Maui Luxury & Special Occasions

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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 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (69)
from
$359
Hana Rainforest and Haleakala Crater Helicopter Tour
4.9 (145)

Hana Rainforest and Haleakala Crater Helicopter Tour

Take off from the heliport to the North East rim of the Haleakala dormant Volcano Crater, fly over the East Maui rainforest to view the...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.9 (145)
from
$368
West Maui and Molokai Special 45-Minute Helicopter Tour
4.9 (749)

West Maui and Molokai Special 45-Minute Helicopter Tour

Soar over majestic Maui and Molokai on exclusive 45-minute Maui helicopter tours. Enjoy the deep valleys and craggy ridges of the magnificent West Maui Mountains...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.9 (749)
from
$368
Luxury Helicopter Experience with Hana Rainforest Landing
4.9 (327)

Luxury Helicopter Experience with Hana Rainforest Landing

During this 40-minute flight over the Hana Rainforest with exclusive landing within the Wailua Valley, see popular points of interest such as the Road to...

1 hour 15 minutes
1 hour 15 minutes
1 hour 15 minutes
4.9 (327)
from
$369
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
9 to 10 hours • Hotel pickup offered • Free Cancellation
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 (595)

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
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (595)
from
$380
Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)
4.9 (47)

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
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (47)
from
$380
Small-Group Road to Hana Luxury Tour
Likely to Sell Out
Likely to Sell Out
4.8 (917)

Small-Group Road to Hana Luxury Tour

Travel the famously spectacular Road to Hana in comfort and style on this luxury small-group tour. With a maximum of just up to eight-passengers in...

10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
4.8 (917)
from
$385
Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip
Likely to Sell Out
Likely to Sell Out
4.9 (92)

Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip

Experience the highlights of the legendary Road to Hana on this small-group day trip. Travel by luxury Limo-Van along the breathtaking Pacific coast and through...

10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
4.9 (92)
from
$385
Deluxe Helicopter Tour of Molokai and Maui
4.9 (337)

Deluxe Helicopter Tour of Molokai and Maui

Discover the beauty of two of the Hawaiian Islands on this scenic helicopter tour from Kahului, Maui. After meeting your pilot, you’ll board the 7-passenger...

55 minutes
55 minutes
55 minutes
4.9 (337)
from
$395
Private Road to Hana Tour with Pickup
4.9 (47)

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
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.9 (47)
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
6 to 9 hours • Hotel pickup offered • Free Cancellation
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
1 hour • Free Cancellation
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
1 hour • Free Cancellation
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
1 hour • Free Cancellation
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
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$450

Frequently Asked Questions

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

Recent activity reviews
Maui trip
New York City
Luxury Helicopter Experience with Hana Rainforest Landing
O2307GHsheilan, Sep 2026
Maui trip
It was an incredible experience. Pilot was great, would do it again
Read more
Great excursion
New York City
Small-Group Luxury Tour: Road to Hana and Ka’eleku Cavern Day Trip
E6673QUjamesm, Sep 2026
Great excursion
Randy was great. I would highly recommend him.
Read more
Helicopter cancelled, they saved the day
New York City
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
mitchels665, Sep 2026
Helicopter cancelled, they saved the day
They saved the day after helicopters cancelled on us. Grateful for the last minute booking acceptance and excellent service. Also amazed by how smooth the ride was.
Read more
Spectacular Maui Tour!
New York City
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
Voyager65686953581, Sep 2026
Spectacular Maui Tour!
Spectacular day in the air! Couldn’t possibly recommend more! Would give it 10 stars if I could!
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
Randy made this whole experience excellent
New York City
Small-Group Road to Hana Luxury Tour
174brittanib, Sep 2026
Randy made this whole experience excellent
Randy is truly an incredible guide dedicated to making this an excellent experience, and very knowledgeable on places you can’t miss and hidden gems. If you want to see the road to Hana this is the tour you want!
Read more
Molokai Tour
New York City
Deluxe Helicopter Tour of Molokai and Maui
Tammy_N, Sep 2026
Molokai Tour
Pilot was very nice. Explained safety procedures first. Once in the air he gave us information about Maui and Molokai. We were able to see places we wouldn't be able to see by car. Overall a wonderful experience. Would recommend to anyone seeking a little adventure and endless photo opportunities.
Read more
Thank you, Nick!
New York City
Private Road to Hana Tour with Pickup
Cary_A, Sep 2026
Thank you, Nick!
Nick was a great guide! My husband and I had the best day exploring the journey to and from Hana. We learned so much about the island and are so glad we spent the day on this tour!
Read more
Best experience of our trip to Maui
New York City
Deluxe Helicopter Tour of Molokai and Maui
Moustapha_G, Aug 2026
Best experience of our trip to Maui
We had an absolutely fantastic experience with Maverick Helicopters and couldn’t be happier with our choice.Our pilot, John, was outstanding. He was extremely professional, knowledgeable, and gave us a lot of interesting information throughout the flight. What we really appreciated was that he never made the experience feel rushed — he took the time to make sure we could properly enjoy and see all the incredible scenery along the way.Our original flight had to be rescheduled because of poor weather, and we actually really appreciated the fact that the team prioritized safety rather than trying to operate in less-than-ideal conditions. Jules at the front desk was excellent and quickly found us a great alternative for the following day. Everything was handled smoothly and professionally.The next day, the weather was perfect and the flight was simply unforgettable.To make the experience even more special, at the end of the tour the General Manager had a lovely surprise for our son, who was celebrating his 10th birthday. It was such a thoughtful gesture and really meant a lot to us.From beginning to end, the level of customer service was exceptional. Everyone we dealt with was friendly, professional and genuinely seemed to care about making the experience memorable.We had read all the extremely positive reviews before booking and, after experiencing Maverick ourselves, we can honestly say they are not exaggerated at all.A huge thank you to John, Jules and the whole Maverick team. We are so glad we chose you and would recommend this experience without hesitation.
Read more
Amazing Experience
New York City
Luxury Helicopter Experience with Hana Rainforest Landing
Rachel_S, Aug 2026
Amazing Experience
John was our pilot and he was great! We did the Hana rainforest ride and landed in a rain forest, It reminded of Jurassic Park. In fact we flew over Jurassic rock from the opening of the movie. Amazing experience!
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
Great day
New York City
Small-Group Road to Hana Luxury Tour
Connector49352186643, Aug 2026
Great day
Great trip. Randy was a terrific guide. Perfect amount of time at each of three stops as well as excellent breakfast and lunch.
Read more
Amazing experience!
New York City
Hana Rainforest and Haleakala Crater Helicopter Tour
L9789AWkarenf, Aug 2026
Amazing experience!
Excellent experience! Drew our pilot was amazing and very informative on surrounding area.
Read more
Best Experience in Maui!
New York City
West Maui and Molokai Special 45-Minute Helicopter Tour
V1552TRmarilynb, Aug 2026
Best Experience in Maui!
It was a great experience! They definitely made it very safe and enjoyable!
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
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