This Spectacular Beachfront Villa Puts the ‘Oooh’ in Oahu

Kailua Shores Estate is one of the largest and most secluded estates on the island known as Hawaii’s Gathering Place.

Dreaming of an island getaway that affords you the luxury of a resort with the exclusivity of a private home? Look no further than Kailua Shores Estate. Located on Oahu—the island nicknamed ‘The Gathering Place’—this expansive estate boasts space for up to 18 guests (gathering place, indeed) and features eight beds and nine baths. Oh, and a “dedicated personal concierge,” so that you can maximize your rest and relaxation.

The estate is divided into separate luxury homes: The Main House, the Tennis House, the Pool House and the Beach House. Threaded throughout is a crystalline pool, a hot tub, barbeque, tennis court and an outdoor/indoor bar with a chef’s kitchen, all offset by serene lily ponds.

One of the largest on the island of Oahu, Kailua Shores Estate boasts a storied history. According to its listing on Villaway, “This location was once the prized beachfront for the Kings and Queens of Oahu Island and the original beach bungalow, first built in the 1920s, was a destination of movie stars and celebrities of that era. It’s also where The Beatles vacationed when they had to escape the pressing crowds and fans during their visit to Waikiki in the mid 1960s.”

The Estate is impressively furnished, with richly stained teak trim, gold and black accent decor and a latticed vaulted ceiling in the dining room that echoes Polypenisian ships’ architecture. Ample greenery shades the winding walkways that connect each of the four houses of the estate and the tennis court itself is wholly framed in gently swaying palm trees.

For those who love to cook, the Main House boasts an expansive kitchen trimmed in a jade-green backsplash and offering sprawling counter space.

And while Kailua Shores Estate is about as exclusive as it comes, visitors are also welcome to venture out to nearby conveniences such as downtown Kailua which boasts an eclectic shopping and dining experience, plus a public tennis court. The house is within a seven-mile drive of three luxury golf courses, and a comparably short drive away from Waikiki Beach and downtown Honolulu.

This means that Kailua Shores Estate caters to a host of vacation needs to occupy whatever role is needed—from large family resort-home, to getaway trip with friends, to romantic luxury hideaway.

For our part, we can imagine walking the grounds with a coconut mojito in hand, working up a sweat on the verdant tennis court and then cooling off in the aquamarine pool without too much effort. Aloha, relaxation.