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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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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...

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...

Kaimana In Kailua

Ecofriendly Home In Great Location
Oahu
4 Bedrooms
 
2 Baths
9 Guests

Create life long memories and experience Hawaiian local living in the comfortable and beautiful "Kaimana in Kailua". Kaimana (Diamond) in Kailua is an ecofriendly 4 bedroom, 2 bath home, with a covered carport, front and back yard, and large porch, located in a private lane in...

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....

O-226: Hale Ka Wailele Malu Beach Villa

Unique & Desirable Beach Villa at Ko Olina
Oahu
3 Bedrooms
 
3 Baths
8 Guests

Enjoy one of the most unique and desirable Beach Villas in all of Ko'Olina. This is a large 1,650 square foot 3 bedroom 3 bathroom 2nd floor ocean-facing Beach Villa is one of only four Villas, out of the 247 Beach Villas, that fronts the soothing...

Beach Cottage in Laie

Beachfront Cottage on White Sandy Beach
Oahu
3 Bedrooms
 
2 Baths
8 Guests

This beachfront cottage sits on a large lot in Laie. Although a little rustic on the exterior, the interior was recently remodeled and is simple and clean and provides all the amenities needed for a relaxing Hawaiian getaway. The property is on a gorgeous white sand...

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...

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...

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...

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...

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