Maui Private Sightseeing Tours

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Maui Activities

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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
5.0 (40)
from
$1,399
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
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
4.8 (22)
from
$999
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
5.0 (31)
from
$420
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
4.7 (38)
from
$30
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
5.0 (18)
from
$895
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
5.0 (18)
from
$577
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
5.0 (64)
from
$340
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
4.7 (36)
from
$20
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
5.0 (5)
from
$450
Haleakala Private Sunset Tours
Likely to Sell Out
Likely to Sell Out
5.0 (7)

Haleakala Private Sunset Tours

Here’s what you’ll see and do: Scenic Drive Through Upcountry Maui You’ll start your journey with a relaxing ride through Upcountry Maui, passing charming towns...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (7)
from
$555
Maui Vanilla Farm Private Tour
Likely to Sell Out
Likely to Sell Out
5.0 (15)

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
5.0 (15)
from
$750
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 • Free Cancellation
4.9 (33)
from
$310
Private Best Highlights of Maui
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
4.8 (6)
from
$620
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
Halfway to Hana Private Tour Maui BlackBeach Waterfalls Turtles
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Halfway to Hana Private Tour Maui BlackBeach Waterfalls Turtles

Maui's Halfway to Hana tour, receives overwhelmingly positive reviews, with customers praising the experienced drivers, comfortable vehicles, and memorable stops along the way. Experienced and...

7 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,099

Frequently Asked Questions

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

Recent activity reviews
Fantastic
New York City
Maui Vanilla Farm Private Tour
V4021YVdavidc, Sep 2026
Fantastic
Wonderful people and amazing product!
Read more
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
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
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
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
An experience almost too magical for words.
New York City
Haleakala Private Sunset Tours
Brian_W, Aug 2026
An experience almost too magical for words.
This was the perfect romantic sunset experience. The views were incredible. Vic is an amazing guide, I'd hire him for any type of Maui tour. A great and knowledge guide who got us in the absolute best spot to witness the sunset. He promptly answered any questions we had before the tour. We asked about what to wear in advanced and he provided us with hoodies and a warm blanket to watch a magical sunset. Vic took many photos throughout the experience for us so we could focus on watching the sunset with each other. Vic is an extremely good/safe driver. He knew so much about Maui. I'd book him again for any kind of tour on the island. I firmly believe this is the best Haleakala Private Sunset Tour you can book. I would recommend this tour to anyone going to Maui. You'll remember it for the rest of your life.
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The absolute highlight of a great Maui trip.
New York City
Haleakala Private Sunset Tours
D4541FLbrianw, Aug 2026
The absolute highlight of a great Maui trip.
I have traveled many places with tour guides, NONE have been as good as Vic. I would consider booking him for anything on Maui. However, this tour was absolutely incredible. The tour was the number highlight of my girlfriend and I's trip to Maui. Before the tour, I inquired about what to wear as we did not pack anything for cold weather on Maui. Vic was ready with 2 hoodies and a warm blanket. The tour started with him picking us up at our hotel. Immediately he provided us with his mother's incredible homemade banana bread and offered us beverages. We then began the drive, throughout the drive he pointed out interesting things along the way. His driving was A+. Multiple times we got out and he took pictures for us at incredibly scenic spots. Eventually, Vic got us to the summit in a great parking spot. He then helped us to the perfect spot to view the sunset, protected from the wind by rocks. Again, he took more photos for us while we prepared to watch an incredible sunset. The view was unlike anything I'd seen before. Despite his excellent photography, I still felt compelled to snap a few pictures with my phone. As some groups started to leave, Vic said just wait because the colors are only going to get better. I am glad we did, photos do not do the sunset justice. The experience was absolutely magical. After all was said and done, I felt lucky to have booked with him. I truly believe this is the best sunset tour and guide you could possibly find on Maui. Anything we needed help with, he was able to assist. He has a great sense of humor and a perfect laid back vibe. More importantly, he is a good person. The next time I am fortunate enough to visit Maui, I will absolutely book with him/Aloha Wild Tours again. I cannot stress how great of a local guide Vic was. A couple days later, he sent us a video of different moments he recorded set to perfect music. I'll always treasure that video of my girlfriend and I from the sunset tour. If you book this tour, you will be treated with the best views of your life and learn a lot about Maui. It was more than just a tour, in the end we made a good friend while seeing the best sunset of our lives. If you are still reading this, stop and book your tour already. You will not regret it.
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
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
New York City
Private Road to Hana Maui Open-Air Jeep Tour
Jonathan_P, Jul 2026
Amazing
Andrea was amazing and really showed us everything. Amazing time was had by all and the memory will last a lifetime
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.
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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.
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I recommend
New York City
Private Best Highlights of Maui
biztravel61, Jul 2026
I recommend
We had excellent tour. Jess was informative and friendly.
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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!
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