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2026

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2027

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Who is travelling?

AdultsAges 18 or above

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Hawaii with Oahu, Maui & the Big Island (Small Groups, With The Big Island, Intra Tour Air Hawaii 2 Flights)

10 days
From Honolulu to Kailua Kona
4.9
7 traveler reviews

No departure dates available

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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 20 - 24
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Honolulu

    Accommodation
    Hotel (Hilton Hawaiian Village Waikiki Beach Resort, Oahu)
    Itinerary Image 1Itinerary Image 2
  2. Day 2

    Honolulu

    Meals
    Breakfast
    Accommodation
    Hotel (Hilton Hawaiian Village Waikiki Beach Resort, Oahu)

    Included Activities

    • Visit Pearl Harbor National Memorial
    • Boat ride to USS Arizona Memorial
    • Explore Visitor Center exhibits
    • Visit Punchbowl National Memorial Cemetery of the Pacific
    Landmarks
    Pearl Harbor National Memorial
    USS Arizona Memorial
    Punchbowl National Memorial Cemetery of the Pacific
    Itinerary Image 1
  3. Day 3

    Oahu

    Meals
    Breakfast, Lunch (Al fresco, sustainably sourced Farm-to-Table lunch while enjoying epic views of the North Shore)
    Accommodation
    Hotel (Hilton Hawaiian Village Waikiki Beach Resort, Oahu)

    Included Activities

    • Pali Lookout viewpoint visit
    • Ko'olau Cliffs scenic drive
    • MAKE TRAVEL MATTER® Hawaiian Legacy Forest experience with native tree planting ceremony
    • Al fresco, sustainably sourced picnic lunch
    • North Shore visit
    • Haleiwa town exploration
    Landmarks
    Pali Lookout
    Kaneohe Bay
    Ko'olau Cliffs
    Haleiwa
  4. Day 4

    Maui

    Meals
    Breakfast
    Accommodation
    Hotel (The Westin Maui Resort & Spa, Ka'anapali Beach, Maui)

    Included Activities

    • Visit Iao Valley State Park
    • View Iao Needle landmark

    Optional Activities

    • Dine-Around Evening at Wailele Luau for traditional Polynesian cuisine, dance and storytelling
    • Dine-Around Evening at resort's acclaimed restaurants
    Landmarks
    Iao Valley State Park
    Iao Needle
    Itinerary Image 1Itinerary Image 2
  5. Day 5

    Maui

    Meals
    Breakfast, Lunch (Farm-to-Table lunch at the Hali'imaile General Store featuring locally sourced Hawaiian produce, meats and products with fresh Hawaiian flavors, local Asian influences, and modern preparations)
    Accommodation
    Hotel (The Westin Maui Resort & Spa, Ka'anapali Beach, Maui)

    Included Activities

    • Visit working pineapple farm with Local Expert
    • Pineapple tasting
    • Farm-to-Table lunch at Hali'imaile General Store
    Landmarks
    Hali'imaile General Store
  6. Day 6

    Maui

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (The Westin Maui Resort & Spa, Ka'anapali Beach, Maui)

    Included Activities

    • Choice of: Haleakala National Park sunrise experience with volcanic landscape and unique plant viewing
    • Choice of: West Maui cruise and coral reef snorkeling with marine life viewing
    Landmarks
    Haleakala National Park
    West Maui coastline
  7. Day 7

    Hawaii (Big Island)

    Meals
    Breakfast
    Accommodation
    Hotel (Hilton Waikoloa Village, Island of Hawai'i)

    Included Activities

    • Visit Kailua-Kona
    • Kona coffee plantation tour with Local Expert
    • Kona coffee tasting
    Landmarks
    Kailua-Kona
    Kona coffee plantation
  8. Day 8

    Hawaii (Big Island)

    Meals
    Breakfast, Lunch
    Accommodation
    Hotel (Hilton Waikoloa Village, Island of Hawai'i)

    Included Activities

    • UNESCO World Heritage listed Hawai'i Volcanoes National Park visit
    • Crater Rim Drive scenic viewing
    • Kilauea Caldera viewing
    • Rainbow Falls stop
    Landmarks
    Hawai'i Volcanoes National Park
    Kilauea Caldera
    Rainbow Falls
  9. Day 9

    Hawaii (Big Island)

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (Hilton Waikoloa Village, Island of Hawai'i)

    Optional Activities

    • Helicopter experience with sweeping views over Big Island's remote north shore
    • Pool relaxation
    • Spa treatment
    • Snorkeling in local lagoon for green sea turtles
  10. Day 10

    Departure

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What's Included

Expand All
  • Accommodation
  • Flights
  • Guide
  • Meals
  • Additional Services
  • Transport

Where You'll Stay

All accommodations are subject to change
4.5
(776 reviews)

Number of tours

796

Age Range

5 to 99 years old

Response time

within 1 day

Response rate

68%

When you travel with Insight Vacations every second is magical. You won’t...

