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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 Pipline, 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. On the north shore of Oahu are the legendary big-wave surfing spots of Waimea Bay and the Banzai Pipeline. 

Displaying 51 - 56 of 56 results matching your search criteria
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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...

Martins Hale

Clean & Breezy Cottage In Great Location
Oahu
1 Bedroom
 
1 Bath
4 Guests

This is it, this is the one you've been looking for! Enjoy sleeping on a comfortable king size bed conveniently located in Kailua. Clean and breezy, air conditioned, Wi-Fi, and Ceiling Fans. Fully-Equipped Kitchen includes, microwave, toaster, coffee maker, 4-burner stove with oven, rice cooker, pots,...

Endless Summer in Kailua

Poolside Paradise
Oahu
4 Bedrooms
 
3 Baths
8 Guests

Endless Summer Getaway……the name says it all!

This fabulous upgraded three bedroom three bath home boasts pride of ownership along with a feeling of hospitality. 

As you enter into the home you walk into the living/family room, then straight ahead is the sliding door that leads to...

Kokokahi

Breathtaking Views of Kaneohe Bay
Oahu
3 Bedrooms
 
2 Baths
6 Guests

With its 180 degree views of Kaneohe Bay and the Koolau Mountains this is home away from home! 

This beautifully appointed 1,800 sq ft. living area home has 2 lovely bedrooms and an extra large master bedroom and 2 full baths. Enjoy the picturesque ocean and mountain views...

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...

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...

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