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Perched in the highly coveted Sunset Hills neighborhood of Pupukea, this exceptional North Shore estate captures the essence of elevated island living. A rare opportunity to own a legacy property in one of Oahu’s most exclusive and tightly held enclaves, where panoramic ocean views, privacy, and enduring value converge. From sunrise to sunset, the home is immersed in breathtaking, views of the Pacific Ocean extending to Ka?ena Point. Designed for single-level living, every room is thoughtfully oriented toward the ocean, allowing each space to frame endless blue horizons, cooling trade winds, and abundant natural light throughout the day. A large wraparound lanai anchors the home, creating a seamless indoor-outdoor connection. Ideal for entertaining or quiet moments alike, the lanai features a dedicated outdoor dining area with a full dining table, surrounded by integrated tropical planting that enhances privacy while framing the dramatic ocean backdrop. This expansive outdoor living space becomes a natural extension of the home—perfect for sunset dinners, morning coffee, and year-round enjoyment of the North Shore lifestyle.

3 Beds ⋅ 3 Baths ⋅ 202601536 MLS ⋅ FS - Fee Simple Tenure ⋅ 113 DOM

Perched in the highly coveted Sunset Hills neighborhood of Pupukea, this exceptional North Shore estate captures the essence of elevated island living. A rare opportunity to own a legacy property in one of Oahu’s most exclusive and tightly held enclaves, where panoramic ocean views, privacy, and enduring value converge. From sunrise to sunset, the home is immersed in breathtaking, views of the Pacific Ocean extending to Ka?ena Point. Designed for single-level living, every room is thoughtfully oriented toward the ocean, allowing each space to frame endless blue horizons, cooling trade winds, and abundant natural light throughout the day. A large wraparound lanai anchors the home, creating a seamless indoor-outdoor connection. Ideal for entertaining or quiet moments alike, the lanai features a dedicated outdoor dining area with a full dining table, surrounded by integrated tropical planting that enhances privacy while framing the dramatic ocean backdrop. This expansive outdoor living space becomes a natural extension of the home—perfect for sunset dinners, morning coffee, and year-round enjoyment of the North Shore lifestyle.

59-380 Wilinau Road, Haleiwa

$2,500,000

Lifetime opportunity to own 1.5 acres of prime real estate in Pupukea at an unbeatable price! Found on a prized rim lot location between Waimea Bay and Sunset Beach, in the highly coveted subdivision of Sunset Hills. Perched above Oahu's fabled North Shore, this property provides unobstructed views from Ka'ena Point to the world-famous Banzai Pipeline surf break- so close you can hear the waves breaking and watch surfers take off! Several terraced areas offer plenty of room to expand your dream estate- room for an infinity pool and spa included! Buffered by the Pupukea Forest Reserve, offers valley views too- with a unique rock outcrop to gaze upon. You couldn't find a spot on this lot without a breathtaking view to take in. Access to the property includes a curved, paved driveway that leads to a private 4 bedroom home. Sandy coastline views, captivating sunsets, and consistent trade winds add to the property's charm and appeal. Mature fruit trees are a symbol of the abundance this land has to offer. Highly valued in this area is an existing septic system, approved for use up to 5 bedrooms. This is a newly developed CPR. Unit 1 is also listed for sale- 1/2 acre for $2,200,000.

4 Beds ⋅ 4 Baths ⋅ 202519957 MLS ⋅ FS - Fee Simple Tenure ⋅ 260 DOM

Lifetime opportunity to own 1.5 acres of prime real estate in Pupukea at an unbeatable price! Found on a prized rim lot location between Waimea Bay and Sunset Beach, in the highly coveted subdivision of Sunset Hills. Perched above Oahu's fabled North Shore, this property provides unobstructed views from Ka'ena Point to the world-famous Banzai Pipeline surf break- so close you can hear the waves breaking and watch surfers take off! Several terraced areas offer plenty of room to expand your dream estate- room for an infinity pool and spa included! Buffered by the Pupukea Forest Reserve, offers valley views too- with a unique rock outcrop to gaze upon. You couldn't find a spot on this lot without a breathtaking view to take in. Access to the property includes a curved, paved driveway that leads to a private 4 bedroom home. Sandy coastline views, captivating sunsets, and consistent trade winds add to the property's charm and appeal. Mature fruit trees are a symbol of the abundance this land has to offer. Highly valued in this area is an existing septic system, approved for use up to 5 bedrooms. This is a newly developed CPR. Unit 1 is also listed for sale- 1/2 acre for $2,200,000.

