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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. 

Displaying 41 - 50 of 56 results matching your search criteria
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White Pearl

Beachfront Property on Kailua Beach
Oahu
5 Bedrooms
 
5 Baths
6 Guests

Escape to this 4,500 sq. ft. open house, featuring 10 ft tall sliding doors leading to a large grassy yard and the beautiful pristine Kailua beach!

Ocean and beach view from living room, dining kitchen and master bedroom. Modern and simple amenities in the house are designed...

Koko Head Estate

Private 3 Story Estate
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...

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...

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...

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....

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...

The Sullivan Estate

Private Estate and Spa Retreat
Oahu
6 Bedrooms
 
6 Baths
12 Guests

Welcome to the Sullivan Estate & Spa Retreat, the first holistic anti-stress centre on earth. Located directly on the North Shore of Hawaii’s island of Oahu and just 40 minutes from Honolulu’s world class shopping and dining. Private, secure and inviting we tempt you to indulge...

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...

Lihikai - Beachside Kailua

Hawaiian Style Beachside Home
Oahu
4 Bedrooms
 
3 Baths
8 Guests

This incredibly charming traditional Hawaiian home is ideally located only one house back from the ocean in the heart of Kailua. A dream location, near Kailua Beach Park and just a minutes stroll down a private access on this quiet private beachside street!

Newly decorated tropical furnishings...

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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