When Only the Best Will Do

Book Directly with the Property Manager

The best collection of luxury vacation rentals, homes and villas on Maui, Oahu, Kauai and the Big Island.

Beachfront houses for your perfect family or honeymoon retreat

Kai Ala Beachfront estate in Kaanapali Hawaii
Average $13,000/night

Kai Ala

Kaanapali, Hawaii

This exquisite eleven thousand square foot Luxury Vacation home, on nearly a full private acre, and located directly on Kaanapali Beach is hotel-zoned as a beach-front luxury vacation home. Perfect for entertaining large groups of people with its 8 bedrooms and 9.5 baths…

10 Beds

9.5 Baths

8 Bedrooms

Kai Ala Elua Luxury Vacation Rental in Lahaina Hawaii
Average $5,900/night

Kai Ala Elua

Lahaina, Hawaii

Featuring Hawaiian Plantation style Architecture, mosaic tiles, period lighting, plantation-era artwork, granite, and marble floorings, and even hand-carved teak rails; this 5,300 square feet of luxury on more than three-quarters of an acre, the home possesses four grand and…

5 Beds

5.5 Baths

4 Bedrooms

Obama Vacation House in Kailua Hawaii
Average $4,737/night

Obama Vacation House

Kailua, Hawaii

This Presidential vacation home is fit for a king. Immediately you are surrounded by luxury. Smooth granite countertops, tiled accent walls, hardwood floors, and warm wood shiplap ceilings are just some of the exquisite details you experience here…

7 Beds

6 Baths

5 Bedrooms


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.

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?

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.