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Oahu - Maui and Kauai (Self Drive)

4.7 out of 5 stars
3 Customer Feedbacks 3 Customer Feedbacks
9 to 13+ Nights from $2,505*
* Sample price: priced within the past 7 days for a 5/31/2025 arrival, departing Seattle SEA (WA), US. Choose departure city, cabin and dates.

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This 9 night sample itinerary includes:

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

This once in a life time get away is at your grasp in Hawaii!. Begin in 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). Next, steel away in Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales; farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala), and finally, visit 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). Take advantage of the Rental Car to discover each destination.

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
Live phone and chat support

Flexible Itinerary

  • Oahu - Honolulu

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  • Maui

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  • Kauai

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Hawaii

Customer Reviews

4.7 out of 5 stars

Trip Summary

  • Oahu - Honolulu
    Oahu - Honolulu

    Oahu's Waikiki Beach put Hawaii on the map, with over 5 million visitors annually. Oahu features over 130 pristine tropical beaches. Waimea Bay has a dramatic beach with powerful waves in the winter and glassy water in the summer. The surrounding landscapes are filled with lush greenery, mountains and waterfalls with historic landmarks such as Iolani Palace to the memorials of Pearl Harbor to world class shopping and sightseeing! The magnificent island has an endless supply of activities and scenic beauty.

    Visit Pearl Harbor, Iolani Palace, King Kamehameha statue, Bishop Museum, Diamond Head Summit, Aloha Tower, Hanauma Bay Nature Preserve, Waikiki Beach, Lanikai Beach and so much more!

  • Maui
    Maui

    Maui is the second largest Hawaiian Island and is known as the 'Valley Isle', a magical island with unforgettable experiences awaiting you. Featuring miles of pristine beaches, lush green valley, secret waterfalls, and majestic mountainous volcanic landscapes. See the perfect tan beaches of Kapalua Beach and the lovely beaches of Kaanapali to the slopes of Haleakala with its scenic natural wonders, great weather, stellar cuisine and tropical adventures are plenty of reasons to love this magical and idyllic island.

    Discover Haleakala National Park, Hana, Wailea Beach, Makena Beach, Maui Ocean center, Kaanapali, Iao Valley State Park, Honolulu Bay and so much more!

  • Kauai
    Kauai

    Kauai the Garden Island is a lush paradise full of natural beauty and adventure set on a dramatic coastline. It's a remote destination and the westernmost of the Hawaiian Islands. From the soaring cliffs of the Napali Coast to the vast charms of Waimea Canyon, it offers plunging ravines, cascading waterfalls, beaches, and bays. The island has so much to discover including hiking and kayaking amongst the most popular activities. A pristine paradise with a small town charm, this island enchants the senses like no other.

    Explore Napali Coast, Waimea Canyon, Waileau River, Waileau Falls, Kee Beach, Hanalei Bay, Kalalau Trail, Spouting Horn, Coconut Coast and so much more!

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