Maui Private Sightseeing Tours

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Maui Activities

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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
5.0 (2)
from
$1,100
Private Tropics of Maui & Rainforest Valley
5.0 (2)

Private Tropics of Maui & Rainforest Valley

PRIVATE TOUR: PRICE IS PER VEHICLE - HOLDS 1-6 PASSENGERS. Pickup available from your accommodation in Kahului, Wailea, Kihei or Lahaina. Enjoy a private minivan...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$800
PRIVATE Road to Hana Tour
5.0 (13)

PRIVATE Road to Hana Tour

We offer PRIVATE tours of the Road to Hana customized to our guests interests and activity levels. This tour will only be your group! Our...

8 to 12 hours • Free Cancellation
5.0 (13)
from
$200
Private Road To Hana Tour with Professional Photos Included
5.0 (19)

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 hours • Free Cancellation
5.0 (19)
from
$525
Perfect Customized Day on Maui with Private Tour Guide
5.0 (3)

Perfect Customized Day on Maui with Private Tour Guide

Design your perfect day on Maui with a knowledgeable private guide and a comfortable, air-conditioned SUV reserved for your group. Choose the places and pace...

1 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$195
Stellar HI Tours- 15 person van-your own private tour to Hana!
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
5.0 (16)
from
$1,599
Maui "Reverse" Road To Hana Audio Driving Tour
5.0 (13)

Maui "Reverse" Road To Hana Audio Driving Tour

The Road to Hana is the ultimate adventure in Maui and this "Reverse" Tour is the most adventurous option available! You'll start your excursion on...

10 to 12 hours • Free Cancellation
5.0 (13)
from
$20
Private Heritage Tour to Haleakalā Sunset in Maui
5.0 (3)

Private Heritage Tour to Haleakalā Sunset in Maui

This private tour reveals the natural and cultural heritage of Haleakalā through an unforgettable journey to one of Maui’s most celebrated landmarks. You will explore...

7 hours • Hotel pickup offered
5.0 (3)
from
$769
Full Day Private Maui Waterfall, Beach & Hana Tour
5.0 (4)

Full Day Private Maui Waterfall, Beach & Hana Tour

Explore enchanting sights on the MAUI Island during this shore excursion exploring Volcanoes National Park, waterfall, black sand beach, and more. Spend your day exploring...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$850
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
5.0 (6)

The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and...

1 day • Free Cancellation
5.0 (6)
from
$541
Private West Maui Coastline Open-Air Jeep Tour
5.0 (6)

Private West Maui Coastline Open-Air Jeep Tour

At our Maui tour company, we stand out from the rest by providing an unparalleled experience tailored just for you. Our luxury Jeeps feature a...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$700
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
5.0 (4)

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 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,990
Private Guided Waterfall Hike Rainforest Adventure
5.0 (4)

Private Guided Waterfall Hike Rainforest Adventure

This is a waterfall hike you don't want to miss. It is a moderate hike in difficulty but you will be blown away by the...

3 hours • Free Cancellation
5.0 (4)
from
$150
West Maui Self-Guided Audio Tour
4.3 (13)

West Maui Self-Guided Audio Tour

Take a trip around the West Maui Mountains. Drive through the historic town of Lahaina, the famous resorts of Ka'anapali and Kapalua, before checking out...

6 to 12 hours • Free Cancellation
4.3 (13)
from
$20
Epic Surf Safari - Best of Maui
5.0 (4)

Epic Surf Safari - Best of Maui

This tour can be done on any hour, just message us and we will accommodate you! Our surf guides are out of this world, EPIC....

2 to 3 hours • Free Cancellation
5.0 (4)
from
$195
Personalized Retreat day
5.0 (4)

Personalized Retreat day

Renew, Revive and Nourish Yourself, you deserve it! This is a one of a kind Hawaiian Cultural Experience. You will visit sacred Hawaiian sights, Get...

