Imagine a life where luxury meets the untamed beauty of Hawaii’s islands, where sustainable design harmonizes with panoramic ocean views and the promise of privacy. From Maui’s North Shore to the secluded charm of Lanai City, these five extraordinary properties, ranging from $3.8M to $5.9M, redefine island living. With modern architecture, eco-conscious features, and exclusive amenities near iconic landmarks like Sweetheart Rock, each home offers a rare blend of elegance and nature. Think whale sightings from your lanai, custom finishes, and a connection to the ocean that feels utterly personal.
454 Hoolawa Road | $5,900,000


Jessica Baker

Jessica Baker
Positioned along the captivating oceanfront of Maui’s North Shore, this architectural gem redefines modern living with its seamless integration of sustainable design and timeless elegance. A true livable sculpture, the property harmonizes effortlessly with its surroundings, showcasing two cantilevered rectangular structures—one a detached home, the other a private office—thoughtfully oriented to frame mesmerizing makai and mauka vistas. Every detail reflects meticulous craftsmanship, from the sustainable features that honor the environment to the panoramic ocean views that transform daily life into a visual masterpiece. Residents are immersed in an ever-changing canvas of natural beauty, where the simplicity of design meets the raw allure of Maui’s coastline. This residence offers a unique lifestyle, one that balances sophistication with a deep connection to the island’s untamed spirit, inviting a profound appreciation of both comfort and nature.
Size: 2.00 acres
- Price:
- $5,900,000
- Contact:
- Jessica Baker, Compass, 808.250.0840
7 Polihua Way Unit 10D | $5,700,000


Kimmy Brooke

Kimmy Brooke
Set against the serene backdrop of a waterfront paradise, this masterfully renovated 3-bedroom, 3.5-bath townhome near the Four Seasons at Manele Bay exudes timeless elegance. Step into a tranquil courtyard adorned with water features, lush greenery, and inviting seating areas. Inside, soaring ceilings and abundant natural light create an airy ambiance, while the pristine white kitchen boasts premium Sub-Zero and Thermador appliances alongside custom built-ins. Two distinct family areas, thoughtful storage solutions, and oversized closets enhance functionality. The upstairs Primary Suite offers a private patio with ocean vistas, complemented by a Jacuzzi tub and modern amenities. Downstairs, another Primary Suite opens to a secluded lanai and outdoor shower. A spacious lanai with a built-in BBQ beckons for al fresco dining, while breathtaking views of the ocean, golf course, and Sweetheart Rock promise unforgettable sunrises and whale-watching moments from private balconies.
- Price:
- $5,700,000
- Size:
- 3,385 sq ft
- Contact:
- Kimmy Brooke, Berkshire Hathaway, 808-295-4046
Own A Slice Of Paradise | $5,600,000


Kimmy Brooke

Kimmy Brooke
Rising above the serene landscapes of Hawaii’s most exclusive and private island, this stunning two-story end unit offers a rare blend of seclusion and luxury. Spanning 3 bedrooms and 3.5 bathrooms, this mountain-elevated oasis boasts exceptional privacy with a tropical courtyard and ample living space. The beautifully appointed kitchen features a Sub-Zero refrigerator, Thermador double wall ovens, and a professional-grade range, complemented by an outdoor Viking built-in BBQ for effortless entertaining. Positioned on the 9th fairway, the home affords unobstructed ocean vistas, including the iconic Sweetheart Rock. From the bedroom balcony or expansive lanai, residents can marvel at whale and dolphin sightings while soaking in the island’s tranquil beauty. Complete with a 2-car garage, this property seamlessly blends indoor comfort with the allure of Hawaii’s natural splendor, promising a lifestyle of unparalleled peace.
- Price:
- $5,600,000
- Size:
- 3,385 sq ft
- Contact:
- Kimmy Brooke, Berkshire Hathaway, 808-295-4046
Secluded Beachfront Estate on 595 Acres | $5,330,000


Heidi E. Dollinger

Heidi E. Dollinger
Set against the serene backdrop of Molokai’s sunny west end, this rare waterfront estate on Papohaku Beach offers an unparalleled retreat along one of Hawaii’s largest white sand beaches. With direct beachfront access, the property invites a lifestyle of tranquility and solitude, where the rhythm of the ocean becomes your daily soundtrack. The estate boasts a heated saltwater pool for leisurely swims, complemented by an oceanfront plunge pool that blends seamlessly with the horizon. A spacious 1,350-square-foot three-car garage provides ample storage, while a 450-square-foot rec room and a 578-square-foot pool cabana offer versatile spaces for relaxation or entertaining. Wander through the private orchard or lose yourself in the meditative paths of a labyrinth, all within the embrace of this exclusive coastal haven. Here, peace and natural beauty define every moment.
- Price:
- $5,330,000
- Size:
- 3,794 sq ft
- Contact:
- Heidi E. Dollinger, Sotheby’s Realty, (808) 359-4245
Moon Rainbow Meadows An Oceanview Private Oasis | $3,800,000


Gina Duncan

Gina Duncan
Set against the serene backdrop of Maui’s waterfront, Moon Rainbow Meadows offers a rare blend of luxury and untouched nature in the secluded Haiku region. As you pass through custom bamboo gates, a grand estate unfolds, revealing a majestic great room and a gourmet kitchen designed for both function and flair. Seamless indoor-outdoor living spaces frame breathtaking ocean views, inviting the island’s beauty into every moment. Each en-suite bedroom boasts bespoke design and unparalleled comfort, while expansive lanais and a modern, mural-adorned fitness area create spaces for relaxation and rejuvenation. A private sauna, meticulously manicured grounds, a PV system, an EV charger, a versatile outbuilding, and a charming guest bungalow enhance the property’s appeal. This CPR estate stands as a tranquil Maui sanctuary, where elegance and the rhythm of island life harmonize effortlessly.
- Price:
- $3,800,000
- Size:
- 3,791 sq ft
- Contact:
- Gina Duncan, Fine Island Properties LLC., 808.250.9858











