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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 21 - 30 of 56 results matching your search criteria
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Kokokahi

Breathtaking Views of Kaneohe Bay
Oahu
3 Bedrooms
 
2 Baths
6 Guests

With its 180 degree views of Kaneohe Bay and the Koolau Mountains this is home away from home! 

This beautifully appointed 1,800 sq ft. living area home has 2 lovely bedrooms and an extra large master bedroom and 2 full baths. Enjoy the picturesque ocean and mountain views...

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...

Kolea Estate

Large Estate with Breathtaking View of Ko'olau Mountain Range
Oahu
6 Bedrooms
 
4 Baths
19 Guests

Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home! This property is uniquely expansive and gorgeously designed with beautiful Koa wood, granite stone and stainless steel accents. 

This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot...

Kahala Mini Resort

Beachfront, 2 Pools (cottage pool heated), Jacuzzi, Tennis Court
Oahu
7 Bedrooms
 
7 Baths
14 Guests

5 Bedroom, 5+ Bath Main House and 2 Bedroom, 2 Bath Cottage, 

Beachfront, 2 Pools (cottage pool heated), Jacuzzi, Tennis Court, Air Conditioning

Main House: Enter the lush tropical grounds thru the privacy gate and enjoy a swim in one of the sparkling pools or a game...

Sea Suite

Newly Remodeled Studio Near Beach
Oahu
0 Bedrooms
 
1 Bath
2 Guests

This Brand new Vacation Rental is now available! Newly remodeled and furnished with the ocean in mind. The beach is just a little walk down the street to the beach access or for a short drive you can be at the famous Sandy's Beach or Hanauma Bay.

This...

Luxury Laie

Luxurious Beachfront Home on Laie Bay
Oahu
4 Bedrooms
 
5 Baths
10 Guests

This one-of-a-kind, resort-style luxury home is designed around the central outdoor pool area with bali cabana, firepots, and spilling water fountains. Sliding doors open on both sides of the living room and of the master bedroom to look into the pool courtyard on one side and...

Kailua Beach House

Oahu
7 Bedrooms
 
4 Baths
12 Guests

This simple two-story home is decorated with tropical island furnishings, and is designed for Hawaiian indoor / outdoor living. Situated right on Kailua Beach with fantastic ocean views from most rooms. The home is separated into three wings for the utmost in privacy. The large back...

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...

Lihikai - Beachside Kailua

Hawaiian Style Beachside Home
Oahu
4 Bedrooms
 
3 Baths
8 Guests

This incredibly charming traditional Hawaiian home is ideally located only one house back from the ocean in the heart of Kailua. A dream location, near Kailua Beach Park and just a minutes stroll down a private access on this quiet private beachside street!

Newly decorated tropical furnishings...

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...

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