Read more

Sustainability Initiatives

Reduce Carbon Emissions

Animal Welfare

Supporting Destinations

Sustainability Programs

Other

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Traveler Reviews

4.9
Overall rating based on 7 Reviews
  • Itinerary
    4.8
  • Transport
    5.0
  • Guide
    5.0
  • Accommodation
    5.0
  • Food
    5.0
  • 4.5

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  • Hawaii with Oahu, Maui & the Big Island (Small Groups, With The Big Island, Intra Tour Air Hawaii 2 Flights) reviewer 1
    October 1st, 2025
    5
    It was outstanding all around. The itinerary was amazing and so was the guide! She was very helpful, even at times...
    Show more
    Traveled in September 2025
    Reply from: Insight Vacations
    Thank you for travelling with us and for sharing such positive feedback. We are delighted to hear that you found the experience outstanding and that the itinerary exceeded your expectations. It is especially pleasing to know that your Travel Director provided such attentive and supportive service throughout your journey, always being responsive and helpful whenever you needed assistance. Your enthusiasm and kind words mean a great deal to us, and we are thrilled to hear that you would choose to travel with us again. We very much look forward to welcoming you back on another adventure in the future.
    Show more
  • K
    March 5th, 2024
    5
    My first experience with an organized tour like this. Expense alone will limit future trips. Much more walking than...
    Show more
    Traveled in January 2024
    Reply from: Insight Vacations
    Thank you for taking the time to share your feedback with us. We are thrilled you enjoyed our exciting itinerary and found our Travel Director knowledgeable and professional. At Insight Vacations, we take great pride in having team members who are an asset, and we remain committed to providing the best possible service to our guests. We are sorry to hear that the trip did not meet your expectations in terms of the amount of walking and pace of the tour. We suggest trying our Easy Pace Tour. This tour allows for relaxed starts, more free time, and up to three days in each location to enhance your travel experience. We hope you had a relaxing vacation, and thank you for choosing our tour company.
    Show more
  • A
    February 19th, 2024
    5
    Insights Tours are always amazing and this one was no exception. Nice balance of free time to relax and experience...
    Show more
    Traveled in February 2024
  • P
    October 14th, 2023
    5
    Everything went according to schedule and the tour was well organized. I learned so much at the Gunstock Ranch; the...
    Show more
    Traveled in September 2023
    Reply from: Insight Vacations
    We appreciate you taking the time to provide us with insightful feedback regarding your recent trip to Hawaii. It is reassuring that you found our Travel Director knowledgeable about the destination and you were able to experience the best of what this island offers. We recognise that having a great Travel Director is an essential part of our trips by being professional, passionate about travel, and giving the best service to our travellers during their vacation. We cannot wait to share another memorable trip with you.
    Show more
  • Y
    October 9th, 2023
    4
    The tour overall was great. The accommodations on Maui were particularly outstanding. I found working with Tourradar...
    Show more
    Traveled in September 2023
  • K
    October 30th, 2022
    5
    The tour and tour director were great!
    Traveled in October 2022
  • Hawaii with Oahu, Maui & the Big Island (Small Groups, With The Big Island, Intra Tour Air Hawaii 2 Flights) reviewer 7
    October 7th, 2022
    5
    Best vacation ever! Loved not planning any of the details. We just showed up. Our tour guide Andrew was the best. He...
    Show more
    Traveled in August 2022
    Reply from: Insight Vacations
    We are delighted to learn that our valuable guests had a wonderful time touring Hawaii with us. Thank you for reviewing your trip with us, and we hope you returned home with great memories, and we cannot wait for the chance to assist you in planning your next trip with us.
    Show more

Dates & Availability

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2026

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Sep
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2027

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Apr
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Jul
Aug
Sep
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2028

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
  • From Saturday
    19 Sep, 2026
    To Monday
    28 Sep, 2026
    This departure date is not available or sold out
    Sold out
    From:
    US $7,191 per person
    Additional Upfront
    $234
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What our customers ask about this tour

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  • H

    Holly

    Asked on October 8th, 2025

    I'd like a tour from July 6-12, 2026. There are 25 people, and they want to visit Kauai Hilo and Maui. They want two days of island hopping. Can this tour be customized? Does it include lodging? Are flights included?

    Accommodation
    Flights / Transfers
    Tour Details
    • Insight VacationsOperatorWritten October 2025

      Unfortunately, the trips you've inquired about cannot be customized. All of our trips are land-only, meaning flights are not included.

Can’t find the answer to your question?
Reach out to the experts at Insight Vacations with your enquiry, they usually respond within 1 day.

No departure dates available

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Plan your adventure:

Good to Know

Tour ID: 314684

  • Currency
    $
    US Dollar
    USA
  • Plugs & Adapters

  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before June 13th, 2026 a full payment is necessary. For tours departing after June 13th, 2026, a minimum payment of $200 is required to confirm your booking with Insight Vacations. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Insight Vacations will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Insight Vacations" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec