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Number of Guest: 6 3 Bdr / 3.5 Bath Starting at $20,000 per Month
diamond head oahu vacation rental

This hidden retreat is located just above the Ocean on a private drive off of Diamond Head Road. The property is situated above some of Diamond Head’s best surfing spots, such as Blackpoint and Tonggs. You’ll love the lavish Balinese-inspired interior decoration and European style amenities along with the breathtaking views of Oahu’s South Shore.

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Number of Guest: 6 3 Bdr / 2 Bath Starting at $13,500 per Month
Diamond Head Hawaii Vacation Rental

Experience Hawaii in your own private Balinese Estate. Take in the sweeping ocean & palm tree views as you enjoy the afternoon sun from your private pool and cabana. Now available for rent for the first time ever, this is your chance to live the high-life in Hawaii. You may have never experienced Luxury like this before.

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Number of Guest: 14 7 Bdr / 6.5 Bath Starting at $2,750 per Night
kahala hawaii mini beach resort

This is the one of the best luxury vacation rental values in Hawaii. With a palm-tree lined beachfront location, two large pools, jacuzzi, tennis courts, close to Waikik Beach and Honolulu’s world-class shopping malls, there is no better place for a gathering of loved ones in Paradise for that special occasion or Holiday.

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Number of Guest: 10 5 Bdr / 5.5 Bath Starting at $25,000 per Month
Banyan Tree Beach Estate

This is the Hawaii’s premier oceanfront oceanfront Estates. Nothing restricts the panoramic and unusual Westerly sunset views of the Bay and Diamond Head Beyond.

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Number of Guest: 2 1 Bdr / 1 Bath Starting at $250 per Night
Kahakai Penthouse

The penthouse is on the top of the oceanfront building which is located on Gold Coast of Oahu. It has unobstructed views from the west side of the island Oahu where the sun sets all the way across to the bottom of Diamond Head Crater.

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Number of Guest: 5 3 Bdr / 3 Bath Starting at $12,000 per Month
diamond head oahu vacation rental

The luxury 3BR 3BA home sits atop the Black Point bluffs, and looks down over 180 degrees of ocean view. Vistas of Koko Head, Kahala, and the Koolau Mountain Range all visible right from your living room. Remodeled in 2007, Located in Black Point, between Diamond Head and Kahala on Oahu’s South Shore.

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Number of Guest: 3 1 Bdr / 1 Bath Starting at $175 per Night
Pikake Suite

The beautiful, light, and airy ocean view 1 Bedroom rental is decorated in a clean and crisp Hawaiian island theme. With a tropical flair, and beautiful vistas in either direction, this fully furnished.

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Number of Guest: 12 6 Bdr / 5.5 Bath Starting at $15,000 per Night
Sullivan Estate

The Sullivan Estate & Spa is an emersion into a total mind and body experience that will exceed your expectations. The immaculate North Shore property set on the cliffs edge, provides stunning unobstructed ocean views and an atmosphere of complete luxury in the privacy of your own personal resort.

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