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Villas in Oahu

Oahu Villa Rentals (Hawaii)

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Diamond Head

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

The Empress is located at the slopes of Diamond Head, Honolulu’s most prestigious neighborhood. This gorgeous beachfront property is truly suited for celebrities and other high-profile individuals who wish to get away and relax in comfort.

From
US$4800 - 5625 /nt

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

Designed to capture Island indoor-outdoor living, this 4 bedroom & 5.5 bath oceanfront home offers all of the features expected in a luxury home: a gourmet kitchen, gorgeous living areas finished with exquisite solid wood & natural stone, opening onto a beautiful pool, spa, & cabana, all with the sound of breaking surf & views of incredible sunsets.

From
US$5500 - 5500 /nt

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

Experience Hawaii in the most luxurious way possible: in your private Bali estate. Take in the sweeping ocean & palm tree views as you enjoy the afternoon sun from your private pool and cabana.

From
US$2000 - 2500 /nt

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

Diamond Head Hawaii Lani is an elegant, contemporary home with beautiful architectural design and panoramic ocean views in a private tropical setting. It provides the perfect perch for ocean watching and relaxing in luxury, with a large pool, surrounding tropical gardens and plenty of lounging space.

From
US$2000 - 2200 /nt

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

At this glamorous, 3 bedroom 3 ½ bathroom luxury estate, every amenity you need for relaxing vacation in Hawaii is provided: discreet location, outdoor pool with patio, 3 airy and large bedrooms with ceiling fans and King-size beds, marble tiled bathrooms, fully stocked kitchen with new appliances, and a large, high ceiling living room with sliding walls that lead to a stunning oceanfront lawn, where you can bask in endless oceans views.

Rich in beauty, entertainment and history, the south shore of Oahu provides the perfect balance between tranquility and thrilling adventure.

From
US$1250 - 1500 /nt

View Villa Diamond Head Tiki Estate

Haleiwa

Haleiwa, Oahu, Hawaii
5 br, 5.5 ba (5 Ensuite)

Sunset Beach is a beautiful beachfront home on the island of Oahu in Hawaii, located on the beautiful North Shore, this home is incredibly private and secluded behind secured gates.

This 5 bedroom, 5.

From
US$1875 - 3025 /nt

View Villa Sunset Beach
Haleiwa, Oahu, Hawaii
3 br, 2 ba (1 Ensuite)

Come to Oahu’s north shore and relish paradise in this charming 3 bedroom, 2 bathroom luxury home.

Hale Kai Nani Cottage 1, luxuriously equipped from top to bottom, can accommodate a party of six.

From
US$1000 - 1500 /nt

View Villa Hale Kai Nani Cottage 1

Hawaii Kai

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

The Banyan Tree Beach Estate was originally known as the “Dolly Parton Estate” due to the entertainer’s purchase of the property and extensive remodeling of the home. This property offers traditional hawaiian luxury….

From
US$2750 - 3200 /nt

View Villa Banyan Tree Beach Estate

Honolulu

Honolulu, Oahu, Hawaii
5 br, 4.5 ba (4 Ensuite)

Wailupe Oceanfront Villa is a private oceanfront estate in East Honolulu. Close to Waikiki and downtown, it conveys the quiet elegance of old Hawaii, while providing you with the contemporary luxury you expect from a home of this caliber.

From
US$2060 - 3500 /nt

View Villa Wailupe Oceanfront Villa
Honolulu, Oahu, Hawaii
4 br, 5 ba (4 Ensuite)

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From
US$1000 - 3100 /nt

View Villa Honolulu Sky Villa

Kahala

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

This is the one of the best luxury vacation rental values in Hawaii. With a palm tree-lined beachfront location, two large pools, tennis courts, accommodation for 14 guests, and close proximity to 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.

From
US$4000 - 4600 /nt

View Villa Kahala Mini Resort
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$2500 - 3125 /nt

View Villa Kalani Villa
Kahala, Oahu, Hawaii
4 br, 4.5 ba (4 Ensuite)

Tropical Oasis boasts a large, beautifully landscaped lot, with an oversized pool and open floor plan. Each room is its own suite with beautiful sliding glass doors opening up to the pool and entertaining area, perfect for dining or enjoying cocktails outside.

From
US$1500 - 1750 /nt

View Villa Tropical Oasis

Kailua

Kailua, Oahu, Hawaii
7 br, 7.5 ba (7 Ensuite)

Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind.

From
US$6000 - 12000 /nt

View Villa Royal Kailua Estate
Kailua, Oahu, Hawaii
10 br, 10.5 ba (9 Ensuite)

Oahu Lani is a child-friendly, family-oriented beachfront villa that occupies a superb location on Kailua beach, rated one of the 10 finest beaches in the U.S.