59-414 Makana Road Unit 2, Haleiwa

$2,200,000

Welcome to this quiet and peaceful Hawaiian-style home, set on a full acre of lush tropical landscaping and vibrant flowers, shaded by two magnificent monkey pod trees. The level property features a stretch of soft green lawn and a charming old stone built-in barbecue, perfect for gathering with family and friends. Inside, the home offers high ceilings and warm wood tones throughout, creating a comfortable, island-inspired atmosphere. The open kitchen flows easily into the living spaces, complemented by 3 bedrooms and 1.5 baths. Start your mornings on the covered lanai, sipping coffee while surrounded by serene natural beauty. A truly rare find. Home is being sold “as is.” *Additional photo and video- COMING SOON!

3 Beds ⋅ 2 Baths ⋅ 202607457 MLS ⋅ FS - Fee Simple Tenure ⋅ 86 DOM

Welcome to this quiet and peaceful Hawaiian-style home, set on a full acre of lush tropical landscaping and vibrant flowers, shaded by two magnificent monkey pod trees. The level property features a stretch of soft green lawn and a charming old stone built-in barbecue, perfect for gathering with family and friends. Inside, the home offers high ceilings and warm wood tones throughout, creating a comfortable, island-inspired atmosphere. The open kitchen flows easily into the living spaces, complemented by 3 bedrooms and 1.5 baths. Start your mornings on the covered lanai, sipping coffee while surrounded by serene natural beauty. A truly rare find. Home is being sold “as is.” *Additional photo and video- COMING SOON!

59-507 Pupukea Road, Haleiwa

$2,100,000

Rare opportunity in coveted Pupukea on Oahu’s North Shore. Set on 1.27 acres of lush, wooded land, this private retreat offers a peaceful lifestyle surrounded by nature. Two gated driveways create a true sense of privacy and arrival, while the expansive grounds provide flexibility for multi-generational living, entertaining, or simply enjoying the space and serenity. The property features split AC systems, a fireplace, outdoor shower, stone pizza oven, gazebo, generous storage, and parking for 6+ vehicles including boat parking. Mature landscaping and a thoughtfully spread-out layout create a secluded retreat with the convenience of nearby North Shore beaches, hiking trails, and outdoor recreation. A rare North Shore offering with space, privacy, and endless potential.

5 Beds ⋅ 4 Baths ⋅ 202608956 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM

Rare opportunity in coveted Pupukea on Oahu’s North Shore. Set on 1.27 acres of lush, wooded land, this private retreat offers a peaceful lifestyle surrounded by nature. Two gated driveways create a true sense of privacy and arrival, while the expansive grounds provide flexibility for multi-generational living, entertaining, or simply enjoying the space and serenity. The property features split AC systems, a fireplace, outdoor shower, stone pizza oven, gazebo, generous storage, and parking for 6+ vehicles including boat parking. Mature landscaping and a thoughtfully spread-out layout create a secluded retreat with the convenience of nearby North Shore beaches, hiking trails, and outdoor recreation. A rare North Shore offering with space, privacy, and endless potential.

59-586 Pupukea Road, Haleiwa

$1,850,000

Tucked into the lush landscape of Pupukea, this charming 2-bedroom, 1-bath plantation cottage feels like a true North Shore retreat. Set on a generous 24,000 sq ft lot, the property offers space, privacy, and a slower pace of living that’s hard to find. The home has been thoughtfully renovated, blending modern touches with the warmth and character of old Hawai‘i. Natural light, simple finishes, and a comfortable layout create a space that feels easy to live in and easy to love. Step outside and you’ll find where this property really shines. Rinse off in the outdoor shower after a day at the beach, unwind in the private sauna, or simply enjoy the open space and surrounding greenery. There’s room here to grow, create, or just be. Just minutes from some of the North Shore’s best beaches and trails, this home offers an easy connection to the lifestyle that makes this side of the island so special.

