Maui Private Sightseeing Tours

Private Road To Hana Tour with Professional Photos Included

Not only will you get professional photos and videos, but you will get a guide who wants to show you the real jungle. Get past...

8 to 10 hoursFree Cancellation
8 to 10 hoursFree Cancellation
8 to 10 hours • Free Cancellation
5.0 (19)
from
$525

Maui Haleakala Volcano Summit Slingshot Tour from Kihei

Embark on an unforgettable adventure with our Maui Haleakala Volcano Summit Slingshot Tour from Kihei! Feel the thrill as you drive the powerful and fun...

1 dayFree Cancellation
1 dayFree Cancellation
1 day • Free Cancellation
5.0 (1)
from
$524.44

Maui Coast Slingshot Tour from Kihei

Get ready for an exhilarating adventure along the narrow and winding Maui North Loop Coast Cruise. This tour takes you to some of Maui's most...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
5.0 (4)
from
$496.14

Maui Coast Slingshot Private Tour from Lahaina

Get ready for an exhilarating adventure along the narrow and winding Maui North Loop Coast Cruise. This tour takes you to some of Maui's most...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
5.0 (1)
from
$484.64

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

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 minutesFree Cancellation
80 to 90 minutesFree Cancellation
80 to 90 minutes • Free Cancellation
5.0 (237)
from
$452

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 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$450

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 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (268)
from
$420

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 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (63)
from
$420

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 hourFree Cancellation
1 hourFree 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

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 hoursHotel pickup offeredFree Cancellation
10 to 12 hoursHotel pickup offeredFree 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

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 hoursHotel pickup offeredFree Cancellation
10 to 12 hoursHotel pickup offeredFree 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

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 hoursHotel pickup offeredFree Cancellation
6 to 9 hoursHotel pickup offeredFree 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

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 hoursHotel pickup offeredFree Cancellation
9 hoursHotel pickup offeredFree Cancellation
9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$400

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 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (587)
from
$380

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 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.9 (47)
from
$380

Frequently Asked Questions

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

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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.