From
US$5200 - 7500 /nt

View Villa Oahu Lani
Kailua, Oahu, Hawaii
6 br, 6 ba (6 Ensuite)

Swaying Palms villa is a luxury, custom home with all the amenities, right on the sands of world renowned Kailua Beach.

Enjoy a front row seat for spectacular sunrises, sandcastles, kite surfing and more as you unwind and kick back in this special property.

From
US$4375 - 6250 /nt

View Villa Swaying Palms
Kailua, Oahu, Hawaii
5 br, 5.5 ba (5 Ensuite)

The Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern masterpiece.

From
US$3300 - 6000 /nt

View Villa Plantation at Paradise Point
Kailua, Oahu, Hawaii
3 br, 3 ba (3 Ensuite)

This stunning 3-bedroom home benefits from one of the finest beachfront locations of our Oahu vacation rentals. Steps from the white sand of Lanikai Beach—renowned for its pristine sand and waters— it’s hard to imagine a more picture-perfect setting.

From
US$3325 - 4375 /nt

View Villa Hale Hikina

Lanikai

Lanikai, Oahu, Hawaii
5 br, 4.5 ba (4 Ensuite)

Ali'i in Hawaiian means "king", and there is none more majestic than this villa! Not only is Lanikai Ali’i on prime beachfront, it sits on a large property with two large yards streetside and oceanside, and includes a an ionized pool and Jacuzzi.

The architecture of the house and the pool is exquisite: all of the downstairs living areas open out to the pool and the beach with beautiful sliding doors.

From
US$4500 - 6250 /nt

View Villa Villa Lanikai Ali'i
Lanikai, Oahu, Hawaii
5 br, 4 ba (1 Ensuite)

This gorgeous oceanfront property has 10,500 sq ft, double gate with semi-circular driveway, a beautiful re-landscaped garden with a new extensive, travertine tiled, lanai. The house has 4 bedrooms, a massage room which can also be a guest room for 1, and a gym.

From
US$2350 - 2950 /nt

View Villa Villa Soluna

Manoa Valley

Manoa Valley, Oahu, Hawaii
4 br, 3.5 ba (2 Ensuite)

Known for its daily display of rainbows, Manoa Valley will not disappoint. Lounge by the pool and enjoy cool breezes, rainforest mists and the world’s brightest rainbows.

From
US$1555 - 1805 /nt

View Villa Hale Maluhia

North Shore

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

Experience the beauty and charm of Hale Ohana O Kekai (Family House by the Sea) - one of the north shore of Oahu’s private luxury villas. This hidden gem sits on one acre of amazing ocean front land.

From
US$3250 - 5250 /nt

View Villa O Kekai

Waikiki

Waikiki, Oahu, Hawaii
9 br, 9.5 ba (8 Ensuite)

Waikiki Landmark is one of the area’s most prestigious buildings, and home to four of our Oahu vacation rentals. Head here to be in the heart of all Waikiki has to offer—just minutes from the strip’s shops and restaurants, and walking distance to the beach.

From
US$3700 - 4500 /nt

View Villa Waikiki Landmark Estate
Waikiki, Oahu, Hawaii
3 br, 3.5 ba (3 Ensuite)

Set on the 37th floor of the Trump Waikiki tower, the Trump King Penthouse is a superbly appointed property with stunning views across the Pacific – ocean views don’t come much better than this. For those seeking something spectacular near Waikiki beach, this is one of the most desirable Oahu vacation rentals.

From
US$1800 - 3360 /nt

View Villa Trump King Penthouse
Waikiki, Oahu, Hawaii
4 br, 4.5 ba (3 Ensuite)

This custom-designed 5,359 sq. ft.

From
US$1500 - 1900 /nt

View Villa Waikiki Landmark #3504a
Waikiki, Oahu, Hawaii
3 br, 3 ba

The well-appointed foyer of this 3,111 sq ft custom-designed penthouse tells you in advance that no expense was spared for luxury. The living room and dining area provide a comfortable space for everyday lounging or entertaining.

From
US$1200 - 1600 /nt

View Villa Waikiki Landmark #3501
Waikiki, Oahu, Hawaii
3 br, 3 ba (2 Ensuite), Pool

With 3,225 square feet of living space, this elegant penthouse residence is ideal for guests seeking Oahu vacation rentals near Waikiki’s top attractions. Right on the gateway to Waikiki, you’ll enjoy stunning ocean and city views from this prestigious location.

From
US$1200 - 1600 /nt

View Villa Waikiki Landmark #3504
Waikiki, Oahu, Hawaii
2 br, 2 ba

This 2,015 sq. ft.

From
US$800 - 1000 /nt

View Villa Waikiki Landmark #3503