Maui Private Sightseeing Tours

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Maui Activities

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Private Half Way to Hana Tour with Local Guide
Likely to Sell Out
Likely to Sell Out

Private Half Way to Hana Tour with Local Guide

Explore the stunning scenery of the Road to Hana on this private tour. Enjoy personalized attention from your local guide as you visit iconic spots...

5 hours • Hotel pickup offered • Free Cancellation
from
$1,399
Full Day Private Road Tour to Hana

Full Day Private Road Tour to Hana

The Tours take you on a wondrous adventure along the road to Hana. You’ll have your own luxury tour vehicle and expert tour guide to...

8 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,399
Private Pipiwai Trail Maui Open-Air Jeep Tour

Private Pipiwai Trail Maui Open-Air Jeep Tour

Discover the breathtaking beauty of Maui on our exclusive open-air Jeep tour of the iconic Road to Hana and the stunning Pipiwai Trail! This luxurious...

6 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,400
Full Day Island of Maui Private Tour

Full Day Island of Maui Private Tour

Exclusive Private Maui Tour – The Ultimate Custom Island Experience Why settle for a crowded group tour when you can have Maui all to yourself?...

10 hours • Hotel pickup offered • Free Cancellation
from
$1,450
Private Tour : OAHU, MAUI, KAUAI or BIG ISLAND : Pick any Island

Private Tour : OAHU, MAUI, KAUAI or BIG ISLAND : Pick any Island

You can choose from Oahu, Kauai, Maui and the Big Island. Start when you want and customize tour to your liking. Oahu : Punchbowl, Dole...

7 to 8 hours • Hotel pickup offered
from
$1,499
Private Maui Redwood Hiking Experience

Private Maui Redwood Hiking Experience

Escape to the Wilderness of Maui’s Hidden Highlands Venture high into the slopes of Haleakalā, where the landscapes transform into an unexpected forest retreat. This...

5 to 6 hours • Free Cancellation
from
$1,565
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
4.9 (175)
from
$1,599
Stellar HI Tours- 15 person van-your own private tour to Hana!
5.0 (16)

Stellar HI Tours- 15 person van-your own private tour to Hana!

Yes, your own private group tour in 15 person van. No other groups will be added. Tour includes reservation and entry fee to famous black...

10 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$1,599
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
5.0 (405)

Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour

Take Maui by Storm! Our expert guides immerse you into an experience that you will never forget! From waterfalls to spectacular beaches, from hidden gems...

9 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (405)
from
$1,600
Full Day Private Maui Tour

Full Day Private Maui Tour

Level up your Maui experience with a deluxe ride in our Cadillac Escalade—an Elite Tour exclusive that will instantly upgrade your Maui experience. In this...

8 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,600
Scenic Road to Hana Adventure in AWD Mercedes
5.0 (1)

Scenic Road to Hana Adventure in AWD Mercedes

See a maui in a beautiful and fun AWD Mercedes-Benz Sprinter. Family owned and operated, deal directly with the owners and our family as we...

8 to 10 hours • Free Cancellation
5.0 (1)
from
$1,600
Road to Hana Private Full Day Tour
5.0 (4)

Road to Hana Private Full Day Tour

Switchbacks Hawaii offers a variety of private tour options on the island of Maui to meet anyone's needs. Swim in lush, tranquil, and majestic waterfalls...

9 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,622
Road to Hana Maui Private Panoramic Tour - In Spanish

Road to Hana Maui Private Panoramic Tour - In Spanish

This private tour of Hana shows the best of Maui and offers you the possibility to customize not only your vehicle for travel, but also...

9 hours
from
$1,690
Private Open-Air Road to Hana Tour 6 hour (max 14 guests)

Private Open-Air Road to Hana Tour 6 hour (max 14 guests)

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

6 hours • Free Cancellation
from
$1,750
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
5.0 (4)

Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour

Embark on an unforgettable adventure with our Open-Air Jeep tour, starting along the legendary Road to Hana and culminating in a breathtaking sunset at Haleakalā....

