Maui Historical & Heritage Tours

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Maui Activities

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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
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
4.8 (90)

1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle

The First Beautiful "WATERFALL" On The Road To Hana! Jungle chocolate tour & Royal Historical Sites "Voted Best Of Maui, "The Kings Gardens Maui" *...

2 hours
4.8 (90)
from
$140
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
Road to Hana Private Full Day Tour
Likely to Sell Out
Likely to Sell Out
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
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
Full-Day Road to Hana and Waterfall Tour
5.0 (15)

Full-Day Road to Hana and Waterfall Tour

I am a NAI certified guide with over 300 sunrises on Haleakala and 200 loops around Hana. My Father-in-law is John Keanaaina Hoku award winning...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$322
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
Maui "Reverse" Road To Hana Audio Driving Tour
5.0 (13)

Maui "Reverse" Road To Hana Audio Driving Tour

The Road to Hana is the ultimate adventure in Maui and this "Reverse" Tour is the most adventurous option available! You'll start your excursion on...

10 to 12 hours • Free Cancellation
5.0 (13)
from
$20
Haleakala Sunset Experience
4.8 (5)

Haleakala Sunset Experience

One of the very best places to view a sunset on Maui is atop the 10,000 ft. summit of Haleakala and your sensational Sunset Tour...

8 hours • Hotel pickup offered • Free Cancellation
4.8 (5)
from
$314
Historic Walking Tour in Kihei Maui with Local Guide
5.0 (8)

Historic Walking Tour in Kihei Maui with Local Guide

This Kihei historic walking tour helps visitors experience Maui beyond its beaches by exploring South Maui's rich history, culture, and community stories. Each tour is...

1 hour 30 minutes • Free Cancellation
5.0 (8)
from
$12
West Maui Self-Guided Audio Tour
4.3 (13)

West Maui Self-Guided Audio Tour

Take a trip around the West Maui Mountains. Drive through the historic town of Lahaina, the famous resorts of Ka'anapali and Kapalua, before checking out...

6 to 12 hours • Free Cancellation
4.3 (13)
from
$20
Maui Beach Parks Self-Guided Driving Tour
4.7 (6)

Maui Beach Parks Self-Guided Driving Tour

Explore paradise with this self-guided audio tour of Maui’s most incredible beaches. Lounge seaside, wade into the crystal-clear waters, or even pick up a surfboard...

1 to 2 hours • Free Cancellation
4.7 (6)
from
$15
Private Full Day Hana Jeep Tour
4.6 (7)

Private Full Day Hana Jeep Tour

My name is Kai Funes Smith, I am a 5 star rating tour driver on the island Maui. What makes my tour unique is I...

8 to 9 hours • Hotel pickup offered • Free Cancellation
4.6 (7)
from
$1,159
Private Native Tour of the Road to Hana with Cultural Lunch Show
5.0 (2)

Private Native Tour of the Road to Hana with Cultural Lunch Show

Our Private Native Tour to Hana is the only Cultural Tour on the road to Hana. Every traveler journey the road to Hana for its...

10 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,700
Maui Pineapple Planting Experience
5.0 (3)

Maui Pineapple Planting Experience

Step into the heart of Hawai‘i’s pineapple heritage with the Pineapple Planting Experience—a hands-on, educational tour designed for those who want to dig deeper. Suit...

