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Live Like a Local 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 1 - 10 of 26 results matching your search criteria
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Helen's Beach House

Oahu
5 Bedrooms
6 Baths
12 Guests

Located just four houses in from stunning Kailua Beach on Oahu's windward (East) side, Helen's Beach House is a spacious 4500 sq ft. home boasting five bedrooms, six bathrooms, air conditioning, a private pool and private access to a world-famous beach.

Kailua Beachside

Oahu
4 Bedrooms
4 Baths
14 Guests

Set on a private road with nearby beach access, Kailua Beachside is a 4BD/4BA estate home that has been extensively remodeled and well-cared for. Nestled amongst mature landscaping, the property offers luxurious privacy.

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...

Ocean Escape

Hawaiiana Home Steps from Kailua Beach
Oahu
4 Bedrooms
 
4 Baths
10 Guests

Hawaiiana home just steps from the world famous Kailua Beach. This Hawaiiana beach house is the perfect place to relax and enjoy paradise. The tropical large living room opens onto a spacious private lawn leading out directly via a gate to a sandy walkway, steps to...

Makanas Place

Quaint Home Near Kailua Beach
Oahu
2 Bedrooms
 
1 Bath
6 Guests

Makana's Place can be rented as a one (1),two(2) bedroom home, in quaint Kailua Town. This Non-Smoking home is very spacious over 1500 square feet living quarters, which is equivalent to a 5 bedroom bedroom home. Beautifully decorated with well quality furniture. Makana's Place features a...

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...

Kailani Beach House

BEACHFRONT LANIKAI
Oahu
5 Bedrooms
 
5.5 Baths
10 Guests

BEACHFRONT LANIKAI! 

This Lanikai, Hawaii vacation residence has been brought back to life, epitomizing the glory of Hawaiian beachfront living. An open concept floor plan melds the two living areas, kitchen, dining area, and bar downstairs. All of the bedrooms are ensuite with...

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...

Naupaka Hale

Idyllic classic Hawaiian style vacation rental home
Oahu
3 Bedrooms
 
3 Baths
8 Guests

Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views of Lanikai Beach, turquoise water and the Mokulua Islands. Classic, comfortable island style...

Tropical Breeze

Kailua Beachside Studio - Tropical Breeze
Oahu
0 Bedrooms
 
1 Bath
2 Guests

Serene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing, kite sailing, boogie boarding, kayaking,...

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