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 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!
Our Most Popular Tailor-Made Hawaii Tours
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Hawaii: Volcanoes, Beach and History
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!
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Aloha: Island Hopping in Hawaii
Go on an enchanting journey across the islands of Hawaii. Start your adventure at Oahu and explore the island’s biggest attractions — Pearl Harbor, the famous Kualoa Ranch and the Polynesian Cultural Center. In Kauai, discover all that the aquamarine waters have to offer on a catamaran cruise and snorkeling tour. Also on the…
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Kauai and Maui Outdoor Adventures
Get a taste of paradise on this magical journey of Hawaii’s islands. Start your adventure on Kauai, the northernmost island in the archipelago. Kauai is known for its untouched natural beauty and incredible opportunities for outdoor adventure. Roam the pristine beaches, go off-roading in the hills, snorkel amid coral gardens with turtles and rays, or…
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Our Guests Love Our Luxury Hawaii Vacations
What Our Guests Say
“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.”
December 2023 Rating 5/5
“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!”
November 2023 Rating 5/5
“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.”
September 2023 Rating 5/5
“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.”
August 2023 Rating 5/5
“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.”
July 2023 Rating 4/5
“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.”
July 2023 Rating 5/5
The Enchanting Difference
Our Insider Tips For Planning a Luxury Trip to 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!
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
Which Hawaiian Island Is Right For You?
Wondering where to go in Hawaii? Our experts weigh in on which island is the best option for you.
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Frequently Asked Questions about Luxury Hawaii Tours
A custom luxury Hawaii vacation includes tailored itineraries featuring premium lodging, private excursions, and seamless travel logistics. Enchanting Travels provides award-winning local guides and a dedicated trip coordinator to manage your journey. You enjoy personalized experiences, from VIP volcano tours on the Big Island to private catamaran cruises off Maui.
A tailored luxury Hawaii trip with Enchanting Travels costs approximately $8,000 per person for a 10-day itinerary. Pricing fluctuates based on your selected accommodations, specific inter-island flights, and premium excursions. You receive comprehensive financial protection and 24/7 local support throughout your entire Hawaiian vacation.
The best time to book a Hawaii vacation is during the drier shoulder seasons of April through June and September through October. Enchanting Travels recommends these specific months to secure premium luxury resorts, experience optimal island weather, and explore major attractions without navigating massive tourist crowds.
Your luxury Hawaii tour should feature Maui for picturesque beaches, the Big Island for active volcanoes, and Oahu for cultural landmarks. Enchanting Travels destination experts match specific island profiles to your personal interests, ensuring your custom itinerary perfectly balances thrilling nature adventures with high-end relaxation.
An ideal island-hopping Hawaii vacation lasts between 10 and 17 days to thoroughly explore multiple destinations. Enchanting Travels structures these extended luxury itineraries to prevent travel fatigue. This duration provides ample time to seamlessly transition between the lush rainforests of Kauai and the iconic surf breaks of Oahu.
The Big Island offers thrilling adventures including guided hikes through Hawaii Volcanoes National Park and snorkeling alongside green sea turtles. Enchanting Travels coordinates premium local excursions that maximize your engagement with the island’s unique geology. You will experience epic scenic drives around the massive Mauna Loa volcano.
Yes, Maui currently ranks as the most expensive island destination for a Hawaiian vacation. However, Enchanting Travels meticulously crafts your custom luxury itinerary around your specific budget parameters. Dedicated trip coordinators secure exceptional value without forcing you to compromise on premium resort quality or exclusive island excursions.
You plan a custom Hawaii trip with Enchanting Travels by collaborating directly with their dedicated destination experts. Follow these steps to build your luxury vacation:
- Complete an initial phone consultation to define your island preferences.
- Review and refine your personalized Hawaiian itinerary with your coordinator.
- Finalize your booking to activate full logistics management and 24/7 support.
This page was contributed to by our Hawaii Destination Expert, Kristen Harvey.
