You are here

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 31 - 40 of 57 results matching your search criteria
Map View
List View

Kolea Estate

Large Estate with Breathtaking View of Ko'olau Mountain Rang
6 Bedrooms
4 Baths
19 Guests

Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home! This property is uniquely expansive and gorgeously designed with beautiful Koa wood, granite stone and stainless steel accents. 

This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot...

Nani’s Cottage

Quaint Cottage Near Kailua Beach
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...

Premier Beachfront in Kailua

Beachfront Paradise
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...

Surf Suite

Serene Studio Near Sandy's Beach
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


Kaimana In Kailua

Ecofriendly Home In Great Location
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...

Endless Summer in Kailua

Poolside Paradise
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...

Kalaka Beachside

Hawaiiana Ocean View Retreat
5 Bedrooms
3 Baths
10 Guests

Welcome to Paradise in beautiful Kailua, Hawaii!

This beautifully appointed 3000 sq. ft. 5-bed, 3 bath Hawaiiana home is the perfect retreat for family and friends. Just one house off the beach, Kalaka Beachside has a lovely park and ocean view from the kitchen, great room and...

Paradise Point

Paradise Point Estate at Kailua Bay
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...

Royal Kailua

Stunning Beachfront Home in Kailua
8 Bedrooms
8 Baths
16 Guests

Fully furnished beach and ocean front executive home to include: 8 bedrooms, 8 full bathrooms, 3 half baths, multi-level interior, no elevator, 2 structures, main 2 story 5 bedrooms, 5 full baths plus 2 half baths, separate single story cottage, 3 bedrooms, 3 full baths and 1 half bath,...

Paul Mitchell Estate

Stunning Villa at Lanikai
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...