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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 51 - 56 of 56 results matching your search criteria
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The Sullivan Estate

Private Estate and Spa Retreat
Oahu
6 Bedrooms
 
6 Baths
12 Guests

This property has a minimum rental reserve of 30 days in order to comply with Oahu zoning laws governing vacation rentals. Please contact us for rates and details.

Welcome to the Sullivan Estate & Spa Retreat, the first holistic anti-stress centre on earth. Located directly on the...

Hauoli Retreat

Beach Lovers Paradise
Oahu
6 Bedrooms
 
3 Baths
12 Guests

This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach!

Fantastic family home with a back yard that doesnt end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for...

Kaapuni Kainani

Beachside Paradise: One House From Kailua Beach
Oahu
3 Bedrooms
 
3 Baths
8 Guests

Enjoy a Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. This home is designed for a comfortable, casual way of life, whether you just want to “kick-back” and relax at world-famous Kailua...

White Pearl

Beachfront Property on Kailua Beach
Oahu
5 Bedrooms
 
5 Baths
6 Guests

Escape to this 4,500 sq. ft. open house, featuring 10 ft tall sliding doors leading to a large grassy yard and the beautiful pristine Kailua beach!

Ocean and beach view from living room, dining kitchen and master bedroom. Modern and simple amenities in the house are designed...

Koʻolau Haven

Newly Renovated with Amazing Mountain Views
Oahu
1 Bedroom
 
1 Bath
4 Guests

Come enjoy this newly renovated studio with magnificent Koolau Mountains views!  

Centrally located with easy access to all parts of the island. Shopping Malls, Supermarkets within minutes away and only 15 minutes away from one of the most beautiful beaches in the world, Kailua Beach!

Located on the premises are...

Hale Ainoni

Hawaiian Paradise in Kailua
Oahu
3 Bedrooms
 
3 Baths
6 Guests

This private home is a home away from home, completely enclosed with 3 bedrooms and 3 bathrooms. Wonderfully decorated with the beach in mind, just makes you relax and unwind and enjoy your vacation!

There is a private swimming pool for your enjoyment and a pool fence...

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