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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 81 - 90 of 115 results matching your search criteria
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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,...

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...

Kaimana In Kailua

Ecofriendly Home In Great Location
Oahu
4 Bedrooms
 
2 Baths
9 Guests

Create life long memories and experience Hawaiian local living in the comfortable and beautiful "Kaimana in Kailua". Kaimana (Diamond) in Kailua is an ecofriendly 4 bedroom, 2 bath home, with a covered carport, front and back yard, and large porch, located in a private lane in...

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...

Kakela Kai

4 Bedroom 3 Bath, Beachfront, Central A/C
Oahu
4 Bedrooms
 
3 Baths
10 Guests

Kakela Kai ~ Oahu, Kailua

4 Bedroom 3 Bath, Beachfront, Central A/C

Executive single story beachfront home furnished with colorful island style rattan furnishings. Complimented with white tile and wooden flooring, granite countertops, granite accents and central air conditioning. Step out your back door and enjoy a...

Beach Cottage in Laie

Beachfront Cottage on White Sandy Beach
Oahu
3 Bedrooms
 
2 Baths
8 Guests

This beachfront cottage sits on a large lot in Laie. Although a little rustic on the exterior, the interior was recently remodeled and is simple and clean and provides all the amenities needed for a relaxing Hawaiian getaway. The property is on a gorgeous white sand...

Ohana House

Private spacious home with large - deck great for a family fun
Oahu
4 Bedrooms
 
3 Baths
8 Guests

Private spacious home with large - deck great for a family fun filled vacation

Come relax at a private 4 bedroom 3 bath home located in Keolu Hills. This location is in the middle of both well known Kailua

...

Paradise Laie

Paradise Beachfront Home in Laie
Oahu
4 Bedrooms
 
4 Baths
12 Guests

This 4-bedroom, 3.5-bathroom Island style oceanfront house has breathtaking ocean views and a beautiful beach. Although lovingly weather and beach worn, it is clean and has everything you need for a Hawaiian vacation. This makes the house perfect for both families with children, and those seeking...

Beachside Zen

Just steps to the most beautiful Beach
Oahu
3 Bedrooms
 
2 Baths
8 Guests

Private 3 bedroom 2.5 baths just steps to the most beautiful Beach

Imagine lying on a stretch of powder-white soft sands of Kailua Beach, with clear turquoise waves lapping by your feet, sea breezes gently swaying the nearby palms

...

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...

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