top of page
Travel With Character Team, Four women in summer dresses at the shore of a beach, laughing and smiling

Aloha, Travelers!

Did you know...

  • Our entire Travel With Character® team has visited Hawaii.

  • We love playing "matchmaker" and pairing our guest with the island(s) that they will love.

  • Many of our guests travel to Hawaii for the first time and then return to book another visit shortly after. 

  • We make island hopping a breeze :) 

Beautiful Hawaiian beach with palm trees and waves lapping at the shore

Melanie planned a great vacation for us when we knew nothing about Hawaii. She gave us great guidance on the perfect island to pick, a wonderful resort, booked reservations for us, and even sent us a surprise to celebrate our engagement. Thank you so much to the whole team! I cannot recommend them enough!

Janice L,

Lauren in a pink and green floral print dress, by beach chairs with umbrellas in Hawaii

Why us?

  • We work with a supplier that has many of the most popular resorts in their inventory, most with great negotiated rates. At "preferred properties" guests also get benefits like "best room in category" and "no walk policy" (meaning they can't boot our guests if they overbook the hotel). Overall our supplier knows the management team very well at these resorts so our guests can have the best experience. You will also be given a 24hr emergency contact number to use during your trip.

  • Our guests receive a curated selection of excursions and activities that they will love. There is no need to Google "best snorkeling trip" and pray that you pick something great from a list of hundreds of results. We only use tour suppliers that are vetted and have great customer service. Of course our list is still robust, so it might be hard to choose your activities ;)


  • Some prefer to stay at the resort and relax at the beach, while other will explore around the island. Either way, your Advisor can craft a personalized itinerary you will love! Our guests get a digital itinerary that they can pop open and quickly see their travel plans. It updates in real time as we add your plans. 

Melanie Rodriguez in a pool in Hawaii wearing sunglasses. The beach and palm trees stretch out behind her.
Katy Fry in a blue dress by a luau stage in Hawaii, giving the "hang loose" sign
Sarah Kruger in a light blue dress standing on a patio in Hawaii, with palm trees blowing in the breeze and a beach with clear blue water behind her

Resorts at a Glance

These are just a few of the preferred properties that we work with in Hawaii. 

We are listing them just for inspiration, as your Advisor will be able to match you with the perfect resort for your family after a more in-depth consultation call. 

Fairmont Kea Lani, aerial view  (Maui resort)

Fairmont Kea Lani

Grand Wailea Resort, aerial view, Maui

Grand Wailea

Four Seasons Ko Olina Resort, attractive couple lounging poolside, Oahu

Four Seasons Ko Olina

Turtle Bay Resort, Aerial View, Oahu

Turtle Bay

Grand Hyatt Resort, Kauai

Grand Hyatt

Hilton Waikoloa Village (Aerial View, Big Island)

Hilton Waikoloa Village
(Big Island)


...or Interested in

A Disney Resort and Spa

  • We'll make sure you get to the resort in style, with a private driver or a rental car for island touring. 

  • Let us make your dining reservations on-site at the resort as well as nearby restaurants and luaus that all book at different times before your vacation. 

  • Stay and relax at the resort, or let us propose excursions for snorkeling, Pearl Harbor, Zip Lining and ATVs. 

Disney Aulani Tips

Not sure where to start with the planning? 
Grab our FREE Guide!

6 Tips for Aulani

Travel with Character team, four women wearing sun dresses, on a Hawaiin beach smiling and looking out over the water

Let's talk specifics

Here's how we help

  • Find the best resort(s) that meets your needs.

  • Design for a custom itinerary that balances relaxation with fun.

  • Set up reservations for dining, spa, excursions 

  • Travel Insurance options to protect your vacation investment

  • Assistance with private ground transportation and rental cars.

Concierge Planning Starting at:
$50 per night

Let our creative team make Hawaiian vacation planning a breeze.

Contact Us
bottom of page