Across Hawai‘i, a quintet of homes frames the trophy lifestyle through views, privacy, and pedigreed settings. From a renovated Gold Coast residence with direct ocean and Diamond Head panoramas to a newly constructed Bali-style contemporary on Kauai’s South Shore, each property treats light and landscape as essential living space. A cedar estate in serene Haiku and a Summit-section Kohala Ranch retreat emphasize acreage and seclusion, while a Ritz-Carlton Kapalua lock-off suite pairs Honolua Bay outlooks with resort amenities and flexible use.
Diamond Head Coastal Retreat | $3,600,000


Chikako Tomita

Chikako Tomita
Along the water’s edge on Honolulu’s Gold Coast, this spacious 2BR/2BA residence in Coral Strand is framed by direct ocean and Diamond Head views. Thoughtfully renovated with quality finishes, the interiors balance comfort and flexibility: a second bedroom with a pocket door can be closed off for privacy or opened to expand the living space. The layout is designed for an easy indoor-outdoor feel, with breathtaking vistas enjoyed from both the living area and the bedroom. Set within a boutique oceanfront building, the atmosphere remains exceptionally peaceful and residential—an uncommon contrast to the energy of the shoreline beyond. A rare heated pool rounds out the experience, inviting unhurried afternoons with the sea as your constant backdrop.
- Price:
- $3,600,000
- Size:
- 1,446 sq ft
- Contact:
- Chikako Tomita, Shimizu Gateways, 808.222.3378
2706 Halalu Street | Contact for pricing


Brenda S Crawford

Brenda S Crawford
Steps from Kauai’s South Shore, this newly constructed contemporary Bali-style residence is set within a designated Vacation Rental Area, offering a rare blend of flexibility and ease. The main home provides 3 bedrooms and 3.5 baths, complemented by a separate 1-bedroom, 1-bath Additional Dwelling Unit (ADU)—ideal for hosting, extended stays, or expanding your rental footprint. Fully furnished and turnkey, it’s positioned to serve equally well as a vacation rental or a personal retreat. The property also allows room for an 800-square-foot pool to be built, or the option to expand the ADU, giving future plans space to unfold. Close to shopping, dining, and world-class beaches, daily life here feels effortlessly connected to the best of the South Shore.
Price: Contact for pricing
- Size:
- 3,943 sq ft
- Contact:
- Brenda S Crawford, Coldwell Banker Island Properties, 808.651.8234
A Rare Haiku Estate Shaped By Land Craft And Intention | $2,995,000


Heleena Oliveira

Heleena Oliveira
Set on over five private acres in a serene pocket of Haiku, this cedar estate pairs craftsmanship with true breathing room. Inside, soaring ceilings and rich natural materials give the residence its warm architectural presence, refined over time with custom millwork and elevated finishes. The kitchen anchors daily life with an oversized Wolf range, warming drawers, wine refrigeration, reverse-osmosis water, and discreet appliance garages, opening easily to indoor-outdoor living and a screened lanai overlooking the grounds. A dramatic great room with 20+ foot ceilings brings volume and light, while additional living spaces add flexibility for gathering or quiet retreat. Beyond the main residence, a 2,500-square-foot steel workshop with half bath, separate meter, and storage is joined by a detached 1-bed/1-bath living space, a studio with sleeping loft, an office/design studio, and a barn with tack room and chicken coop—set among mature areca palms, a fenced garden, fire pit, and fruit trees shaped by multiple microclimates.
- Price:
- $2,995,000
- Size:
- 2,430 sq ft
- Contact:
- Heleena Oliveira, West Maui Land Company, Inc., 808.280.1951
Ritz Carlton Residences #1221-23 | $2,995,000


Listing agents: Diane Bercik & Sunny VerMaas

Listing agents: Diane Bercik & Sunny VerMaas
Commanding views from the north side of the resort, Ritz Residential Suite 1221-23 looks toward Honolua Bay and the West Maui mountains, setting a serene tone from the start. Inside, the layout includes two bedrooms and two baths, arranged in a lock-off configuration designed for flexibility—rent the one-bedroom and studio separately while keeping a personal foothold in Kapalua. Life here comes with the depth of the Ritz experience: a spa with volcanic stone grottos and private garden showers, a fitness center, restaurants, and concierge service, plus the Jean-Michel Cousteau Ambassadors of the Environment program. Beyond the residences, Kapalua Resort unfolds across 22,000 acres with championship golf, three white sand beaches, hiking, tennis, and some of the best views on Maui—an everyday backdrop that feels both restorative and expansive.
- Price:
- $2,995,000
- Size:
- 1,323 sq ft
- Contact:
- Diane Bercik & Sunny VerMaas, Compass, 808.281.4711 , 808.283.0141
Kohala Ranch Country Estate | $2,960,000


Listing agents: Regan K. Matsumura & Kendall C. Didonato

Listing agents: Regan K. Matsumura & Kendall C. Didonato
Set on 11.07 acres in the prestigious Summit section of Kohala Ranch, this custom one-story residence draws the eye to rolling hills and panoramic ocean, coastline, mountain, and sunset views. Clean modern design with European accents is paired with artistic touches and custom stonework, from travertine floors with mosaic details to outdoor art and stone walkways. Vaulted ceilings and skylights bring in extensive natural light, while multi-purpose spaces—including an office, large music room, and piano/family room—offer flexibility for work and gathering. The chef’s kitchen is finished with granite countertops, an induction cooktop, and stainless Bosch appliances. A primary ensuite features dual sinks, a large soaking tub, and a walk-in shower, complemented by expansive lanais and a walled garden lanai. With two PV systems (one with battery storage), an oversized 2-car garage with EV charger, and gated, fully fenced privacy, days unfold with ease across the North Kohala coast.
- Price:
- $2,960,000
- Size:
- 4,250 sq ft
- Contact:
- Regan K. Matsumura & Kendall C. Didonato, Coldwell Banker Island Properties, 808.938.7558 , 808.345.5212























