Top 10 Oahu Luxury Vacation Rentals

Experience a true island retreat with the best Oahu luxury vacation homes. Villas, beach houses, and condos offer stunning views of the sun setting over Waikiki Beach or stunning ocean views from Lanikai’s private white sandy beach. When only the best in Oahu will do, book directly with the Property Manager for each Oahu luxury vacation home. Our list is compiled from our experience staying at many of these homes. For over 20 years we have been in the Oahu luxury vacation rental business. When you’re ready for your next Oahu vacation take a minute to look at the best luxury vacation rental homes and what they have to offer. Stay where the elites have stayed, from the Obama luxury home to Oahu rentals featured in your favorite blockbuster movies. Our list covers all the best Oahu luxury rentals.

All about Oahu

Oahu, known as the “Gathering Place”, is the most popular Hawaiian Island destination as it has incredible beauty, history, culture, cuisine, and activities. Oahu has some of the most amazing Oahu luxury home rentals!

Check out the world-famous north shore surf breaks of Banzai Pipeline, Haleiwa, Waimea Bay, and Sunset Beach along with the “seven-mile miracle”.  The north shore has the beautiful and rustic surf town of Haleiwa, a fun bike path, and many spots made famous over the years from TV and movie shoots. Don’t miss grabbing some local grinds at the food trucks and you might also think about playing a round of golf at the Turtle Bay Resort. In addition, Turtle Bay also has one of the few beachfront restaurants and bars on Oahu and is worth checking out (Roy’s Beach House and the Point).

Places

The towns of Kailua, Kaneohe, and Waimanalo on the windward side of the island have some of the most incredible beaches in all of Hawaii perfect for kayaking, windsurfing, and bodysurfing. The white sand and turquoise waters of the Lanikai neighborhood are world-famous as is the incredible view of the offshore Mokulua Islands. Adventurous folks can rent a kayak or stand-up paddleboard to gain access to the small beach on the northernmost Mok called Moku Nui.

Ask your host about their favorite restaurant or nightlife hot spot in downtown Honolulu and Waikiki, advice on how to best see historic Pearl Harbor, where to take in a local show, or when to go to the local farmers’ market (offering some great organic choices).

Things to do

Go snorkeling at Hanauma Bay and see incredible fish and coral while swimming in a dormant volcanic crater and consider checking out the dangerous shore break and brave bodyboarders at nearby Sandy’s beach. Plenty of Oahu luxury vacation homes and rentals are nearby Hanauma Bay.

Consider heading over to the Ko Olina Resort area to see Disney’s Aulani resort and or taking the scenic H2 highway up to the north shore or the H3 highway through the Ko’olau Mountains on what some consider to be the most beautiful highway in the world.

Some think that Oahu and Waikiki beach started off the American craze of spending their vacation time traveling to far-flung exotic places. Once you visit Oahu and see things for yourself, you might understand why it all started here. With so many Oahu luxury vacation homes in Waikiki to choose from on our list, it’s easy to find the perfect home.