Maui Private Sightseeing Tours

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Maui Activities

Attractions

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Private Guided Waterfall Hike Rainforest Adventure
5.0 (4)

Private Guided Waterfall Hike Rainforest Adventure

This is a waterfall hike you don't want to miss. It is a moderate hike in difficulty but you will be blown away by the...

3 hours • Free Cancellation
5.0 (4)
from
$150
Epic Surf Safari - Best of Maui
5.0 (4)

Epic Surf Safari - Best of Maui

This tour can be done on any hour, just message us and we will accommodate you! Our surf guides are out of this world, EPIC....

2 to 3 hours • Free Cancellation
5.0 (4)
from
$195
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
Maui Coast Slingshot Tour from Kihei
5.0 (4)

Maui Coast Slingshot Tour from Kihei

Get ready for an exhilarating adventure along the narrow and winding Maui North Loop Coast Cruise. This tour takes you to some of Maui's most...

8 hours • Free Cancellation
5.0 (4)
from
$496
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
5.0 (4)

Private Road to Hana Tour with Pickup-Ultimate Package, Backside

We are proud to offer guests this option to experience the rarely-traveled "backside" of the Road to Hana- including the amazing landscapes of Kipahulu, Kaupo,...

9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$500
Perfect Customized Day on Maui with Private Tour Guide
5.0 (3)

Perfect Customized Day on Maui with Private Tour Guide

Design your perfect day on Maui with a knowledgeable private guide and a comfortable, air-conditioned SUV reserved for your group. Choose the places and pace...

1 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$195
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 SUV Deluxe Hana Tour Scenic Road Adventure
5.0 (3)

Private SUV Deluxe Hana Tour Scenic Road Adventure

The Private SUV Deluxe Hana Tour offers an exceptional journey along one of the world's most scenic drives, the Road to Hana. Marvel at Maui's...

10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$1,000
Private Hana Highway Highlights
5.0 (2)

Private Hana Highway Highlights

PRIVATE TOUR: PRICE IS PER VEHICLE - HOLDS 1-6 PASSENGERS: CRUISE SHIP PASSENGERS - KAHULUI PORT PICK UP HOTEL GUESTS - Tour picks up from...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,100
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
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
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
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
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
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
Hana Tour Private
5.0 (1)

Hana Tour Private

Our Road to Hana tour is completely custom tailored to you with many activities to explore depending on your desires, the weather and your energy...

7 to 8 hours • Free Cancellation
5.0 (1)
from
$1,000

Frequently Asked Questions

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

Recent activity reviews
Just Perfect
New York City
Private SUV Deluxe Hana Tour Scenic Road Adventure
petehX9117AC, Sep 2026
Just Perfect
What a fantastic experience, our Tour guide Kimo was brilliant, his enthusiasm and knowledge were excellent. 8 strangers picked up and we had a great time all chatting and enjoying one anothers company. Absolutely brilliant from start to finish highly recommend to anyone coming to Maui
Read more
Excellent Trip to Hana
New York City
Private SUV Deluxe Hana Tour Scenic Road Adventure
Inspire44151270692, Sep 2026
Excellent Trip to Hana
Fantastic trip! Allen our tour guide was very knowledgeable about Hana and the road to Hana. He shared many historical facts along the way. My wife and I loved the trip to Hana.
Read more
Tour of Maui
New York City
Perfect Customized Day on Maui with Private Tour Guide
BoardingPass777202, Aug 2026
Tour of Maui
Our guide Ellie was amazing , informative & fun! We really enjoyed our all day trip in Maui with her! I really appreciated her response before tour & catering to what we wanted to do!
Read more
A stress free trip to Hāna and the backside.
New York City
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
K4083WMericw, Jun 2026
A stress free trip to Hāna and the backside.
My wife and I went on the road to Hāna ultimate trip which included returning via the backside. Eugene is a small business owner, who was great. He is extremely knowledgeable. The trip is customized to your likes and speed. You get to go to places that larger vans don’t go to. I’m glad I did not drive the roads myself. Lots of hairpin turns, single lane roads and bridges. You get to sit back and enjoy the scenery rather than focus on driving. Eugene knew that the backside road would be closed while they worked on shoring up the cliffs and that it wouldn’t open until the afternoon, so he planned the trip accordingly. A sign also said local traffic only.
Read more
Amazing
New York City
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
223rafayelz, Jun 2026
Amazing
Our tour with Ohana Tours Maui was one of the highlights of our trip. Nick was fantastic—friendly, personable, and full of great stories and insights about the island. He made every stop memorable and was always happy to answer questions. If you’re looking for a memorable Maui experience, I highly recommend Ohana Tours Maui and guide Nick!
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
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
Must do! Amazing
New York City
Private Hana Highway Highlights
cbig, Feb 2026
Must do! Amazing
Thank you Nick for picking us up directly from our condo and showing me and my husband all the beautiful sites on the Hana road. You really are a wealth full of knowledge with the area and all the plants. Especially love the painted eucalyptus trees and hike to the water fall was a blast!
Read more
Fun
New York City
Maui Coast Slingshot Tour from Kihei
Tawnya_F, Dec 2025
Fun
The slingshot was a blast. Be prepared to get sunburnt and windburnt. Lol!! Was able to go up to Haleakala crater and back down to the beach.
Read more
Best tour guide and Road to Hana trip (all the way around)
New York City
Perfect Customized Day on Maui with Private Tour Guide
X9981DBjoycem, Oct 2025
Best tour guide and Road to Hana trip (all the way around)
Ellie was an excellent tour guide for our Road to Hana experience. She called the evening before to discuss what we were hoping to see and do, she accommodated my husband's rolling walker, she took photos of us together, plus she had water (and more) and snacks. You could not ask for a better experience. In fact she took us ALL the Way around instead of going back the same way we came. She took us to a wonderful little restaurant in Hana for lunch and gave us pointers for the rest of our stay for dining and shopping. You won't go wrong with Ellie and Maui Drivers!
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
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
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
The provider is very...
New York City
Maui Coast Slingshot Tour from Kihei
Shari_M, Jun 2025
The provider is very...
The provider is very flexible on this 24 hr rental. They offered to preprogram a route for us but we used bluetooth and made our own. Great fun driving the North to West Shore from Momma's Fish House around Mauna Kahalawai stopping at key points along the way. Would recommend!
Read more
Spectacular day on Maui.
New York City
Private Tropics of Maui & Rainforest Valley
SidBro65, Mar 2025
Spectacular day on Maui.
Our tour was thoroughly enjoyable and Nick was a great guide. The Maui scenery was breathtaking and we even saw whales from an overlook point. We definitely recommend this tour.
Read more
Nice choice of private tour
New York City
Halfway to Hana Private Tour Maui BlackBeach Waterfalls Turtles
Sightsee21196620372, Nov 2024
Nice choice of private tour
We opted for a private tour on our cruise stop. Not disappointed. Fun and excellent sightseeing tour. Summer was very knowledgeable about each stop. She gave good insight to the history and plants of the island. Great experienced driving skills for Hana road. Very personable and very good guide. Recommend.
Read more
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