parcel consisting of 3.533 Acres.

59-153 Kekiliohulani Street, Haleiwa

Listing courtesy of Locations LLC.

$1,999,000
4 Beds ⋅ 4 Baths ⋅ 202601569 MLS ⋅ FS - Fee Simple Tenure
Discover the beauty of Pupukea living on this 1.03-acre tropical property surrounded by vibrant greenery and the peaceful charm of the North Shore. The main residence offers 4 bedrooms and 4 bathrooms with a sturdy metal roof. Cool and quiet privacy. Lots of rental income possible or flexibility for extended family or future expansion. An exciting opportunity filled with natural beauty and potential. Sold As-Is. Pre-Qualified Buyers Only. Tenants on Property, 48 Hour Notice.- Do not enter without Agent.

59-543 Alapio Road, Haleiwa

Listing courtesy of Sterman Realty.

$1,450,000
202601337 MLS ⋅ FS - Fee Simple Tenure
Rarely available Pupukea Highlands vacant lot is ready for YOU to transform into the home of your dreams! Nestled in the hillsides of the North Shore of Oahu, this expansive and level 1.46 acre lot awaits! With almost an acre and a half of land, you'll be able to imagine the possibilities! Just a short drive away from shopping, groceries and world-famous beaches! Don't miss out on your chance to live out your dreams on the legendary North Shore! Lot Dimensions: Frontage width: 150 feet / Rear Width: 188.99 feet / Left length: 364.96 feet / Right length: 479.92 feet. Note: one or more photos may have been enhanced.

Parcel 49 Alapio Road, Haleiwa

Listing courtesy of Marcus Realty.

$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.

$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.