Maui Luxury & Special Occasions

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Maui Activities

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Halfway Road to Hana - Small Group - Taste of Hana and Waterfalls
4.6 (21)

Halfway Road to Hana - Small Group - Taste of Hana and Waterfalls

Travel in comfort aboard our 2025 Mercedes-Benz Sprinter van on this Halfway Road to Hana tour, ideal for guests who want a shorter, relaxed experience...

6 to 7 hours • Hotel pickup offered • Free Cancellation
6 to 7 hours • Hotel pickup offered • Free Cancellation
6 to 7 hours • Hotel pickup offered • Free Cancellation
4.6 (21)
from
$199
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
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
4.9 (53)

Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)

Your Most Awesome Maui Day is just a Click Away! Enjoy this Spectacular, Once-in-a-Lifetime, Award Winning Private Air Tour! Your Private Cabin Safely, Smoothly and...

30 minutes • Free Cancellation
30 minutes • Free Cancellation
30 minutes • Free Cancellation
4.9 (53)
from
$280
Honolua Snorkel Sail from Lahaina
5.0 (58)

Honolua Snorkel Sail from Lahaina

Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Marine Life Conservation District. Along the way,...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (58)
from
$181
Authentic Taste of Maui
4.8 (55)

Authentic Taste of Maui

Get your Taste buds ready!  This tour is a food lover's heaven! In a luxury air-conditioned van you will visit six authentic food locations, sample...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.8 (55)
from
$260
Maui Private Tour - Road to Hana Adventure - Just for Your Group
4.9 (175)

Maui Private Tour - Road to Hana Adventure - Just for Your Group

After booking the tour if you want to start later, we can arrange a later time. If you, your family and friends would like to...

8 to 9 hours • Hotel pickup offered
8 to 9 hours • Hotel pickup offered
8 to 9 hours • Hotel pickup offered
4.9 (175)
from
$1,599
Shore Excursion of Maui
4.9 (17)

Shore Excursion of Maui

Visit the world famous road to Hana with local tour guides from Maui that offer a unique perspective into local and native culture. Ranked one...

8 to 11 hours • Free Cancellation
8 to 11 hours • Free Cancellation
8 to 11 hours • Free Cancellation
4.9 (17)
from
$220
Road to Hana Full Day Tour with A Guide
Likely to Sell Out
Likely to Sell Out
4.8 (22)

Road to Hana Full Day Tour with A Guide

Experience the breathtaking Road to Hana like never before with Maui's best! Our expert guides will take you on an unforgettable journey, showcasing the very...

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
4.8 (22)
from
$999
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
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
Maui Tour : Road to Hana Day Trip from Kahului Lunch, Water, Chip
4.7 (145)

Maui Tour : Road to Hana Day Trip from Kahului Lunch, Water, Chip

This is what everyone from the world comes to Hawaii to see. 64 miles of undisturbed longest coastal scenic route in the world. With 640...

7 to 8 hours
7 to 8 hours
7 to 8 hours
4.7 (145)
from
$200
Cruise Ship Shore Excursion: Kahului Heavenly Hana Tour
4.7 (52)

Cruise Ship Shore Excursion: Kahului Heavenly Hana Tour

Take the journey of a lifetime to East Maui as you take the Road to Hana. This full-day Maui cruise excursion allows you to discover...

8 hours 30 minutes • Free Cancellation
8 hours 30 minutes • Free Cancellation
8 hours 30 minutes • Free Cancellation
4.7 (52)
from
$242
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
Self-Guided Audio Driving Tour in Maui
4.7 (38)

Self-Guided Audio Driving Tour in Maui

Don't miss a thing on GuideAlong's Maui Audio Driving Tour, a complete self-guided experience across Hawaii’s “Valley Isle.” Explore the Road to Hana, Haleakala, Iao...

