Maui Outdoor Activities

Private Pipiwai Trail Maui Open-Air Jeep Tour

Discover the breathtaking beauty of Maui on our exclusive open-air Jeep tour of the iconic Road to Hana and the stunning Pipiwai Trail! This luxurious...

6 to 8 hoursHotel pickup offeredFree Cancellation
6 to 8 hoursHotel pickup offeredFree Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,400

Road to Hana Halfway Tour

Your adventure begins with complimentary round trip transportation from the lobby of your resort. Sit back, relax and enjoy the comfort of your air-conditioned luxury...

6 to 7 hoursFree Cancellation
6 to 7 hoursFree Cancellation
6 to 7 hours • Free Cancellation
from
$1,195

Private Open-Air Road to Hana Tour 5.5hr (max 14 guests)

Experience the best of the Road to Hāna without the grind on this 5.5-hour open-air private jungle adventure, designed to be exciting, comfortable, and family-friendly....

5 hours 30 minutesFree Cancellation
5 hours 30 minutesFree Cancellation
5 hours 30 minutes • Free Cancellation
from
$1,750

Private Maui Redwood Hiking Experience

Escape to the Wilderness of Maui’s Hidden Highlands Venture high into the slopes of Haleakalā, where the landscapes transform into an unexpected forest retreat. This...

5 to 6 hoursFree Cancellation
5 to 6 hoursFree Cancellation
5 to 6 hours • Free Cancellation
from
$1,495

Private Upcountry Hiking Tour

Venture into the serene upland forests of Maui, where the vibrant coastlines give way to the cool embrace of majestic trees and lush greenery. This...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
from
$1,195

Private Redwood Forest Hiking Tour

Discover the serene beauty of Maui on an exclusive private tour of the Sequoia Redwood Forest. This luxurious journey includes round-trip transportation from Kahului Park...

6 hoursFree Cancellation
6 hoursFree Cancellation
6 hours • Free Cancellation
from
$1,495

Private East Maui Hiking Experience

Nestled along the renowned Hāna Highway, escape into Maui’s untouched rainforest. As you journey to this serene trail, watch the landscape shift into a world...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
from
$1,295

Private Luxury SUV Road to Hana Experience

Explore the stunning Road to Hana in a private Luxury GMC YUKON with Panoramic Moonroof, enjoying breathtaking views and local stops along the way. This...

7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,999

Road to Hana Maui Private Panoramic Tour - In Spanish

This private tour of Hana shows the best of Maui and offers you the possibility to customize not only your vehicle for travel, but also...

9 hours
9 hours
9 hours
from
$1,690

Private Botanical Garden Experience in the Heart of Maui

Our tours at the Maui Nui Botanical Garden connect you to a real local organization dedicated to conserving native Hawaiian plants, cultivating and preserving Polynesian...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
from
$1,600

Experience the soul of Maui: Tours led by Maui's own!

Escape the crowds and experience the legendary Road to Hāna like never before! As a Hawaiian-owned private tour company, we offer an exclusive, immersive, and...

7 to 9 hoursHotel pickup offeredFree Cancellation
7 to 9 hoursHotel pickup offeredFree Cancellation
7 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,334

Private Half Way to Hana Tour with Local Guide

Explore the stunning scenery of the Road to Hana on this private tour. Enjoy personalized attention from your local guide as you visit iconic spots...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
from
$1,399

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.