Imagine living where luxury meets the untamed beauty of Hawaii’s landscapes. From oceanfront estates to secluded hillside retreats, these six exceptional properties across the islands offer a rare blend of exclusivity, resort-style amenities, and breathtaking views. Whether it’s the serenity of private gated settings or the allure of multi-use potential, each home invites you to embrace a lifestyle defined by natural splendor and unparalleled privacy. Spanning diverse locations like Kapalua Bay and Kauai’s south shore, these residences promise a connection to both tranquility and the vibrant spirit of the islands.
Extraordinary Pahonu Beach Estate | $24,900,000


Caron Davis

Caron Davis
Rising above the rugged beauty of Hawaii’s coastline, this extraordinary Pahonu Beach estate offers an unparalleled connection to nature’s splendor. Spanning nearly an acre with 152 linear feet of oceanfront, this private, gated retreat encompasses over 8,600 square feet of living space across five distinct structures. The 5-bedroom main house, completed in 2022, showcases impeccable craftsmanship, while a 3-bedroom oceanfront guest house, a 2-bedroom cottage, a studio, and a garage complete the compound. Expansive lawns frame breathtaking views of Manana (Rabbit) Island and the majestic Koolau Mountains. Inside, floor-to-ceiling sliding glass doors blur the line between indoor and outdoor living, revealing lush landscaping and endless ocean vistas. The gourmet kitchen, with top-tier appliances and custom walnut cabinetry, embodies sleek modernity. This estate promises a rare lifestyle of luxury, privacy, and harmony with Hawaii’s natural wonders.
- Price:
- $24,900,000
- Size:
- 8,600 sq ft
- Contact:
- Caron Davis, Caron B Realty, 808.286.5256
1 Bay Dr 6302 | $4,250,000


Katy Foxwell

Katy Foxwell
Set against the serene backdrop of Maui’s coastline, Building 6, the Molokai Wing, at the prestigious Montage Residences at Kapalua Bay offers a rare waterfront escape. Tucked within this secluded 5-star resort, Unit 6302 in the standalone building boasts a private elevator and a coveted corner position. Large windows and sliding glass lanai doors frame breathtaking views of Molokai and Oneloa Bay, where seasonal whale watching becomes a morning ritual from the comfort of your lanai. The tranquil setting blends seamlessly with the lush elegance of Kapalua Bay’s amenities. Just steps away, explore bird sanctuaries, scenic hiking trails, championship golf courses, award-winning dining, and rejuvenating spa facilities. With proximity to the iconic Cliff House, tennis courts, and Maui’s beloved beaches, this furnished residence embodies the essence of a luxurious island lifestyle, offering both privacy and unparalleled coastal charm.
- Price:
- $4,250,000
- Size:
- 2,789 sq ft
- Contact:
- Katy Foxwell, Keller Williams Realty, 808.385.0882
3307D Hailima Rd | $4,200,000


Brenda S Crawford & Ryan Nunez

Brenda S Crawford & Ryan Nunez
Perched atop a serene hillside, this exquisite retreat overlooks the sacred Lawai Valley on Kauai’s south shore, offering a rare blend of tranquility and tropical beauty. Spanning 1.2 acres of lush landscape, the estate invites a resort-like lifestyle with air-conditioned comfort and rejuvenating amenities. At its heart lies a striking 50-foot saltwater pool, framed by sweeping valley views, perfect for leisurely afternoons or elegant gatherings. Nearby, an open-air couples massage gazebo enhances the sense of relaxation. The 4,000-square-foot property, ideal for multi-generational living or as the permitted Marjorie’s Kauai Inn, features a spacious upstairs host quarter with a gourmet kitchen and expansive covered lanai for outdoor dining. Three deluxe ground-floor suites, each with private entrances, offer distinct charm—from the “Sunset View” with its private hot tub to the “Valley View” boasting a generous lanai. Just minutes from Poipu Beach and Old Koloa Town, this haven balances peaceful seclusion with easy access to Kauai’s treasures.
- Price:
- $4,200,000
- Size:
- 2,270 sq ft
- Contact:
- Brenda S Crawford & Ryan Nunez, Coldwell Banker Island Properties, 808.651.8234 , 808.346.3051
425 South Street 2401 | $730,000


Lillian Shaw

Lillian Shaw
Located in a serene suburban enclave, this charming residential property offers a perfect blend of comfort and convenience. Spanning a generous layout, the home features three spacious bedrooms, each bathed in natural light, alongside two well-appointed bathrooms designed for relaxation. The open-plan living and dining area seamlessly connects to a modern kitchen, complete with sleek countertops and ample storage, ideal for both daily meals and entertaining guests. Step outside to a beautifully landscaped backyard, a private oasis for family gatherings or quiet evenings under the stars. With proximity to top-rated schools, local parks, and vibrant shopping districts, this residence promises a lifestyle of ease and connectivity. Hardwood floors throughout add warmth, while large windows frame picturesque views, creating an inviting atmosphere. This property embodies the essence of suburban living, where every detail enhances day-to-day joy.
- Price:
- $730,000
- Size:
- 1,470 sq ft
- Contact:
- Lillian Shaw, Savio Realty, 808.294.0008
1088 Bishop St 1211 | $350,000


Rosanne Uyehara

Rosanne Uyehara
Positioned in the vibrant heart of downtown, this urban gem offers unparalleled access to the city’s best dining, shopping, and public transit. Just steps from bustling restaurants and boutique stores, with a nearby bus line for effortless commuting, it embodies the essence of convenience. The property boasts a private pool deck, perfect for unwinding after a busy day, while thoughtfully designed meeting spaces cater to both professional and personal needs. Comfortable common areas provide a welcoming environment to relax or focus on work, blending functionality with style. Whether you’re seeking a personal retreat or considering the flexibility of the Aston Hotel rental pool, this residence captures the dynamic spirit of city living. Its prime location and well-appointed amenities create a seamless balance of urban energy and everyday comfort, making it a standout in the downtown landscape.
- Price:
- $350,000
- Size:
- 590 sq ft
- Contact:
- Rosanne Uyehara, Sunny Isles Properties, Inc , 808.285.7351
Come Home To Laimana | Contact for pricing


Peggy Kent

Peggy Kent
Set against the breathtaking backdrop of the Kona coast, this rare oceanfront estate offers an unparalleled slice of old Hawaii. Positioned midway between Kona and Keauhou, the 0.78-acre property boasts 250 feet of direct, unobstructed waterfront, framed by the iconic surf beaches of Banyans and Lymans. Imagine mornings spent on the lanai, captivated by endless ocean views, or afternoons by the historic swimming pool perched right at the water’s edge. The estate includes two older homes, totaling 2,800 square feet, with the unique opportunity to renovate while preserving their original footprints, breakwater foundation walls, and existing setbacks from their 1957 permitting. Free from archaeological or heritage site concerns, this waterfront gem invites a lifestyle of tranquility and connection to Hawaii Island’s storied past, all within one of the most stunning coastal settings imaginable.
Price: Contact for pricing
- Size:
- 2,314 sq ft
- Contact:
- Peggy Kent, Lava Luxury Realty, 360.305.1088















