An exceptionally rare opportunity to acquire two side-by-side oceanfront properties and create a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach—naturally framed by a striking lava rock outcropping—this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility—ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from both residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. The first residence features a single-level floor plan with relaxed island character, seamless indoor-outdoor living, and immediate livability, while offering future potential through preliminary architectural plans for a refined, modern transformation. The adjoining residence provides a more dramatic architectural presence, highlighted by soaring 15-foot ceilings, an open-concept great room, multiple ensuite bedrooms, and an upper-level primary suite commanding a premier oceanfront vantage point. Outdoor living areas, tropical grounds, and a private spa create a true resort-style experience. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**