8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,990
Private Charter Humpback Whale Watching & Dolphin Search
5.0 (2)

Private Charter Humpback Whale Watching & Dolphin Search

Our Exclusive Private Charter Sanity Vessel holds as many as 32 passengers.   Humpback Whale Watching and Dolphin Search minimum 2 hours with additional hourly rate...

2 to 8 hours • Free Cancellation
5.0 (2)
from
$1,993

Frequently Asked Questions

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

Recent activity reviews
Spencer the Great
New York City
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
Q8974CZjacobl, Sep 2026
Spencer the Great
Our guy Spencer was awesome! A local with loads of knowledge and fun facts to keep the trip fun and entertaining. Will definitely be requesting Spencer again when we come back!
Read more
Awesome experience with Mark
New York City
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
brswo, Aug 2026
Awesome experience with Mark
We had an absolutely incredible experience with Hawaii by Storm, and I cannot recommend our driver, Mark, highly enough. I am a very anxious passenger and, before our Road to Hana tour, I was genuinely worried about the drive. With Mark, I was not scared for even a second. He is an exceptionally skilled driver, knows the road inside and out, and made me feel completely safe and comfortable the entire day. For someone who gets nervous on winding and challenging roads, that alone made the experience priceless. But Mark was so much more than a great driver. He was funny, friendly, incredibly knowledgeable, and just an absolute pleasure to spend the day with. He knew so much about Maui, the Road to Hana, and Hawaiian history and culture, and shared it in such an interesting and entertaining way. We were traveling as a family—my husband and me and our two young adult children—and he related so naturally to every one of us. He was also completely flexible and made the day feel like our tour rather than a set itinerary. We did the Epic Tour, which I highly recommend. Instead of turning around and driving back the same way, we continued around the full loop and got to experience the incredible backside of Maui as well. We are so glad we chose that option. This was a splurge for us, but it was worth every penny. Having Mark drive meant that all four of us could relax, enjoy the scenery and experience the Road to Hana together without anyone having to concentrate on navigating or driving. If you are considering a private Road to Hana tour, book Hawaii by Storm and request Mark. I truly can't say enough good things about him. He made what I had worried might be a stressful day into one of the highlights of our Maui vacation. Thank you, Mark, for an unforgettable day!
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
Road to Hana Experience
New York City
Scenic Road to Hana Adventure in AWD Mercedes
Suzanne_F, Aug 2026
Road to Hana Experience
Family owned and operated experience that was completely personalized. The road to Hana is a scenic yet slightly scary experience and we felt safe the entire way. Heidi shared her love and knowledge of the island, allowing our family to expand our vacation horizons.
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
Highly recommend
New York City
Road to Hana Private Full Day Tour
Laura_B, Aug 2026
Highly recommend
We were sad to miss black rock beach, but Pete made up for it. He was very knowledgeable, shared lots of information, and had a wonderful fun attitude. Very good driver, too. We had a great time!
Read more
Trevor is awesome 👏
New York City
Stellar HI Tours- 15 person van-your own private tour to Hana!
Lindsey_C, Jul 2026
Trevor is awesome 👏
We had a blast with Trevor- he was patient, knowledgeable and flexible. We all (9 of us!) highly recommend him! Here are the reviews from the kids who came with us: “Trevor for the W🥇🏆” -Wesley, age 11 “Don’t go chasing waterfalls… unless Trevor leads you there.”- Carlie, age 14 “Trevor is the 🐐(GOAT)”-Liam, age 9 “With Trevor, it’s better!”- Harper, age 11 👍As you can see- we give him all the praises!
Read more
Great tour for all ages
New York City
Stellar HI Tours- 15 person van-your own private tour to Hana!
Evie_T, Jun 2026
Great tour for all ages
Trevor was the perfect guide/driver for our multigenerational group of 13. He took us to all of the spots on Road to Hana that we wanted to see and a few we didn’t know about. He even served as our life guard at the black sand beach and made sure we circled back to one stop we missed when the sky opened up. We did this tour on our first of two days in Maui (on a cruise) and pick up and drop off were very easy. He was patient and flexible and exactly what we were looking for. Mahalo, Trevor, for an awesome day!
