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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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Royal Kailua

Stunning Beachfront Home in Kailua
Oahu
8 Bedrooms
 
8 Baths
16 Guests

Fully furnished beach and ocean front executive home to include: 8 bedrooms, 8 full bathrooms, 3 half baths, multi-level interior, no elevator, 2 structures, main 2 story 5 bedrooms, 5 full baths plus 2 half baths, separate single story cottage, 3 bedrooms, 3 full baths and 1 half bath,...

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...

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...

Tropical Breeze

Kailua Beachside Studio - Tropical Breeze
Oahu
0 Bedrooms
 
1 Bath
2 Guests

This is a legally established property, please read more below

Serene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing,...

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...

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...

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...

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,...

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...

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