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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 111 - 115 of 115 results matching your search criteria
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Koʻolau Haven

Newly Renovated with Amazing Mountain Views
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...

Kahala Mini Resort

Beachfront, 2 Pools (cottage pool heated), Jacuzzi, Tennis Court
7 Bedrooms
7 Baths
14 Guests

5 Bedroom, 5+ Bath Main House and 2 Bedroom, 2 Bath Cottage, 

Beachfront, 2 Pools (cottage pool heated), Jacuzzi, Tennis Court, Air Conditioning

Main House: Enter the lush tropical grounds thru the privacy gate and enjoy a swim in one of the sparkling pools or a game...

Hale Ainoni

Hawaiian Paradise in Kailua
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...

Premier Beachfront in Kailua

Beachfront Paradise
6 Bedrooms
5 Baths
12 Guests

There’s a reason why Kailua is consistently voted as one of the top beach destinations in the world: it’s spectacular! This beautiful home is located on a beachfront paradise within walking distance to Buzz’s Steak House and the quaint Hawaiian town of Kailua.

The property is secluded...

Kolea Estate

Large Estate with Breathtaking View of Ko'olau Mountain Range
6 Bedrooms
4 Baths
19 Guests

Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home! This property is uniquely expansive and gorgeously designed with beautiful Koa wood, granite stone and stainless steel accents. 

This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot...