Maui Luxury & Special Occasions

247 Results
Sort by:
Price (Low to High)
Filter
Languages Clear
Time of Day Clear
217
102
44
Duration Clear
21
93
154
5
1
Price Clear
$0 $500+
Rating Clear
184
227
230
Specials Clear
220
67
6
102
17
Features Clear
81
125
191
5
132
73
Accessibility Clear
21
97
198
Families Clear
122
93
49

Maui Activities

Attractions

Guides

Calendar

Doors Off West Maui and Molokai 45 minute Helicopter Tour
4.9 (512)

Doors Off West Maui and Molokai 45 minute Helicopter Tour

Come and experience the only doors-off helicopter tour on Maui! Enjoy the thrill of this ride, feel the exhilaration of the wind in your hair,...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.9 (512)
from
$452
Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!
5.0 (239)

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
80 to 90 minutes • Free Cancellation
80 to 90 minutes • Free Cancellation
5.0 (239)
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
4 hours • Hotel pickup offered
4 hours • Hotel pickup offered
from
$457
West Maui and Molokai with Oceanfront Landing Helicopter Tour
4.9 (80)

West Maui and Molokai with Oceanfront Landing Helicopter Tour

Soar over the west Maui rainforest and the north shore of Molokaʻi to view the sea cliffs and waterfalls. Head back over West maui to...

1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
4.9 (80)
from
$472
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
8 hours • Free Cancellation
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
8 hours • Free Cancellation
8 hours • Free Cancellation
5.0 (4)
from
$496
Waterfalls of West Maui and Molokai Helicopter Tour
Likely to Sell Out
Likely to Sell Out
4.9 (24)

Waterfalls of West Maui and Molokai Helicopter Tour

Explore deep, meandering valleys set in the rainforest of the ancient West Maui Mountains. Knife-edged ridges with mist-shrouded peaks separate the spectacular valleys that give...

50 minutes • Free Cancellation
50 minutes • Free Cancellation
50 minutes • Free Cancellation
4.9 (24)
from
$499
Hana Rainforest Scenic Helicopter Tour
5.0 (3)

Hana Rainforest Scenic Helicopter Tour

A wonderful exploration of some of the most popular points of interest on the North Shore and East side island including Paia and Maui's famous...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
5.0 (3)
from
$499
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
9 hours • Hotel pickup offered • Free Cancellation
9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$500
Complete Island 60-Minute Helicopter Tour
4.8 (191)

Complete Island 60-Minute Helicopter Tour

Fly over the stunning sights of East and West Maui. This exciting flight takes you to the North East rim of the Haleakala dormant volcano...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.8 (191)
from
$513
West Maui and Molokai 60-Minute Helicopter Tour
4.8 (73)

West Maui and Molokai 60-Minute Helicopter Tour

Discover the beauty of the West Maui Mountains and travel back in time to Old Hawaii on exciting 60-minute Maui helicopter tours. Don't miss your...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.8 (73)
from
$513
Maui Haleakala Volcano Summit Slingshot Tour from Kihei
5.0 (1)

Maui Haleakala Volcano Summit Slingshot Tour from Kihei

Embark on an unforgettable adventure with our Maui Haleakala Volcano Summit Slingshot Tour from Kihei! Feel the thrill as you drive the powerful and fun...

1 day • Free Cancellation
1 day • Free Cancellation
1 day • Free Cancellation
5.0 (1)
from
$524
Private Road To Hana Tour with Professional Photos Included
5.0 (19)

Private Road To Hana Tour with Professional Photos Included

Not only will you get professional photos and videos, but you will get a guide who wants to show you the real jungle. Get past...

8 to 10 hours • Free Cancellation
8 to 10 hours • Free Cancellation
8 to 10 hours • Free Cancellation
5.0 (19)
from
$525
Hawaiian Odyssey: Maui, Molokai & Lanai Scenic Helicopter Tour
5.0 (13)

Hawaiian Odyssey: Maui, Molokai & Lanai Scenic Helicopter Tour

Explore the natural beauty of the Hawaiian Islands on a 3-island aerial adventure over Maui, Molokai and Lanai. Experience breathtaking views of West Maui and...

1 hour 5 minutes
1 hour 5 minutes
1 hour 5 minutes
5.0 (13)
from
$529
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
5.0 (813)

Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!

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

80 to 90 minutes • Free Cancellation
80 to 90 minutes • Free Cancellation
80 to 90 minutes • Free Cancellation
5.0 (813)
from
$536
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
5.0 (6)

The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and...

