Maui Private Sightseeing Tours

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Maui Activities

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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
Half way to Hana Maui Open Air Jeep Private Tour
5.0 (1)

Half way to Hana Maui Open Air Jeep Private Tour

Embark on an unforgettable journey along the iconic Road to Hana in your open-air Jeeps, where adventure meets luxury! Experience the breathtaking beauty of Maui's...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$949
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
Full Day Private Maui Waterfall, Beach & Hana Tour
5.0 (4)

Full Day Private Maui Waterfall, Beach & Hana Tour

Explore enchanting sights on the MAUI Island during this shore excursion exploring Volcanoes National Park, waterfall, black sand beach, and more. Spend your day exploring...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$850
Private Tropics of Maui & Rainforest Valley
5.0 (2)

Private Tropics of Maui & Rainforest Valley

PRIVATE TOUR: PRICE IS PER VEHICLE - HOLDS 1-6 PASSENGERS. Pickup available from your accommodation in Kahului, Wailea, Kihei or Lahaina. Enjoy a private minivan...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$800
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
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
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
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 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
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
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 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
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
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

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
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
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
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
Great experience - thank you Stacey!
New York City
Half way to Hana Maui Open Air Jeep Private Tour
jujubees2, May 2026
Great experience - thank you Stacey!
Had a wonderful experience on our private jeep halfway to Hana tour. Our guide, Stacey, was THE BEST. She shared lots of information (on the landscape, history, different vegetation, animals, etc) as we drove, and really let us make the trip our own on where and when we stopped to check things out. Highly recommend this tour and Stacey as a guide!
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
Our guide, Fedor, was...
New York City
Full Day Private Maui Waterfall, Beach & Hana Tour
Jay_C, Mar 2026
Our guide, Fedor, was...
Our guide, Fedor, was fantastic. We had a great day on the Road to Hana and enjoyed every stop. It's easy to get lost in the beauty of the surroundings of Maui when you have a comfortable driver to take you along the way. We'd highly recommend this tour to all.
Read more
Great day for the family!
New York City
Full Day Private Maui Waterfall, Beach & Hana Tour
Ashley_J, Dec 2025
Great day for the family!
The tour was great, and our guide Zoe was really wonderful! It was really nice to take our time and adjust for the rain. Zoe was really knowledgeable and made our day fun and engaging. Would highly recommended!
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
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
It was beyond a mere excursion
New York City
Private Heritage Tour to Haleakalā Sunset in Maui
melvinaB4399NG, Aug 2025
It was beyond a mere excursion
This tour, for us, was beyond a mere excursion, as it connected us with the raw and untamed natural beauty. The transportation was comfortable and the knowledgeable guide flawlessly executed this tour.
Read more
Perfect West Maui Adventure
New York City
Private West Maui Coastline Open-Air Jeep Tour
alexa_h, Aug 2025
Perfect West Maui Adventure
Stunning West Maui Jeep tour! Gorgeous views, great coffee stop, and an amazing guide—perfect day!!!
Read more
Road to Hana with slingshots
New York City
The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui
V787ULsylviad, Jul 2025
Road to Hana with slingshots
Great EN breathtaking! We rented EN 2 slingshots for 8 hours and saved DE Road to Hana EN through the rough part and through the rainforest. Beautiful viewpoint EN and beautiful waterfalls!
Read more
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