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Maui Walking & Biking Tours

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Maui Activities

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Road To Hana Captured In Photography and Video

A visit to Maui would be incomplete without doing the Road to Hana. However, most visitors don't get the best experience because they waste time …More

5.0 (2)

Road To Hana Captured In Photography and Video

A visit to Maui would be incomplete without doing the Road to Hana. However, most visitors don't get the best experience because they waste time...

9 hours • Free Cancellation
5.0 (2)
from
$345
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep

This jeep, waterfall, bamboo forest, hiking tour on the Maui Hana Highway is unique because they are private! Yup, that's right. Just you and your …More

4.9 (373)

Road To Hana: Maui Waterfall Hiking Tour in Private Jeep

This jeep, waterfall, bamboo forest, hiking tour on the Maui Hana Highway is unique because they are private! Yup, that's right. Just you and your...

8 hours • Hotel pickup offered
4.9 (373)
from
$349
Fun Mountain Bike riding on trails in Maui Hawaii!

Experience Maui Mountain Biking! Maui's finest singletrack adventure. Rides take place in a rarely seen part of Maui's Haleakala slopes. The location is a special, …More

4.7 (13)

Fun Mountain Bike riding on trails in Maui Hawaii!

Experience Maui Mountain Biking! Maui's finest singletrack adventure. Rides take place in a rarely seen part of Maui's Haleakala slopes. The location is a special,...

3 hours • Free Cancellation
4.7 (13)
from
$350
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 …More

5.0 (1)

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 hours • Free Cancellation
5.0 (1)
from
$485
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 …More

5.0 (4)

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 hours • Free Cancellation
5.0 (4)
from
$496
Romantic Private Stargazing Experience in Maui

Your romantic tours are private tours. Your very personable astronomy guide shares Hawaiian mythologies and star names. There is ample time to look through the …More

5.0 (2)

Romantic Private Stargazing Experience in Maui

Your romantic tours are private tours. Your very personable astronomy guide shares Hawaiian mythologies and star names. There is ample time to look through the...

1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$500
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 …More

5.0 (1)

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 day • Free Cancellation
5.0 (1)
from
$524
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 …More

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
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 …More

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
Maui Vanilla Farm Private Tour

Discover the sweet world of vanilla. Enjoy a delightful journey through the farm, learning about the vanilla cultivation process while savoring homemade vanilla limeade and …More

Likely to Sell Out
Likely to Sell Out
5.0 (16)

Maui Vanilla Farm Private Tour

Discover the sweet world of vanilla. Enjoy a delightful journey through the farm, learning about the vanilla cultivation process while savoring homemade vanilla limeade and...

1 hour 30 minutes • Free Cancellation
5.0 (16)
from
$750
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 …More

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
5.0 (18)
from
$895
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 …More

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 hours • Hotel pickup offered • Free Cancellation
from
$1,334
Private Luxury Hana Tour in 7 Passenger SUV

My name is Kai Funes Smith, I am a 5 star rating tour driver on the island Maui. What makes my tour unique is I …More

5.0 (1)

Private Luxury Hana Tour in 7 Passenger SUV

My name is Kai Funes Smith, I am a 5 star rating tour driver on the island Maui. What makes my tour unique is I...