15 to 24 hours • Free Cancellation
15 to 24 hours • Free Cancellation
15 to 24 hours • Free Cancellation
4.7 (38)
from
$30
Kayak and Snorkeling Tour-Olowalu Maui
5.0 (19)

Kayak and Snorkeling Tour-Olowalu Maui

Gabriel's Ohana prides itself in offering a more personal and hospitality driven adventure. Parties of 10 or less! NO TIME LIMIT! Escape the crowds and...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (19)
from
$139
Maui Hi Flying Dress Private Photoshoot Experience
5.0 (18)

Maui Hi Flying Dress Private Photoshoot Experience

Aloha! If you're looking for an incredible experience and fabulous photography, look no further than the Hi Flying Dress Photoshoot Experience. We are Maui's first...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (18)
from
$895

Frequently Asked Questions

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

Recent activity reviews
The Best!!
New York City
Road to Hana Full Day Tour with A Guide
Allison_M, Sep 2026
The Best!!
Absolutely perfect...truly the only way to describe our full road to Hana day, with Derrick, and Maui Sunset Adventures. We were delayed getting into Maui by a day and a half, so our first full day on island was our Hana tour, and I cannot say enough about how wonderful it was. My husband, and three grown kids (25, 21, and 18) all had the best day. We saw all the "usual" spots, and a few off the beaten path ;). We got so many stories, and history lessons, and all around great conversation for the almost 12 hours we were with Derrick. BOOK THIS! Mahalo!
Read more
The long and winding road...but worth it!
New York City
Shore Excursion of Maui
Kari_B, Aug 2026
The long and winding road...but worth it!
This was a fabulous tour. Emma was an excellent drive and very knowledgable. We enjoyed the beautiful beaches, waterfalls, and lush rainforest. You have to try the banana bread coconut ice cream sundae!
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
Tek & Family from Nepal/UK
New York City
Road to Hana Full Day Tour with A Guide
Ganga_L, Aug 2026
Tek & Family from Nepal/UK
Nikum was amazing, he shared his Hawaiian history with pride and enthusiasm, the tour was brilliant.
Read more
Our Guide Took This Tour to the Next Level!
New York City
Maui Private Tour – Road to Hana Adventure – Just for Your Group
Voyager649529, Aug 2026
Our Guide Took This Tour to the Next Level!
I have to say that this tour way EXCEEDED our expectations and it was because of our tour guide Marty!!! We took our tour on 7/26/26. The amount of information he provided, the inclusion of EVERYONE on the tour and his SINCERE care to make sure we got the experience WE wanted was STELLAR!! Now that we are home and looking at all the pictures taken, we were able to give lots of extra details we learned from Marty that WOW’d our families! Thank you MARTY for making our first experience of Maui EXCEPTIONAL!!⭐️⭐️⭐️⭐️⭐️💖🤙🏼
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
Great tour with a great tour guide
New York City
Maui Private Tour – Road to Hana Adventure – Just for Your Group
calebe482, Aug 2026
Great tour with a great tour guide
Sean was a great tour guide and wasn’t run of the mill like most tour guides. The day went by way too fast and he has a great sense of humor. It was a great tour!
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
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
Amazing experience
New York City
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
gauravbR6644HR, Jul 2026
Amazing experience
Had an Amazing experience with the plane ride. Pilot was very friendly. Comfortable experience from takeoff to landing. Would happily fly again.
Read more
Highly recommend we had...
New York City
Shore Excursion of Maui
Carla_H, Jul 2026
Highly recommend we had...
Highly recommend we had fun and saw a rainbow at the falls, saw an active volcano, went in a lava tube (cave) stopped for macadamia nuts have a good lunch at an eclectic little artist property. Our driver Ellen was great very knowledgeable and a perfect driver. Definitely book with Ellen
Read more
Great experience. The...
New York City
Self-Guided Audio Driving Tour in Maui
Marvin_M, Jul 2026
Great experience. The...
Great experience. The commentary was excellent with optional view points so if you wanted to venture off the guided tour you could and rejoin later. I would highly recommend the tour.
Read more
Well worth it we did a...
New York City
Maui Tour : Road to Hana Day Trip from Kahului Lunch, Water, Chip
Garrett_A, Jul 2026
Well worth it we did a...
Well worth it we did a lot more than other people on the cruise because we booked with this tour group. Fantastic tour and Justin D. was great. His local knowledge and fun style were amazing.
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
Amazing
New York City
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
jonathanrB8755YV, Jul 2026
Amazing
Great experience highly highly recommend to anyone visiting definitely top bucket list to do when visiting. Pilot was awesome 👌🏼
Read more
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