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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 Pipline, 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. On the north shore of Oahu are the legendary big-wave surfing spots of Waimea Bay and the Banzai Pipeline. 

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The Green Pineapple

Oahu
4 Bedrooms
3 Baths
10 Guests

Welcome to the Green Pineapple, a gorgeous three-bedroom estate on Oauh's North Shore with an attached studio apartment. This hilltop area vacation rental offers an authentic Hawaiian experience, with vintage art and high ceilings.

Hale Palolo

Oahu
2 Bedrooms
2 Baths
4 Guests

Explore Hale Palolo, a two-bedroom Honolulu vacation rental located in the upscale neighborhood of Kahala. The private Oahu home boasts a spacious lawn and proximity to shopping and dining.

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...

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...

Makana’s 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...

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...

Kaapuni Kainani

Beachside Paradise: One House From Kailua Beach
Oahu
3 Bedrooms
 
3 Baths
8 Guests

Enjoy a Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. This home is designed for a comfortable, casual way of life, whether you just want to “kick-back” and relax at world-famous Kailua...

Aloha Nalu

Luxury Villa with Incredible Views
Oahu
4 Bedrooms
 
3.5 Baths
10 Guests

Aloha Nalu, meaning “Warm, welcoming sea”, with it’s gorgeous private pool terrace overlooking the Pacific Ocean and Diamond Head, will surely sweep you into the spirit of Aloha. The villa sits on the side of Koko Crater in the prestigious neighborhood of Portlock, amongst the highest...

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...

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....

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