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Luxury Hawaii Vacations

Experience Luxury Hawaii Tours

From idyllic beaches, and lava-formed caves at Hawaii Volcanoes National Park to spectacular 360-degree views from Diamond Head Crater, our Hawaii luxury tours capture the welcoming spirit of aloha.

Our fully customized Hawaiian tours allow you to experience this archipelago like never before. Oahu offers an incredible mix of experiences, from the multicultural streets of Honolulu to the laid-back charm of Waikiki Beach.

Beyond Oahu, our experts have personally tested a wide range of thrilling activities on Hawaii (locally known as Big Island). Explore the world’s most active volcano at Kilauea, swim with sea turtles at the black sand beach of Punaluu, or embark on epic scenic drives around Mauna Loa volcano.

The quieter island of Maui provides forest walks and whale spotting, as well as epic helicopter rides, scenic coastal drives, and sunset cruises along the Napali Coast. Whatever side of the islands you want to encounter, your dedicated expert will curate a range of experiences, creating your very own luxury Hawaii tour.

Your custom-made Hawaii trip begins with a personal consultation. You’ll have 24/7 support during your travels, and expert tour guides with deep local knowledge. It’s time to embrace the spirit of aloha, your way.

Hawaii

Hawaii is a fantastic year-round destination, but two especially great times to visit are the drier months between April and June, and again in September and October. The crowds are fewer and rainfall is minimal, which makes for a more idyllic escape!

Kristen

Travel Consultant

Our Most Popular Tailor-Made Hawaii Tours

Guided Hawaii tours don’t need to be complicated. From the breathtaking beaches of Maui to the adventurous activities on offer at Kauai, our sample Hawaii itineraries give a great idea of what you can do on your vacation.

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Our Guests Love Our Luxury Hawaii Vacations

Crafting the ultimate Hawaii vacation is our specialty. With over 20 years of experience, our guests have a lot to say about their trips. From first-time visitors and honeymooners to family adventurers and solo travelers, here are the amazing stories of our guests’ trips to Hawaii.
Elizabeth with Enchanting Travels did an excellent job planning our once in a lifetime dream trip with the family! Hotels were nice and in great locations. Activities/tours booked were very respectable, interesting, and entertaining. The best part was it took the stress off of me to have to plan and book everything. Kenny was available to us throughout the whole trip for any questions or issues and resolved them quickly. We would love to work with them again in the future.
Rating 5 out of 5 stars
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Julia Mitchell

USA

Enchanting Travels helped plan my perfect honeymoon to Hawaii. They took the stress off of me and made everything seamless. The 10 day trip was just what we needed after months and months of wedding planning!
Rating 5 out of 5 stars
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Julia Duque

USA

My husband and I took an amazing honeymoon/one year anniversary trip to two different Hawaiian islands. The communication Mary and Vanesa provided us was great! Couldn’t have asked for a better trip! We had a last minute issue with our car rental and Vanesa went above and beyond for us to make everything work.
Rating 5 out of 5 stars
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Rebecca Garcia

USA

We had an extraordinary trip enabled by Enchanting Travels. Our Trip Coordinator, in particular, was responsive, engaged, kind and incredibly professional. She helped make the trip a once-in-a-lifetime experience for our family.
Rating 5 out of 5 stars
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Lauren Leahy

USA

I wouldn’t hesitate to book travel with Enchanting Travels again in the future. Our itinerary was well-organized and had enough fun balanced with free time. The responsiveness to questions (both before and during our trip) was priceless. I’m used to doing my own vacation organizing so I was absolutely thrilled to have the planning managed so well by a third party. Definitely made for an experience of a lifetime.
Rating 4 out of 5 stars
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Gillie Cameron

USA

Both Derek and Vanessa made our trip a wonderful experience of a lifetime. Hawaii did not disappoint, nor did the recommendations and excursions that we had taken.
Rating 5 out of 5 stars
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Richard Derner

USA

The Enchanting Difference

Hawaii: Uniquely Yours

Our experts completely customize your guided tours to Hawaii to match your interests and preferences.

Authentic and Extraordinary

Guided tours with local guides for an exclusive Hawaiian experience that’s fully tested by us.

The Personal Touch

You’ll have a personal and dedicated trip coordinator, backed by 24/7 support in case of emergencies during your luxury travel in Hawaii.

Our Insider Tips For Planning a Luxury Trip to Hawaii

Hawaii

A 10-day custom Hawaii vacation costs around $8,000, and gives you enough time to explore two or three of its amazing islands. My top picks are vibrant Maui, tranquil Kauai, and the scenic Big Island, which is home to a very active volcano!

Kristen

Travel Consultant

Private Hawaii Trip

Hawaii: Volcanoes, Beach and History

10 Days: from $7,590 USD / person

Explore Hawaii’s three top highlights: Oahu, home to Pearl Harbor, Big Island with its multi-colored beaches, mountains and lava deserts, and Maui, a surfing and snorkeling paradise with picture-perfect beaches. Do you wish to add more destinations or experiences to your trip? Our experts are happy to create a tailor-made itinerary for you. Contact us!

Hawaii
Kristen Harvey
Travel Consultant
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Planning Your Luxury Hawaii Vacation With Our Experts

Our Hawaii experts are unmatched. Our specialists have traveled widely throughout Hawaii, and we only employ licensed, award-winning local guides and trusted chauffeurs to escort you during your trip.

OUR HAWAII DESTINATION EXPERTS HAVE: 

100+

trips planned

98%

SATISFIED GUESTS

30+

years experience

  • Call 1 888 263 2574 or fill out the inquiry form
  • We will call you and discuss your interests and needs
  • We will create a unique trip and customize it until you’re satisfied
  • Book your trip, and we’ll take care of the rest
Browse OUR HAWAII Luxury TOURs
Hawaii

Which Hawaiian Island Is Right For You?

By: Jemima Forbes 6 min

Wondering where to go in Hawaii? Our experts weigh in on which island is the best option for you.

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Essential Information for Our Custom Trips to Hawaii

This page was contributed to by our Hawaii Destination Expert, Kristen Harvey.