Maui Private Sightseeing Tours

Full Day Private Road Tour to Hana

The Tours take you on a wondrous adventure along the road to Hana. You’ll have your own luxury tour vehicle and expert tour guide to...

8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,399

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

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

Full Day Island of Maui Private Tour

Exclusive Private Maui Tour – The Ultimate Custom Island Experience Why settle for a crowded group tour when you can have Maui all to yourself?...

10 hoursHotel pickup offeredFree Cancellation
10 hoursHotel pickup offeredFree Cancellation
10 hours • Hotel pickup offered • Free Cancellation
from
$1,450

Private Tour : OAHU, MAUI, KAUAI or BIG ISLAND : Pick any Island

You can choose from Oahu, Kauai, Maui and the Big Island. Start when you want and customize tour to your liking. Oahu : Punchbowl, Dole...

7 to 8 hoursHotel pickup offered
7 to 8 hoursHotel pickup offered
7 to 8 hours • Hotel pickup offered
from
$1,499

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 hoursHotel pickup offered
8 to 9 hoursHotel pickup offered
8 to 9 hours • Hotel pickup offered
4.9 (173)
from
$1,599

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

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 hoursHotel pickup offeredFree Cancellation
10 to 11 hoursHotel pickup offeredFree Cancellation
10 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$1,599

Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
Likely to Sell Out
Likely to Sell Out

Take Maui by Storm! Our expert guides immerse you into an experience that you will never forget! From waterfalls to spectacular beaches, from hidden gems...

9 to 12 hoursHotel pickup offeredFree Cancellation
9 to 12 hoursHotel pickup offeredFree Cancellation
9 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (394)
from
$1,599.95

Full Day Private Maui Tour

Level up your Maui experience with a deluxe ride in our Cadillac Escalade—an Elite Tour exclusive that will instantly upgrade your Maui experience. In this...

8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,599.99

Scenic Road to Hana Adventure in AWD Mercedes

See a maui in a beautiful and fun AWD Mercedes-Benz Sprinter. Family owned and operated, deal directly with the owners and our family as we...

8 to 10 hoursHotel pickup offeredFree Cancellation
8 to 10 hoursHotel pickup offeredFree Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
from
$1,600

Road to Hana Private Full Day Tour
Likely to Sell Out
Likely to Sell Out

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 hoursHotel pickup offeredFree Cancellation
9 to 11 hoursHotel pickup offeredFree Cancellation
9 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$1,621.99

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 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

Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour

Embark on an unforgettable adventure with our Open-Air Jeep tour, starting along the legendary Road to Hana and culminating in a breathtaking sunset at Haleakalā....

8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,990

Private Charter Humpback Whale Watching & Dolphin Search

Our Exclusive Private Charter Sanity Vessel holds as many as 32 passengers.   Humpback Whale Watching and Dolphin Search minimum 2 hours with additional hourly rate...

2 to 8 hoursFree Cancellation
2 to 8 hoursFree Cancellation
2 to 8 hours • Free Cancellation
5.0 (2)
from
$1,992.67

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

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.