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Maui Cultural Tours

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Maui Activities

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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 …More

4.9 (175)

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 hours • Hotel pickup offered
4.9 (175)
from
$1,599
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 Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups …More

Likely to Sell Out
Likely to Sell Out
5.0 (23)

Private Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (23)
from
$1,200
Private Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups …More

Likely to Sell Out
Likely to Sell Out

Private Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups...

8 to 10 hours • Hotel pickup offered • Free Cancellation
from
$1,200
Private Full Day Hana Jeep Tour

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

4.6 (7)

Private Full Day Hana Jeep Tour

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...

8 to 9 hours • Hotel pickup offered • Free Cancellation
4.6 (7)
from
$1,159
Halfway to Hana Private Tour Maui BlackBeach Waterfalls Turtles

Maui's Halfway to Hana tour, receives overwhelmingly positive reviews, with customers praising the experienced drivers, comfortable vehicles, and memorable stops along the way. Experienced and …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

Halfway to Hana Private Tour Maui BlackBeach Waterfalls Turtles

Maui's Halfway to Hana tour, receives overwhelmingly positive reviews, with customers praising the experienced drivers, comfortable vehicles, and memorable stops along the way. Experienced and...

7 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,099
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
Road to Hana Deluxe Rainforest and Waterfall Experience from Oahu

Behind every curve, discover a new surprise… Miles of lush tropical rainforests, beautiful waterfalls at every turn of the road leading to Hana, narrow one-lane …More

4.3 (3)

Road to Hana Deluxe Rainforest and Waterfall Experience from Oahu

Behind every curve, discover a new surprise… Miles of lush tropical rainforests, beautiful waterfalls at every turn of the road leading to Hana, narrow one-lane...

10 to 12 hours • Free Cancellation
4.3 (3)
from
$599
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 …More

Likely to Sell Out
Likely to Sell Out
5.0 (5)

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 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$450
Private Road to Hana Tour with Pickup

One of the most sought-after and scenic drives in the world, you will be amazed at every turn on our Private Road to Hana Tour. …More

4.9 (50)

Private Road to Hana Tour with Pickup

One of the most sought-after and scenic drives in the world, you will be amazed at every turn on our Private Road to Hana Tour....

8 hours • Hotel pickup offered • Free Cancellation
4.9 (50)
from
$400
Deluxe Halfway to Hana: Private Tour from Kahului

This excursion is completely private! Just you and one of us! Receive undivided attention and the space for an intimate experience. Enrich the journey with …More

5.0 (200)

Deluxe Halfway to Hana: Private Tour from Kahului

This excursion is completely private! Just you and one of us! Receive undivided attention and the space for an intimate experience. Enrich the journey with...

7 to 8 hours • Free Cancellation
5.0 (200)
from
$359
Private Haleakala Summit & Stroll from Kahului

Personalized tours ensure a relaxed and easeful day. Let us handle the logistics, you enjoy the ride. Our private setting supports an intimate experience and …More

Likely to Sell Out
Likely to Sell Out
5.0 (69)

Private Haleakala Summit & Stroll from Kahului

Personalized tours ensure a relaxed and easeful day. Let us handle the logistics, you enjoy the ride. Our private setting supports an intimate experience and...

5 hours • Free Cancellation
5.0 (69)
from
$359
Full-Circle "Reverse" - Luxury Road to Hana Tour from West Maui

#1 We go ALL THE WAY AROUND THE MOUNTAIN so you don't see the same thing twice! #2 We do it in REVERSE, the way …More

4.8 (96)

Full-Circle "Reverse" - Luxury Road to Hana Tour from West Maui

#1 We go ALL THE WAY AROUND THE MOUNTAIN so you don't see the same thing twice! #2 We do it in REVERSE, the way...

8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (96)
from
$350
Full-Circle "Reverse" - Luxury Road to Hana Tour from South Maui

#1 We go ALL THE WAY AROUND THE MOUNTAIN so you don't see the same thing twice! #2 We do it in REVERSE, the way …More

4.8 (48)

Full-Circle "Reverse" - Luxury Road to Hana Tour from South Maui

#1 We go ALL THE WAY AROUND THE MOUNTAIN so you don't see the same thing twice! #2 We do it in REVERSE, the way...

8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (48)
from
$350
Private Road to Hana - Waterfalls, Red Sand & Hidden Gems

Experience the legendary Road to Hāna through the eyes of a local guide who shares insider stories, hidden gems, and the cultural roots of this …More

5.0 (1)

Private Road to Hana - Waterfalls, Red Sand & Hidden Gems

Experience the legendary Road to Hāna through the eyes of a local guide who shares insider stories, hidden gems, and the cultural roots of this...