2 Beds ⋅ 1 Baths ⋅ 202607537 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM

Tucked into the lush landscape of Pupukea, this charming 2-bedroom, 1-bath plantation cottage feels like a true North Shore retreat. Set on a generous 24,000 sq ft lot, the property offers space, privacy, and a slower pace of living that’s hard to find. The home has been thoughtfully renovated, blending modern touches with the warmth and character of old Hawai‘i. Natural light, simple finishes, and a comfortable layout create a space that feels easy to live in and easy to love. Step outside and you’ll find where this property really shines. Rinse off in the outdoor shower after a day at the beach, unwind in the private sauna, or simply enjoy the open space and surrounding greenery. There’s room here to grow, create, or just be. Just minutes from some of the North Shore’s best beaches and trails, this home offers an easy connection to the lifestyle that makes this side of the island so special.

59-450 Alapio Road Unit B, Haleiwa

$1,700,000

MUST SEE! Own 1/2 an acre of prime Pupukea real estate overlooking Sharks Cove to Pipeline! Located on the rim side of one of the most regarded streets in Pupukea, in the highly coveted subdivision of Sunset Hills. Captivating sunsets, consistent trade winds, and ocean views so close you can hear the waves crashing. Currently there is a Meditation/Yoga Studio structure that is attached to a shared septic system. There is a permit in process to turn Meditation/Yoga Studio into a single family home which will offer the possibility to expand to a 3 bedrm or more single family home. This is a newly developed CPR. Unit 2 also offered for sale- 1.5 acres for $2,950,000. Also listed as Vacant Land - See MLS 202515822

1 Baths ⋅ 202516470 MLS ⋅ FS - Fee Simple Tenure ⋅ 312 DOM

MUST SEE! Own 1/2 an acre of prime Pupukea real estate overlooking Sharks Cove to Pipeline! Located on the rim side of one of the most regarded streets in Pupukea, in the highly coveted subdivision of Sunset Hills. Captivating sunsets, consistent trade winds, and ocean views so close you can hear the waves crashing. Currently there is a Meditation/Yoga Studio structure that is attached to a shared septic system. There is a permit in process to turn Meditation/Yoga Studio into a single family home which will offer the possibility to expand to a 3 bedrm or more single family home. This is a newly developed CPR. Unit 2 also offered for sale- 1.5 acres for $2,950,000. Also listed as Vacant Land - See MLS 202515822

59-414 Makana Road Unit 1, Haleiwa

$1,700,000

Rare opportunity to own 1/2 an acre of prime Pupukea real estate at an unbeatable price! Located on the makai side of one of the most regarded streets in Pupukea, in the highly coveted subdivision of Sunset Hills. Captivating sunsets, consistent trade winds, and ocean views so close you can hear the waves crashing. Currently there is a studio ("craft room") structure that is attached to a shared septic system. There is a permit in process to turn this craft room into a single family home which will offer the possibility to expand to a 3 bedroom single family home. This is a newly developed CPR. Unit 2 also offered for sale- 1.5 acres for $2,950,000. Also listed as Single Family - See MLS 202516470

202515822 MLS ⋅ FS - Fee Simple Tenure ⋅ 316 DOM

Rare opportunity to own 1/2 an acre of prime Pupukea real estate at an unbeatable price! Located on the makai side of one of the most regarded streets in Pupukea, in the highly coveted subdivision of Sunset Hills. Captivating sunsets, consistent trade winds, and ocean views so close you can hear the waves crashing. Currently there is a studio ("craft room") structure that is attached to a shared septic system. There is a permit in process to turn this craft room into a single family home which will offer the possibility to expand to a 3 bedroom single family home. This is a newly developed CPR. Unit 2 also offered for sale- 1.5 acres for $2,950,000. Also listed as Single Family - See MLS 202516470

59-414 Makana Road Unit 1, Haleiwa

$1,300,000

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.

202601337 MLS ⋅ FS - Fee Simple Tenure ⋅ 200 DOM

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