Diamond Head-Kahala – Hawaii Real Estate – A complete listing of Hawaii Homes on Oahu Honolulu
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Diamond Head-Kahala


The large diverse neighborhood between Diamond Head and Black Point was historically known as Kaalawai, the name for most of the area as well as its sandy beach. It is also often identified as Kaikoo, Papu Circle, or Kulamanu, the names of other main roads in the neighborhood accessed from the western end of Kahala Avenue.

The residential mix ranges from older, modest frame homes to large, architect designed homes with sweeping views, many with ocean frontage. The work of prominent architects is showcased in the neighborhood; in some areas with steep or irregular terrain creative designs were required to maximize accessibility, privacy, and views. Major remodeling of older homes and rebuilding on the site of tear-downs is a trend.

Although the area has long been favored by upscale buyers, kamaaina, and ocean lovers, it periodically goes through a process of re-discovery. Due to the gradual slope from the coast to Kahala Avenue, a large percentage of the homes enjoy coastal and ocean views. one of the neighborhood’s attractions along with a sandy beach and choice surfing spots within walking distance. On the rocky eastern portion of the coastline, the western flank of Black Point, is the landmark Shangri La, the former home of heiress Doris Duke which now offers visitor tours.

A luxurious, spacious home in a rarely available oceanfront location on Kaikoo Place has been listed by Tarlok Singh (RA) of Coldwell Banker Pacific Properties. Designed in the style of a Balinese villa, the 5,178-square-foot, two-story home opens up to lanais, tropical gardens, a swimming pool and spa in a natural rock setting, and spectacular ocean views. The 11,580-square-foot property is walled for privacy, surrounded by tropical trees, and protected from the ocean by an approximately 30-foot seawall. It includes four bedrooms, four full baths, two half baths, a theater and pool room, and Hawaiian/Balinese-style, indoor-outdoor main living area overlooking the waterfall and Koi pond. A large chefs kitchen with top-of-the-line appliances and vaulted ceiling opens to ocean views. Most rooms overlook either gardens or ocean, with Diamond Head in view from all three levels. Interior finishes include coconut wood, ceramic tile, and marble floors, exotic hardwood paneling, marble walls, and wood-crafted doors with ingrained pieces imported from Bali. Built in 1964, the home was remodeled in 2014 and has been maintained in excellent condition. Solidly built, the double-wall home is constructed with concrete and wood and roofed with wood shake.

“This Bali-inspired oceanfront villa at the foot of Diamond Head is one-of-a-kind,” said Tarlok Singh. “In addition to the mesmerizing views, you will be soothed by the fresh ocean breezes and sounds of waves breaking at the cliff… both from the expansive main living area and while relaxing in the cliff-side hot tub and heated swimming pool. Lush terraced gardens with a waterfall and koi pond create a seamless transition between outdoors and indoors. This estate offers four ensuite bedrooms and baths providing the ultimate in privacy. The kitchen and baths have been updated and refinished. The home is ideal for a large or extended family and for entertaining with many areas that lend themselves to both intimate gatherings and large scale parties. The home is designed to maintain the privacy of the guests and the owner with multiple ways to enter and exit. This estate is in one of the most sought after locations in the entire Diamond Head/Kahala area… the lower slopes of Diamond Head close to sandy beaches and popular surf spots. When you step inside this unique residence, you have the sense of entering a private world.”

Singh has listed the home at $12,800,000 with furnishings negotiable and is showing it primarily by appointment. An open house will be held at the home, 4240 Kaikoo Place, on Sunday, September 29, from 2 to 5 p.m. For information, contact Tarlok Singh at (808) 387-7706.

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