2 hours • Free Cancellation
5.0 (3)
from
$152

Frequently Asked Questions

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

Recent activity reviews
A great way to discover more about Kīhei
New York City
Historic Walking Tour in Kihei Maui with Local Guide
R814QUnancys, Sep 2026
A great way to discover more about Kīhei
We had a great experience on the Kihei walking tour with Keith. We’ve been coming to Maui for many years, but still learned so much that was new to us. Keith was knowledgeable, engaging, and a pleasure to talk with. Highly recommend!
Read more
To the stars and beyond!
New York City
Haleakala Sunset Experience
GrandTour16604124962, Sep 2026
To the stars and beyond!
We went in September 2026. The clouds prevented us from seeing the sunset from the top but our guide kept trying places until we were able to see the beautiful sunset. He also stopped at a place where we could see the stars and the Milky Way. How impressive! The guide's knowledge of Hawai'i made the trip even more enjoyable. Great job!
Read more
This tour is a must do on Maui
New York City
Historic Walking Tour in Kihei Maui with Local Guide
A3359XSalext, Sep 2026
This tour is a must do on Maui
We have been to Maui many and this was our second walking tour here. Keith was great and provided lots of Hawaiian and Kihei history.
Read more
Stunning sunset and stars
New York City
Haleakala Sunset Experience
H4936RZvictoriak, Sep 2026
Stunning sunset and stars
We did the sunset tour on September 2026. While we couldn’t view the sunset from the summit due to the clouds, our guide took us down to lower elevations where we could see the colors and then eventually the stars. It was very clear our guide was super knowledgeable and passionate about the history and culture of the islands. He told so many stories while we drove and my husband and I learned a lot. It was nice that both of us could enjoy the scenery rather than one of us paying attention to the road!
Read more
Maui Gold Pineapple Super Yummy
New York City
Maui Pineapple Planting Experience
JuliaJules829, Sep 2026
Maui Gold Pineapple Super Yummy
***I took the Maui Pineapple Tour: The Planting Experience in September 2026, and it was fantastic! Our guide, Rudy, was excellent. I loved learning about the history of the Maui Gold plantation and tasting fresh pineapple straight from the field. ***A few essential tips: Wear dark-colored tops, long socks, and non-slip rubber-soled shoes—it gets very rainy, windy, and slippery out there, so you will get dirty! Bringing a towel and a wide-brimmed farmer hat is also a must.
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
Great tour experience! 10/10
New York City
Private Full Day Hana Jeep Tour
724angelinaa, Jul 2026
Great tour experience! 10/10
My family of three were picked up from our hotel in Lahaina by our driver/tour guide, Lyman. Lyman was personable, funny, super knowledgeable of the area and island, and a great driver! He was mindful of our interests, needs and comfort. We had snacks and lunch at some local spots and developed a newfound appreciation for the nature and beauty that Maui has to share! The tour was about nine hours long, but time flew by and we hardly noticed how long we had been driving around from start to finish.
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.
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
An unexpected gem.
New York City
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
FarAway61967531416, Jun 2026
An unexpected gem.
Jojos makes this trip informative and interesting. We did not know what to expect but had a wonderful time. He really looks after you.
Read more
This guided tour was...
New York City
Self-Guided Audio Driving Tour in Maui
Courtney_E, Jun 2026
This guided tour was...
This guided tour was amazing and very educational. Second time on the Road to Hanna and this definitely was the way to go.
Read more
One of the best days of our lives
New York City
Private Full Day Hana Jeep Tour
H2931PRlukeh, Jun 2026
One of the best days of our lives
We had an incredible experience with Lyman. We felt privileged to get the Hana experience from a true local . Lyman is a funny and special person that was generous with his time, energy, and effort. Hope we can do it again in the future!
Read more
Waterfalls
New York City
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
Suzi_F, Apr 2026
Waterfalls
Jojo was engaging, informative and the pace was perfect. The chocolate samples were varied with great explanations about each kind.
Read more
Accommodating & reputable
New York City
Full-Day Road to Hana and Waterfall Tour
Climber657467, Apr 2026
Accommodating & reputable
We scheduled a half day to Hana & the Haleakala Crater sunset tour with Erik. He was very informative about the tour & was able to fit me in a few weeks before the tour. Unfortunately, we had to cancel our trip to Hawaii at the last minute & Erik was very understanding & immediately refunded me the full amount of the tour. When we get the opportunity to return to Hawaii I will definitely rebook with Erik again!
Read more
Magic Maui
New York City
Full-Day Road to Hana and Waterfall Tour
wolfman111, Apr 2026
Magic Maui
Had an amazing day with Erik and his dad on the road to Hana. We got to see waterfalls have an amazing banana bread and it was the highlight of our trip.
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
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