Maui Private Sightseeing Tours

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Maui Activities

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Private Road to Hana Tour
5.0 (64)

Private Road to Hana Tour

We take you places the large tour companies don't for an unforgettable experience driving around Haleakala Volcano through the rainforest of East Maui with a...

9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (64)
from
$340
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
Likely to Sell Out
Likely to Sell Out
4.9 (367)

Road To Hana: Maui Waterfall Hiking Tour in Private Jeep

This jeep, waterfall, bamboo forest, hiking tour on the Maui Hana Highway is unique because they are private! Yup, that's right. Just you and your...

8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
4.9 (367)
from
$349
Deluxe Halfway to Hana: Private Tour from Kahului
5.0 (199)

Deluxe Halfway to Hana: Private Tour from Kahului

This excursion is completely private! Just you and one of us! Receive undivided attention and the space for an intimate experience. Enrich the journey with...

7 to 8 hours • Free Cancellation
7 to 8 hours • Free Cancellation
7 to 8 hours • Free Cancellation
5.0 (199)
from
$359
Private Haleakala Summit & Stroll from Kahului
Likely to Sell Out
Likely to Sell Out
5.0 (69)

Private Haleakala Summit & Stroll from Kahului

Personalized tours ensure a relaxed and easeful day. Let us handle the logistics, you enjoy the ride. Our private setting supports an intimate experience and...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (69)
from
$359
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
5.0 (587)

Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!

Maui’s ONLY *PRIVATE* Air Tour is Cool Hawaii #1 Ranked Outdoor Activity on Maui! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (587)
from
$380
Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)
4.9 (47)

Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)

Enjoy Maui's Only Private Air Tour Plane Made of Metal & with Non-Tinted Panoramic View Windows for Crystal Clear Clarity!  As Seen on HGTV's 'Hawaii Life':...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (47)
from
$380
VIP Private Full-Day Road to Hana Tour
Likely to Sell Out
Likely to Sell Out
5.0 (22)

VIP Private Full-Day Road to Hana Tour

Whether you seek cascading waterfalls, volcanic summits above the clouds, or unique local gems, your personal guide curates the perfect island experience-at your pace, in...

10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (22)
from
$400
VIP Private Full-Day Road to Hana Tour from Lahaina-Kapalua
Likely to Sell Out
Likely to Sell Out
5.0 (15)

VIP Private Full-Day Road to Hana Tour from Lahaina-Kapalua

Whether you seek cascading waterfalls, volcanic summits above the clouds, or unique local gems, your personal guide curates the perfect island experience-at your pace, in...

10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$400
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
5.0 (53)

Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep

Book a private, custom Maui adventure of a lifetime. Our most popular experience is the Reverse Road to Hana Loop—a breathtaking full-circle journey that begins...

6 to 9 hours • Hotel pickup offered • Free Cancellation
6 to 9 hours • Hotel pickup offered • Free Cancellation
6 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (53)
from
$400
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
5.0 (4)

Private Road to Hana Tour with Pickup-Ultimate Package, Backside

We are proud to offer guests this option to experience the rarely-traveled "backside" of the Road to Hana- including the amazing landscapes of Kipahulu, Kaupo,...

9 hours • Hotel pickup offered • Free Cancellation
9 hours • Hotel pickup offered • Free Cancellation
9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$400
Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!
5.0 (268)

Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a Click Away!  Enjoy Maui's Most Affordable Aerial Activity: Your Spectacular, Once-in-a-Lifetime,...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (268)
from
$420
Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!
5.0 (63)

Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!

Enjoy Maui’s #1 Ranked Outdoor Activity and ONLY *Private* Air Tour! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (63)
from
$420
Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!
5.0 (31)

Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!

Explore the stunning landscapes of Maui on a private air tour, soaring over dramatic volcanoes, lush jungles, and captivating waterfalls. This exclusive experience allows you...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (31)
from
$420
Island of Maui Customized Half Day Tour
5.0 (5)

Island of Maui Customized Half Day Tour

Tailored to You No cookie-cutter itineraries here. We design each tour around your group's interests, pace, and energy level Insider Access With a local guide...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$450
Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!
5.0 (237)

Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!

You’re worth Maui’s #1 Ranked Outdoor Activity and ONLY Private Air Tour! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just...

80 to 90 minutes • Free Cancellation
80 to 90 minutes • Free Cancellation
80 to 90 minutes • Free Cancellation
5.0 (237)
from
$452
Private Tour Maui Pineapple Farm in Haliimaile

Private Tour Maui Pineapple Farm in Haliimaile

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to...

4 hours • Hotel pickup offered
4 hours • Hotel pickup offered
4 hours • Hotel pickup offered
from
$454.17

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

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Lowest Price Guarantee

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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Gather your information

Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Hawaii promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

Sorting, ranking, and search results

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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