7 to 8 hours • Free Cancellation
5.0 (1)
from
$345
Private Road to Hana Tour

We take you places the large tour companies don't for an unforgettable experience driving around Haleakala Volcano through the rainforest of East Maui with a …More

5.0 (64)

Private Road to Hana Tour

We take you places the large tour companies don't for an unforgettable experience driving around Haleakala Volcano through the rainforest of East Maui with a...

9 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (64)
from
$340

Frequently Asked Questions

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

Recent activity reviews
Beautiful scenery. Twisty...
New York City
Private Road to Hana Tour with Pickup
S_M, Sep 2026
Beautiful scenery. Twisty...
Beautiful scenery. Twisty windy road that I would not want to drive on my own. Our driver Nick was friendly and knowledgeable.
Read more
Great private tour
New York City
Private Road to Hana Rainforest & Waterfall Experience from Maui
Excursion727238, Sep 2026
Great private tour
We opted for a private tour on the Road to Hana. Our tour guide was Jason. We weren’t sure it would be worth doing it private but it was! We were able to stay longer at some places and skip other places we didn’t want to go to. We had the flexibility to change the itinerary on a private tour. Jason was amazing! He was very knowledgeable of Hawaiian culture and history. He was laid back and had us laughing with his dad jokes. The fruit stand along the way had the freshest fruit and everyone we met were so kind. I definitely recommend this tour and make sure to ask for Jason!!
Read more
Fantastic voyage
New York City
Private Road to Hana Tour with Pickup
James_I, Sep 2026
Fantastic voyage
Nick was very knowledgeable, personable, very aloha. Felt safe with him driving those difficult roads. From swimming in a waterfall, to exploring a lava tube, to seeing green sea turtles, Nick took us to places other tour companies were not going. By the end of our trip, he became part of our crew and a friend.
Read more
Jason, for the win!
New York City
Private Road to Hana Rainforest & Waterfall Experience from Maui
Erin_P, Sep 2026
Jason, for the win!
We had the best day with our guide, Jason! He had tons of knowledge and history to share! We saw surfers while we ate our breakfast at the beach, so many beautiful waterfalls, the black sand beach, red sand beach, and had the BEST Huli Huli Chicken for lunch! He always told us when to have our phones up if there was a view to catch while we were driving, too! I’m so glad we opted for the private tour for just the 4 of us! It was a long day but sooo worth it! Jason also gave us pointers on other spots to visit and gave us an itinerary to follow for Haleakala the next day! Highly recommend!!!
Read more
An Unforgettable Road to Hana Experience
New York City
Deluxe Halfway to Hana: Private Tour from Kahului
359melissah, Aug 2026
An Unforgettable Road to Hana Experience
I cannot recommend this tour company enough, and if you have the opportunity to request Yvonne, absolutely do it!Yvonne gave us the most incredible private Road to Hana experience. She had so many interesting stories to share, knew so much about the island, and made the entire day feel personal, authentic, and completely different from a typical sightseeing tour.There are honestly so many special things about this tour that I don’t even want to share because I wouldn’t want to ruin the surprises for anyone else! One particularly meaningful moment was when Yvonne created a beautiful keepsake for me that I was able to bring home. It is something I will cherish forever and will always remind me of our day together.Yvonne didn’t just take us on a tour. She gave us a truly original experience and memories that I will treasure forever.This was a great, great tour and easily one of the highlights of my time in Hawaii. Yvonne is absolutely amazing, and I cannot recommend her or this company enough. If I ever return to Maui, I would choose Yvonne again in a heartbeat! 🌺
Read more
Our Guide Took This Tour to the Next Level!
New York City
Maui Private Tour – Road to Hana Adventure – Just for Your Group
Voyager649529, Aug 2026
Our Guide Took This Tour to the Next Level!
I have to say that this tour way EXCEEDED our expectations and it was because of our tour guide Marty!!! We took our tour on 7/26/26. The amount of information he provided, the inclusion of EVERYONE on the tour and his SINCERE care to make sure we got the experience WE wanted was STELLAR!! Now that we are home and looking at all the pictures taken, we were able to give lots of extra details we learned from Marty that WOW’d our families! Thank you MARTY for making our first experience of Maui EXCEPTIONAL!!⭐️⭐️⭐️⭐️⭐️💖🤙🏼
Read more
Great tour with a great tour guide
New York City
Maui Private Tour – Road to Hana Adventure – Just for Your Group
calebe482, Aug 2026
Great tour with a great tour guide
