Oahu Hawaii Villas
Oahu villa rentals are the perfect combination of tropical beauty and elegance, whether you’re staying in a luxurious estate or in a quaint beachfront cottage. Vacationers can enjoy relaxation and the Hawaiian aloha spirit overlooking a beautiful pristine beach, amidst a tropical rainforest, or on the hilltops overlooking the beautiful Waikiki. In addition to the fabulous villa amenities, there are ample activities for guests on the island including sailing, snorkeling, tennis, shopping, spa treatments, museum tours, helicopter rides, and art galleries.
Browse By Bedrooms
1 bedroom
2 bedroom
3 bedroom
4 bedroom
5 bedroom
6 bedroom
7+ bedroom
Show All Villas
Browse By Price Per Night
Up to $500
$500–$1,000
$1,000–$2,000
$2,000–$3,000
$3,000–$4,000
$4,000–$5,000
$5,000–$6,000
$6,000 and Up
Search for Oahu Villas
Oahu Specials
7+ Bedroom Oahu villas view all
-
Just added on Oahu! Alii O Kailua Alii O Kailua is one of the most striking and …
8 bedrooms
in Kailua
from $8,000/night -
Paradise Cove If paradise had a home it would be here, in the sun, on the beach, nestled in a cove at the …
7 bedrooms
in Kahala
from $7,500/night -
Grand Kailua Beachside A Grand Beachside Estate on beautiful Kailua Beach.
7 bedrooms
in Kailua
rates on request -
Kahala Executive Estate Oceanfront living at its best in this grand beach estate in Kahala.
7 bedrooms
in Kahala
rates on request
Show All 7+ Bedroom Oahu Villas
6 Bedroom Oahu villas view all
-
Just added on Oahu! Lanikai Orchid Next to the tranquil, turquoise waters and …
6 bedrooms
in Kailua
from $3,250/night -
Ali'i Beach Estate This "One-of-a-Kind" South Shore Estate sits on 2.6 acres of lush vegetation and …
6 bedrooms
in Honolulu
from $3,000/night -
Mini Resort This 6-bedroom luxury estate is located on prestigious Kahala Avenue which, at road's end, …
6 bedrooms
in Kahala
rates on request -
Sullivan Estate The Sullivan Estate is a luxurious 6 bedroom estate located on the North Shore of Oahu, just 40 …
6 bedrooms
in Haleiwa
rates on request
Show All 6 Bedroom Oahu Villas
5 Bedroom Oahu villas view all
-
Just added on Oahu! Empress at Diamond Head The Empress is located at the slopes of …
5 bedrooms
in Diamond Head
from $5,000/night -
Just added on Oahu! Villa Lanikai Alii Ali'i in Hawaiian means "king", …
5 bedrooms
in Kailua
from $3,750/night -
Just added on Oahu! Noela Estate Welcome to Noela Estate, a home truly designed …
5 bedrooms
in Diamond Head
from $2,500/night -
Just added on Oahu! Wailupe Oceanfront Villa Wailupe Oceanfront Villa is a private …
5 bedrooms
in Honolulu
from $1,500/night -
Banyan Tree Beach Estate Welcome to one of Hawaii's premier 5-bedroom Oceanfront Estates. This estate is famous …
5 bedrooms
in Oahu
rates on request -
Hale Lani Above Hawaii Kai, on Oahu’s South Eastern shore, is a spectacular Hawaii Loa Ridge Home that …
5 bedrooms
in Oahu
rates on request -
Hale Ohana O Kekai Experience the beauty and charm of Hale Ohana O Kekai (Family House by the Sea).
5 bedrooms
in Pupukea
rates on request
Show All 5 Bedroom Oahu Villas
4 Bedroom Oahu villas view all
-
Just added on Oahu! Wailea Lani Wailea Lani is a 4-bedroom, 4-bathroom …
4 bedrooms
in Lanikai
from $2,100/night -
Anderson Diamond Head Estate Former residence of Alex Anderson, the Anderson Diamond Head Estate has been a special retreat …
4 bedrooms
in Waikiki
rates on request -
Hale Maluhia This hillside, 4 bedroom hideaway retreat is perfectly sited on 9 acres to take in the …
4 bedrooms
in Honolulu
rates on request -
Ke Iki Vista located on the coastline in front of famous conservation diving area known as Shark’s Cove on …
4 bedrooms
in Pupukea
rates on request -
Luxury balinese Villa Experience the beauty and charm of this one-of-a-kind, resort style home.
4 bedrooms
in Laie
rates on request -
Paradise Beach Estate At the forefront of the sprawling beach front estate stands the property’s signature bird of …
4 bedrooms
in Waikiki
rates on request -
Tropical Oasis Come experience a luxury island style retreat in Kahala!
4 bedrooms
in Kahala
rates on request
Show All 4 Bedroom Oahu Villas
3 Bedroom Oahu villas view all
-
Bali Estate Glamorous, palatial and filled with beautiful accouterments in every room, this Diamond Head …
3 bedrooms
in Oahu
rates on request -
Diamond Head Tiki Estate Relax at this rare, 3 bedroom hideaway situated on one of the most sought after estates on Oahu …
3 bedrooms
in Honolulu
rates on request -
Hale Kai Nani 1 One of the Finest Beachfront Experiences that Hawaii can offer.
3 bedrooms
in Haleiwa
rates on request -
Hale Kai Nani 2 Hale Kai Nani 2 is a stunning 3 bedroom, 1.5 bath Hawaiiana Home that sleeps up to six.
3 bedrooms
in Haleiwa
rates on request -
Vintage Hawaiian Estate Retreat into this Vintage 1930s hideaway that graces the enchanting upscale neighborhood of Black Point.
3 bedrooms
in Oahu
rates on request










