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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 41 - 50 of 53 results matching your search criteria
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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...

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...

Sea Suite

Newly Remodeled Studio Near Beach
Oahu
0 Bedrooms
 
1 Bath
2 Guests

This Brand new Vacation Rental is now available! Newly remodeled and furnished with the ocean in mind. The beach is just a little walk down the street to the beach access or for a short drive you can be at the famous Sandy's Beach or Hanauma Bay.

This...

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...

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...

Luxury Laie

Luxurious Beachfront Home on Laie Bay
Oahu
4 Bedrooms
 
5 Baths
10 Guests

This one-of-a-kind, resort-style luxury home is designed around the central outdoor pool area with bali cabana, firepots, and spilling water fountains. Sliding doors open on both sides of the living room and of the master bedroom to look into the pool courtyard on one side and...

Serenity Beachfront Cottage NUC # 90/TVU-0326

Kailua Beachfront Cottage
Oahu
2 Bedrooms
 
1 Bath
4 Guests

This is the beachfront cottage you've been searching for! This delightful cottage is found in the middle of stunning Kailua Beach. Casually lounge in the small but cozy living room and be astounded by breathtaking views of the beach. Step out your front door and onto...

Manuela Place

Spacious 3 bedroom 3 bath home with air conditioning and yard
Oahu
3 Bedrooms
 
3 Baths
8 Guests

Manuela is a quiet spacious home, in charming Kailua town. This non-smoking home has 1400 square ft of living quarters. It is a 3 bedroom 3 bath home with a large enclosed yard very safe for your children. Living and Dining room equiped with a spit...

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...

Paul Mitchell Estate

Stunning Villa at Lanikai
Oahu
7 Bedrooms
 
7 Baths
14 Guests

Enjoy luxurious living at this lush, private 1.3 acre beachfront retreat in Lanikai on the island of Oahu. A modern-day vision of a Polynesian village with a spectacular backdrop of sunrises, the Mokulua Islands and a brilliant turquoise sea...

This gated, landmark property was designed with natural spaces...

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