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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 31 - 40 of 54 results matching your search criteria
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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...

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...

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...

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...

Surf Suite

Newly Remodeled 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...

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...

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...

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...

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...

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...

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