Maui Luxury & Special Occasions

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Maui Activities

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Self-Guided Audio Driving Tour: Road to Hana, Maui
4.8 (100)

Self-Guided Audio Driving Tour: Road to Hana, Maui

Download GuideAlong's (GyPSy Guide) self-guided Road to Hana audio tour and discover more on your Maui road trip. Hear stories, local tips, and directions play...

8 to 18 hours • Free Cancellation
8 to 18 hours • Free Cancellation
8 to 18 hours • Free Cancellation
4.8 (100)
from
$20
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
5.0 (98)

VIP Private Road to Hana Tour in Cadillac Escalade with Pickup

No other tour comes close to the ultimate luxury and adventure of our tours. Enjoy Ultra VIP style, class & luxury in our new black...

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 (98)
from
$258
Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure
4.8 (97)

Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure

Escape to another Hawaiian island for a day on this all-inclusive tour. Hop on an inter-island flight from Kahului, Maui to Honolulu on Oahu for...

14 hours • Free Cancellation
14 hours • Free Cancellation
14 hours • Free Cancellation
4.8 (97)
from
$720
Full-Circle "Reverse" - Luxury Road to Hana Tour from West Maui
4.8 (96)

Full-Circle "Reverse" - Luxury Road to Hana Tour from West Maui

#1 We go ALL THE WAY AROUND THE MOUNTAIN so you don't see the same thing twice! #2 We do it in REVERSE, the way...

8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (96)
from
$350
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
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
Private Unique Road to Hana Adventure
Likely to Sell Out
Likely to Sell Out
5.0 (90)

Private Unique Road to Hana Adventure

We're called Unique for a reason... This is not your standard Hana tour. We'll take you on a full day adventure all the way to...

10 to 11 hours • Hotel pickup offered
10 to 11 hours • Hotel pickup offered
10 to 11 hours • Hotel pickup offered
5.0 (90)
from
$319
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
Ultimate 3.5 hour Whale Watch & Snorkel
Likely to Sell Out
Likely to Sell Out
5.0 (89)

Ultimate 3.5 hour Whale Watch & Snorkel

Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered...

3 to 4 hours • Free Cancellation
3 to 4 hours • Free Cancellation
3 to 4 hours • Free Cancellation
5.0 (89)
from
$195
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
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
Road to Hana Rainforest, Black Sand Beach, Waterfalls & Lunch
5.0 (76)

Road to Hana Rainforest, Black Sand Beach, Waterfalls & Lunch

Marvel at the panoramic coastline and mountain views, tropical forest, waterfalls, black sand beach and other iconic sites as you enjoy a thrilling ride on...

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 (76)
from
$246
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 South Shore Premier Kayak and Snorkel Tour from Makena Beach
4.9 (72)

Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach

The Maui South Shore Kayak and Snorkel Tour combines an enjoyable lengthy paddle along the beautiful Makena coastline with a snorkeling adventure of a lifetime!...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (72)
from
$151
Private Half-Day Road To Hana Highlights Tour
5.0 (71)

Private Half-Day Road To Hana Highlights Tour

The Best Half Day Of Your Life! Experience Maui’s famous Road to Hana without committing to a full day on the road. This private, customizable...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (71)
from
$299
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

