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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 81 - 90 of 105 results matching your search criteria
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Top of Lanikai

Top of Lanikai with stunning panoramic views
Oahu
4 Bedrooms
 
3 Baths
8 Guests

As the name implies, the Top of Lanikai is distinguished by the stunning panoramic views of the ocean and iconic Mokulua Islands. Situated near the peak of the hill, the elevation provides a rare combination of privacy and uninterrupted views. Whether you’re dining on the downstairs...

Nani’s Cottage

Quaint Cottage Near Kailua Beach
Oahu
2 Bedrooms
 
2 Baths
4 Guests

Nani's Cottage is a brand new rental and is now open for your enjoyment! This two bedroom, two bath cottage is within a minutes walk to Kailua Beach. Just perfect for a family of four.

Bedrooms: 2, Sleeps 4

Bathrooms: 2

HI tax id: W01498089-01...

Hauoli Retreat

Beach Lovers Paradise
Oahu
6 Bedrooms
 
3 Baths
12 Guests

This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach!

Fantastic family home with a back yard that doesnt end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for...

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

...

Lanikai Honu Heaven

Fully remodeled, beautiful Lanikai vacation rental home
Oahu
4 Bedrooms
 
3 Baths
10 Guests

This property rents for a minimum 30 day period. Please inquire about rates.

Fully remodeled, beautiful Lanikai vacation rental home at the beginning of Oahu’s famous Lanikai Beach! 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new...

Hale Maluhia Lanikai

Experience Old Hawaiiana Steps Away From Lanikai Beach
Oahu
3 Bedrooms
 
3 Baths
6 Guests

Steps from the world-famous, Lanikai Beach, this three bedroom, three-bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Artwork hand selected from local artists, marble and travertine throughout kitchen and baths! 

Bedrooms are separated...

Coconut Villa

Oceanfront living on the Gold Coast of Waikiki, Hawaii
Oahu
4 Bedrooms
 
3.5 Baths
6 Guests

This property rents for a minimum 30 day period. Please inquire about rates.

Oceanfront living on the Gold Coast of Waikiki, Hawaii. Located on the Gold Coast, this unique oceanfront vacation rental home is close to Waikiki’s finest restaurants, theaters and shopping. Walk to Waikiki along the...

Kalani Villa

Oahu
4 Bedrooms
 
4.5 Baths
8 Guests

This property rents for a minimum 30 day period. Please inquire about rates.

Enjoy your morning coffee in comfort on the master lanai and end the day watching the sunset from your own backyard. Spend days relaxing poolside while listening to your favorite tunes play throughout. Kalani...

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...

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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