6 Island Homes and Oceanfront Escapes Across Hawaii’s Best Communities

On O Holokai Place in Haiku, Maui, the listing offers only a simple, definitive note: SOLD. With no additional details provided about the residence itself—no rooms, finishes, layout, or outdoor features—its story is left intentionally spare, defined more by location than description. The Haiku address suggests a setting within one of Maui’s distinct upcountry communities, where daily life often feels a touch removed from the island’s busier corridors, even when close to what you need. Beyond that, the particulars of architecture, interiors, and amenities aren’t included in the original listing text, leaving the imagination to fill in what the record does not. What remains is a sense of closure and transition, and the quiet anticipation of whatever comes next at this Haiku address.

Size: 64.00 acres

Price: $3,500,000 (Sold)

On Manawai Place in Haiku, this residential property is noted simply as SOLD. With no additional details provided, the story here is one of location and quiet context rather than finishes or floor plan: a place set within an established neighborhood on Maui’s North Shore, where daily life tends to move at an unhurried pace. The address situates you in Haiku, a community known for its laid-back feel and a landscape that often shapes the rhythm of morning coffee, afternoon errands, and evenings at home. Because the original listing offers no description of the residence itself—no rooms, materials, or outdoor features—the appeal rests in the promise of belonging to this particular pocket of Haiku, and in the sense of arrival that comes with calling Manawai Place your own.

Size: 5.4 acres

Price: $1,400,000 (Sold)

Along the water’s edge on Oahu’s iconic North Shore, this residential oceanfront duplex sits at the end of a rural lane, offering a rare way to share the island lifestyle without sacrificing privacy. The property includes two legal homes, creating a natural setup for family and friends to live side by side with room to spread out. Each home features three bedrooms and two-plus baths, balancing everyday comfort with flexible work-and-play space. Beyond the front door, North Shore favorites are close at hand, with quick access to Waimea Bay, Shark’s Cove, Pipeline, and Sunset Beach. Across the road, lively food trucks, unique shopping, and a grocery store bring convenience to the coastal setting, while Haleiwa—about five miles up the road—adds boutiques, surf-inspired shops, coffee spots, and a diverse dining scene. Life here is paced by salt air and shoreline light.

Size: – sf

Price: Contact for pricing

On a quiet cul-de-sac in Mililani Mauka, this beautifully maintained residence sits on a spacious perimeter lot framed by professional landscaping. Rock walls and anodized fencing lend a polished sense of arrival while adding privacy and structure to the yard. Inside, a thoughtfully designed floor plan centers on a generous primary suite, where a private lanai creates an easy daily retreat and a walk-in closet keeps essentials organized and close at hand. Comfort is addressed year-round with central A/C, plus insulated walls and ceilings that support a more temperate interior. Practical upgrades continue overhead: a new roof pairs with 29 owned PV panels with existing net metering, delivering energy efficiency with long-term appeal. Life here feels calm, considered, and well cared for from morning to evening.

Price: Contact for pricing

From its elevated setting along Leialii Loop in Kailua Kona, this meticulously maintained, two-year-new residence pairs thoughtful customization with a prime position on the western perimeter of the neighborhood. Downstairs, a large open living area unfolds across a spacious kitchen with loads of cabinets, living and dining rooms, a den, a guest bathroom, an indoor laundry room, and abundant storage—an easy layout with convenient access from both the garage and front door. Upstairs, the primary suite is joined by two guest rooms and an additional bathroom. Split air conditioners in all the main rooms support energy efficiency while keeping each space comfortable. Outside, mature landscaping frames distinctive sightlines: west to a serene, mature banyan tree and east to Hualalai mountain. Rain gutters, window coverings in most rooms, and two customized patios by sliding glass doors complete the move-in-ready experience.

Price: Contact for pricing

Set on generous acreage along Keopuka Mauka Road in Kealakekua, this offering is defined by its agricultural abundance rather than architectural detail. The land spans more than seven acres and is planted with hundreds of fruit trees, creating a setting that feels established, productive, and deeply tied to the rhythms of the outdoors. Days here would naturally revolve around tending, harvesting, and simply walking the rows—watching the property change with each season’s growth and yield. With so much of the experience centered on the trees themselves, the acreage reads as a living landscape: a place to cultivate, to spend time under canopy and open sky, and to enjoy the quiet satisfaction that comes from land with purpose. Over time, it’s easy to imagine the trees becoming the heart of daily life.

Size: 7+ acres

Price: Contact for pricing