Maui Luxury & Special Occasions

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Maui Activities

Attractions

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Haleakala Volcano Slingshot Tour from Lahaina
5.0 (18)

Haleakala Volcano Slingshot Tour from Lahaina

Experience the thrill of driving a Polaris Slingshot as you traverse the winding roads to the top of the magnificent 10,000 foot Haleakala Volcano. Soak...

1 day • Free Cancellation
1 day • Free Cancellation
1 day • Free Cancellation
5.0 (18)
from
$577
Deluxe Road to Hana Rainforest and Waterfall Experience from Maui
5.0 (16)

Deluxe Road to Hana Rainforest and Waterfall Experience from Maui

Behind every curve, discover a new surprise. Miles of lush tropical rainforests, beautiful waterfalls at every turn of the road leading to Hana, narrow one-lane...

10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$226
Maui Vanilla Farm Private Tour
Likely to Sell Out
Likely to Sell Out
5.0 (14)

Maui Vanilla Farm Private Tour

Discover the sweet world of vanilla. Enjoy a delightful journey through the farm, learning about the vanilla cultivation process while savoring homemade vanilla limeade and...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (14)
from
$750
Open-Air! Best of Road to Hana Jungle Adventure Tour! (6 Hours)
5.0 (16)

Open-Air! Best of Road to Hana Jungle Adventure Tour! (6 Hours)

Experience the best of the Road to Hāna without the grind on this 6-hour open-air jungle adventure, designed to be exciting, comfortable, and family-friendly. Travel...

6 hours • Free Cancellation
6 hours • Free Cancellation
6 hours • Free Cancellation
5.0 (16)
from
$199
Whalewatch Sail from Lahaina
4.8 (85)

Whalewatch Sail from Lahaina

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (85)
from
$112
Maui Tour : Road to Hana Day Trip from Lahaina with Pick-up
Likely to Sell Out
Likely to Sell Out
4.5 (50)

Maui Tour : Road to Hana Day Trip from Lahaina with Pick-up

This is a full day experience which will take you to the longest coastal scenic route in the world with 54 miles of scenic route....

9 to 10 hours • Hotel pickup offered
9 to 10 hours • Hotel pickup offered
9 to 10 hours • Hotel pickup offered
4.5 (50)
from
$230
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
4.8 (90)

1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle

The First Beautiful "WATERFALL" On The Road To Hana! Jungle chocolate tour & Royal Historical Sites "Voted Best Of Maui, "The Kings Gardens Maui" *...

2 hours
2 hours
2 hours
4.8 (90)
from
$140
Maui Loop Road to Hana Self-Guided GPS Audio Driving Tour
4.7 (36)

Maui Loop Road to Hana Self-Guided GPS Audio Driving Tour

Experience the full Road to Hana loop at your own pace on a self-guided GPS audio driving tour through waterfalls, rainforest, black sand beaches, coastal...

12 to 14 hours • Free Cancellation
12 to 14 hours • Free Cancellation
12 to 14 hours • Free Cancellation
4.7 (36)
from
$20
Private Best Highlights of Maui
Likely to Sell Out
Likely to Sell Out
4.8 (6)

Private Best Highlights of Maui

PRIVATE TOUR – Price is per vehicle (up to 6 passengers) Cruise ship–friendly tour with pickup from Kahului Port. Departure times are 8:30 AM and...

3 to 4 hours • Hotel pickup offered
3 to 4 hours • Hotel pickup offered
3 to 4 hours • Hotel pickup offered
4.8 (6)
from
$620
Full-Day Road to Hana and Waterfall Tour
Likely to Sell Out
Likely to Sell Out
5.0 (15)

Full-Day Road to Hana and Waterfall Tour

I am a NAI certified guide with over 300 sunrises on Haleakala and 200 loops around Hana. My Father-in-law is John Keanaaina Hoku award winning...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$244
Road To Hana Tour with GO PRO 13 Videography
Likely to Sell Out
Likely to Sell Out
5.0 (9)

Road To Hana Tour with GO PRO 13 Videography

Excitement, Adrenalin, Refreshing Waterfalls, and mesmerizing cliffside views. Everything about our road to Hana adventure is epic, personalized, photographed, videographed, and unforgettable. We’ll take you...

6 to 9 hours • Free Cancellation
6 to 9 hours • Free Cancellation
6 to 9 hours • Free Cancellation
5.0 (9)
from
$228
Maui Snorkel and Sunset Sail
4.8 (13)

Maui Snorkel and Sunset Sail

Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together for the perfect day on the water! Whether you’re snorkeling or...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.8 (13)
from
$130
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
Turtle Town Sunset Kayak & Snorkel: Wailea
Likely to Sell Out
Likely to Sell Out
5.0 (5)

Turtle Town Sunset Kayak & Snorkel: Wailea

Golden hour in Maui is something you’ll never forget. Kayak the coastline, snorkel with sea turtles, and watch for whales as the sun sets. Experience...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$119
Private Road to Hana Tour
5.0 (64)

Private Road to Hana Tour

We take you places the large tour companies don't for an unforgettable experience driving around Haleakala Volcano through the rainforest of East Maui with a...

