Maui Private Sightseeing Tours

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Maui Activities

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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 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 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 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
Maui Private Tour - Road to Hana Adventure - Just for Your Group
4.9 (173)

Maui Private Tour - Road to Hana Adventure - Just for Your Group

After booking the tour if you want to start later, we can arrange a later time. If you, your family and friends would like to...

8 to 9 hours • Hotel pickup offered
8 to 9 hours • Hotel pickup offered
8 to 9 hours • Hotel pickup offered
4.9 (173)
from
$1,599
Haleakala Volcano Slingshot Tour from Lahaina
5.0 (18)

Haleakala Volcano Slingshot Tour from Lahaina

Experience the thrill of driving a Polaris Slingshot as you traverse the winding roads to the top of the magnificent 10,000 foot Haleakala Volcano. Soak...

1 day • Free Cancellation
1 day • Free Cancellation
1 day • Free Cancellation
5.0 (18)
from
$576.96
Self-Guided Audio Driving Tour in Maui
4.7 (38)

Self-Guided Audio Driving Tour in Maui

Don't miss a thing on GuideAlong's Maui Audio Driving Tour, a complete self-guided experience across Hawaii’s “Valley Isle.” Explore the Road to Hana, Haleakala, Iao...

15 to 24 hours • Free Cancellation
15 to 24 hours • Free Cancellation
15 to 24 hours • Free Cancellation
4.7 (38)
from
$29.99
Maui Hi Flying Dress Private Photoshoot Experience
5.0 (18)

Maui Hi Flying Dress Private Photoshoot Experience

Aloha! If you're looking for an incredible experience and fabulous photography, look no further than the Hi Flying Dress Photoshoot Experience. We are Maui's first...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (18)
from
$895
Stellar HI Tours- 15 person van-your own private tour to Hana!
Likely to Sell Out
Likely to Sell Out
5.0 (16)

Stellar HI Tours- 15 person van-your own private tour to Hana!

Yes, your own private group tour in 15 person van. No other groups will be added. Tour includes reservation and entry fee to famous black...

10 to 11 hours • Hotel pickup offered • Free Cancellation
10 to 11 hours • Hotel pickup offered • Free Cancellation
10 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$1,599
Maui "Loop" Road To Hana Audio Driving Tour
4.7 (36)

Maui "Loop" Road To Hana Audio Driving Tour

Are you ready for an epic road trip? The Road to Hana is filled with hidden waterfalls, scenic hikes, and picturesque viewpoints. Shaka Guide's "Loop"...

10 to 12 hours • Free Cancellation
10 to 12 hours • Free Cancellation
10 to 12 hours • Free Cancellation
4.7 (36)
from
$19.99
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
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
Private Best Highlights of Maui
Likely to Sell Out
Likely to Sell Out
4.8 (6)

Private Best Highlights of Maui

PRIVATE TOUR – Price is per vehicle (up to 6 passengers) Cruise ship–friendly tour with pickup from Kahului Port. Departure times are 8:30 AM and...

3 to 4 hours • Hotel pickup offered
3 to 4 hours • Hotel pickup offered
3 to 4 hours • Hotel pickup offered
4.8 (6)
from
$620
Full-Day Road to Hana and Waterfall Tour
5.0 (15)

Full-Day Road to Hana and Waterfall Tour

I am a NAI certified guide with over 300 sunrises on Haleakala and 200 loops around Hana. My Father-in-law is John Keanaaina Hoku award winning...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$244
Road to Hana Private Full Day Tour
Likely to Sell Out
Likely to Sell Out
5.0 (3)

Road to Hana Private Full Day Tour

Switchbacks Hawaii offers a variety of private tour options on the island of Maui to meet anyone's needs. Swim in lush, tranquil, and majestic waterfalls...

9 to 11 hours • Hotel pickup offered • Free Cancellation
9 to 11 hours • Hotel pickup offered • Free Cancellation
9 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$1,621.99
Private Hana Highway Highlights
5.0 (2)

Private Hana Highway Highlights

PRIVATE TOUR: PRICE IS PER VEHICLE - HOLDS 1-6 PASSENGERS: CRUISE SHIP PASSENGERS - KAHULUI PORT PICK UP HOTEL GUESTS - Tour picks up from...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,100

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.

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

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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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