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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 11 - 20 of 56 results matching your search criteria
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Ahakea

Oahu
3 Bedrooms
2 Baths
6 Guests

This sweet home nestled in the quiet neighborhood of Kahala is perfect for the couple or family looking to stay away from hustle and bustle of the big city. The living area opens to a beautifully landscaped garden and lagoon like pool. There is ample sitting...

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.

Helen's Beach House

Oahu
6 Bedrooms
6 Baths
14 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 six bedrooms, six bathrooms, air conditioning, a private pool and private access to a world-famous beach.

Haleiwa Sunshine

Oahu
3 Bedrooms
2 Baths
6 Guests

Located on Sunset point in Haleiwa, this recently renovated 3BR/2BA home boasting 1,620 Sq Ft of charming Hawaiian abode is ideal for its easy beach access and the mellow pace that pervades the North Shore of Oahu, or what locals like to call the "country"

Bird of Paradise

Oahu
1 Bedroom
1 Bath
2 Guests

If you are looking for a quiet Honolulu vacation rental in an unbeatable location, explore Bird of Paradise! The one-bedroom Oahu rental includes a covered lanai and enclosed yard.

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...

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...

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 'Ohana

3+Bedroom, 3 Bath, Oceanview, Pool, Partial A/C
Oahu
3 Bedrooms
 
3 Baths
10 Guests

Hale 'Ohana ~ Oahu, Hawaii Kai

3+Bedroom, 3 Bath, Oceanview, Pool, Partial A/C

Set on the slopes of Koko Head Crater, this spacious two story family-style home offers panoramic ocean views and breathtaking sunsets over Diamond Head. Everyone will enjoy the modern conveniences of this cool and...

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...

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