Imagine a life where luxury intertwines with the raw beauty of nature, where ocean vistas and tropical landscapes frame your every day. Across seven remarkable properties on Hawaii’s stunning islands, from Kauai’s North Shore to Mauna Lani, upscale living meets unparalleled leisure. Whether it’s beachfront access, resort amenities, or sustainable estates, each home offers a unique connection to the island’s wonders—think sea turtles, whales, and endless outdoor pursuits. Some even blend investment potential with paradise, inviting you to explore a lifestyle as rewarding as it is breathtaking.
Luxury Estate Certified Organic Farm On Kaua’i’s North Shore | $27,500,000


Rohn Boyd

Rohn Boyd
Perched atop an elevated expanse on the North Shore of Kaua’i, this 44.63-acre gated estate offers a rare blend of luxury and sustainability. The custom 4,824 sq. ft. Hawaiian-Japanese style residence, with 3 bedrooms and 3.5 baths, captivates with ocean, sunrise, and sunset views, alongside sweeping mountain vistas. High-end finishes, including Wolf and Sub-Zero appliances, afromosia hardwood details, and stone flooring, define its elegance. A porte-cochere, spacious garage, and newly landscaped grounds enhance its allure. Beyond the home, a certified organic farm thrives across 26 farmable acres, with 14.5 acres dedicated to turmeric, ginger, and galangal, plus tropical fruits like pineapple and lychee. Equipped with a deep-water well, advanced irrigation, and state-of-the-art facilities, this property harmonizes serene privacy with agricultural potential. A short walk to a stunning North Shore beach completes this idyllic retreat.
- Price:
- $27,500,000
- Size:
- 4,059 sq ft
- Contact:
- Rohn Boyd, EXP Realty, 808.652.0530
61275 Kamehameha Highway | $2,699,900


Sean Wingate & Irma Klebanov

Sean Wingate & Irma Klebanov
Set against the serene backdrop of a pristine waterfront, this captivating beachfront estate offers an unparalleled connection to the ocean. Direct access to renowned surf and swim spots invites endless days of adventure, while panoramic views from both levels and two expansive lanais frame breathtaking sunrises and sunsets. The rhythmic sound of waves becomes a constant companion, enhancing every moment spent here. Thoughtfully designed, the home features a separate entrance ideal for hosting extended family or guests, complemented by ample parking for ease and convenience. Sharing the shoreline with sea turtles, playful dolphins, and majestic whales, the property immerses you in nature’s splendor. Just under a mile from a grocery store and a short seven-minute drive to historic Haleiwa Town, you’ll find delightful restaurants, quaint shops, and lively farmers’ markets, blending coastal charm with island accessibility.
- Price:
- $2,699,900
- Size:
- 1,584 sq ft
- Contact:
- Sean Wingate & Irma Klebanov, Compass, 808.429.8460 , 808.429.8460
Resort Style Living | $1,450,000


Carolina Frias & Rose Sakai

Carolina Frias & Rose Sakai
Set against the stunning backdrop of a waterfront paradise, this 3-bedroom, 2.5-bath townhome at the gated Fairways at Mauna Lani embodies the essence of island living. Ideally positioned near a lagoon-style pool, spa, and fitness center, the residence offers seamless access to resort-style amenities. Its open-concept layout blends comfort with practicality, showcasing a modern kitchen with granite countertops and generous storage, alongside a convenient laundry room and attached garage for beach gear or golf clubs. The ground-floor primary suite serves as a serene escape, complete with a spa-like bathroom, soaking tub, and expansive closet. Upstairs, two additional bedrooms share a thoughtfully designed bath. Residents relish exclusive access to the Mauna Lani Beach Club, boasting a pristine white sand beach and oceanfront dining, while scenic trails, historic petroglyphs, and tropical gardens enhance the community’s allure. This fully furnished retreat promises a true taste of Hawaiian luxury.
- Price:
- $1,450,000
- Size:
- 1,933 sq ft
- Contact:
- Carolina Frias & Rose Sakai, Keller Williams Realty, 808.747.3614 , 808.443.9737
111 Kahului Beach Rd Unit A121 | $199,000


