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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 107 results matching your search criteria
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Diamond Head Park Villa

Nestled at the foot of Diamond Head Crater
Oahu
3 Bedrooms
 
2.5 Baths
6 Guests

This property rents for a minimum 30 day period. Please inquire about rates. 

Nestled at the foot of Diamond Head Crater, Diamond Head Park Villa offers a quiet, shady retreat just minutes away from the dynamic local hot spots of Waikiki and Kahala area. Designed for luxurious...

Bay View

Peaceful Kaneohe Bay Views
Oahu
3 Bedrooms
 
4 Baths
6 Guests

This property rents for a minimum 30 day period. Please inquire about rates.

Peaceful Kaneohe Bay Views … what a wonderful vacation rental to relax and unwind in.

Brand new Hawaiian home built in 2017, not a detail

...

Tranquility in Kailua

Beachfront Island Living near Downtown Kailua
Oahu
3 Bedrooms
 
3 Baths
8 Guests

Nestled among palm trees and tropical gardens, Tranquility sits right on Kailua Beach. Enjoy sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand!

This beautifully decorated 3 bedroom beachfront home pampers you with a large, well-appointed kitchen, private den, upstairs...

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...

Kailua Beachfront

Unforgettable Beachfront Oasis
Oahu
6 Bedrooms
 
5 Baths
12 Guests

Step back in time and experience a peaceful, private Hawaiian lifestyle at this one of a kind beach house located on a million dollar beach front lot. This home has over 3,100 spacious square feet of living space. The 6 bedrooms surround the large courtyard with...

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

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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...

Hale Ainoni

Hawaiian Paradise in Kailua
Oahu
3 Bedrooms
 
3 Baths
6 Guests

This private home is a home away from home, completely enclosed with 3 bedrooms and 3 bathrooms. Wonderfully decorated with the beach in mind, just makes you relax and unwind and enjoy your vacation!

There is a private swimming pool for your enjoyment and a pool fence...

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,...

Aloha Nalo

Perfect house for large or multi-generational families
Oahu
4 Bedrooms
 
4 Baths
10 Guests

Aloha Nalo means hidden love. The warm ocean breezes; sunrises over the turquoise blue water; clouds rolling over the sheer, emerald green cliffs of Ko'olau Mountains; the slow, friendly pace. Once you stay at this beachfront gem; you too will know you have discovered a great,...

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