5 Ultra-Luxury Hawaii Estates with Oceanfront and Island Views

Along the ocean’s edge in Lanikai, The Mokulua Estate unfolds as a private sanctuary with a gated entrance and more than 150 linear feet of ocean frontage. Unobstructed views of the Mokulua Islands frame nearly every vantage point, while dramatic ocean and mountain vistas carry through a state-of-the-art residence designed by award winning architect Jim Jennings. Refined indoor/outdoor living is central here, spanning more than 10,000 square feet and opening to a backyard with direct ocean access for swimming, snorkeling, kayaking, surfing, and fishing. A guest house and caretaker’s quarters add flexibility for hosting and extended stays, balancing seclusion with day-to-day ease. From quiet mornings by the pool to sunset light over the water, life here is shaped by Hawaii’s most elemental rhythms.

Along the water’s edge on Ala Moana Boulevard, this residence reads like a private sanctuary set above Honolulu’s daily rhythm. Morning light plays across the yacht harbor and the Waikiki skyline, while Ala Moana Beach Park unfurls ahead in a sweep of lush greenery, blue sky, and ocean. As dusk arrives, the sea shifts through crimson and gold, turning the horizon into a living canvas—framed as if it were your own work of art. Inside, an expansive living space supports a sense of residential grandeur paired with cutting-edge luxury, all designed for absolute privacy. In the heart of Honolulu, the atmosphere is notably serene, offering the kind of liberation more often associated with a private villa, where each day begins and ends with a singular vista.

Along the water’s edge in Wailea, Residence 1602 at Wailea Point is a rare “double” unit with a dynamic ocean and beachfront position. Occupying the entire top floor and set 36 feet above the ocean, this single-level condominium frames far-reaching views—from iconic Polo Beach and the Makena coastline to the Pacific, offshore islands, and the Kihei and Maalaea coastlines. Inside, the emphasis is on uncompromising quality, with only the finest materials, fixtures, finishes, and furnishings shaping an exquisitely luxurious atmosphere. A custom, state-of-the-art kitchen is designed with entertaining in mind, while a cedar-walled private sauna sits just off the primary bath for quiet restoration. An oversized double garage provides parking for two vehicles, plus space for a golf cart. Days here unfold between beach walks and the amenities of the Wailea Resort.

From its elevated setting on Hanalei Plantation Road above the Bay, 5181 Hanalei Plantation Road holds a rare position along a ridgeline above Hanalei. Located near the end of the road within a private estate and surrounded by some of Kaua‘i’s most prestigious and valuable estates, the property reads as both secluded and deeply connected to its landscape. A decade of planning informed a carefully designed, handcrafted residence, shaped by an intimate understanding of the remarkable canvas beyond its walls. The views stretch to the Wainiha and Hanalei mountains, including Mamalahoa, Nāmolokama, Hihimanu, and Nāmāhana—an ever-changing horizon that becomes part of daily life. Just over half an acre with approximately 270 feet of road frontage, it offers a singular sense of arrival and perspective.

Along the Kohala Coast, this contemporary residence at the iconic Mauna Kea Resort on Hawaii’s Big Island pairs a prime location with a quiet sense of privacy and exclusivity. Daily life here is shaped by ease: an effortless walking distance to both hotels and both incomparable white sand beaches, with the resort’s celebrated shoreline always close at hand. Beyond the setting, the home’s connection to a private club facility expands the rhythm of the week, while the Weiskof 3-hole practice course offers a refined place to step outside and spend time in motion. It’s a rare blend of resort proximity and a more tucked-away feel—designed for days that move naturally from beach walks to club time, and back again.