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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 25 results matching your search criteria
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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.

Kailua Beach Hideaway

Oahu
1 Bedroom
1 Bath
2 Guests

SPECIAL INTRO RATE: $2400 for the first month booked! (must confirm booking by October 23rd 2022 to lock in this special rate!!) Be the first to stay in this NEW vacation spot. Tastefully remastered, 1937 cottage + rooftop...

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.

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...

Lanikai Honu Heaven

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

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 courtyard pool with privacy and manicured yard space,...

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...

Serenity Beachfront Cottage NUC # 90/TVU-0326

Kailua Beachfront Cottage
Oahu
2 Bedrooms
 
1 Bath
4 Guests

Charming beachfront cottage right on Kailua Beach!

Licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room. Step out your front door and onto...

Orchid House

Magical views of the Mokuluas from every room
Oahu
3 Bedrooms
 
4 Baths
7 Guests

With magical views of the Mokuluas from every room, this 3 bedroom, 4 bath custom home was just renovated using exotic hardwoods and stone from around the world. Features include solid hardwood floors, leathered granite countertops, slate stone flooring, gourmet kitchen and appliances, skylights, AC in...

Manuela Place

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

Manuela Place is a quiet spacious home, in charming Kailua town. It is a 3 bedroom 3 bath home with a large enclosed yard very safe for your children. All rooms equiped with a air conditioning for your comfort. Kailua beach is about a 3 minute...

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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