5 Distinctive Hawaii Retreats, from Off-Grid Acreage to Beachfront Condo

Set on 5 fenced acres in Pahoa, Kamaili Oasis unfolds as a meticulously crafted off-grid sanctuary—11 years in the making. Designed as a legacy home and retreat, the setting emphasizes privacy and seclusion, with two homes arranged within a rural compound that balances comfort and self-sufficiency. A pool and three-car garage complement the property’s architectural design and evident craftsmanship, while a barn and greenhouse support everyday life at a slower, more intentional pace. Outside, mature fruit orchard plantings mingle with vibrant palms and ornamentals, creating a landscape that’s as beautiful as it is rooted in sustainability. Here, mornings can begin among the orchard rows and end poolside, with the quiet of acreage all around.

Along the East Hawaii coastline in Puna Beach Palisades, Lavaflow1 is the flagship Hawaii creation of AIA award-winning architect Craig Steely—celebrated on the front page of The New York Times and other publications. Designed as a turnkey, permitted vacation rental, it sits between dramatic lava fields and lush tropical gardens, with ocean views beyond. At the center, a 30,000-gallon in-ground saltwater pool anchors two wings connected by a covered walkway. The front wing offers an 820 sf private guest suite with full bath, patio, and a garage/workshop. To the rear, the 2-story main house is wrapped in walls of windows and includes 2 bedrooms, 2 full baths, an office, formal dining room, two living rooms, and a grand covered lanai. Refurbished upgrades include an owned solar system for an easygoing, restorative daily rhythm.

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Set on 28.21 acres along Kamaoa Road in Nā‘ālehu, this multi-family property pairs a permitted primary residence with additional living options for a flexible, island-centered life. The main home is a permitted 3-bedroom, 2-bath layout with Pergo waterproof laminate flooring (2019), a new roof (2021), and a lanai refreshed with new decking (2020) for easy evenings spent watching the sunset. A converted garage now functions as an ohana with a brand-new shower and toilet, adding comfort for guests or extended household needs. Practical upgrades include a paid-off 31-panel PV system, county water, and underground utilities. Also on site is an unpermitted 3-bedroom, 1-bath container home, plus a separate outside room area with a washer, hot and cold water, and a half bath—spaces that invite a slower, self-directed rhythm in Hawai‘i’s open landscape.

Along the water’s edge in Lahaina, this townhome-style condo pairs an updated interior with a front-row seat to Keonenui Bay. From the lanai, residents can take in beautiful sunsets and watch for turtles, dolphins, and even whales offshore. Inside, the main level is arranged for easy daily living, with a living room, dining area, kitchen, and a convenient half bathroom. Upstairs, two bedrooms each enjoy the privacy of ensuite baths, creating a comfortable separation between gathering spaces and quiet retreats. Beyond the door, well-managed tropical grounds set a resort-like rhythm, complete with a pool, kiddie pool, and grilling areas—all oriented to ocean views. With a sandy beach just steps away and an active vacation-rental profile, life here feels naturally tuned to the shoreline.

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Set on ranch and farm land in Hakalau, this 33.5-acre offering (Lots 1–3) unfolds with unobstructed panoramic ocean views, complemented by views of Maunakea. The land carries a working history—previously used for cattle livestock and vegetable farming—while pointing to future possibilities grounded in its existing resources. Water rights from the Peleau Stream have provided historic water availability for more than 100 years, an important foundation for agricultural use. While there is currently no power available, the property is noted as having solar off-grid potential. A prior subdivision into three parcels appears on a 1943 map from the Hawaii County Planning Department, with the opportunity to pursue reinstatement through Hawaii County’s EPIC system under a PLR permit. Days here would be shaped by open sky, expansive horizons, and the rhythm of the land.

Size: 33.5 acres