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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 111 - 117 of 117 results matching your search criteria
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Nani’s Cottage

Quaint Cottage Near Kailua Beach
Oahu
2 Bedrooms
 
2 Baths
4 Guests

Nani's Cottage is a brand new rental and is now open for your enjoyment! This two bedroom, two bath cottage is within a minutes walk to Kailua Beach. Just perfect for a family of four.

Bedrooms: 2, Sleeps 4

Bathrooms: 2

HI tax id: W01498089-01...

Shangri La By The Sea

Breathtaking Views & Luxurious Details
Oahu
5 Bedrooms
 
3 Baths
10 Guests

Leave your worries behind as you step into this magical home!

Built just beyond the breaking waves of Kailua, this spectacular home features exquisite furnishings, stunning architectural detail, and all the creature comforts you would expect. From the moment you enter the front door, the stunning views...

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...

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

...

Premier Beachfront in Kailua

Beachfront Paradise
Oahu
6 Bedrooms
 
5 Baths
12 Guests

There’s a reason why Kailua is consistently voted as one of the top beach destinations in the world: it’s spectacular! This beautiful home is located on a beachfront paradise within walking distance to Buzz’s Steak House and the quaint Hawaiian town of Kailua.

The property is secluded...

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...

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...

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