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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. 

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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...

Koko Head Estate

Private 3 Story Oceanfront Estate with Pool
Oahu
4 Bedrooms
 
3.5 Baths
8 Guests

Just 20 minutes from Waikiki and Honolulu, this private estate is part of a very small class of Oahu homes that sits at the top of Hawaii Kai Cliffs. This 3 story, 5,700 square foot home has phenomenal panoramic views of the Pacific Ocean. While lounging...

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,...

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...

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...

Endless Summer in Kailua

Poolside Paradise
Oahu
4 Bedrooms
 
3 Baths
8 Guests

Endless Summer Getaway……the name says it all!

This fabulous upgraded three bedroom three bath home boasts pride of ownership along with a feeling of hospitality. 

As you enter into the home you walk into the living/family room, then straight ahead is the sliding door that leads to...

Beachfront Plantation Cottage

Quaint Beach House in Kailua
Oahu
3 Bedrooms
 
2 Baths
6 Guests

Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub....

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...

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...

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...

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