1 day • Free Cancellation
1 day • Free Cancellation
1 day • Free Cancellation
5.0 (6)
from
$541

Frequently Asked Questions

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

Recent activity reviews
Amazing!
New York City
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
Scribbleink, Aug 2026
Amazing!
This was one of the best experiences for my parents and me. Unforgettable! Eric was so helpful and informative. So many pictures to get memories. We loved it and highly recommend it.
Read more
Euphoric!!!
New York City
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
leekV6868SV, Aug 2026
Euphoric!!!
Exceeded our expectations and the pilot was fantastic!
Read more
MUST DO MUST DO
New York City
Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!
C8251BTjenniferr, Aug 2026
MUST DO MUST DO
The flight was an amazing unforgettable experience a must do
Read more
Epic!!!!!!!!!
New York City
Maui Circle Island-PRIVATE-Air Tour for 2-5: Waterfalls & Lava!
katiehJ3403FL, Aug 2026
Epic!!!!!!!!!
Our pilot/guide was exceptional!! What an EPIC experience!!
Read more
Thrilling Ride
New York City
Doors Off West Maui and Molokai 45 minute Helicopter Tour
Pete_S, Jul 2026
Thrilling Ride
Thrilling adventure with knowledgeable pilot. Cameron gave us a lot of valuable local information. If you’re going to do a helicopter. Tour, I highly recommend the doors off. Unreal visibility and it takes the experience to a whole new level!
Read more
Uplifting trip with...
New York City
Doors Off West Maui and Molokai 45 minute Helicopter Tour
Mary_R, Jul 2026
Uplifting trip with...
Uplifting trip with Nathan. Loved every minute. The staff was all skilled and professional. Would highly recommend them.
Read more
Awesome Air Tour of Malakai and Maui
New York City
West Maui and Molokai 60-Minute Helicopter Tour
BrianSerbin, Jul 2026
Awesome Air Tour of Malakai and Maui
Great way to see parts of Maui you can’t see from the road. And the air tour of Molokai was spectacular! Our polite was informative and funny as well. Very happy with our tour and Air Maui.
Read more
Blue Hawaiian helicopter tour of Maui & Molokai
New York City
Waterfalls of West Maui and Molokai Helicopter Tour
Lynn_M, Jul 2026
Blue Hawaiian helicopter tour of Maui & Molokai
Beautiful and educational Pilot Pete was very knowledgeable! And a very smooth helicopter pilot for us!
Read more
A stress free trip to Hāna and the backside.
New York City
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
K4083WMericw, Jun 2026
A stress free trip to Hāna and the backside.
My wife and I went on the road to Hāna ultimate trip which included returning via the backside. Eugene is a small business owner, who was great. He is extremely knowledgeable. The trip is customized to your likes and speed. You get to go to places that larger vans don’t go to. I’m glad I did not drive the roads myself. Lots of hairpin turns, single lane roads and bridges. You get to sit back and enjoy the scenery rather than focus on driving. Eugene knew that the backside road would be closed while they worked on shoring up the cliffs and that it wouldn’t open until the afternoon, so he planned the trip accordingly. A sign also said local traffic only.
Read more
Beautiful scenery!
New York City
West Maui and Molokai 60-Minute Helicopter Tour
Angela_B, Jun 2026
Beautiful scenery!
Drew. the pilot, was very kind to our family of 5 and gave us some very interesting facts about the islands during our flight time! It was definitely the highlight of our trip to Hawaii, and an unforgettable experience! We’re so happy we booked it !
Read more
Amazing
New York City
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
223rafayelz, Jun 2026
Amazing
Our tour with Ohana Tours Maui was one of the highlights of our trip. Nick was fantastic—friendly, personable, and full of great stories and insights about the island. He made every stop memorable and was always happy to answer questions. If you’re looking for a memorable Maui experience, I highly recommend Ohana Tours Maui and guide Nick!
Read more
Best day trip for 2 in Maui
New York City
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
Shaun_M, Jun 2026
Best day trip for 2 in Maui
Amazing experience! 10/10! The views were pristine! So much fun to drive! Renting the slingshot was the highlight of our trip!
Read more
Awesome experience and...
New York City
Complete Island 60-Minute Helicopter Tour
Rodney_G, Jun 2026
Awesome experience and...
Awesome experience and beautiful scenery. Pilot was great pointing everything out and ensuring everyone on both sides could take photos. Would do it again!!
Read more
Book it!
New York City
Complete Island 60-Minute Helicopter Tour
Micaela_M, May 2026
Book it!
Book. It. We did so many excursions here in Maui and this was by far our favorite. The views were impeccable, our pilot Kirk was also amazing!
Read more
great help ride
New York City
Waterfalls of West Maui and Molokai Helicopter Tour
ken_m, May 2026
great help ride
the pilot was very informative, scenery was great. we got to see canyons and cliffs from different perspectives. seeing The reef made us want to visit to snorkel
Read more
Helicopter Ride 10/10
New York City
West Maui and Molokai with Oceanfront Landing Helicopter Tour
Michael_G, May 2026
Helicopter Ride 10/10
Kirk was an amazing pilot! He was so knowledgeable and made sure to include everyone in the ride. This is a must do in Maui, the views are unbeatable. Definitely recommend, especially Kirk! Everyone at the front was also very kind and helpful.
Read more
Maui Activities
Attractions
Guides
Calendar
View more
View more
Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

We Make It Easy!

Gather your information

Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Hawaii promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

Sorting, ranking, and search results

Activity name

Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Cool Support

Ask us anything!

Activity name

Cool Robot