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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. 

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The Green Pineapple Estate

Oahu
4 Bedrooms
3.5 Baths
10 Guests

Welcome to the Green Pineapple, a gorgeous 3 bedroom estate on Oahu's North Shore with an attached studio apartment, WHICH ADDS THE 4TH BEDROOM IF NEEDED. **INQUIRE ABOUT LONG-TERM OPTIONS AVAILABLE AT THIS RESIDENCE**

Royal Kailua

Stunning Beachfront Home in Kailua
Oahu
8 Bedrooms
 
8 Baths
16 Guests

Fully furnished beach and ocean front executive home to include: 8 bedrooms, 8 full bathrooms, 3 half baths, multi-level interior, no elevator, 2 structures, main 2 story 5 bedrooms, 5 full baths plus 2 half baths, separate single story cottage, 3 bedrooms, 3 full baths and 1 half bath,...

Koolau Haven

Kaneohe Cottage with 1 Bedroom
Oahu
1 Bedroom
 
1 Bath
3 Guests

Newly renovated.. A complete overhaul. Come enjoy this completely new studio. With magnificent Koolau Mountains views. Centrally located with easy access to all parts of the island. Shopping Malls, Supermarkets within minutes away. 15 minutes away from one of the most beautiful beaches in the world...

Beachfront Plantation Cottage

Quaint Beach House in Kailua
Oahu
3 Bedrooms
 
2 Baths
6 Guests

Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub....

Koko Head Estate

Private 3 Story Oceanfront Estate with Pool
Oahu
4 Bedrooms
 
3.5 Baths
8 Guests

Just 20 minutes from Waikiki and Honolulu, this private estate is part of a very small class of Oahu homes that sits at the top of Hawaii Kai Cliffs. This 3 story, 5,700 square foot home has phenomenal panoramic views of the Pacific Ocean. While lounging...

Shangri La By The Sea

Breathtaking Views & Luxurious Details
Oahu
5 Bedrooms
 
3 Baths
10 Guests

Leave your worries behind as you step into this magical home!

Built just beyond the breaking waves of Kailua, this spectacular home features exquisite furnishings, stunning architectural detail, and all the creature comforts you would expect. From the moment you enter the front door, the stunning 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...

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...

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