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Villas in Oahu

Oahu Villa Rentals (Hawaii)

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Aina Haina

Aina Haina, Oahu, Hawaii
5 br, 5.5 ba (5 Ensuite)

Get away from it all at Moana Lani, a private, luxurious 5-bedroom home set along Oahu’s majestic south coast. Oahu is the heart of the Hawaiian islands and a natural gathering point for its people; an ideal embraced by the villa’s communal feel, spacious grounds and active outlook.

From
US$2650 - 4500 /nt

View Villa Moana Lani
Aina Haina, Oahu, Hawaii
4 br, 3 ba (2 Ensuite)

Tropical resplendence soars to new heights at Oceanside Paradise in Oahu, Hawaii—a surfer’s paradise! This residence is a perfect choice for guests seeking hotel-like amenities, ultimate privacy and an epic spot just steps away to carve waves. Relax and rejuvenate at this elegant beachside luxury getaway located in the exclusive Wailupe Peninsula.

From
US$1025 - 2000 /nt

View Villa Oceanside Paradise

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
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
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

Privately set off Diamond Head Road just above the Ocean. The breathtaking Ocean Views will literally ‘take your breath away’.

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

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Hawaii Kai

Hawaii Kai, Oahu, Hawaii
5 br, 5.5 ba (4 Ensuite)

Once owned by country music superstar Dolly Parton, Banyan Tree Beach Estate is a massive luxury villa situated in Hawaii Kai, on the island of Oahu. This five-bedroom oceanfront estate sits on half an acre and is comprised of both a large stately main house and an opulent adjacent guest house.

From
US$2750 - 3200 /nt

View Villa Banyan Tree Beach Estate
Hawaii Kai, Oahu, Hawaii
5 br, 4.5 ba

Welcome to Nani Wai, a private Luxury Vacation retreat that is all your own. Once you step inside the gate of this beautiful marina front home, you will feel as if you have literally stepped into your own private compound - an island paradise just for you and your loved ones! With 5 bedrooms, 4 baths, a built in bunk bed AND sleeper sofa, this open-concept floor plan with soaring ceilings and large rooms has plenty of places for everyone to flow.

From
US$875 - 1485 /nt

View Villa Nani Wai

Honolulu

Honolulu, Oahu, Hawaii
8 br, 8.5 ba (8 Ensuite)

Banyan House is Oahu’s finest luxury beach estate. It was built specifically to provide the most luxurious accommodations in Hawaii.

From
US$6000 - 10500 /nt

View Villa Banyan House
Honolulu, Oahu, Hawaii
4 br, 5 ba (4 Ensuite)

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From
US$1000 - 3400 /nt

View Villa Honolulu Sky Villa
Honolulu, Oahu, Hawaii
5 br, 4 ba (3 Ensuite)

Nestled in the exclusive and upscale Kahala area on Oahu’s south shore, Kahala Lani is the ultimate golfer’s paradise! Just outside your front door is the championship golf course at Waialae Country Club, and you will also get to enjoy your very own putting green in the backyard. A gated rock wall provides security and privacy around this nearly 20,000 square foot tropical Hawaiian oasis that sits close to the ocean.

From
US$1250 - 2400 /nt

View Villa Kahala Lani

Kahala

Kahala, Oahu, Hawaii
7 br, 6.5 ba (3 Ensuite)

Instead of staying at a crowded resort during your trip to Hawaii, wouldn’t it better if you had the entire resort to yourself? That’s what Kahala Mini Resort offers Oahu-bound travelers – a massive tropical estate with seven rooms and space for up to fourteen guests, with resort-grade amenities and plenty of first class features. Placed right on the sands of Kahala Beach with tall royal palms that encircle the whole of the estate, every guest staying here will feel like a chief.

From
US$4000 - 4600 /nt

View Villa Kahala Mini Resort
Kahala, Oahu, Hawaii
7 br, 7 ba (7 Ensuite)

Discover your own private corner of Hawaii just minutes from downtown Honolulu at Palm Tree Estate. With breezy modern living spaces that open to the outdoors and a location off Kahala Avenue right on the rocky beach, the villa boasts incredible ocean views from nearly every room.

From
US$4500 - 4500 /nt

View Villa Palm Tree Estate
Kahala, Oahu, Hawaii
4 br, 4.5 ba (4 Ensuite)

Built on the shores of Oahu, beachfront Kalani Villa has four bedrooms and four ensuite bathrooms, and is one of our most family-friendly villas in Hawaii. Pretty and polished, this buttercream-yellow plantation-style villa is fronted by a curved pool with views of the Pacific Ocean waves beyond.

From
US$1750 - 3125 /nt

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Kahala, Oahu, Hawaii
4 br, 4.5 ba (4 Ensuite)

Situated on the eastern side of Diamond Head volcano in an area known as Kahala on the island of Oahu, is a luxury four-bedroom villa dubbed Tropical Oasis. This very accurately named Hawaiian home provides both comfort and privacy for groups no larger than eight, with many five-star amenities and proximity to notable sites, while at the same time occupying a relatively secluded location away from the city.