9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (64)
from
$340
Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level
4.5 (58)

Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level

A more affordable option to our often sold out sunrise tour, the Pre-Dawn tour offers the same beautiful colors of the sunrise from the outside...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.5 (58)
from
$165

Frequently Asked Questions

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

Recent activity reviews
Who knew anything about vanilla?
New York City
Maui Vanilla Farm Private Tour
C2209LWjohnm, Aug 2026
Who knew anything about vanilla?
What a treat! Something so simple but so informative! If you like to learn new things and can spare a few minutes go check it out.
Read more
Excellent experience....
New York City
Maui Snorkel and Sunset Sail
Mahmood_M, Aug 2026
Excellent experience....
Excellent experience. Snorkeling was for all levels of swimmer: starter, intermittent and experienced. We were able to see turtles, golden eels and lots of different fishes. Sunset was amazing.
Read more
Is Frank Herbert’s spice actually vanilla?
New York City
Maui Vanilla Farm Private Tour
shanannh2026, Aug 2026
Is Frank Herbert’s spice actually vanilla?
Wow, what a lovely experience. The size of our tour reminded me of dining car dinners on a train trip; how exciting to be engaged with other travelers in a way that feels like we’re really together on a disparate journey.The level of inspiration+fun is via culinary extravaganza, research, trial and error, biology, joy, hard work, creativity, love & … I can’t tell you too much because you’ll be immersed in the wonders for yourself!
Read more
Snorkeling with turtles and BBQ dinner
New York City
Maui Snorkel and Sunset Sail
500michelem, Aug 2026
Snorkeling with turtles and BBQ dinner
Beautiful tour in a magnificent place. The bay where we went snorkeling was beautiful, the boat very clean and the food in line with expectations. Captain and crew were super welcoming, with lots of explanations, and they made it an excellent boat trip.
Read more
Glorious!
New York City
Deluxe Road to Hana Rainforest and Waterfall Experience from Maui
sandym324, Jul 2026
Glorious!
This tour was remarkable. Such beautiful sights to see and Im glad we left the driving to someone else. That windy road would have prevented me from seeing the sights and I wouldn't have been able to take my eyes off the road. Loved the waterfalls and rainbow eucalyptus trees. It was a log tour but worth every minute.
Read more
Leap was an excellent...
New York City
Maui Tour : Road to Hana Day Trip from Lahaina with Pick-up
VALORIE_H, Jul 2026
Leap was an excellent...
Lepa was an excellent guide. We loved her stories and her willingness to get in as much as possible. Thank you for a great, fun day!!!
Read more
I recommend
New York City
Private Best Highlights of Maui
biztravel61, Jul 2026
I recommend
We had excellent tour. Jess was informative and friendly.
Read more
Amazing experience ! Would do it again!
New York City
Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level
shellym2016, Jul 2026
Amazing experience ! Would do it again!
Great experience!!! We enjoyed the variety of terrain and especially the views!! Joe & Nani are full of knowledge & information about the area. We loved our breakfast stop Makawao too! Overall it was a 10/10 experience!
Read more
Good fun morning out. Fun...
New York City
Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level
Gordon_N, Jul 2026
Good fun morning out. Fun...
Good fun morning out. Fun guides who were there to make sure you enjoyed yourself. Bikes look ropey but turn out to be way faster (more fun!!) than the fancy looking bikes that other operators are using.
Read more
Do it!
New York City
Maui Tour : Road to Hana Day Trip from Lahaina with Pick-up
iselvictoria, Jun 2026
Do it!
Long but worth it. Good stops.(waterfall, park, vegan ice cream, island banana bread and shaved ice). Scenery amazing.
Read more
Private Half Day Maui Tour
New York City
Island of Maui Customized Half Day Tour
Ryan_W, Jun 2026
Private Half Day Maui Tour
Shelby was great, we did the half day tour and she made sure to pack in as many sites and activities as we could! She made things easy and customized the tour based on our preferences/what we wanted to do. We were able to explore the lava fields, South Maui, Oneuli Beach, and the inland waterfalls. We even got to see some neat wildlife along the way as well. Would highly recommend for anyone staying in Maui looking for a customized tour of the island!
Read more
An unexpected gem.
New York City
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
FarAway61967531416, Jun 2026
An unexpected gem.
Jojos makes this trip informative and interesting. We did not know what to expect but had a wonderful time. He really looks after you.
Read more
Breathtaking
New York City
Deluxe Road to Hana Rainforest and Waterfall Experience from Maui
726charmainee, May 2026
Breathtaking
Absolutely breathtaking experience.
Read more
Lave and seals and waterfalls!! Oh my!!
New York City
Island of Maui Customized Half Day Tour
Wendy_B, May 2026
Lave and seals and waterfalls!! Oh my!!
This tour was hands down, the best we’ve experienced in a long time. Shelby listened and took us to the places we wouldn’t have been otherwise. Off the beaten path and into the lava fields. We saw sea turtles, a monk seal (it was huge!). Then on to the bamboo forest for a hike. We crossed a fast flowing river on our way to see the waterfalls. Amazing isn’t enough. Shelby was knowledgeable and so sweet to entertain us and keep us busy. Time well spent. Money well spent. Perfection. Thank you Cool Hawaii and thank you Shelby.
Read more
Waterfalls
New York City
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
Suzi_F, Apr 2026
Waterfalls
Jojo was engaging, informative and the pace was perfect. The chocolate samples were varied with great explanations about each kind.
Read more
Accommodating & reputable
New York City
Full-Day Road to Hana and Waterfall Tour
Climber657467, Apr 2026
Accommodating & reputable
We scheduled a half day to Hana & the Haleakala Crater sunset tour with Erik. He was very informative about the tour & was able to fit me in a few weeks before the tour. Unfortunately, we had to cancel our trip to Hawaii at the last minute & Erik was very understanding & immediately refunded me the full amount of the tour. When we get the opportunity to return to Hawaii I will definitely rebook with Erik again!
Read more
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