5 Island Retreats and Turnkey Homes Across Hawaii’s Top Communities

From its elevated setting in Kaloko Mauka’s cloud forest on the slopes of Hu’ala’lai Mountain, this residential retreat reads as a quiet oasis surrounded by nature. A wrap-around lanai extends the living experience outdoors, creating an easy rhythm between fresh air and interior comfort. Inside, work is already underway to open the space, offering a head start for anyone hoping to shape a more modern, airy layout. Recent updates include a new roof, fresh paint, and resealed Ohia posts, along with additional repairs and replacements that support the home’s ongoing renewal. While the setting feels removed, daily conveniences remain close—about 15 minutes from the services that support modern living. It’s a place to lean into calm mornings, cool upland light, and unhurried evenings under the forest canopy.

Along the waterfront in Hilo’s desirable Pacific Heights Subdivision, this quality-built, well-designed two-story home balances bright, open living with flexible spaces for guests and everyday life. A grand double-door entry leads to slate tile flooring and a stairway up to the main living area, where floor-to-ceiling windows, open-beam ceilings, natural light, and ocean views set the tone. Bamboo flooring runs through the living, dining, hall, and bedrooms, complemented by a marble-framed fireplace for cooler evenings. The main level includes a well-equipped kitchen with wood cabinetry, black granite countertops, a pantry, double-drawer dishwasher, stainless steel refrigerator/freezer, gas range and oven, microwave hood, and a food-prep island, plus two bedrooms and two baths. Downstairs, a family room with wet bar opens to a lanai, alongside a third bedroom, bath, laundry, and generous storage—including a room large enough for an office or hobby space—served by five split A/C units and 18 seller-owned PV panels.

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In Lahaina, this beautifully updated corner-unit condo balances modern comfort with an easy, everyday rhythm. Thoughtfully remodeled in 2025 and lovingly owner-occupied, the residence is notably light-filled, with extra windows and enhanced privacy that come with the corner location. An open-concept living area connects seamlessly to the remodeled kitchen, where modern finishes, updated appliances, and generous counter space support everything from quick breakfasts to relaxed entertaining. Three well-proportioned bedrooms offer flexibility for guests, a home office, or family living, while the primary suite serves as a quiet retreat with an ensuite bath. Recent upgrades throughout underscore pride of ownership, creating a move-in-ready feel. Conveniences include an in-unit washer and dryer, air conditioning, dedicated parking, and ample guest parking nearby, all within a well-maintained community close to beaches, shopping, dining, and outdoor recreation.

Along the waterfront in Kailua Kona, this island-style, turnkey furnished two-story residence is designed for easy, flexible living. Upstairs, a bright living–kitchen–dining zone centers on granite countertops and a huge island made for gathering, with cabinetry and French doors opening to the lanai. Air-conditioning, window coverings, tropical-style dining barstools, and a full household of quality furnishings carry the move-in-ready feel throughout. The main bedroom includes air-conditioning and an en suite 3/4 bath with an LED backlit vanity mirror and walk-in shower. Downstairs, a studio suite adds a sitting room, closet/storage, and a spacious kitchenette with full-size appliances, plus its own en suite 3/4 bath. From the spacious lanai, ocean and Kona sunset views bring year-round color to the everyday.

On Waikoloa Beach Drive in Waikoloa, this well maintained two-bedroom, two-and-a-half-bath townhome offers an easy, low-fuss rhythm of living, with a single-car attached garage and the welcome privacy of no residential units above or below. Inside, the first level is organized around an open floor plan with vaulted ceilings, elevated by additional windows that draw in abundant natural light across the living, dining, and kitchen areas. Off the dining space, an outdoor lanai looks out to Colony Villas’ largest pool, framed by tropical landscape. Another pool—surrounded by tropical plantings—sits conveniently steps from the front door, turning everyday routines into quick, sun-soaked breaks. A half bath completes the downstairs, keeping the layout comfortable for both daily life and guests.