Maui Private Sightseeing Tours

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Maui Activities

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Private Road to Hana Waterfalls, Black Sand & Hidden Gems
5.0 (89)

Private Road to Hana Waterfalls, Black Sand & Hidden Gems

This Road to Hana experience is all about having an easy, fun, and unforgettable day with a great guide you’ll actually enjoy spending time with....

9 to 10 hours • Hotel pickup offered • Free Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (89)
from
$950
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
Private Half-Day Road To Hana Highlights Tour
5.0 (69)

Private Half-Day Road To Hana Highlights Tour

The Best Half Day Of Your Life! Experience Maui’s famous Road to Hana without committing to a full day on the road. This private, customizable...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (69)
from
$299
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
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: Aquamarine & Emerald Dream: (2-5 People)
4.9 (53)

Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)

Your Most Awesome Maui Day is just a Click Away! Enjoy this Spectacular, Once-in-a-Lifetime, Award Winning Private Air Tour! Your Private Cabin Safely, Smoothly and...

30 minutes • Free Cancellation
30 minutes • Free Cancellation
30 minutes • Free Cancellation
4.9 (53)
from
$280
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
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
Private Road to Hana Tour with Pickup
4.9 (42)

Private Road to Hana Tour with Pickup

One of the most sought-after and scenic drives in the world, you will be amazed at every turn on our Private Road to Hana Tour....

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.9 (42)
from
$320
Private Road to Hana Maui Open-Air Jeep Tour
5.0 (39)

Private Road to Hana Maui Open-Air Jeep Tour

Embark on an unforgettable journey along the iconic Road to Hana in our open-air Jeeps, where adventure meets luxury! Experience the breathtaking beauty of Maui's...

7 to 8 hours • Hotel pickup offered • Free Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (39)
from
$1,399
Private Tour of Maui, the Valley Isle
4.9 (33)

Private Tour of Maui, the Valley Isle

Experience the diversity Maui has to offer by customizing your own private tour of Maui, The Valley Isle, with preferred locations and flexibility along the way. Whether...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.9 (33)
from
$310
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
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
Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini
5.0 (21)

Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (21)
from
$2,866.67
Private Road to Hana Rainforest & Waterfall Experience from Maui
5.0 (20)

Private Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups...

8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (20)
from
$1,199.99
Road to Hana Full Day Tour with A Guide
Likely to Sell Out
Likely to Sell Out
5.0 (19)

Road to Hana Full Day Tour with A Guide

Experience the breathtaking Road to Hana like never before with Maui's best! Our expert guides will take you on an unforgettable journey, showcasing the very...

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 (19)
from
$999

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

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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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