5 Island Luxury Homes and Oceanview Retreats Across Hawaii

Along the oceanside of Hana Highway in Maui’s Manawai Subdivision, this 5.404-acre CPR property captures sweeping, panoramic views of the Pacific Ocean. The generous acreage lends a sense of privacy and tranquility—an easy retreat from the pace of everyday life—while still keeping you connected to the Northshore. With its Condominium Property Regime designation, the parcel allows for the construction of a main house, offering the flexibility to create a custom residence aligned with your vision, whether that’s a modern architectural approach or a Hawaiian-inspired plantation-style home. Daily life here balances seclusion with convenience: Haiku Town is just minutes away for shopping and local cafes, and the energy of the coast is close by, with Hookipa Beach a short drive away for surfing, windsurfing, and kiteboarding. Paia Town’s boutiques, art galleries, dining, and Mana Foods round out the rhythm.

Size: 5.00 acres

Price: Contact for pricing

From its elevated setting in Wailuku’s Kehalani master-planned community, this thoughtfully transformed residence is designed for easy entertaining and unhurried daily living, with serene ocean and Haleakala mountain views. A retaining wall and added fill created a wide lawn and an expansive, super-sized covered lanai—an outdoor living extension that feels both open and surprisingly private. Inside, engineered hardwood floors anchor the living room, dining area, and family room, which opens directly to the extra-large covered lanai with Trex flooring. The sprinklered backyard is accessible from side gates. In the kitchen, granite countertops top an island with bar-stool seating, joined by a new Bosch dishwasher, a double-oven range, refinished cabinets, and porcelain tile floors. Upstairs, three bedrooms and two remodeled bathrooms continue the views, while split air-conditioning adds comfort where it counts.

Commanding views of the mountains and ocean set the tone at this contemporary, beautifully renovated Haleiwa single-family dwelling. Once a 3/1 and now a 2-bedroom, 1-bath layout, the home opens to a breezeway and glass sliding doors that draw you into a tropical landscaped backyard. Organic natural wood beams add warmth and texture the moment you step through the front door, balancing modern updates with easy island living. Outside, the fully fenced, easy-to-care-for yard offers green lawn space for a BBQ picnic, plus a mountain apple tree and room to make pakalana or Ti leaf lei. A freestanding cedar sauna—with nearby workout space or lanai steps away—invites daily unwinding. With a laundry room off the kitchen, an enclosed garage, and a location across from Haleiwa Boat Harbor and Ali’i Beach Park, life here moves at a relaxed, walkable pace.

Within the gated enclave of The Villas at Kehalani in Wailuku, this two-story Plan 3 townhome offers a quietly elevated island routine, shaped by cool mountain breezes drawn from nearby Iao Valley. Panoramic outlooks stretch from Haleakala’s sunrise-kissed peaks to Kahului Harbor’s shimmering expanse, with sweeping ocean and mountain vistas framing daily life. Inside, a soaring 20-foot living room ceiling and an oversized door pull in abundant natural light, while expansive indoor-outdoor realms encourage open-air living across more than 2,500 square feet of covered and enclosed space. Upgrades include a super high-end 20-SEER AC system with ionizing filtration and super premium bamboo flooring on the ground-floor living area, alongside eco-minded details such as vented roofs, radiant barriers, Low-E windows, and drought-resistant native landscaping. Exterior upkeep is handled by the complex, keeping the focus on the view.

Along the water’s edge in Kailua Kona, this furnished residence frames ocean and Keauhou views alongside the easy ritual of everyday Kona sunsets. Set within a gated, premier-location community, the layout is single level, with attached living and the practicality of a 2-car garage. Inside, the kitchen and baths have been updated with new cabinetry and solid-surface, easy-care countertops—finishes chosen for simplicity and durability. Air conditioning adds comfort through warm island days, while association guidelines allow pets, bringing flexibility to daily life. The community’s policies also maintain a quieter residential cadence, with no short-term vacation rentals permitted. From mornings that begin with open water on the horizon to evenings that linger in the last light, the setting invites an unhurried pace.