Maui Luxury & Special Occasions

247 Results
Sort by:
Traveler Rating
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

Maui Turtle Snorkel & Sail with Lunch & Open Bar
4.8 (41)

Maui Turtle Snorkel & Sail with Lunch & Open Bar

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (41)
from
$122
Fun & Affordable! West Maui Open-Air Sightseeing Tour!
4.9 (40)

Fun & Affordable! West Maui Open-Air Sightseeing Tour!

Hop aboard one of our breezy open-air vehicle for an adventurous sight-seeing ride through West Maui’s most iconic spots. Starting from the Kāʻanapali Resort area,...

1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
4.9 (40)
from
$59
Private Road to Hana Maui Open-Air Jeep Tour
5.0 (40)

Private Road to Hana Maui Open-Air Jeep Tour

Embark on an unforgettable journey along the iconic Road to Hana in our open-air Jeeps, where adventure meets luxury! Experience the breathtaking beauty of Maui's...

7 to 8 hours • Hotel pickup offered • Free Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (40)
from
$1,399
Ultimate Maui Whale Watch Snorkel Tour
Likely to Sell Out
Likely to Sell Out
5.0 (38)

Ultimate Maui Whale Watch Snorkel Tour

We at Aloha Kayaks Maui take great pride in extending our very best 5-star service to each guest that joins our tours. We are LOCALLY...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (38)
from
$135
Shore Excursion: Haleakala Sunrise Tour for Pride of America Passengers
4.8 (36)

Shore Excursion: Haleakala Sunrise Tour for Pride of America Passengers

Once-in-a-lifetime may be the only way to describe watching the sun slowly rise over Haleakala National Park and spill over onto the beautiful island of...

8 hours • Free Cancellation
8 hours • Free Cancellation
8 hours • Free Cancellation
4.8 (36)
from
$264
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
4.8 (33)

Four Winds Maui Afternoon Snorkel Tour to Coral Gardens

Our afternoon Maui snorkel tour on the Four Winds goes to Coral Gardens (or Molokini Crater; location is weather dependent). This tour is a lighter...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.8 (33)
from
$143
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 • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.9 (33)
from
$310
Famous Road to Hana Waterfalls, Black Sand Beach Tour with Lunch
Likely to Sell Out
Likely to Sell Out
5.0 (32)

Famous Road to Hana Waterfalls, Black Sand Beach Tour with Lunch

Small group up to 14 passengers in a Luxury, Air-Conditioned Mercedes Benz Sprinter van. Guided and narrated by a professional, highly knowledgeable chauffeurs with deep...

8 to 9 hours • Hotel pickup offered • Free Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (32)
from
$260
Akialoa Mā’alaea Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (32)

Akialoa Mā’alaea Sunset Sail

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (32)
from
$108
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
Paragon Lahaina Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (30)

Paragon Lahaina Sunset Sail

Join us aboard our flagship sailing catamaran, Paragon, for an unforgettable Maui sunset sail from Lahaina Harbor. Enjoy the afternoon hours at sea in the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (30)
from
$102
Morning Whale Watch: Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
4.9 (29)

Morning Whale Watch: Lahaina Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (29)
from
$100
Haleakala's Best Sunset Tour with Dinner
Likely to Sell Out
Likely to Sell Out
4.8 (25)

Haleakala's Best Sunset Tour with Dinner

One of the very best places to view a sunset on Maui is atop the 10,000 ft. summit of Haleakala and our sensational Sunset Tour...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
4.8 (25)
from
$314
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
Shore Excursion: Road To Hāna Tour for Pride Of America Passengers
4.8 (23)

Shore Excursion: Road To Hāna Tour for Pride Of America Passengers

With over 20 years of experience and expert, NAI certified guides, no one is more qualified to lead you through Maui’s Road to Hana than...

9 to 10 hours • Free Cancellation
9 to 10 hours • Free Cancellation
9 to 10 hours • Free Cancellation
4.8 (23)
from
$294
Emountain Bike Tour Maui | Experience Tour – Private Ranch
5.0 (22)

Emountain Bike Tour Maui | Experience Tour – Private Ranch

Exclusive E-mountain bike tour on a private ranch, in Wailea. The Experience Tour is designed for beginner riders who already know how to ride a...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (22)
from
$260

