Maui Private Sightseeing Tours

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Maui Activities

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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
Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!
5.0 (268)

Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a Click Away!  Enjoy Maui's Most Affordable Aerial Activity: Your Spectacular, Once-in-a-Lifetime,...

1 hour • Free Cancellation
5.0 (268)
from
$420
Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!
5.0 (243)

Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!

You’re worth Maui’s #1 Ranked Outdoor Activity and ONLY Private Air Tour! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just...

80 to 90 minutes • Free Cancellation
5.0 (243)
from
$452
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
All Hawaiian Islands Self-Guided Driving Audio Tour Bundle
3.7 (7)

All Hawaiian Islands Self-Guided Driving Audio Tour Bundle

Ready for a trip through paradise? This bundle includes tours of Hawaii’s most beautiful islands: O’ahu, Kauai, and Maui. Experience Honolulu’s rich culture, explore jungles...

15 to 20 hours • Free Cancellation
3.7 (7)
from
$40
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
Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini
Likely to Sell Out
Likely to Sell Out
5.0 (21)

Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit...

3 hours • Free Cancellation
5.0 (21)
from
$2,867
Private Road to Hana Rainforest & Waterfall Experience from Maui
Likely to Sell Out
Likely to Sell Out
5.0 (21)

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 (21)
from
$1,200
Self-Guided Audio Driving Tour: Road to Hana, Maui
4.8 (100)

Self-Guided Audio Driving Tour: Road to Hana, Maui

Download GuideAlong's (GyPSy Guide) self-guided Road to Hana audio tour and discover more on your Maui road trip. Hear stories, local tips, and directions play...

8 to 18 hours • Free Cancellation
4.8 (100)
from
$20
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
Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!
5.0 (63)

Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!

Enjoy Maui’s #1 Ranked Outdoor Activity and ONLY *Private* Air Tour! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a...

1 hour • Free Cancellation
5.0 (63)
from
$420
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
Maui Adventure Bundle: 6 Epic Audio Driving Tours, Including Road to Hana
4.7 (82)

Maui Adventure Bundle: 6 Epic Audio Driving Tours, Including Road to Hana

See the best of Maui with six self-guided driving tours in one easy bundle. Drive through rainforests, visit black sand beaches, watch the sunrise above...

6 days • Free Cancellation
4.7 (82)
from
$35
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
5.0 (55)

Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep

Book a private, custom Maui adventure of a lifetime. Our most popular experience is the Reverse Road to Hana Loop—a breathtaking full-circle journey that begins...

6 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (55)
from
$400
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
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

Frequently Asked Questions

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

Recent activity reviews
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
Stunning !
New York City
Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!
Z3880SGamera, Sep 2026
Stunning !
This was an amazing experience with stunning views!
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
Breathtaking🤍
New York City
Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!
Cosmo672, Sep 2026
Breathtaking🤍
This is the only way to see Maui. This was real nice tour of the entire island!
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
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
Great way to travel the road to Hana
New York City
Self-Guided Audio Driving Tour: Road to Hana, Maui
Anita_H, Sep 2026
Great way to travel the road to Hana
This was the perfect way to experience the road to Hana. The commentator gave you just the right amount of information and kept it entertaining. It was not annoying at all. He pointed out all the must see spots and made sure we didn’t miss anything along the drive. He also gave a lot of history that we enjoyed listening to you on the way back. Be advised though that if you stop at all the stops, this is a very long day and you will be coming back in the dark which was very tedious on the narrow windy road
Read more
The Road to Hana on YOUR time frame!
New York City
Self-Guided Audio Driving Tour: Road to Hana, Maui
Jayne_O, Sep 2026
The Road to Hana on YOUR time frame!
The Road to Hana, on OUR schedule! This was the PERFECT way to do the road to Hana and still get all the history, stops for any time frame, all while going at your own pace and not being locked to a purchased guided group tour! So glad we took many people's recommendations amd went this route! TOTALLY WORTH IT!
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
Jill (JJ) was fantastic!!...
New York City
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
Leslie_M, Aug 2026
Jill (JJ) was fantastic!!...
Jill (JJ) was fantastic!! Learned so much from her. She would go wherever you wanted to go. Definitely made a friend!❤️
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
Our Road to Hana tour was...
New York City
Private Road to Hana Rainforest & Waterfall Experience from Maui
Cathy_S, Aug 2026
Our Road to Hana tour was...
Our Road to Hana tour was absolutely amazing! 🌺 Our guide Malu was incredibly knowledgeable, friendly, and made the experience even more memorable. We learned so much along the way and enjoyed every moment. And Miko the doggy passenger was just adorable! Highly recommend this tour to anyone visiting Maui! Only one final note- the road is like a roller coaster so you may need Dramamine.. our guide was prepared! 🌴✨
Read more
Jill was amazing. It was...
New York City
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
Carolyn_I, Aug 2026
Jill was amazing. It was...
Jill was amazing. It was our first time on Maui and she made sure to steer us towards truly unique experiences and away from some tourist traps. The ride in the Bronco truly provided an immersive experience of being in the rainforest and her skill in navigating the road in on/off rainy conditions left us able to take it all in. Black and red sand beaches, turtles, George, Huli Huli chicken, waterfalls, you name it! Truly unforgettable experience!
Read more
Stop scrolling, pick this tour, ask for Travis
New York City
Private Unique Road to Hana Adventure
j_foster1234, Jul 2026
Stop scrolling, pick this tour, ask for Travis
Our tour guide Travis was amazing. Funny, knowledgeable and very good at offering options specific to our family and how we felt in the moment. The roads are very windy (600 switchbacks) but I never felt like we were in an unsafe situation, even when he had to back up or maneuver in tight circumstances - I felt that my family and I were very safe. Ask for Travis. He also knows a lot about Hawaiian culture, my husband, teen and 20 year old really enjoyed themselves. And so did I!
Read more
Amazing experience
New York City
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
gauravbR6644HR, Jul 2026
Amazing experience
Had an Amazing experience with the plane ride. Pilot was very friendly. Comfortable experience from takeoff to landing. Would happily fly again.
Read more
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