Imagine waking up to the rhythm of crashing waves or the serene sight of lush Hawaiian mountains, all from the comfort of a luxurious, meticulously designed home. Nestled near iconic landmarks like Alligator Rock and vibrant cultural hubs, these five stunning properties across Oahu and Kauai offer a seamless blend of indoor-outdoor living. With features like rooftop decks, resort-style pools, and modern Hawaiian architecture, each estate captures the essence of island sophistication while embracing nature’s beauty, promising an unparalleled lifestyle for those seeking both tranquility and adventure.
Welcome To Surfer’s Paradise Our New Oceanfront Dream Home In North Shore Of Oahu | $3,500,000


Mie Tajima

Mie Tajima
Set against the mesmerizing backdrop of Oahu’s North Shore, this waterfront gem, known as the “Alligator House,” offers an unparalleled connection to the ocean. Positioned just steps from Alligator Rock, one of the island’s most iconic surf spots, this award-winning architectural marvel seamlessly blends with its natural surroundings. Imagine waking to the rhythm of crashing waves and unwinding with vibrant sunsets from the spacious rooftop deck, perfect for morning yoga or evening relaxation. Inside, two airy upstairs bedrooms and a full bath provide comfort, while a versatile downstairs office or den suits remote work or creativity. Lanais on both floors invite you to soak in the coastal breeze. With Waimea Bay, Sharks Cove, and historic Haleiwa Town just minutes away, this home embodies the quintessential North Shore lifestyle, where adventure and serenity converge effortlessly.
- Price:
- $3,500,000
- Size:
- 1,742 sq ft
- Contact:
- Mie Tajima, Ace Team Hawaii, 808.224.5339
134 Pihaa St | $3,499,000


Mary Anne Fitch

Mary Anne Fitch
Rising above the prestigious Kaanapali Hillside neighborhood, this expansive custom estate stands as one of the largest and most captivating homes in the area. Its thoughtfully designed two-story reverse floorplan effortlessly balances grand entertaining spaces with intimate privacy. Ocean vistas unfold from the living room, lanai, kitchen, and dining area, while the primary suite and a guest bedroom on the main level offer seamless accessibility. A versatile office space near the primary suite doubles as a potential fitness or yoga room. Downstairs, a second living area with a kitchen-sized wet bar, three additional bedrooms (two ensuite), and a resort-style pool with a waterslide await. Modern, elegant finishes grace every corner of this grand yet manageable estate, surrounded by low-maintenance tropical landscaping. Just minutes from Kaanapali Beach and Whaler’s Village, this serene, low-density community of 158 homes embodies the essence of island living, complete with nearby playgrounds, a dog park, and the simple joy of golf-cart rides to breathtaking sunsets.
- Price:
- $3,499,000
- Size:
- 4,528 sq ft
- Contact:
- Mary Anne Fitch, Coldwell Banker, 808.250.1583
Exquisite Modern Hawaiian Estate | $3,459,000


Annmarie Hamilton

Annmarie Hamilton
Rising above the lush landscapes of Princeville, this newly constructed estate home offers a seamless blend of modern design and traditional Hawaiian indoor-outdoor living. Spanning approximately 5,000 square feet, the property features four bedrooms and four bathrooms, thoughtfully crafted by local contractor Perry Wiget Homes. The clean, minimalist aesthetic shines through with high-end Aspire Furniture, Milguard windows, and Belmont cabinets, while the chef’s kitchen—complete with white quartz countertops and custom hand-blown pendant lights—invites both intimate family meals and elegant gatherings. Wake each morning to the mist-covered Namahana Mountain range from the primary bedroom, or unwind on the secluded master wing’s private lanai, where waterfalls, rainbows, and sunsets paint the horizon. Outside, a custom heated pool and tropical gardens frame breathtaking mountain views. Located within walking distance of Princeville Shopping Center, parks, farmers markets, and scenic trails, this elevated retreat embodies island living at its finest.
- Price:
- $3,459,000
- Size:
- 2,973 sq ft
- Contact:
- Annmarie Hamilton, Kuai Majestic Properties LLC., 808.652.3511
3042 Lauae Pl | $3,200,000


Brenda S Crawford

Brenda S Crawford
Perched atop an elevated haven in the Koloa Estates Community, 3042 Lauae Place embodies the timeless charm of Old Hawaii, masterfully designed by renowned architect Ginny Latham. This rural estate offers breathtaking views of Mt. Hā‘upu, a mountain whose name evokes sudden recollection and visions of the future, framed perfectly by the edge of a heated 336-square-foot swimming pool. Spanning over an acre, the property invites exploration through lush tropical vegetation, vibrant flowers, and fruiting trees. Inside, high ceilings adorned with traditional crown molding complement rich Merbough hardwood floors, while double primary suites on opposite ends ensure privacy. An office, convertible to a third bedroom with a Murphy bed, adds versatility. Thoughtful details like plantation shutters, a walk-in pantry, a generous laundry room, a corner gas fireplace, and a wraparound lanai leading to a BBQ courtyard create a seamless blend of indoor and outdoor living, steeped in serenity and history.
- Price:
- $3,200,000
- Size:
- 2,235 sq ft
- Contact:
- Brenda S Crawford, Coldwell Banker, 808.651.8234
Stunning Villa With Private Pool | $3,100,000


Deborah Thompson

Deborah Thompson
Perched atop an elevated vantage point in one of Hawaii’s most coveted resort destinations, Villages #419 offers a serene escape with unparalleled mountain and golf course views. Overlooking the 13th fairway of the Mauna Lani North Golf Course, this southwest-facing residence captures breathtaking sunsets and embodies true indoor-outdoor living. Spanning over 2,500 square feet, the home features three lanais, a private pool and spa, and a lush, fenced backyard adorned with mango and banana trees. Inside, luxurious travertine floors, vaulted ceilings, and mahogany doors create an elegant ambiance, while the chef’s kitchen boasts cherry cabinetry, quartz countertops, and stainless appliances. Each of the three bedrooms offers an en-suite bathroom, with the primary suite providing a private lanai and spa-like bath. Energy-efficient with 30 owned solar panels, this property also grants access to the exclusive Mauna Lani Beach Club and the renovated Villages amenity center.
- Price:
- $3,100,000
- Size:
- 2,174 sq ft
- Contact:
- Deborah Thompson, Corcoran, 808.938.6631