3 to 5 hours • Free Cancellation
5.0 (4)
from
$655

Frequently Asked Questions

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

Recent activity reviews
Tour of Maui
New York City
Perfect Customized Day on Maui with Private Tour Guide
BoardingPass777202, Aug 2026
Tour of Maui
Our guide Ellie was amazing , informative & fun! We really enjoyed our all day trip in Maui with her! I really appreciated her response before tour & catering to what we wanted to do!
Read more
Trevor is awesome 👏
New York City
Stellar HI Tours- 15 person van-your own private tour to Hana!
Lindsey_C, Jul 2026
Trevor is awesome 👏
We had a blast with Trevor- he was patient, knowledgeable and flexible. We all (9 of us!) highly recommend him! Here are the reviews from the kids who came with us: “Trevor for the W🥇🏆” -Wesley, age 11 “Don’t go chasing waterfalls… unless Trevor leads you there.”- Carlie, age 14 “Trevor is the 🐐(GOAT)”-Liam, age 9 “With Trevor, it’s better!”- Harper, age 11 👍As you can see- we give him all the praises!
Read more
Great tour for all ages
New York City
Stellar HI Tours- 15 person van-your own private tour to Hana!
Evie_T, Jun 2026
Great tour for all ages
Trevor was the perfect guide/driver for our multigenerational group of 13. He took us to all of the spots on Road to Hana that we wanted to see and a few we didn’t know about. He even served as our life guard at the black sand beach and made sure we circled back to one stop we missed when the sky opened up. We did this tour on our first of two days in Maui (on a cruise) and pick up and drop off were very easy. He was patient and flexible and exactly what we were looking for. Mahalo, Trevor, for an awesome day!
Read more
Best day trip for 2 in Maui
New York City
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
Shaun_M, Jun 2026
Best day trip for 2 in Maui
Amazing experience! 10/10! The views were pristine! So much fun to drive! Renting the slingshot was the highlight of our trip!
Read more
Fantastic experience!!
New York City
Private West Maui Coastline Open-Air Jeep Tour
Linda_H, May 2026
Fantastic experience!!
What a wonderful experience! We got to see so much and our driver Vicence (not sure of spelling) was so knowledgeable and accommodating. Our party of 4 all agreed that this was the best! One of our passengers was prone to car sickness and he acknowledged it and was very caring to their needs. This was by far one of our all time favorite excursions!!
Read more
Unforgettable!
New York City
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
Steven_I, May 2026
Unforgettable!
We will never forget our day on the road to Hana with Patricia. We saw some breath taking sites. Patricia knew exactly where to stop and was extremely knowledgeable. We got many beautiful pictures and many cherished memories. Banana bread, coffee, ice cream and huli huli chicken were great! After a long day in the road to Hana we ventured up to the top of Haleakala. We had never seen a sunset as beautiful as that, it was almost spiritual. We spent 12 hours together and Patricia was amazingly patient, knowledgeable and charismatic. This was an amazing day. We highly recommend this tour and our tour guide Patricia.
Read more
Slingshot best for road to Hana
New York City
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
Stephen_G, May 2026
Slingshot best for road to Hana
Excellent way to take the drive to Hana, handles better than most cars. Feeling of being full immersed with the rain forest and the road. Would recommend being prepared for any weather as it can change quickly.
Read more
Awesome
New York City
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
Naveen_S, May 2026
Awesome
No Brainer , just go for it . Patricia is excellent , very knowledgeable and plan the itinerary based on what we wanted to visit.
Read more
Our guide, Fedor, was...
New York City
Full Day Private Maui Waterfall, Beach & Hana Tour
Jay_C, Mar 2026
Our guide, Fedor, was...
Our guide, Fedor, was fantastic. We had a great day on the Road to Hana and enjoyed every stop. It's easy to get lost in the beauty of the surroundings of Maui when you have a comfortable driver to take you along the way. We'd highly recommend this tour to all.
Read more
Must do! Amazing
New York City
Private Hana Highway Highlights
cbig, Feb 2026
Must do! Amazing
Thank you Nick for picking us up directly from our condo and showing me and my husband all the beautiful sites on the Hana road. You really are a wealth full of knowledge with the area and all the plants. Especially love the painted eucalyptus trees and hike to the water fall was a blast!
Read more
Nice day tour
New York City
West Maui Self-Guided Audio Tour
N2980USjonw, Feb 2026
Nice day tour
This tour really surprised us. It was a nice day tour around the side of the island that the tours can't take you. Whale watching spots, blowhole, history locations, local eats, and of course shopping are pointed out. The second part of the drive is a bit tricky because of the one lane blind turns on the side of the slopes, but you are warned by the narrator before about turning back. The GPS keeps track of you and alerts of things to check out. Definitely worth the few bucks and an afternoon.
Read more
Definitely the Long and Winding Road!!!
New York City
Maui “Reverse” Road To Hana Audio Driving Tour
Elaina_M, Feb 2026
Definitely the Long and Winding Road!!!
The road is about 120 miles but it takes all day!! We did not make anywhere near the possible stops that were mentioned. We thoroughly enjoyed the ride! I drove a rental minivan so that my 4 travel would not miss out. The weather was perfect and it was a great learning experience!
Read more
Very exciting and fun trip
New York City
PRIVATE Road to Hana Tour
Charanjit_K, Dec 2025
Very exciting and fun trip
Billy was very knowledgeable, helpful, and a very skilled driver navigating the tough curves effortlessly. We stopped at beautiful spots and really enjoyed the drive, without the pressure to focus on the drive itself. Spectacular rainforest!.
Read more
Great day for the family!
New York City
Full Day Private Maui Waterfall, Beach & Hana Tour
Ashley_J, Dec 2025
Great day for the family!
The tour was great, and our guide Zoe was really wonderful! It was really nice to take our time and adjust for the rain. Zoe was really knowledgeable and made our day fun and engaging. Would highly recommended!
Read more
Best tour guide and Road to Hana trip (all the way around)
New York City
Perfect Customized Day on Maui with Private Tour Guide
X9981DBjoycem, Oct 2025
Best tour guide and Road to Hana trip (all the way around)
Ellie was an excellent tour guide for our Road to Hana experience. She called the evening before to discuss what we were hoping to see and do, she accommodated my husband's rolling walker, she took photos of us together, plus she had water (and more) and snacks. You could not ask for a better experience. In fact she took us ALL the Way around instead of going back the same way we came. She took us to a wonderful little restaurant in Hana for lunch and gave us pointers for the rest of our stay for dining and shopping. You won't go wrong with Ellie and Maui Drivers!
Read more
An experience of the geological side of Hawaii
New York City
Private Heritage Tour to Haleakalā Sunset in Maui
georgerE4838RA, Oct 2025
An experience of the geological side of Hawaii
With me being an outdoor enthusiast, this tour turned out to be an unforgettable adventure for me. I saw native flora and some rare wildlife, making it a memorable experience of the island’s volcanic heritage.
Read more
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