
Status: Sold
MLS Number: 202605317
List Price: $1,695,000Price changed from $1,825,000
Beds/Baths: 4/3
Fee:
Region: Metro
Neighborhood: Tantalus
List Date: 03-11-2026
Living: 3,094
Land: 22,628
Year Built: 1971
Listing courtesy of REMAX Hawaii
Description: NEW PRICE! Tucked away in a private, forested mountainside enclave, this rare architectural estate by noted architect Charles Chamberland offers a striking blend of mid-century modern heritage and smart, flexible living. Enveloped by trees and a stunningly peaceful setting this 4-bedroom, 3-bath gem provides nearly 3,000 sq. ft. of living space masterfully designed to accommodate multi-generational families with separate private entrances. Refreshed with new paint and carpet, the upper levels feature an expansive open floor plan anchored by soaring ceilings and floor-to-ceiling windows that perfectly frame the lush, verdant surroundings. The gourmet kitchen combines timeless mahogany cabinetry with elegant marble floors, leading up to a loft-style primary suite. The first-level layout provides the perfect separation of space, allowing for potential rental, secured with hurricane shutters. The estate features world-class botanical grounds that flow seamlessly into the forest, offering peaceful sitting areas, winding trails, and tranquil water features. Unwind on the scenic third-level landing with peek-a-boo ocean views. Your ultimate, flexible nature retreat awaits. Sold as is.

Status: Sold
MLS Number: 202605450
List Price: $3,900,000Beds/Baths: 3/3
Fee:
Region: Metro
Neighborhood: Tantalus
List Date: 04-25-2026
Living: 2,798
Land: 43,689
Year Built: 2023
Listing courtesy of Hawaii Life
Description: Just Listed, An Architect's Dream Home. Treetops at 228 Forest Ridge Way occupies a one-acre rim lot along the outer edge of the Tantalus ridgeline. Completed in 2023, the residence was designed and built as the personal home of Darrell “Buck” Welch Jr., principal of Welch & Weeks Architects, a Honolulu studio known for work grounded in the island landscape. The house follows the natural slope in a three-level composition, allowing trade winds, daylight, and long horizon views to guide the interior experience. Hardwood, slate, and volcanic basalt create a restrained material palette that pays homage to its island setting.

Status: Sold
MLS Number: 202515090
List Price: $1,795,000Price changed from $2,200,000
Beds/Baths: 3/2
Fee:
Region: Metro
Neighborhood: Tantalus
List Date: 06-30-2025
Living: 1,722
Land: 39,899
Year Built: 1975
Listing courtesy of Coldwell Banker Realty
Description: Discover unparalleled beauty & serenity in this rare Round Top Drive estate — a secluded, nature lover’s haven spanning nearly 3 acres btw 2 parcels: 4137 Round Top Dr (approx 39,899 SF) & 4189 Round Top Drive (approx 1.85 acres). Perched above the city in one of Honolulu’s most enchanting & historic neighborhoods, this lush tropical retreat offers breathtaking privacy & peek-a-boo panoramic views through old growth trees of the ocean, city skyline & Diamond Head. A winding drive through forested slopes leads to 2 charming cottages & a four-car garage. The front cottage exudes timeless character, while the whimsical A-frame cottage will stir your imagination. Step back in time & create your dream compound, artist’s hideaway, or a tranquil gardener’s sanctuary above the bustle of Honolulu — just 15 minutes away. This estate offers more than a home — it offers an experience that is a world apart from the ordinary and will transport you to another time a place. This is a rare opportunity to own a secluded compound in one of O‘ahu’s most storied mountain neighborhoods. $1,795,000 is total price for both properties. Please do not go on property without an appt. Contact listor for info.

Status: Sold
MLS Number: 202523272
List Price: $1,698,000Price changed from $1,900,000
Beds/Baths: 3/2
Fee:
Region: Metro
Neighborhood: Tantalus
List Date: 10-10-2025
Living: 1,779
Land: 10,835
Year Built: 1957
Listing courtesy of Coldwell Banker Realty
Description: Tucked high above Honolulu on a lush mountainside, this elegant mid-century modern residence offers a rare blend of privacy, natural beauty, and classic island design. Designed by noted architect Kenji Onodera, the home reflects the timeless hallmarks of 1950s Hawai‘i architecture: an open layout, natural ventilation, and a seamless connection between indoors and out.
Step inside through a solid koa entry door to find warm redwood walls, a vaulted cedar ceiling with exposed beams, and expansive plate-glass windows that frame panoramic views of the city, ocean, and surrounding forest. Every detail speaks to craftsmanship and connection with the land, while the tropical landscaping by Richard C. Tongg, one of Hawai‘i’s pioneering landscape architects, enhances the home’s serene setting.
Set on a quiet ridge that catches the cooling trade winds, this private sanctuary feels a world away, with trailheads just steps from the back door, while still being minutes from Honolulu’s best schools and shopping. A timeless retreat where architecture, landscape, and island living exist in perfect harmony.

Status: Sold
MLS Number: 202418508
List Price: $3,395,000Beds/Baths: 6/4
Fee:
Region: Metro
Neighborhood: Tantalus
List Date: 08-30-2024
Living: 5,524
Land: 107,625
Year Built: 1929
Listing courtesy of Berkshire Hathaway HmSvc HI RE
Description: Welcome to this exquisite island estate, nestled on a breathtaking rim lot that offers panoramic views of the ocean, mountains, and Diamond Head. This stunning property features a beautiful main residence with 5 bedrooms and 4.5 baths, boasting a spacious, open floor plan that seamlessly integrates indoor and outdoor living. The estate also includes three separate cottages spread across the expansive 2.47-acre grounds. With meticulously manicured landscapes and an unparalleled sense of tranquility, this property offers an exceptional blend of privacy and luxury. An extraordinary value awaits you!

Status: Sold
MLS Number: 202420674
List Price: $3,995,000Price changed from $3,495,000
Beds/Baths: 6/6
Fee:
Region: Metro
Neighborhood: Tantalus
List Date: 09-06-2024
Living: 4,958
Land: 27,671
Year Built: 1954
Listing courtesy of Berkshire Hathaway HmSvc HI RE
Description: Perched atop a majestic mountaintop, Hale Opua – Castle in the Sky - embodies elegance and privacy, offering breathtaking views of the ocean, mountains, cityscape, and sunset. Nestled in a tropical forest above Honolulu, it invites residents to embrace the serenity and tranquility of the Hawaiian dream. With its close proximity to Honolulu, Waikiki, and the airport, this sanctuary exudes a distinct country feeling, away from the urban hustle and bustle. Upon arrival, guests are welcomed by a landscaped garden in the inner courtyard leading to a home of almost 5000 square feet. Six bedrooms and seven bathrooms are thoughtfully designed to balance private areas with communal gathering spaces. The fully equipped kitchen, boasting dual stoves, refrigerators, and a spacious pantry, caters to large gatherings of family and friends, while still retaining an intimate charm for a couple. The dining area and great room are graced by soaring ceilings with a grand fireplace infusing warmth and ambiance. For moments of quiet introspection, a cozy
library awaits, with its own fireplace and floor-to-ceiling windows offering sweeping views of the mountains below to Diamond Head and beyond.