Maui Private Sightseeing Tours

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Maui Activities

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Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
5.0 (598)

Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!

Maui’s ONLY *PRIVATE* Air Tour is Cool Hawaii #1 Ranked Outdoor Activity on Maui! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day...

1 hour • Free Cancellation
5.0 (598)
from
$380
Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)
4.9 (48)

Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)

Enjoy Maui's Only Private Air Tour Plane Made of Metal & with Non-Tinted Panoramic View Windows for Crystal Clear Clarity!  As Seen on HGTV's 'Hawaii Life':...

1 hour • Free Cancellation
4.9 (48)
from
$380
Private Road to Hana Waterfalls, Black Sand & Hidden Gems
5.0 (90)

Private Road to Hana Waterfalls, Black Sand & Hidden Gems

This Road to Hana experience is all about having an easy, fun, and unforgettable day with a great guide you’ll actually enjoy spending time with....

9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (90)
from
$370
Deluxe Halfway to Hana: Private Tour from Kahului
Likely to Sell Out
Likely to Sell Out
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
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
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
Likely to Sell Out
Likely to Sell Out
4.9 (371)

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 (371)
from
$349
Private Road to Hana Tour
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
Private Unique Road to Hana Adventure
Likely to Sell Out
Likely to Sell Out
5.0 (90)

Private Unique Road to Hana Adventure

We're called Unique for a reason... This is not your standard Hana tour. We'll take you on a full day adventure all the way to...

10 to 11 hours • Hotel pickup offered
5.0 (90)
from
$319
Private Tour of Maui, the Valley Isle
4.9 (33)

Private Tour of Maui, the Valley Isle

Experience the diversity Maui has to offer by customizing your own private tour of Maui, The Valley Isle, with preferred locations and flexibility along the way. Whether...

8 hours • Free Cancellation
4.9 (33)
from
$310
Half Day Private Road to Hana Tour with Pickup
4.6 (7)

Half Day Private Road to Hana Tour with Pickup

For groups looking to experience the adventure of the Road to Hana, but not wanting to devote an entire day towards the full journey, we...

5 hours • Hotel pickup offered • Free Cancellation
4.6 (7)
from
$300
Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles
5.0 (236)

Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles

Looking for more than just a Road to Hana tour? The Magic of Maui Experience is a 100% private, customized adventure designed entirely around you....

8 hours • Free Cancellation
5.0 (236)
from
$299
Maui: VIP Private Road to Hana Tour with Pick Up
5.0 (1,217)

Maui: VIP Private Road to Hana Tour with Pick Up

Discover the magic of Maui with our exclusive, personalized private tours. Say goodbye to crowded buses and rigid schedules—your adventure is uniquely crafted to suit...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (1,217)
from
$299
Half Day Private VIP Road to Hana Tour
4.9 (124)

Half Day Private VIP Road to Hana Tour

Experience Hawaii Tours invites you on an exceptional half-day adventure to Hana, perfectly crafted for those seeking a personalized and immersive journey without spending the...

4 to 5 hours • Hotel pickup offered • Free Cancellation
4.9 (124)
from
$299
Private Half-Day Road To Hana Highlights Tour
5.0 (72)

Private Half-Day Road To Hana Highlights Tour

The Best Half Day Of Your Life! Experience Maui’s famous Road to Hana without committing to a full day on the road. This private, customizable...

5 hours • Free Cancellation
5.0 (72)
from
$299
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
4.9 (53)

Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)

Your Most Awesome Maui Day is just a Click Away! Enjoy this Spectacular, Once-in-a-Lifetime, Award Winning Private Air Tour! Your Private Cabin Safely, Smoothly and...

30 minutes • Free Cancellation
4.9 (53)
from
$280
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
Likely to Sell Out
Likely to Sell Out
5.0 (100)

VIP Private Road to Hana Tour in Cadillac Escalade with Pickup

No other tour comes close to the ultimate luxury and adventure of our tours. Enjoy Ultra VIP style, class & luxury in our new black...

