Maui Private Sightseeing Tours

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Maui Activities

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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
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
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 Tour with Pickup
4.9 (48)

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 (48)
from
$400
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
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 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
Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!
5.0 (31)

Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!

Explore the stunning landscapes of Maui on a private air tour, soaring over dramatic volcanoes, lush jungles, and captivating waterfalls. This exclusive experience allows you...

1 hour • Free Cancellation
5.0 (31)
from
$420
Island of Maui Customized Half Day Tour
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
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
Private Tour Maui Pineapple Farm in Haliimaile

Private Tour Maui Pineapple Farm in Haliimaile

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to...

4 hours • Hotel pickup offered
from
$454
Maui Coast Slingshot Private Tour from Lahaina
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
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
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
5.0 (4)

Private Road to Hana Tour with Pickup-Ultimate Package, Backside

We are proud to offer guests this option to experience the rarely-traveled "backside" of the Road to Hana- including the amazing landscapes of Kipahulu, Kaupo,...

9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$500

Frequently Asked Questions

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

Recent activity reviews
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
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
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
Our honeymoon on the Road to Hana
New York City
Private Road to Hana Tour with Pickup
Garrett_L, Sep 2026
Our honeymoon on the Road to Hana
Travis was amazing! He was able to cater the trip to our own interests and schedule. He’s a very skilled driver and had a lot of knowledge about the history and culture of Maui. We can’t wait to come back to do it again with him!
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
The tour was great and...
New York City
Private Road to Hana Tour with Pickup
Curtsher_T, Sep 2026
The tour was great and...
The tour was great and our guide was very informative. I am happy I chose the tour because if I would have driven myself I would have missed a lot and the roads were very curvy. Our guide took us to some very nice places.
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
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
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
Great trip to Hana.
New York City
Private Road to Hana Waterfalls, Black Sand & Hidden Gems
Voyage814919, Aug 2026
Great trip to Hana.
Was weary of making the drive myself since I wanted to view the sites instead of worrying about the drive. So glad sister and I booked this trip with Local Maui Tours. Met easily with guide (I'm horrible with names, Callen sp?) at a safe location. He drove a clean and very comfortable Wagoner. Felt very comfortable with his driving especially with all the curves, bridges and having to stop for single lane sections in some areas. He was very thoughtful and brought a fresh coconut and mangoes for us to try along with extra water. Beautiful drive with what seemed like waterfalls around every curve. Had plenty of time to enjoy the stops along the way.
Read more
Lovely experience!
New York City
Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!
P2090TYdominiqueb, Jul 2026
Lovely experience!
Me and my family were very happy with our guide. He made it even more entertaining and helped me feel more comfortable while I was nervous.
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
Husband birthday gift.
New York City
Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!
cesarinak2023, Jul 2026
Husband birthday gift.
Best experienced ever. My husband always wanted to ride a helicopter. So for his 49th birthday i surprise him witha hands on tour. 100% recommend this tour our pilot Erick was awesome.
Read more
Sunset flight
New York City
Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!
J1524TFtammyr, Jul 2026
Sunset flight
We had an amazing flight, gorgeous views!!!
Read more
Awesome
New York City
Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!
O3767QSleem, Jul 2026
Awesome
O flew on this awesome tour and the views were amazing
Read more
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