From
US$1500 - 2000 /nt

View Villa Tropical Oasis

Kailua

Kailua, Oahu, Hawaii
8 br, 8.5 ba (7 Ensuite)

Royal Kailua Estate is a veritable Polynesian palace of unrivaled opulence located in Kailua, on Oahu’s northern coast in the great state of Hawaii. The estate spans an astonishing 11,000 square feet atop a moderate inclination.

From
US$6000 - 12500 /nt

View Villa Royal Kailua Estate
Kailua, Oahu, Hawaii
5 br, 5.5 ba (5 Ensuite)

Those who are familiar with Hawaiian history know that pineapples played a crucial role in the island’s development. The sweet fruit were grown out of large plantation estates, which serve as the inspiration for Plantation at Paradise Point whose lavish architecture is inspired in part by those same historical sites.

From
US$4500 - 6000 /nt

View Villa Plantation at Paradise Point
Kailua, Oahu, Hawaii
5 br, 3.5 ba (2 Ensuite)

Kai Nani Villa is a delectable beachside home located on an exclusive street in Kailua, Hawaii. The tropical haven of Oahu island is known for its clear turquoise waters, Waikiki surfing and dreamlike golf courses.

From
US$3200 - 4000 /nt

View Villa Kai Nani Villa
Kailua, Oahu, Hawaii
4 br, 3 ba

Welcome to paradise. Over the years, Oahu’s Lanikai Beach has consistently been voted one of the world’s best, and you’ll find Honu Heaven just steps from its white sands.

From
US$1575 - 3500 /nt

View Villa Honu Heaven
Kailua, Oahu, Hawaii
5 br, 5.5 ba (5 Ensuite)

Place in Paradise is perfect for experiencing the laid-back vibe of Oahu’s Windward Coast. Up to 14 guests will sleep like Hawaiian Royalty in 5 bedrooms, making this spacious villa ideal for family gatherings, entertaining or retreats among friends.

From
US$1400 - 3500 /nt

View Villa Place in Paradise
Kailua, Oahu, Hawaii
4 br, 4 ba (2 Ensuite)

Discover your Oahu dream escape perched at the tip of Kapoho Point, on the island’s paradisiacal Windward Coast. From this unique vantage point you’ll be treated to breathtaking, panoramic views across the turquoise water of Kailua’s crescent bay to the towering Koolau Mountain Range.

From
US$1400 - 3000 /nt

View Villa Turtle Point Hale
Kailua, Oahu, Hawaii
5 br, 4 ba (3 Ensuite)

Welcome to the old Oahu world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870s, he become the contractor of choice for Queen Liliuokalani.

From
US$1400 - 3000 /nt

View Villa Walker's Beach House

Ko Olina

Ko Olina, Oahu, Hawaii
2 br, 2 ba (1 Ensuite)

Experience the best of both worlds at Hale Honu: the tranquil bliss of a private beachfront escape and the convenience of on-site amenities, upscale shops, fine dining and activities. This spectacular Hawaiian penthouse dream is located on the Ocean Tower’s 15th floor at the renowned Ko Olina Beach Villas.

From
US$625 - 1500 /nt

View Villa Hale Honu
Ko Olina, Oahu, Hawaii
2 br, 2 ba (2 Ensuite)

Hala Papakea is the perfect Oahu escape, whether you seek peace or play, romance or camaraderie. Located on the island’s beautiful west coast, this luxurious 2-bedroom villa enjoys a lagoon-side perch on the grounds of the famous Ko Olina Beach Villas Resort.

From
US$795 - 1500 /nt

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Lanikai

Lanikai, Oahu, Hawaii
5 br, 5 ba (4 Ensuite)

In the middle of the great Pacific, on the world’s most isolated chain of island, lies a small coastal community that is blessed with heaven-like beauty. LANIKAI, the “heavenly sea”.

From
US$6000 - 10000 /nt

View Villa Lanikai Hillside Estate
Lanikai, Oahu, Hawaii
5 br, 4 ba (1 Ensuite)

Villa Soluna is oceanfront villa that spans 10,500 square feet in the Lanikai Beach district near Kailua on Hawaii’s Oahu island. Aside from the mansion itself with five-star features and stunning decor, the property features extensive and immaculately manicured tropical gardens and a laid back travertine-tiled lanai from where one can gaze into the eternal blue of the Pacific Ocean.

From
US$2350 - 3537 /nt

View Villa Villa Soluna

North Shore

North Shore, Oahu, Hawaii
5 br, 7.5 ba (5 Ensuite)

A dazzling Hawaiian vacation estate totally unique in its unmatched grandeur, O Kekai is located on Hawaii’s remote northern shore with a vast and majestic oceanfront. This villa can host up to ten visitors, with five beautifully fashioned guest suites, seductive ocean views and an interior decor style that is so unbelievably opulent and eclectic, guests will remain wondering how this home was ever put together so artfully.

From
US$3500 - 10000 /nt

View Villa O Kekai