7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,450

Frequently Asked Questions

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

Recent activity reviews
Fantastic!
New York City
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
four4jake, Sep 2026
Fantastic!
We had an awesome time with Alec. He took us to more remote places which made the experience so worth while. Fun fun for our final day in Hawaii! Thank you for making memories with us
Read more
Alec #1 - Jungle Tour
New York City
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
Vacationer239911, Sep 2026
Alec #1 - Jungle Tour
What a great day cruising through the road to Hana. Alec was very knowledgeable & entertaining. We all felt like we were just hanging with a friend. Doing a private tour is the way to do it & I highly recommend booking with Alec. It is absolutely gorgeous, the views are breathtaking & the love of the island only increases with the opportunity to see this side. Thank you Alec for sharing your day with us & being part of our family!!!! We WILL see you again! Mahalo❣️❣️
Read more
New appreciation of Vanilla
New York City
Maui Vanilla Farm Private Tour
carriegO9570CA, Sep 2026
New appreciation of Vanilla
The beautiful farm, delicious tastings and Candace and Clay's knowledge made this an amazing experience! We will definitely be adding this to our must do on Maui list.
Read more
Seeing the wonders of the night sky from Maui
New York City
Romantic Private Stargazing Experience in Maui
Nomad64501293943, Sep 2026
Seeing the wonders of the night sky from Maui
Our evening of stargazing with Donna and Scott was among the best experiences of our three weeks in Hawaii. Good weather and dark sky conditions at the viewing site enabled us to see the Milky Way clearly overhead. After introducing us to the main visible constellations, Donna used her wonderful easy viewing telescope to show us individual stars, binary stars, star clusters, and other celestial phenomena, including the light from a galaxy beyond our own. Her educational commentary included the ancient Polynesian voyagers and their skill at using the night sky to guide them among the islands of the Pacific Ocean. Anyone with an interest in science who has an opportunity to visit Maui should not miss an evening of stargazing with Donna and her great telescope.
Read more
Fantastic
New York City
Maui Vanilla Farm Private Tour
V4021YVdavidc, Sep 2026
Fantastic
Wonderful people and amazing product!
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
The Perfect Day!
New York City
Road To Hana Captured In Photography and Video
Barbara F, May 2026
The Perfect Day!
Absolutely perfect day on the Road to Hana. Henry was the perfect guide( and driver!) with so much knowledge of the island and the people. It truly was an adventure… swimming under a waterfall, bodysurfing at a beautiful, quiet beach, “not the usual” farm stand stop, and so much more. I cannot imagine driving this road on our own as it has so many narrow and “blind” turns. The added bonus was a great video and photos that Henry captured along the way. This outing was top highlight of trip to Maui. Thank you Henry!!!
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
Romantic Private Stargazing Experience in Maui
Claudia O, May 2026
Awesome!!
We had an awesome trip to the Planets , Stars and Galaxies with Donna & Scott !! Very educational and amazing trip to the universe and what lies beyond’ our eye‘s vision and imagination! Thanks for a wonderful experience and evening out stargazing Maui‘s night sky! Mahalo! Love to be back some day!PS- thanks for the tips how to get our own telescope calibrated 😀🌺
Read more
Good time in wet weather
New York City
Fun Mountain Bike riding on trails in Maui Hawaii!
Michael_B, Mar 2026
Good time in wet weather
Sick! Good time in wet weather. Rob knows his stuff! great bikes. New trails - lots of slick roots! .
Read more
AMAZING
New York City
Maui Coast Slingshot Private Tour from Lahaina
X1617XVlauriem, Mar 2026
AMAZING
Awesome experience. Our guide Payson took us to amazing sites. We saw a lot of sea life and a turtle 🐢. Highly recommended. Highlight of our trip.
Read more
An amazing adventure
New York City
Fun Mountain Bike riding on trails in Maui Hawaii!
Laura_D, Feb 2026
An amazing adventure
An amazing location with beautiful scenery. A fun time esp with such nice bikes. Made the ride that much more fun.
Read more
Henry gave our family the...
New York City
Road To Hana Captured In Photography and Video
Marcus_R, Jan 2026
Henry gave our family the...
Henry gave our family the perfect day out to Hana, highly recommend! From secret spots to history lessons to animal sounds, this trip has it all! He kept the group safe, hydrated and well fed. Can’t wait to see the photos and music video!
Read more
Awesome trip to Hana
New York City
Private Luxury Hana Tour in 7 Passenger SUV
lana_r, Dec 2025
Awesome trip to Hana
Kai was an exceptional guide and host. He kept us entertained the whole trip. He is kind, funny and informative. Book it!
Read more
Fun
New York City
Maui Coast Slingshot Tour from Kihei
Tawnya_F, Dec 2025
Fun
The slingshot was a blast. Be prepared to get sunburnt and windburnt. Lol!! Was able to go up to Haleakala crater and back down to the beach.
Read more
Slingshot tour & rental was amazingly fun & I would do it again! I’m now spoiled!
New York City
Maui Haleakala Volcano Summit Slingshot Tour from Kihei
Tracy P, Sep 2025
Slingshot tour & rental was amazingly fun & I would do it again! I’m now spoiled!
The slingshot rental to tour the island was the highlight of my trip!!! I experienced the island in the best way! I would definitely book it again!
Read more
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