Read more
Unforgettable!
New York City
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
Steven_I, May 2026
Unforgettable!
We will never forget our day on the road to Hana with Patricia. We saw some breath taking sites. Patricia knew exactly where to stop and was extremely knowledgeable. We got many beautiful pictures and many cherished memories. Banana bread, coffee, ice cream and huli huli chicken were great! After a long day in the road to Hana we ventured up to the top of Haleakala. We had never seen a sunset as beautiful as that, it was almost spiritual. We spent 12 hours together and Patricia was amazingly patient, knowledgeable and charismatic. This was an amazing day. We highly recommend this tour and our tour guide Patricia.
Read more
Awesome
New York City
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
Naveen_S, May 2026
Awesome
No Brainer , just go for it . Patricia is excellent , very knowledgeable and plan the itinerary based on what we wanted to visit.
Read more
The road to Hana is not...
New York City
Road to Hana Private Full Day Tour
Joanne_K, Mar 2026
The road to Hana is not...
The road to Hana is not for the faint of heart, and it’s definitely not something that should be attempted by the uninitiated. To attempt this on your own will only sour the experience. Having a professional tour guide behind the wheel allowed my family to get the most out of the experience. Peter was informative, professional and knowledgeable. He enabled my family to get the most out of the experience without the stress of driving or knowing where to go.
Read more
Private Whale Watch Tout
New York City
Private Charter Humpback Whale Watching & Dolphin Search
Tom_L, Mar 2026
Private Whale Watch Tout
Great private tour! Diver Dan knew where to find whales & we saw plenty. Some very close, some in distance. Saw all types of behaviors - rolling, fin slaps, tail slaps, full breech. Just a great trip!
Read more
Worth every penny- ask for SPENCER!
New York City
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
GeorgeM854, Aug 2026
Worth every penny- ask for SPENCER!
We had an incredible experience with Hawaii by Storm’s Half-Day Road to Hana tour. It was the perfect way to experience the beauty of the Road to Hana without committing to an entire day.Our guide, Spencer, was outstanding. He was knowledgeable, personable, and genuinely passionate about Maui and its history, culture, and natural beauty. He knew exactly where to stop, kept the day moving at a comfortable pace, and made the entire experience fun for our family. Having Spencer as our guide allowed us to relax and actually enjoy the drive and scenery instead of worrying about navigating the Road to Hana ourselves.The half-day format was also ideal. We saw waterfalls, incredible coastline, lush rainforest, and some truly spectacular scenery while still having plenty of the day left afterward.If you’re considering a Road to Hana tour, I highly recommend Hawaii by Storm, and ask for Spencer if you can. He made an already amazing experience even better.
Read more
Great tour - leave the driving to a pro
New York City
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
jillcX3683UP, Aug 2026
Great tour - leave the driving to a pro
A fantastic tour with Spencer. Beautiful scenery and the individualized tour can’t be beat. We were so happy we could leave the driving to a pro and just enjoy the scenery. Driving on the Road to Hana takes an expert. Spencer had a ton of local knowledge to share. Ask for him on your next trip!
Read more
Road to Hana
New York City
Maui Private Tour – Road to Hana Adventure – Just for Your Group
Q1886LWnatashak, Jul 2026
Road to Hana
Great tour! Our guide, Sean was knowledgeable, friendly and helpful! Highly recommend it!
Read more
Fantastic Experience with Marty on Maui!
New York City
Maui Private Tour – Road to Hana Adventure – Just for Your Group
Trip822316, Jul 2026
Fantastic Experience with Marty on Maui!
We would like to wholeheartedly thank Marty for this unforgettable Road to Hana tour! ​Marty was an incredibly well-prepared and professional guide who not only introduced us to the history and hidden gems of Maui in an amazing way, but was also extremely attentive and helpful. When we faced some unexpected challenges during the trip, he helped us resolve them immediately and seamlessly, for which we are incredibly grateful. We highly recommend him to anyone looking for a safe, informative, and truly fun tour on Maui! Thank you for everything, Marty! Agnes & Zsigmond Hungary
Read more
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