Maui Private Sightseeing Tours

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Maui Activities

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Maui Haleakala Volcano Summit Slingshot Tour from Kihei
5.0 (1)

Maui Haleakala Volcano Summit Slingshot Tour from Kihei

Embark on an unforgettable adventure with our Maui Haleakala Volcano Summit Slingshot Tour from Kihei! Feel the thrill as you drive the powerful and fun...

1 day • Free Cancellation
5.0 (1)
from
$524
Private Road To Hana Tour with Professional Photos Included
5.0 (19)

Private Road To Hana Tour with Professional Photos Included

Not only will you get professional photos and videos, but you will get a guide who wants to show you the real jungle. Get past...

8 to 10 hours • Free Cancellation
5.0 (19)
from
$525
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
5.0 (816)

Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!

Enjoy Maui’s ONLY PRIVATE Air Tour and Cool Hawaii #1 Ranked Outdoor Activity on Maui! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui...

80 to 90 minutes • Free Cancellation
5.0 (816)
from
$536
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
5.0 (6)

The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and...

1 day • Free Cancellation
5.0 (6)
from
$541
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
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
The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui
5.0 (5)

The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and...

1 day • Free Cancellation
5.0 (5)
from
$584
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
Personalized Retreat day
5.0 (4)

Personalized Retreat day

Renew, Revive and Nourish Yourself, you deserve it! This is a one of a kind Hawaiian Cultural Experience. You will visit sacred Hawaiian sights, Get...

3 to 5 hours • Free Cancellation
5.0 (4)
from
$655
Private Full-Day of West Maui Guided Sightseeing Tour
5.0 (1)

Private Full-Day of West Maui Guided Sightseeing Tour

In the past, this part of Maui was even considered the capital of the Hawaiian Kingdom. This is where you could find Hawaiian royalty. Today,...

8 hours • Hotel pickup offered
5.0 (1)
from
$689
Private West Maui Coastline Open-Air Jeep Tour
5.0 (6)

Private West Maui Coastline Open-Air Jeep Tour

At our Maui tour company, we stand out from the rest by providing an unparalleled experience tailored just for you. Our luxury Jeeps feature a...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$700
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 Road to Hana Tour from Maui

Private Tour Road to Hana Tour from Maui

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to...

7 hours 30 minutes • Hotel pickup offered
from
$757
8 Hour Private Jungle Waterfall Tour from Maui

8 Hour Private Jungle Waterfall Tour from Maui

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to...

8 hours • Hotel pickup offered
from
$757
Private Heritage Tour to Haleakalā Sunset in Maui
5.0 (3)

Private Heritage Tour to Haleakalā Sunset in Maui

This private tour reveals the natural and cultural heritage of Haleakalā through an unforgettable journey to one of Maui’s most celebrated landmarks. You will explore...

7 hours • Hotel pickup offered
5.0 (3)
from
$769
Road to Hana Private Tour with Local Guide
3.9 (7)

Road to Hana Private Tour with Local Guide

Let us know where you will be located and we will start this Private Road to Hana Tour. This is an unforgettable drive which takes...

8 hours • Hotel pickup offered
3.9 (7)
from
$779

Frequently Asked Questions

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

Recent activity reviews
A Maui Must Do REALLY !
New York City
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
leslies383, Sep 2026
A Maui Must Do REALLY !
Purely joyful experience and moving in the way that the colors and scenery were seen. Really a Maui Must Do!
Read more
Exhilarating
New York City
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
rrD2756MT, Sep 2026
Exhilarating
Exceeding all expectations by far; a marvelous memory not to be duplicated.
Read more
Fantastic
New York City
Maui Vanilla Farm Private Tour
V4021YVdavidc, Sep 2026
Fantastic
Wonderful people and amazing product!
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
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.
Read more
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
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
Best day trip for 2 in Maui
New York City
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
Shaun_M, Jun 2026
Best day trip for 2 in Maui
Amazing experience! 10/10! The views were pristine! So much fun to drive! Renting the slingshot was the highlight of our trip!
Read more
Fantastic experience!!
New York City
Private West Maui Coastline Open-Air Jeep Tour
Linda_H, May 2026
Fantastic experience!!
What a wonderful experience! We got to see so much and our driver Vicence (not sure of spelling) was so knowledgeable and accommodating. Our party of 4 all agreed that this was the best! One of our passengers was prone to car sickness and he acknowledged it and was very caring to their needs. This was by far one of our all time favorite excursions!!
Read more
Slingshot best for road to Hana
New York City
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
Stephen_G, May 2026
Slingshot best for road to Hana
Excellent way to take the drive to Hana, handles better than most cars. Feeling of being full immersed with the rain forest and the road. Would recommend being prepared for any weather as it can change quickly.
Read more
Enjoyable Maui Tour
New York City
Private Best Highlights of Maui
doreenc174, Mar 2026
Enjoyable Maui Tour
Nick was very knowledgeable and a safe driver. Even though that twin falls was closed, we got to see the other attraction. The tour was very enjoyable.
Read more
Amazing!!
New York City
The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui
Laura_M, Mar 2026
Amazing!!
Don’t rely on the gps as it did not work. There is also no cell service on most of the route. If I was going to do it again, I would print out my route including distance between points. It all worked out and was amazing, I just wish we had been more prepared.
Read more
An experience of the geological side of Hawaii
New York City
Private Heritage Tour to Haleakalā Sunset in Maui
georgerE4838RA, Oct 2025
An experience of the geological side of Hawaii
With me being an outdoor enthusiast, this tour turned out to be an unforgettable adventure for me. I saw native flora and some rare wildlife, making it a memorable experience of the island’s volcanic heritage.
Read more
Best day ever. Road to Hana without a guide wouldA private tour with Robbie… unforgettable!
New York City
Private Road To Hana Tour with Professional Photos Included
Expedition543094, Oct 2025
Best day ever. Road to Hana without a guide wouldA private tour with Robbie… unforgettable!
We had a great time.Robbie was knowledgeable and professional. We were able to do so many activities that we might not have been able to if we had chosen a group tour due to physical limitations of other guests. We definitely would have not known how to navigate to all the sites if we went alone. My husband wanted to jump the 45 ft falls. Robbie went into the water to make sure it was deep enough! He also swam out to the black rock to make sure he was safe and able to dive and swim back to the beach. He knew so much about the area and made sure we were safe and had a great time. He took several pics on his cell and with his camera. He gives cell phone photos right away and sends the camera photos after editing. Nice having someone to take photos.
Read more
Mountain ride
New York City
Haleakala Volcano Slingshot Tour from Lahaina
Tammy_F, Sep 2025
Mountain ride
The ride overall was very fun! For anyone going up the mountain, the rain was real intense and cloud cover makes it difficult to see. Dress in layers, wear long sleeves, have a rain coat, have some sort of eye protection for rain visibility. If you know how to drive a manual car ask for the manual slingshot. Manager was an awesome guy! Would do it again!
Read more
Slingshot tour & rental was amazingly fun & I would do it again! I’m now spoiled!
New York City
Maui Haleakala Volcano Summit Slingshot Tour from Kihei
Tracy P, Sep 2025
Slingshot tour & rental was amazingly fun & I would do it again! I’m now spoiled!
The slingshot rental to tour the island was the highlight of my trip!!! I experienced the island in the best way! I would definitely book it again!
Read more
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