Telephone: 0207 1019 219
Email: holidayrentals@luxuryretreats.com
Holiday villas in Oahu

Diamond Head Holiday Villas, Oahu

Order villas by:

Diamond Head

Diamond Head, Oahu, Hawaii
4 br, 4.5 ba (4 Ensuite)

Typically reserved for celebrities and the jet setting elite, Empress at Diamond Head is a beachfront luxury villa located on the slopes of the Diamond Head volcano on the island of Oahu in the great state of Hawaii. The property around this four-bedroom villa is littered with swaying royal palm trees and can generously accommodate up to eight travelers.

From
US$4500 - 7825 /nt

View Villa Empress at Diamond Head
Diamond Head, Oahu, Hawaii
4 br, 5.5 ba (4 Ensuite)

Situated on the island of Oahu’s stunningly beautiful Gold Coast, Diamond Head Villa is a magnificent four-bedroom luxury home with room for ten guests. So named for its close proximity to the dormant Diamond Head volcano, the villa is only a short drive from beautiful downtown Honolulu, Hawaii’s bustling metropolis.

From
US$3000 - 5500 /nt

View Villa Diamond Head Villa
Diamond Head, Oahu, Hawaii
4 br, 4 ba (2 Ensuite)

Stay on the slopes of Diamond Head at the incredible—and aptly named—Diamond Head Villa. A private hillside just a few miles from Waikiki and Honolulu gives this oceanfront villa stunning, 180-degree views of the deep blue Pacific.

From
US$3600 - 5000 /nt

View Villa Diamond Head Hale
Diamond Head, Oahu, Hawaii
3 br, 4.5 ba (3 Ensuite)

Within easy reach of some of Oahu's best beaches, boutiques and golf courses, Le Reve at Diamondhead exudes contemporary elegance in a picturesque setting. During your stay at this private villa, you'll also be just minutes away from Kawainui Regional Park, Ho’omaluhia Botanical Garden and the sizzling nightlife on Main Street.

From
US$2500 - 4375 /nt

View Villa Le Reve at Diamondhead
Diamond Head, Oahu, Hawaii
4 br, 4.5 ba (4 Ensuite)

Kalakaua Villa is located along the oceanfront in the exclusive Diamond Head area of Oahu. Rising from the lush green landscaping with plenty of floor-to-ceiling windows, this private vacation rental in Hawaii offers a chance for friends and families to unwind in Pacific paradise.

From
US$1950 - 3500 /nt

View Villa Kalakaua Villa
Diamond Head, Oahu, Hawaii
3 br, 3.5 ba (3 Ensuite)

A captivating oceanfront property that literally borders the lip of the Southern Pacific, Diamond Head Tiki Estate is a place where dreams come true. Located on the southern shore of Hawaii’s Oahu island, in the environs of the dormant volcano known as Diamond Head, this three-bedroom property for up to seven guests sets the standard for tropical luxury real estate.

From
US$1250 - 3215 /nt

View Villa Diamond Head Tiki Estate
Diamond Head, Oahu, Hawaii
4 br, 4 ba (3 Ensuite)

A Hawaiian beachfront property overlooking Oahu’s famed Gold Coast, Diamond Head Hawaii Lani is an opulent estate with gorgeous panoramic ocean views tucked away near a dormant volcano that is one of the island’s most esteemed landmarks. This four-bedroom luxury home was renovated recently and can comfortably host up to eight lucky guests.

From
US$803 - 2875 /nt

View Villa Diamond Head Hawaii Lani
Diamond Head, Oahu, Hawaii
5 br, 6 ba

Gail Street Villa is situated in the exclusive Diamond Head area of Oahu. Rising from the lush green landscaping with plenty of floor-to-ceiling windows, this private vacation rental in Hawaii offers an opportunity for friends and families to unwind in Pacific paradise.

From
US$1750 - 2800 /nt

View Villa Gail Street Villa
Diamond Head, Oahu, Hawaii
4 br, 3.5 ba (2 Ensuite)

Seated along a winding, private drive perched on the slopes of Diamond Head, Wailele Villa boasts a breathtaking 180 degree view of Oahu’s southern shore. A modern Hawaiian paradise, Wailele Villa is the perfect combination of proximity and privacy: a short ten minute walk from the beach, and only a few miles from all the excitement of Waikiki.

From
US$1245 - 2625 /nt

View Villa Wailele Villa
Diamond Head, Oahu, Hawaii
3 br, 2 ba (1 Ensuite)

It may be inspired by the architecture of Indonesia, but the charm of Bali Estate is all Hawaiian. Nestled into the slope of Diamond Head just a few miles from Waikiki Beach and minutes from shopping and dining, the villa enchants with lush landscaping, rooms that open to the tradewinds and views of the sea in the distance.

From
US$2000 - 2500 /nt

View Villa Bali Estate
Diamond Head, Oahu, Hawaii
3 br, 2 ba, Pool

Enjoy the same spectacular views as heiress Doris Duke at Seaside Hideaway. Set near Duke’s Shangri La between Waikiki and Kahala, the secluded villa overlooks some of the best surfing spots on Oahu’s South Shore.

From
US$1750 - 2500 /nt

View Villa Seaside Hideaway
Diamond Head, Oahu, Hawaii
4 br, 3 ba (2 Ensuite)

If you’re looking for a lush, private getaway just minutes from the beach, golf and Waikiki, make Hale Kulamanu your home away from home. Tucked into a garden with views of the ocean and Diamond Head, the property is an oasis with a generous outdoor living area and charming, comfortable interiors.

From
US$1250 - 2000 /nt

View Villa Hale Kulamanu