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Live Like a Hawaiian With An Oahu Vacation Rental

An exciting and vibrant island, Oahu is home to most of Hawaii’s residents and has many popular and beautiful vacation rental properties. With legendary big-wave surfing spots such as Waimea Bay and the Banzai Pipeline, and beautiful beaches such as Waikiki and Hanauma Bay, you'll feel like a local on Oahu. Find your ultimate vacation rental with Hawaii Life Vacations.

Beautiful Waikiki Beach on the South Shore is Hawaii’s top visitor destination along with nearby Hanauma Bay, which is Hawaii’s most popular snorkeling spot. Honolulu is Hawaii’s state capitol and also the center of business and commerce. The historical downtown reflects Hawaii's rich cultural past, with sites from Iolani Palace to Kawaiahao Church. Nearby is Pearl Harbor and the U.S.S. Arizona Memorial. Oahu also has a thriving culture and arts community with many music and theater venues, museums, fine restaurants and an abundance of nightly entertainment. 

Come to Play, Come to Stay

If Waikiki isn’t your style and you're looking to rent something more private and secluded, Hawaii Life offers privately owned vacation rentals island-wide. With a few exceptions, zoning laws on Oahu prohibit entire-home vacation rentals outside of resort districts for periods of fewer than 30 consecutive days. Properties that are subject to this restriction have a minimum rental period of 30 days. That means that you will have the right to use the property for the entire 30-day period. Contact us for more information. 

Displaying 101 - 107 of 107 results matching your search criteria
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Sand Castle

Peaceful Hawaiian beach house with stunning ocean views
Oahu
4 Bedrooms
 
3 Baths
8 Guests

This property rents for a minimum 30 day period. Please inquire about rates.

Peaceful Hawaiian beach house with stunning ocean views on Oahu’s world famous Kailua Beach! With white sands and clear shallow waters right outside the door, comfortable, spacious living for the whole family inside, and...

Orchid House

Magical views of the Mokuluas from every room
Oahu
3 Bedrooms
 
4 Baths
7 Guests

This property rents for a minimum 30 day period. Please inquire about rates.

With magical views of the Mokuluas from every room, this 3 bedroom, 4 bath custom home was just renovated using exotic hardwoods and stone from around the world. Features include solid hardwood floors, leathered...

Tropical Breeze

Kailua Beachside Studio - Tropical Breeze
Oahu
0 Bedrooms
 
1 Bath
2 Guests

This is a legally established property, please read more below

Serene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing,...

Hale Maluhia Lanikai

Experience Old Hawaiiana Steps Away From Lanikai Beach
Oahu
3 Bedrooms
 
3 Baths
6 Guests

Steps from the world-famous, Lanikai Beach, this three bedroom, three-bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Artwork hand selected from local artists, marble and travertine throughout kitchen and baths! 

Bedrooms are separated...

Kailani Beach House

BEACHFRONT LANIKAI
Oahu
5 Bedrooms
 
5.5 Baths
10 Guests

This property rents for a minimum 30 day period. 

BEACHFRONT LANIKAI! 

This Lanikai, Hawaii vacation residence has been brought back to life, epitomizing the glory of Hawaiian beachfront living. An open concept floor plan melds the two living areas, kitchen, dining area, and bar downstairs. All of the...

Paradise Point

Paradise Point Estate at Kailua Bay
Oahu
5 Bedrooms
 
6 Baths
10 Guests

The Plantation Estate at Paradise Point on Kailua Bay is a single level 5 bedroom/6 bed, 5.5 bath beachfront luxury rental home. Located on Kailua Beach on the windward shore of Oahu, the elegant, yet comfortable estate is recognized for its presidential and celebrity-level security and...

Cottage at Lanikai

Magical Hawaiian Ocean Views
Oahu
2 Bedrooms
 
1 Bath
4 Guests

This property rents for a minimum 30 day period. Please inquire about rates. 

Magical Hawaiian ocean views await you from this Lanikai Beach front Cottage. One of the very few vacation rentals of this size, 2 bedroom cottage, left in the area. A very comfortable vacation rental...

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