10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (100)
from
$258

Frequently Asked Questions

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

Recent activity reviews
An amazing day!
New York City
Maui: VIP Private Road to Hana Tour with Pick Up
susancap12, Sep 2026
An amazing day!
What an amazing day! This tour is so worth it to learn about the area and to enjoy the scenery. Ty was a great guide and made the day so easy. Highly recommend.
Read more
Best Tour During a 10-day Stay in Hawaii!
New York City
Private Half-Day Road To Hana Highlights Tour
Holly_R, Sep 2026
Best Tour During a 10-day Stay in Hawaii!
It would be a mistake not to take this excursion. Our tour guide, Danielle, was amazing, energetic, informative, and an excellent driver. Our favorite part of the tour was the Bamboo Forest but it was all magical and beautiful. You will not be disappointed. Ask for Danielle. She’s the BEST!
Read more
Our tour guide was very...
New York City
Half Day Private VIP Road to Hana Tour
Glen_S, Sep 2026
Our tour guide was very...
Our tour guide was very knowledgeable. He was a great driver. We even had time for shopping at the end.
Read more
An Unforgettable Road to Hana Adventure with an Exceptional Guide
New York City
Maui: VIP Private Road to Hana Tour with Pick Up
Relax02100696123, Sep 2026
An Unforgettable Road to Hana Adventure with an Exceptional Guide
Our Road to Hana tour was an unforgettable experience! We enjoyed delicious food and incredible views, saw surfers and sea turtles, visited black- and red-sand beaches, and even swam beneath a waterfall. Of course, I especially loved seeing all the amazing tropical plants! Our guide, Shayne, was exceptional—knowledgeable, entertaining, and so much fun. We had a fantastic day and highly recommend this tour!
Read more
Road to Hana
New York City
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
saragJ64VH, Sep 2026
Road to Hana
Alec was great! He took us on beautiful trails that we would have never found on our own - not crowded and very secluded! We were able to swim in waterfalls, hike through bamboo forest, had great local food along the way, and he was very attentive to what we wanted to do throughout our tour. If we said we wanted to do something - he knew a spot! This was our favorite experience of our trip to Maui. If you're thinking about doing a Road to Hana tour, book with Alec!!
Read more
Beautiful stunning MAUI MUST DO MUST DO!
New York City
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
Adventurer593699, Sep 2026
Beautiful stunning MAUI MUST DO MUST DO!
This was the best experience of our lives. Amazing first plane ride of beauty!
Read more
Amazing drive to Hana
New York City
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
Colo2022, Sep 2026
Amazing drive to Hana
Lorenzo was our private driver and he was amazing. We loved all the stops and food. The vehicle was spacious and comfortable. We probably would not have made to drive on our own.
Read more
Amazing experience!!!
New York City
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
299mattied, Sep 2026
Amazing experience!!!
We had the best experience with Exclusive! Lance is an amazing guide and by the end of the day you want to invite him to Sunday dinner! So informative about the islands history and culture, very accommodating and is a wonderful driver. We felt very safe. Can’t wait for our next visit so we can book another tour!
Read more
Excellent Road to Hana experience
New York City
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
Z9063HXpaull, Sep 2026
Excellent Road to Hana experience
Alec gave us an awesome experience on our road to Hana trip. It was super nice to have such an experienced driver with lots of local knowledge so we could look out at everything without worrying about driving. We took a few small hikes that you would not know anything was there like the bamboo forest trail to a waterfall. He worked very hard to take some amazing photos of us from unique angles, and poses that will help us remember the day. He also had lots of knowledge of the plants to answer our questions. Overall an excellent experience and higly recommended.
Read more
Freaking awesome adventure!
New York City
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
U8579KNch, Sep 2026
Freaking awesome adventure!
Freaking awesome. The adventure was freaking awesome!
Read more
Amazing
New York City
Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)
johnjQ300VQ, Sep 2026
Amazing
Flight was perfect. Experience with Eric was super smooth. For my first time flying non-commercial ever, Eric made everything feel extremely comfortable and inviting and has great knowledge of the island. Highly recommend with family and friends.
Read more
Wonderful Halfway to Hana Excursion!
New York City
Private Half-Day Road To Hana Highlights Tour
caroleN7755UT, Sep 2026
Wonderful Halfway to Hana Excursion!
Highly recommend this tour with Magic Of Maui. Dana was helpful with booking and answering questions we had. Yvonne our personal tour guide did a great job at giving us a wonderful excursion and providing us with lots of knowledge along the way. Was thankful to have her navigate the Road To Hana so we could enjoy the views.
Read more
Best way to see Road to Hana with an older couple
New York City
Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles
139tandyr, Sep 2026
Best way to see Road to Hana with an older couple
This is a wonderful way to get a taste of the natural beauty of Maui, regardless of age! Our guide, Yvonne, was knowledgeable, pleasant, conscientious, and patiently kind with us older folks ( in our 60s and 90s). We saw many hidden gems that would have been missed if we had driven the road ourselves, including hidden waterfalls, rainbow eucalyptus trees, a cacao farm, a delicious ice cream stand, a black sand beach, a red sand beach, and a beach filled with giant sea turtles. What was also impressive was Yvonne’s ability to navigate the narrow roads and single- lane bridges with competent dexterity. All in all, it was a very pleasant and informative day, and we certainly appreciate Maui more now!
Read more
Have them drive so you can enjoy the ride!
New York City
Half Day Private Road to Hana Tour with Pickup
Jamie_B, Sep 2026
Have them drive so you can enjoy the ride!
This is a beautiful winding ride through the jungle. It is best to let someone local who knows the road do the driving so you can just enjoy the views of the flora, fauna and lovely waterfalls. Our driver Nick knew the best spots and was knowledgeable about all the places we were seeing. We would definitely do it again!
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
Thank you John for helping us survive the Road to Hana!
New York City
Half Day Private VIP Road to Hana Tour
christinenL8245SU, Aug 2026
Thank you John for helping us survive the Road to Hana!
We had a wonderful experience with John who led us on the road to Hana! We are a big family of 7, so having a private car made the journey comfortable and enjoyable. John provided many snacks, drinks, phone chargers and more! He was incredibly knowledgeable of the island’s history and culture. We loved being able to hear stories of Maui alongside seeing amazing landmarks. Thank you John for a wonderful day! We will definitely come back again!
Read more
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