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Hawaii with Oahu & Maui

Classic Group with Big Island


Choose when you want to travel

10 days

13 cities

1 country


Local Escape

Experience the Hawaiian Wonders of Oahu, Maui & The Big Island on a 10-Day USA Guided Tour.

Hawaii’s traditional greeting, Aloha, embodies hospitality, respect, love and welcome. Experience the magic of these tropical islands and meet its gentle people on your unforgettable Hawaiian guided vacation. Look beyond the swaying hula dancers, ukuleles and floral shirts to celebrate local traditions and flavors. An incredible journey awaits as you get to know Oahu and Maui intimately while having time to relax at your oceanfront resorts. 


Start Honolulu, United States. End Kailua-Kona, United States.

Choose Your Trip Length

Why not extend your journey by flying to the Big Island?

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Classic Group with Big Island

This tour version spends an extra 3 nights on the Big Island, and has a maximum of 40 guests.

Insider Travel Deals





Selected Version

New Tour

Classic Group

This tour has an average of 33 guests and no more than 40.

Insider Travel Deals





Selected Version

New Tour

Small Group with Big Island

This tour version spends an extra 3 nights on the Big Island, and has a maximum of 24 guests.



Selected Version

New Tour

Small Group

Tours with no more than 24 guests.




From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.

Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.

We carry your bags for you and promptly deliver them to your hotel door.

If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas. 

Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.

Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).

Prices included economy inter-island airfares and all related charges for Honolulu - Kahului and Kahului - Kona. Flights are subject to change without notice until time of booking. Inter-island airlines charge a baggage handling fee of USD $25 per first checked suitcase on each inter-island flight. This fee is not covered by the prices is the responsibility of the guest. See Terms and Conditions for details.
This trip experiences high elevations, we recommend guests with preexisting medical conditions talk with a doctor prior to travel.


Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.

Experience enhanced hygiene protocols to align with the latest guidance following COVID-19. All Travel Directors, Well-Being Directors and Drivers have completed training in enhanced well-being and hygiene protocols.

Our Well-Being Directors take a proactive approach to your welfare ensuring all well-being regulations are met (available on tours with 21 or more guests).

Hand sanitizer is freely available on board for you to use throughout the day.

We only work with establishments we are confident will consistently adhere to our high well-being standards, which include hotels, restaurants and sight-seeing venues.