Frequently Asked Questions

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

Recent activity reviews
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
Great way to travel the road to Hana
New York City
Self-Guided Audio Driving Tour: Road to Hana, Maui
Anita_H, Sep 2026
Great way to travel the road to Hana
This was the perfect way to experience the road to Hana. The commentator gave you just the right amount of information and kept it entertaining. It was not annoying at all. He pointed out all the must see spots and made sure we didn’t miss anything along the drive. He also gave a lot of history that we enjoyed listening to you on the way back. Be advised though that if you stop at all the stops, this is a very long day and you will be coming back in the dark which was very tedious on the narrow windy road
Read more
Kimoke’o, the best tour guide ever!
New York City
Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure
E1911XHdebbier, Sep 2026
Kimoke’o, the best tour guide ever!
Very simple process. I was able to communicate easily with the NCL personnel.
Read more
The Road to Hana on YOUR time frame!
New York City
Self-Guided Audio Driving Tour: Road to Hana, Maui
Jayne_O, Sep 2026
The Road to Hana on YOUR time frame!
The Road to Hana, on OUR schedule! This was the PERFECT way to do the road to Hana and still get all the history, stops for any time frame, all while going at your own pace and not being locked to a purchased guided group tour! So glad we took many people's recommendations amd went this route! TOTALLY WORTH IT!
Read more
Wonderful Halfway to Hana Excursion!
New York City
Private Half-Day Road To Hana Highlights Tour
caroleN7755UT, Sep 2026
Wonderful Halfway to Hana Excursion!
Highly recommend this tour with Magic Of Maui. Dana was helpful with booking and answering questions we had. Yvonne our personal tour guide did a great job at giving us a wonderful excursion and providing us with lots of knowledge along the way. Was thankful to have her navigate the Road To Hana so we could enjoy the views.
Read more
Guide was great
New York City
Road to Hana Rainforest, Black Sand Beach, Waterfalls & Lunch
Dominick_G, Aug 2026
Guide was great
Great experience. Our guide was Marty, he was very informative and did great job of pointing out great views.
Read more
Splurge Worthy Way to Explore the Road to Hana
New York City
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
xristiant2019, Aug 2026
Splurge Worthy Way to Explore the Road to Hana
Our Road to Hana private tour with our guide, Honesty, was amazing!The vehicle was of course top notch, the scenic drive was breathtaking, and Honesty was such a genuine person and guide and taught us a lot throughout the day. She was prepped with ponchos, umbrellas, hand sanitizer, even toilet paper. Her knowledge of local fauna and even grabbing edible flowers for us to try was super fun.The weather was on our side the entire day with few crowds making for quicker stops at popular sites like Sandy's Banana Bread and a near crowd-less waterfall (which we climbed and jumped off of!).The Black Sand Beach might've been our favorite spot and was surreal to see in person.Would highly recommend the splurge and booking fully private, so you aren't subject to waiting for other guests' throughout the day. We were able to tailor exactly how 'adventurous' we wanted to be and where we wanted to eat, see, and do throughout the day.
Read more
A Great Experience in Maui!!!
New York City
Road to Hana Rainforest, Black Sand Beach, Waterfalls & Lunch
jazzwimberly, Aug 2026
A Great Experience in Maui!!!
We had such a great time on this tour! Our tour guide Marty was super knowledgeable and ensured we saw and experienced as much as we could in Hana. The trip, waterfalls, and beach were breathtaking!
Read more
Frustrated with Cool Hawaii. I would recommend the experience, but not Cool Hawaii.
New York City
Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure
Lora_S, Aug 2026
Frustrated with Cool Hawaii. I would recommend the experience, but not Cool Hawaii.
They need to know their flight numbers, that no one meets them at the airpot, and it would have been nice to know where to go once we arrived at oahu at the airport.
Read more
Fantastic Day with a Local on The Road to Hāna
New York City
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
Vacationer770795, Aug 2026
Fantastic Day with a Local on The Road to Hāna
Rick picked us up at our hotel. He was actually a few minutes early, so very prompt! We had a terrific day. He grew up in Hawaii and was very knowledgeable about the foliage and the sights of interest. The Road to Hana is a difficult drive for those not familiar with it. There are many one lane bridges and 600+ twists and turns. I would highly recommend getting a driver who has done the route many, many times. Rick is a fantastic driver and we felt very safe. The Cadillac Escalade was super comfortable! Rick made a special effort for us to see the Green Sea Turtles on the beach!
Read more
Best way to travel
New York City
Private Half-Day Road To Hana Highlights Tour
Leslie_S, Aug 2026
Best way to travel
Dayanidhi was an amazing guide! If you have kids he’s incredible with them! He was so informative and kind hearted and a great driver. If you’re looking to drive the road to Hana this is the way to go. They communicate well and run right on time with a car prepared for anything and everything! Plus they take pictures for you! thanks so much again you guys!! 🤍
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
Stop scrolling, pick this tour, ask for Travis
New York City
Private Unique Road to Hana Adventure
j_foster1234, Jul 2026
Stop scrolling, pick this tour, ask for Travis
Our tour guide Travis was amazing. Funny, knowledgeable and very good at offering options specific to our family and how we felt in the moment. The roads are very windy (600 switchbacks) but I never felt like we were in an unsafe situation, even when he had to back up or maneuver in tight circumstances - I felt that my family and I were very safe. Ask for Travis. He also knows a lot about Hawaiian culture, my husband, teen and 20 year old really enjoyed themselves. And so did I!
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
A great day with Ray!
New York City
Small-Group Luxury Tour: Road to Hana and Ka’eleku Cavern Day Trip
Q4096CJjasonm, Jul 2026
A great day with Ray!
Ray was an excellent guide! He got us safely to the Road to Hana while sharing fascinating facts about Hawaii, its history, and the local culture along the way. He made the trip both enjoyable and informative. Highly recommend him to anyone looking for a great experience!
Read more
Great tour!
New York City
Private Road to Hana Waterfalls, Black Sand & Hidden Gems
allisat2025, Jul 2026
Great tour!
We had a great time on our Road to Hana tour. Kellen was very knowledgeable!
Read more
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