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Runway to Road: Oahu and Kauai

6 Nights from $2,564*
* Sample price: priced within the past 7 days for a 3/15/2026 arrival, departing Phoenix PHX (AZ), US. Choose departure city, cabin and dates.

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Add Outbound & Return Flights

This 6 night sample itinerary includes:

  • Flight into Oahu (Honolulu) and out of Kauai
  • Rental Car for 4 days
  • Hotel for 3 nights in Oahu (Honolulu)
  • Flight from Oahu (Honolulu) to Kauai
  • Rental Car for 4 days
  • Hotel for 3 nights in Kauai

A Road Trip Adventure in these Hawaiian Islands!. Enjoy a fantastic holiday visiting: Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach) and Kauai (-the garden island-, thanks to the tropical rainforest covering much of its surface. It is home to one of the wettest places on earth. The Waimea Canyon and the Nounou Trails traversing the Sleeping Giant mountain ridge are hiking destinations). Connects with a flight and a Rental Car these destinations.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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Hawaii

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