Frequently Asked Questions

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

Recent activity reviews
Awesome
New York City
Akialoa Mā’alaea Sunset Sail
D_G, Sep 2026
Awesome
Our sailing trip was truly unforgettable. The breathtaking views made every moment special, and the exceptional customer service added a personal touch that enhanced our experience. The serene atmosphere allowed us to fully relax and enjoy the beauty of the surroundings. We would absolutely do it again and highly recommend it to anyone looking for a peaceful getaway on the water!
Read more
Great vibes,...
New York City
Akialoa Mā’alaea Sunset Sail
John_B, Sep 2026
Great vibes,...
Great vibes, drinks/snacks, and crew! Crew was very welcoming and responsive during the entire trip. Would definitely do again!
Read more
Highly Recommend
New York City
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
Dot_S, Sep 2026
Highly Recommend
What a great excursion. Not only did we see tons and tons of fish, but the crew was truly exceptional. They were all very knowledgeable and helpful with anything you might need. The food was amazing. Great fish and pork tacos with all the trimmings along with hotdogs. I would absolutely recommend this if you wanna have a good time with a fantastic crew!!
Read more
Great Sunset Cruise
New York City
Paragon Lahaina Sunset Sail
debetta2, Sep 2026
Great Sunset Cruise
The meeting spot was a parking lot, which was fine. The cruise was excellent. The crew made the cruise that much better, they were awesome and couldn't do enough to help everyone. The food was good and the drinks were great.
Read more
Magical Maui tour
New York City
Private Road to Hana Maui Open-Air Jeep Tour
naomifR1588LE, Sep 2026
Magical Maui tour
We did two tours with Vicente, and it were the best tour experiences we ever had.Vicente shared history, background information and fun facts during the tour with us. He showed us all kinds of flowers and plants while passing by on the road to Hana. He knows where are delicious lunch and dinner places. He is super professional, thoughtful in every way and a fantastic, versed driver. We felt welcomed, safe and in good hands all time.
Read more
Getting Back to Lahaina
New York City
Paragon Lahaina Sunset Sail
turnbullstudios, Aug 2026
Getting Back to Lahaina
The trip was amazing and so fun to share with other locals. Thank you Maui Sail for giving back to the community and launching the boats out of Lahaina Harbor. It was an emotional trip. Mahalo Nui Loa.
Read more
Big smiles all day!
New York City
Emountain Bike Tour Maui | Experience Tour – Private Ranch
wavecarver, Aug 2026
Big smiles all day!
Had such a fun time exploring the trails and seeing the views. The e-bikes made it as easy or as hard as you like. Never encountered anyone else on the ride which made it feel very special and private. And the banana bread…yum!! Highly recommended!
Read more
See a part of Maui most people never see
New York City
Emountain Bike Tour Maui | Experience Tour – Private Ranch
happyonmaui, Aug 2026
See a part of Maui most people never see
I am still smiling ear to ear! This tour was SO much fun. I felt like a kid again! Aside from the fun and exhilaration of riding an e-bike, the landscapes and views along the ride are completely breathtaking. The mountain bikes and equipment are top of the line and well maintained. The guides are friendly and supportive of riders of all different skill levels and ages. I think what sets this tour apart is that it gives you access to an area of Maui that most people never see. I definitely recommend this tour…. I can’t wait until I can go again!
Read more
Great time
New York City
Maui Turtle Snorkel & Sail with Lunch & Open Bar
lindsaycU7675QC, Aug 2026
Great time
Excellent experience! The crew was great
Read more
Sunset tour gets back...
New York City
Haleakala’s Best Sunset Tour with Dinner
Sophia_K, Aug 2026
Sunset tour gets back...
Sunset tour gets back little late but great experience. The views and scenery amazing throughout . Enough stops for restroom and food/snacks. Our tour guide Mike was extremely knowledgeable of history of Hawaii especially Maui and the volcano.
Read more
Haleakala Sunsets Rock!
New York City
Haleakala’s Best Sunset Tour with Dinner
milap601, Aug 2026
Haleakala Sunsets Rock!
See all the beautiful colors without getting up at 2 AM! Michael was a wonderful guide who was truly passionate about Haleakala National Park. The views on the way up are spectacular and not driving allowed us all the ability to enjoy them. The sunset was amazing but what we most enjoyed was seeing the stars. Breathtaking! It was nice having a choice from a menu for dinner. Also, there were plenty of bathroom spots. Getting a chance to talk to the Menehune was fun.
Read more
A great afternoon activity.
New York City
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
NCfamilytraveler, Aug 2026
A great afternoon activity.
If you are not an early-morning person, then book this shorter afternoon tour instead.The boat was clean. The crew was friendly and helpful.The non-swimmers enjoyed seeing fish through the glass panels at the bottom of the boat.The taco bar was delicious.
Read more
Highlight of Maui!
New York City
Shore Excursion: Haleakala Sunrise Tour for Pride of America Passengers
Jennifer_R, Aug 2026
Highlight of Maui!
Picks you up right at the port! The sunrise was gorgeous! Crew brought fleece lined ponchos and ginger chews. Breakfast was at cafe o’lie tropical plantation - we had the macadamia pancakes - 10/10. Then dropped off at the port.
Read more
Sunrise Spectacular
New York City
Shore Excursion: Haleakala Sunrise Tour for Pride of America Passengers
carlasT4551DW, Aug 2026
Sunrise Spectacular
So worth getting up at 2 am for this excursion! Our guide was excellent and got us there an hour before sunrise so that we had a great viewing position. The pre-dawn moon and stars were beautiful. The sunrise was just spectacular. We had a delicious breakfast following our drive down the volcano. A great 6 hours. Should not be missed.
Read more
GREAT EXPERIENCE!!!
New York City
Maui Turtle Snorkel & Sail with Lunch & Open Bar
U6239KDmelissam, Jul 2026
GREAT EXPERIENCE!!!
On time meetup, attentive team, good food, decent drinks and beautiful spots for snorkeling. Boat is a perfect size for families and couples.
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
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