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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 - 105 of 105 results matching your search criteria
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Kailua Beachfront

Unforgettable Beachfront Oasis
Oahu
6 Bedrooms
 
5 Baths
12 Guests

Step back in time and experience a peaceful, private Hawaiian lifestyle at this one of a kind beach house located on a million dollar beach front lot. This home has over 3,100 spacious square feet of living space. The 6 bedrooms surround the large courtyard with...

Kahala Mini Resort

Beachfront, 2 Pools (cottage pool heated), Jacuzzi, Tennis Court
Oahu
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...

Kakela Kai

4 Bedroom 3 Bath, Beachfront, Central A/C
Oahu
4 Bedrooms
 
3 Baths
10 Guests

Kakela Kai ~ Oahu, Kailua

4 Bedroom 3 Bath, Beachfront, Central A/C

Executive single story beachfront home furnished with colorful island style rattan furnishings. Complimented with white tile and wooden flooring, granite countertops, granite accents and central air conditioning. Step out your back door and enjoy a...

Hale 'Ohana

3+Bedroom, 3 Bath, Oceanview, Pool, Partial A/C
Oahu
3 Bedrooms
 
3 Baths
10 Guests

Hale 'Ohana ~ Oahu, Hawaii Kai

3+Bedroom, 3 Bath, Oceanview, Pool, Partial A/C

Set on the slopes of Koko Head Crater, this spacious two story family-style home offers panoramic ocean views and breathtaking sunsets over Diamond Head. Everyone will enjoy the modern conveniences of this cool and...

Lihikai - Beachside Kailua

Hawaiian Style Beachside Home
Oahu
4 Bedrooms
 
3 Baths
8 Guests

This incredibly charming traditional Hawaiian home is ideally located only one house back from the ocean in the heart of Kailua. A dream location, near Kailua Beach Park and just a minutes stroll down a private access on this quiet private beachside street!

Newly decorated tropical furnishings...

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