Nestled within one of Wailea’s most coveted residential settings, this architecturally refined contemporary residence offers an exceptional blend of privacy, design integrity, and resort-style living. Expansive ocean views anchor both the main living level and the elevated primary suite, capturing Maui’s coastline, dramatic skies, and unforgettable sunsets. Walls of Fleetwood sliding glass doors and generous covered lanais create a seamless indoor–outdoor flow, allowing the home to live as a private island retreat. The residence features two distinct primary suites, each thoughtfully designed to provide its own sense of sanctuary. The main-level primary suite is a serene haven, complete with a refined bath featuring dual vanities and a tropical outdoor shower that enhances the indoor–outdoor experience. The elevated primary suite offers a more private retreat, showcasing panoramic ocean views, a covered lanai extending from both the bedroom and adjoining family lounge, an elegantly appointed bath with dual vanities and indoor–outdoor shower, and a walk-through dressing room finished with Poliform closet systems. At the heart of the home, a dramatic double-island kitchen is appointed with Poliform cabinetry, abundant storage, and a curated suite of premium Miele appliances, including a gas range and wine system. A separate butler’s pantry and prep area with additional laundry and storage allows entertaining to remain effortless and discreet. Outdoor living spaces are designed to rival a private resort. A custom-shaped pool with separate spa and integrated water feature is surrounded by expansive lawn areas, fruit trees, decorative stonework, and pavers. A built-in BBQ area with seating and hood creates an inviting setting for sunset dining and evening gatherings, while covered lanais provide shaded comfort throughout the day. Two guest suites are thoughtfully positioned to provide privacy and comfort for visiting family and friends. A dedicated media room offers a sophisticated space for films and sporting events, while a fifth bonus room provides flexibility for a fitness studio, office, or additional guest accommodation. Throughout the home, materials and craftsmanship reflect a commitment to timeless quality, including travertine and large-format Italian stone flooring, tight-grain old-growth cedar ceilings, custom Sapele glass panel doors, bronze-tinted glass railings and shower enclosures, and refined plaster exterior finishes. Advanced systems include Crestron home automation, motorized low-voltage shades, Sonos audio, Samsung televisions, Big Ass ceiling fans, a Daikin multi-zone climate system, and a PV solar system with battery storage. Structural steel and TJI construction further underscore the home’s exceptional build quality. A spacious garage accommodates two vehicles with additional space for a golf cart or electric vehicle, completing a residence designed for ease, elegance, and modern island living. This is more than a home—it is a private Wailea retreat, thoughtfully composed for those who value ocean views, architectural precision, and the refined rhythm of contemporary island life. Call your favorite Realtor for a showing. See Video in 3dTour link. Listing Agent is Owner and licensed in the State of Hawaii.