Imagine a life where luxury seamlessly intertwines with Hawaii’s breathtaking natural beauty. From the iconic shores of Oahu’s North Shore at Ke Iki Beach to the serene exclusivity of a 27-acre estate in Haiku, Maui, and the resort-style elegance near Wailea Beach, these three extraordinary properties redefine island living. Each offers unparalleled privacy, custom high-end design, and a profound connection to the ocean, landscapes, and trade winds. Priced between $3,999,000 and $4,700,000, they beckon discerning buyers to embrace a rare blend of seclusion and splendor in paradise.
59-535 Ke Iki Road A | $4,700,000


Gina M Overton

Gina M Overton
Set against the breathtaking backdrop of Oahu’s North Shore, this custom-built waterfront residence graces the pristine white sands of Ke Iki Beach along the famed 7-mile miracle. Designed with a reverse floor plan, the second level hosts open living, kitchen, and dining spaces, alongside an office and a generous covered lanai, all crafted to frame sweeping ocean views and embrace cooling trade winds. The first floor offers three bedrooms, including a suite with a private entrance and full bath, plus a den with direct beach access. Modern touches like tinted windows, split AC units, and 20 photovoltaic panels enhance comfort, while the landscaped grounds feature lush lawns, fragrant blooms, fruit trees, and swaying palms. Steps from seasonal surfing, snorkeling, and whale watching, this rare gem promises a serene coastal lifestyle with vibrant sunsets painting the sky from February to November.
- Price:
- $4,700,000
- Size:
- 2,145 sq ft
- Contact:
- Gina M Overton, Compass, 808.226.1729
Ho’olei At Wailea #T-1 | $4,450,000


Katy Foxwell

Katy Foxwell
Positioned along the serene waterfront, this luxury resort villa in Wailea offers an unparalleled connection to the beauty of Maui. Just steps from the iconic Grand Wailea and the pristine sands of Wailea Beach, this split-level townhome, Unit T-1, embodies an elevated island lifestyle. As the largest floor plan, the Hibiscus design, it spans an impressive 3,076 square feet of refreshed indoor space, complemented by a sprawling 700-square-foot covered lanai for seamless indoor-outdoor living. Tucked in a coveted end-unit position, the villa ensures exceptional privacy while embracing a biophilic design that harmonizes with its natural surroundings. Fully furnished and exquisitely appointed, every detail reflects sophistication and comfort. Imagine waking to the sound of gentle waves, savoring morning coffee on your private lanai, and stepping into a world of paradise just beyond your doorstep.
- Price:
- $4,450,000
- Size:
- 3,076 sq ft
- Contact:
- Katy Foxwell, Keller Williams, 808.385.0882
Serene 27-Acre Estate With Ocean Mountain Views | $3,999,000


Anne Barber

Anne Barber
Set against the breathtaking backdrop of Maui’s North Shore, this rare 27-acre estate in Haiku offers an unparalleled sense of privacy and tranquility. Spanning three contiguous parcels, the gated property ensures seclusion while showcasing sweeping panoramic views of the ocean and Haleakala from various vantage points. A custom-built 2-bedroom, 1-bath home sits on the upper portion, providing a cozy retreat or an ideal guest house as you envision your dream estate. The upper acreage boasts flat, usable pasture land, perfect for agricultural pursuits or equestrian endeavors, while the gently rolling lower terrain adds character and versatility. Untouched by farming for over three decades, this waterfront gem invites a lifestyle of serenity and endless possibility. Whether you dream of a private sanctuary or a sprawling estate, this Haiku property offers the space and flexibility to bring your vision to life.
- Price:
- $3,999,000
- Size:
- 998 sq ft
- Contact:
- Anne Barber, Maui International Real Estate Services Inc., 808.870.3481

















