Top 10 Hawaii Luxury Vacation Rentals

We’ve hand-selected the most luxurious vacation rentals and beachfront properties in Hawaii sorted by most expensive per night. See Hawaii’s most exclusive luxury vacation rental properties per island.

When only the best in Hawaii will do, book directly with the Property Manager for each Hawaii 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 Hawaii luxury vacation rental business. When you’re ready for your next Hawaii 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 Hawaii rentals featured in your favorite blockbuster movies. Our list covers it all.

All About Hawaii

Hawaii is a magical place with incredible vacation options on Oahu, Maui, Kauai, and the Big Island. With crystal clear blue waters, thousands of miles of beautiful beaches of every color imaginable, cascading waterfalls, incredible fiery sunsets, mind-blowing surf, sea turtles, humpback whales, dolphins, active and dormant volcanoes, hiking for all levels, biking, world-class golfing, spectacular fishing, Polynesian fusion cuisine, and culture, it’s hard to know where to start.

The best advice is to find a perfect place to rest your head and work whenever possible with local folks, as opposed to middlemen and large national listing sites that often charge exorbitant fees.  Local knowledge offers you access to the things that make a vacation special. Who you work with and where you sleep can make or break a vacation, why risk it? If only the best will do, Hawaii Luxury is for you.

Verified Properties

We only list legal rentals so you can rest assured you are getting a place that will be here when you arrive and you won’t be hassled by neighbors or county officials that don’t want you staying in an illegal accommodation. All of our listings are posted directly by the owner or exclusive property manager so you know you will get the best rate possible and the kind of customer service that only comes when working with the truest source. Airbnb is charging owners ever-increasing fees, and that all translates into travelers paying more and more for their vacation.

Our owners and exclusive property managers are excited to help you plan the vacation of a lifetime.  We specifically work with the best of the best as they are interested in not only making sure your accommodations are luxurious but they also want to help with all of the small or big things to make your stay in Hawaii great.

Looking for advice and expert knowledge on things to make your stay perfect?

Local Tips

Ask your host about what restaurants they suggest, which beaches are their favorites and when they suggest you go, what services they are able to coordinate at your accommodation (from private chefs and luaus to cleaning and cultural events for the family), when to go to the local farmer’s market to pick up some great souvenirs and fresh local organic produce and what they love to do most while staying in the area.  Tips on hiking, surfing, what to do with kids, where to shop, and how to spend your time being active and relaxing are all available to you.