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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 71 - 80 of 105 results matching your search criteria
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Sans Souci PH2

Oahu
2 Bedrooms
2 Baths
4 Guests

Charming, Fully Furnished Two Bedroom/Two Bath Penthouse Unit in the Sans Souci just steps away from the ocean. Unit has a full kitchen and wifi available.

Diamond Head Park Villa

Nestled at the foot of Diamond Head Crater
Oahu
3 Bedrooms
 
2.5 Baths
6 Guests

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

Nestled at the foot of Diamond Head Crater, Diamond Head Park Villa offers a quiet, shady retreat just minutes away from the dynamic local hot spots of Waikiki and Kahala area. Designed for luxurious...

Ocean Escape

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

This 2,800 sq. ft. 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 breathtaking Kailua beach. 

A rear private courtyard lanai...

Kailani Beach House

BEACHFRONT LANIKAI
Oahu
5 Bedrooms
 
5.5 Baths
10 Guests

This property rents for a minimum 30 day period. 

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...

Orchid House

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

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

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...

Tranquility in Kailua

Beachfront Island Living near Downtown Kailua
Oahu
3 Bedrooms
 
3 Baths
8 Guests

Nestled among palm trees and tropical gardens, Tranquility sits right on Kailua Beach. Enjoy sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand!

This beautifully decorated 3 bedroom beachfront home pampers you with a large, well-appointed kitchen, private den, upstairs...

Sand Castle

Peaceful Hawaiian beach house with stunning ocean views
Oahu
4 Bedrooms
 
3 Baths
8 Guests

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

Peaceful Hawaiian beach house with stunning ocean views on Oahu’s world famous Kailua Beach! With white sands and clear shallow waters right outside the door, comfortable, spacious living for the whole family inside, and...

Martins Hale

Clean & Breezy Cottage In Great Location
Oahu
1 Bedroom
 
1 Bath
4 Guests

This is it, this is the one you've been looking for! Enjoy sleeping on a comfortable king size bed conveniently located in Kailua. Clean and breezy, air conditioned, Wi-Fi, and Ceiling Fans. Fully-Equipped Kitchen includes, microwave, toaster, coffee maker, 4-burner stove with oven, rice cooker, pots,...

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...

Kula Lanikai

Charming 1930s cottage in the heart of Lanikai!
Oahu
3 Bedrooms
 
2 Baths
6 Guests

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

Charming 1930s cottage in the heart of Lanikai! This newly renovated vacation rental beach house sits directly across the street from one of Lanikai’s most popular beach access points. Simply cross the...

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