Haleiwa Homes with Sunset View

202617034 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

59-036 Holawa Street, Haleiwa

5 Beds ⋅ 3 Baths ⋅ 202616719 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

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.

66-471 Pikai Street, Haleiwa

$1,199,888

3 Beds ⋅ 2 Baths ⋅ 202616525 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 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

$3,750,000

4 Beds ⋅ 2 Baths ⋅ 202616266 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 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

$4,600,000

4 Beds ⋅ 3 Baths ⋅ 202609398 MLS ⋅ FS - Fee Simple Tenure ⋅ 125 DOM

This was an Exempt Listing that just went Live on August 18th, 2026. 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

$745,000

1 Beds ⋅ 2 Baths ⋅ 202613528 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 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

$500,000

202612221 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM

Great opportunity to build a farm dwelling and live there, in a legacy master development of over 1,400 pristine North Shore acres. Yes, this AG land allows for a Farm Dwelling (you can live there) and accessory AG structures (greenhouses, warehouses, sheds, equipment storage, processing facilities, and more). This will be a part of the up-and-coming Laukiha’a Farms Community, situated in the heart of historic and cultural Haleiwa Town near the North Shore Marketplace. This is the most strategic stop along the Kamehameha Hwy, close to the beautiful beaches, and easy freeway access to town. Enjoy the convenience of shopping, dining, and all the water activities that North Shore has to offer. Prime location to create your own piece of paradise in a farm-to-table designed development and help feed a growing economy! Please note, this lot has a broken title.

0000 Kamehameha Highway Unit A-2, Haleiwa

$500,000

202612225 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM

Great opportunity to build a farm dwelling and live there, in a legacy master development of over 1,400 pristine North Shore acres. Yes, this AG land allows for a Farm Dwelling (you can live there) and accessory AG structures (greenhouses, warehouses, sheds, equipment storage, processing facilities, and more). This will be a part of the up-and-coming Laukiha’a Farms Community, situated in the heart of historic and cultural Haleiwa Town near the North Shore Marketplace. This is the most strategic stop along the Kamehameha Hwy, close to the beautiful beaches, and easy freeway access to town. Enjoy the convenience of shopping, dining, and all the water activities that North Shore has to offer. Prime location to create your own piece of paradise in a farm-to-table designed development and help feed a growing economy! This is a Kuleana Lot with no power or water hooked up. Buyers will have to set that up with HECO and Board of Water.

0000 Kamehameha Highway Unit A-1, Haleiwa

$700,000

202612215 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM

Great opportunity to build your farm or ranch in a legacy master development of over 1,400 pristine North Shore acres. This approximately 5+ acres of land is part of the up-and-coming Laukiha’a Farms Community, an agricultural community designed to foster a thriving community of agriculture and eco-friendly uses. It is situated in the heart of historic and cultural Haleiwa Town near the North Shore Marketplace. This is the most strategic stop along the Kamehameha Hwy, close to the beautiful beaches, and easy freeway access to town. The property boasts over 200ft of Helemano stream frontage. The property allows for accessory agricultural structures necessary for your AG-1 zoned farm business, but no homes or dwellings. A very rare property on Oahu that allows for ocean access on a jet ski or small craft to Kaiaka Bay. A perfect place to get a special-use permit to create a Kayak tour to the ocean, and when they return, they can buy smoothies, fruits, produce, flowers, t-shirts, or whatever else that promotes Hawaii or you grow on the farm. Enjoy the convenience of all the activities that North Shore has to offer. Prime location to create your own agricultural paradise!

64-486 Kamehameha Highway Unit 20-C, Haleiwa

$675,000

202612214 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM

Great opportunity to build your farm or ranch in a legacy master development of over 1,400 pristine North Shore acres. This approximately 5+ acres of land is part of the up-and-coming Laukiha’a Farms Community, an agricultural community designed to foster a thriving community of agriculture and eco-friendly uses. It is situated in the heart of historic and cultural Haleiwa Town near the North Shore Marketplace. This is the most strategic stop along the Kamehameha Hwy, close to the beautiful beaches, and easy freeway access to town. The property boasts over 200ft of Helemano stream frontage. The property allows for accessory agricultural structures necessary for your AG-1 zoned farm business, but no homes or dwellings. A very rare property on Oahu that allows for ocean access on a jet ski or small craft to Kaiaka Bay. A perfect place to get a special-use permit to create a Kayak tour to the ocean, and when they return, they can buy smoothies, fruits, produce, flowers, t-shirts, or whatever else that promotes Hawaii or you grow on the farm. Enjoy the convenience of all the activities that North Shore has to offer. Prime location to create your own agricultural paradise!

64-486 Kamehameha Highway Unit 20-B, Haleiwa

$650,000

202612212 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM

Great opportunity to create your own farm, ranch or agro-tourist destination. The property allows for accessory agricultural structures necessary for your AG business, but no dwellings. The property has a long stretch of Opae'ula stream frontage on approximately 10 farmable acres in the valley below and about 2.5 acres of farmable land on top, next to the access road for easy access. The stream is gorgeous, covered in old-growth trees & is perfect for Cacao and other shade plants. Access to the valley below will require the buyer to make a switchback trail. A perfect place to get a special-use permit to create a walking tour for tourists to see your tropical farm and plants in the valley along the stream. This approximately 18 acres of land will be part of the Laukiha’a Farms Community, an agricultural community designed to foster a thriving community of agriculture and eco-friendly uses. It is situated on the hillside of cultural Haleiwa Town near the North Shore Marketplace. Close to the beautiful beaches, and easy freeway access to Honolulu. Enjoy the convenience of all the activities that North Shore has to offer. Prime location to create your own agricultural paradise!

64-486 Kamehameha Highway Unit 16-D, Haleiwa

$3,750,000

6 Beds ⋅ 6 Baths ⋅ 202611620 MLS ⋅ FS - Fee Simple Tenure ⋅ 88 DOM

Rarely available 1-acre ocean-view property on Oahu's North Shore, offers a unique blend of privacy, flexibility, and the ease of country living. The beautifully remodeled and thoughtfully styled main home features five rooms, designer finishes, and expansive ocean views. Below the home, you'll find abundant storage and a versatile flex space currently used as an art studio, ideal for creative pursuits, a home office, gym, or additional living area. Designed for flexibility, the property includes a detached 1-bedroom, 1.5-bath ADU and offers the potential to build an additional detached Ohana unit as a third structure. Endless possibilities for multi-generational living, guests, or future income potential. The lush grounds are a tropical sanctuary with mature avocado, mango, ulu, macadamia nut, papaya, banana, citrus trees, and more, plus a chicken coop. Enjoy easy access to the beach and bike path without needing to get in your car, all while enjoying the privacy and space of this rarely available North Shore acre. Actual bedroom and bathroom count may differ from tax records. First OPEN HOUSE Sunday June 21, 2026.

59-65 Kumupali Road, Haleiwa

Haleiwa Homes with Sunset View

Newest Haleiwa Homes with Sunset View