Enchanting People, Enchanting Travels
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Hula girl on the beach with her fellow dancers behind her

Luxury Hawaii Vacations

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.

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.

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

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

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

Essential Information for Our Custom Trips to Hawaii

When Is the Best Time of Year for Hawaii Luxury Travel?

Although Hawaii’s busiest times coincide with mainland America’s summer holidays from June to August, these aren’t necessarily the best times to visit. The islands actually experience the best weather in the quieter months, from April to June and September to October.

Where Is the Best Place to Go for Luxury Hawaiian Trips?

Knowing where to go in Hawaii can make or break your trip, and fortunately, our experts have all the details you need to know. The island you visit truly depends on your interests. 

The Big Island is great for intrepid hikes, coffee-tasting, and visiting volcanic sites, while Maui is perfect for snorkeling, sunkissed beaches, and culinary delights. Oahu is great for exploring culture and sea adventures like whale watching, and Kauai is the ideal destination for nature lovers and movie buffs.

What Is the Most Expensive Island to Visit in Hawaii?

As per the Hawaii Tourism Authority, Maui is the most expensive island to visit in the archipelago. That said, that doesn’t mean you have to skip this island altogether. Our consultants will help craft your ideal trip with your budget in mind, ensuring you don’t have to compromise on a thing.

How Is Enchanting Travels Different From Other Hawaii Tour Companies?

It’s your trip, your way, and it starts from the moment you leave home. We’ll take care of every detail. From lodging to travel logistics, your Hawaii travel plans are crafted to meet your needs, and your dedicated trip coordinator is always a phone call away. Discover some insider travel tips for visiting Hawaii, according to our experts.

Can I Create a Custom Hawaii Luxury Vacation on My Own?

Unlike other Hawaii tour operators, we ensure the itinerary is set by you. So, whether traveling on your own or planning a vacation with friends and family, we will work with you to craft a guided Hawaii tour that meets your needs, with expert local guides that ensure an authentic experience. Explore our luxury Hawaii itinerary examples for more inspiration.

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