5 Hawaii Luxury Retreats from Hualalai to Black Point

Set across more than 21 fully fenced acres in the Ranch at Puakea, HALE PILIKUA—“Land of Imagination”—reads as a private, pod-style retreat framed by mature tropical landscaping. Four detached, air-conditioned living areas form an enclave that balances modern island ranch design with expansive roof overhangs, stucco finishes, and partial lava wainscoting, grounding the architecture in its natural setting. At the center, a grand lanai and firepit looks out over the pool and sweeping ocean vistas, with year-round sunsets and clear views of Maui setting the tone from day to night. The layout invites easy movement between indoor comfort and open-air living, with a sense of space and separation that feels both considered and effortless. Evenings here naturally gather outdoors, with the horizon as a constant companion.

Along the water’s edge within the prestigious Hualalai Resort in Kailua Kona, this 1.09-acre homesite offers a rare chance to create a custom luxury estate with unusual momentum already in place. A complete set of approved architectural plans is included, thoughtfully composed to embrace Hawaii’s celebrated indoor-outdoor lifestyle while taking advantage of the property’s natural beauty. Even better, it is permit-ready with all building permits secured, allowing work to begin as soon as crews mobilize and meaningfully shortening the design and permitting timeline.

Size: 1.00 acres

Along the water’s edge, this rare oceanfront ground-floor residence opens directly onto Hapuna Beach, pairing sweeping views with a private plunge pool for effortless days that move between sun, shade, and sea air. Floor-to-ceiling sliding doors dissolve the boundary between indoors and out, setting an easy rhythm for morning coffee and lingering sunsets. Inside, the designer kitchen is appointed with Wolf, Sub-Zero, and Miele appliances, quartz counters, and European oak flooring that carries a calm, tailored finish throughout. The two-bedroom, two-bath layout includes a primary suite with a spa-inspired bath and motorized shades for a quiet reset at day’s end. Fully furnished and enhanced with smart home upgrades, the residence also serves as an income-generating rental with access to Hapuna’s golf, spa, and pools—home to Condé Nast’s “Best Beach in America.”

Set on Hoea Makai Road in Hawi, this living sanctuary reflects years of attentive stewardship of the land. Approximately 3,960 square feet unfolds across beautifully designed buildings, anchored by a main residence that celebrates bamboo architecture and handcrafted American Clay wall finishes. Custom African Mahogany cabinetry pairs with solid mahogany and teak doors, while premium Pella windows frame daily light. Underfoot, a thoughtful mix of bamboo, cork, quartzite, and eucalyptus flooring adds natural texture throughout. A custom mahogany shoji-screen office creates a quiet, focused workspace, and the private owner’s suite opens to expansive lanais alongside a marble bathroom with soaring ten-foot walls for a spa-like rhythm. Three independent solar systems with 60+ panels, battery storage, county water, and a private well support resilient living amid coconut palms, dragon fruit, bamboo groves, gardens, and open pastures.

Along the water’s edge in gated Black Point, this residence offers a rare balance of privacy, space, and coastal charm on Oahu. Designed for effortless indoor-outdoor living, the expansive layout includes 4 bedrooms, 3 full baths, and 1 half bath, with sun-drenched interiors that open to a private swimming pool and a sweeping poolside patio deck. Year-round trade winds were thoughtfully captured here, along with ocean and sunrise views that set the tone from morning onward. The existing home is presented as a restoration opportunity—an inviting canvas to reimagine, rebuild, or restore into a world-class coastal estate. Adding to the sense of place is private access to the legendary Black Point oceanfront saltwater pool, naturally filled by Pacific waves, for days shaped by sea air and horizon light.