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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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Monat Room

Kailua Beachside Studio - Monet Room
Oahu
0 Bedrooms
 
1 Bath
2 Guests

Enjoy our Hawaiian sunshine and one of the most beatuiful beaches in the world. Our studio has high ceiling with a Monet- designed decor. A Large queen size 4 poster bed, with a sitting area and dining area. There is a breakfast bar which includes a...

Waters Edge

Hauula House with 3 Bedrooms
Oahu
3 Bedrooms
 
2 Baths
6 Guests

Waters Edge is a wonderful retreat! The house has an unobstructed view of the ocean at all times. Listening to the rhythm of the ocean your stay is truly sweet serenity. Blue waters are only with in your reach. Built on a beach point, you can...

Makanas Place

Quaint Home Near Kailua Beach
Oahu
3 Bedrooms
 
2 Baths
10 Guests

Located in quaint Kailua Town is Makana's Place! This over 1500 sq. ft. home is very spacious and beautifully decorated. Enjoy a full kitchen along with a kitchenette plus an extra queen sofabed and single bed. Makana's Place can be rented as a one (1),two(2) or three (3) bedroom...

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...

Tranquility in Kailua

Beachfront Island Living near Downtown Kailua
Oahu
3 Bedrooms
 
3 Baths
8 Guests

Nestled among palm trees and tropical gardens, Tranquility sits right on Kailua Beach. Enjoy sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand!

This beautifully decorated 3 bedroom beachfront home pampers you with a large, well-appointed kitchen, private den, upstairs...

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...

Beachside Zen

Just steps to the most beautiful Beach
Oahu
3 Bedrooms
 
2 Baths
8 Guests

Private 3 bedroom 2.5 baths just steps to the most beautiful Beach

Imagine lying on a stretch of powder-white soft sands of Kailua Beach, with clear turquoise waves lapping by your feet, sea breezes gently swaying the nearby palms

...

Paradise Laie

Paradise Beachfront Home in Laie
Oahu
4 Bedrooms
 
4 Baths
12 Guests

This 4-bedroom, 3.5-bathroom Island style oceanfront house has breathtaking ocean views and a beautiful beach. Although lovingly weather and beach worn, it is clean and has everything you need for a Hawaiian vacation. This makes the house perfect for both families with children, and those seeking...

Kailua Beach House

Oahu
7 Bedrooms
 
4 Baths
12 Guests

This simple two-story home is decorated with tropical island furnishings, and is designed for Hawaiian indoor / outdoor living. Situated right on Kailua Beach with fantastic ocean views from most rooms. The home is separated into three wings for the utmost in privacy. The large back...

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....

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