Sean was a great tour guide and wasn’t run of the mill like most tour guides. The day went by way too fast and he has a great sense of humor. It was a great tour!
Read more
Best day ever!
New York City
Deluxe Halfway to Hana: Private Tour from Kahului
J5769TIbriannaf, Jul 2026
Best day ever!
Amazing experience! The guide was amazing and very knowledgable about the island, made for a really fun day! 100% recommend!
Read more
Great tour experience! 10/10
New York City
Private Full Day Hana Jeep Tour
724angelinaa, Jul 2026
Great tour experience! 10/10
My family of three were picked up from our hotel in Lahaina by our driver/tour guide, Lyman. Lyman was personable, funny, super knowledgeable of the area and island, and a great driver! He was mindful of our interests, needs and comfort. We had snacks and lunch at some local spots and developed a newfound appreciation for the nature and beauty that Maui has to share! The tour was about nine hours long, but time flew by and we hardly noticed how long we had been driving around from start to finish.
Read more
Private Half Day Maui Tour
New York City
Island of Maui Customized Half Day Tour
Ryan_W, Jun 2026
Private Half Day Maui Tour
Shelby was great, we did the half day tour and she made sure to pack in as many sites and activities as we could! She made things easy and customized the tour based on our preferences/what we wanted to do. We were able to explore the lava fields, South Maui, Oneuli Beach, and the inland waterfalls. We even got to see some neat wildlife along the way as well. Would highly recommend for anyone staying in Maui looking for a customized tour of the island!
Read more
An Amazing Experience My Family Will Never Forget
New York City
Full-Circle “Reverse” – Luxury Road to Hana Tour from West Maui
X34NLmichaely, Jun 2026
An Amazing Experience My Family Will Never Forget
This tour so far exceeded my expectations that it’s hard to describe. First, Doug contacted me to inform me that they didn’t have enough people signed up to give us the group tour we had purchased, but rather than cancel the tour and refund our money he offered us a private tour for the group tour price. Second, our tour guide (Kevin) was spectacular. He was super informative about so many aspects of Maui, made sure we were comfortable every step of the way, all while navigating some of most challenging driving you’ll ever see on the planet. We made plenty of breathtaking stops, were never rushed, and it turns out that Kevin had an amazing knack of capturing the “perfect photo” throughout the day so that we could remember this amazing tour forever. I highly recommend this company, this particular tour, and Kevin to everyone visiting Maui! Mahalo to Doug and his entire team!!!
Read more
One of the best days of our lives
New York City
Private Full Day Hana Jeep Tour
H2931PRlukeh, Jun 2026
One of the best days of our lives
We had an incredible experience with Lyman. We felt privileged to get the Hana experience from a true local . Lyman is a funny and special person that was generous with his time, energy, and effort. Hope we can do it again in the future!
Read more
Great time in an amazing place
New York City
Private Haleakala Summit & Stroll from Kahului
ritai621, May 2026
Great time in an amazing place
Yvonne was so knowledgeable and personable. We felt well cared for and learned a lot about the island and appreciated her expertise. Jasmine was so kind and nice in setting the trip up.
Read more
Lave and seals and waterfalls!! Oh my!!
New York City
Island of Maui Customized Half Day Tour
Wendy_B, May 2026
Lave and seals and waterfalls!! Oh my!!
This tour was hands down, the best we’ve experienced in a long time. Shelby listened and took us to the places we wouldn’t have been otherwise. Off the beaten path and into the lava fields. We saw sea turtles, a monk seal (it was huge!). Then on to the bamboo forest for a hike. We crossed a fast flowing river on our way to see the waterfalls. Amazing isn’t enough. Shelby was knowledgeable and so sweet to entertain us and keep us busy. Time well spent. Money well spent. Perfection. Thank you Cool Hawaii and thank you Shelby.
Read more
Amazing Experience!
New York City
Private Road to Hana Tour
karinbS5918DT, Apr 2026
Amazing Experience!
Amazing experience exploring Hana. The rainforest region is beautiful and our guide provided was knowledgeable and passed his love of the region to us through the sites, sounds, and experiences of all things Hana.
Read more
Wonderful authentic tour - so fun!!
New York City
Private Road to Hana – Waterfalls, Red Sand & Hidden Gems
898stefaniec, Apr 2026
Wonderful authentic tour - so fun!!
Erica was amazing, our kids were hesitant at first about an all day tour but she made it so fun and exciting! It wasn’t just a long drive, but an adventure filled with great facts and memories for our family! Anyone doing the road to Hana should do this - you will get a much more authentic local experience with a gem of a human 💎
Read more
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