Aubrey Christopher

Aubrey Christopher
Anchored along the serene waterfront of Kahului, this freshly remodeled ground-floor unit at Harbor Lights welcomes a vibrant coastal lifestyle. Updated in 2023, the space boasts a bright, open layout with crisp new paint, sleek luxury vinyl flooring, modern cabinetry, and a striking stainless steel double-door refrigerator. Step outside with ease through convenient ground-level access to the inviting pool area and playground, where a sprawling shade tree provides natural comfort throughout the day. Perfectly positioned, this home places you mere moments from Queen Ka’ahumanu Center, the University of Hawai’i Maui Campus, and the Maui Arts & Cultural Center. With beaches, canoe clubs, ocean activities, dining, and the hospital all nearby, daily life unfolds with effortless convenience. Embrace the harmony of modern updates and a central location, ideal for those seeking connection to Maui’s dynamic community and coastal charm.
- Price:
- $199,000
- Size:
- 784 sq ft
- Contact:
- Aubrey Christopher, Keller Williams Realty, 808.344.8358
Exceptional Upcountry Maui Estate | $10


Wendy Peterson & Kate Peterson

Wendy Peterson & Kate Peterson
Rising above Maui’s Upcountry serene landscape, this exquisite estate captures the essence of island living with breathtaking panoramic ocean and mountain vistas. Spanning a generous expanse, the property seamlessly blends rustic charm with refined elegance, offering a tranquil retreat from the everyday. Sunlit interiors open to expansive outdoor spaces, where rolling hills and the distant shoreline create a captivating backdrop for morning coffee or evening gatherings. The estate’s elevated position ensures refreshing breezes and an unparalleled sense of privacy, inviting a lifestyle of peace and connection with nature. Thoughtfully designed, the home features spacious living areas that harmonize with the surrounding beauty, while nearby trails and scenic lookouts beckon outdoor enthusiasts. Here, every day feels like a getaway, with the island’s natural wonders unfolding just beyond your doorstep in a setting that inspires serenity.
Size: 22.00 acres
- Price:
- $10
- Contact:
- Wendy Peterson & Kate Peterson, Sotheby’s Realty, 808-870-4114 , 808-344-7927
Beautiful Upcountry Maui Legacy Estate | $8


Wendy Peterson & Kate Peterson

Wendy Peterson & Kate Peterson
Rising above the rolling foothills of Haleakala, this historic Upcountry Estate on Maui offers a rare glimpse into the island’s storied past. Spanning 3.6 acres of serene land and enveloped by 3,400 acres of protected State terrain, the property exudes tranquility and seclusion. Known as Erehwon Farms, it carries a legacy of rest and rejuvenation, tracing its roots back to World War II. The elevated mountain setting provides breathtaking vistas, where crisp air and quietude create an ideal retreat from the everyday. Mature landscapes and open spaces invite leisurely strolls or quiet reflection, while the vast surroundings ensure unmatched privacy. This estate is more than a home; it’s a sanctuary where history and nature converge, offering a lifestyle of peace and connection to Maui’s timeless beauty.
- Price:
- $8
- Size:
- 3,012 sq ft
- Contact:
- Wendy Peterson & Kate Peterson, Sotheby’s Realty, 808-870-4114 , 808-344-7927
Lāola Nani 2005 At Timbers Kaua‘i | Contact for pricing


Debbie Edgerton

Debbie Edgerton
Set against the serene waterfront of Running Waters Bay, Lāola Nani 2005 embodies tropical elegance within the prestigious Hōkūala resort on Kaua‘i. This newly constructed 3-bedroom, 3.5-bath bi-level townhome offers sweeping ocean and golf course views from every room, with the iconic Ninini Point Lighthouse as a stunning backdrop. Expansive disappearing glass walls blur the line between indoor and outdoor living, while the main-level lanai, complete with a built-in BBQ and lounge spaces, invites effortless entertaining under the island’s endless sunshine. The primary suite provides a private escape with its own lanai and a spa-like bath featuring natural stone and custom finishes. Within the 450-acre resort, residents access a Jack Nicklaus-designed golf course, infinity pools, and a 38-acre lagoon for kayaking or paddleboarding. With trails, fine dining at Hualani’s, and a private plunge pool, this home offers a seamless blend of luxury and island living.
Price: Contact for pricing
- Size:
- 2,418 sq ft
- Contact:
- Debbie Edgerton, Timbers Kauai Ocean Clubs & Residence, 808.720.6656














