Cool Hawaii
Language $Currency
Login / Sign up
Bookings
Bookings
Cool Rewards Rewards
$0.00
Cool Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Groups About Contact
Start your search
Change your search
Place or activity
Select Dates

Hawaii Walking Tours

181 Results
Sort by:
Price (Low to High)
Filter
Languages Clear
Time of Day Clear
148
99
64
Duration Clear
31
107
67
7
0
Price Clear
$0 $500+
Rating Clear
128
168
176
Specials Clear
167
38
3
69
5
Features Clear
39
80
165
4
96
18
Accessibility Clear
42
102
149
Families Clear
97
91
37

Hawaii Activities

Attractions

Guides

Calendar

Hawaii Beach Photography

This Beach photo session takes you to a stunning location. At the photo location, you have marvelous views of the coastline and mountain range in …More

Oahu, USA
5.0 (9)

Hawaii Beach Photography

This Beach photo session takes you to a stunning location. At the photo location, you have marvelous views of the coastline and mountain range in...

30 minutes
5.0 (9)
from
$350
Hawaii's Magnificent Cliffs Photography

This Adventure photo session takes you to a stunning location. At the photo location, you have marvelous views of the ocean and cliffside views with …More

Oahu, USA
5.0 (4)

Hawaii's Magnificent Cliffs Photography

This Adventure photo session takes you to a stunning location. At the photo location, you have marvelous views of the ocean and cliffside views with...

30 minutes
5.0 (4)
from
$350
Maui Coast Slingshot Private Tour from Lahaina

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 …More

Maui, USA
5.0 (1)

Maui Coast Slingshot Private Tour from Lahaina

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 (1)
from
$485
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 …More

Maui, USA
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
Romantic Private Stargazing Experience in Maui

Your romantic tours are private tours. Your very personable astronomy guide shares Hawaiian mythologies and star names. There is ample time to look through the …More

Maui, USA
5.0 (2)

Romantic Private Stargazing Experience in Maui

Your romantic tours are private tours. Your very personable astronomy guide shares Hawaiian mythologies and star names. There is ample time to look through the...

1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$500
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 …More

Maui, USA
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
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 …More

Maui, USA
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
Honolulu - Private Photoshoot with a Top-Rated Local Photographer

Transform your Honolulu adventure into stunning professional photographs you'll treasure forever. With over 3 million memories captured across six continents and features in Oprah, Forbes, …More

Oahu, USA
5.0 (7)

Honolulu - Private Photoshoot with a Top-Rated Local Photographer

Transform your Honolulu adventure into stunning professional photographs you'll treasure forever. With over 3 million memories captured across six continents and features in Oprah, Forbes,...

1 to 2 hours • Free Cancellation
5.0 (7)
from
$575
Expert Led Private Guided Tour Hawaii Volcanoes National Park

Experience Hawaiʻi Volcanoes National Park with the official philanthropic fundraising partner of the park! Our excursions aren't tours—they're private, guided experiences led by a member …More

Big Island of Hawaii, USA
4.9 (9)

Expert Led Private Guided Tour Hawaii Volcanoes National Park

Experience Hawaiʻi Volcanoes National Park with the official philanthropic fundraising partner of the park! Our excursions aren't tours—they're private, guided experiences led by a member...

4 to 8 hours • Free Cancellation
4.9 (9)
from
$633
Day Trip from Oahu to Hilo: Volcano Adventure

Escape to another Hawaiian island for a day on this all-inclusive tour. Hop on an inter-island flight from Honolulu on Oahu to Hilo on the …More

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.2 (555)

Day Trip from Oahu to Hilo: Volcano Adventure

Escape to another Hawaiian island for a day on this all-inclusive tour. Hop on an inter-island flight from Honolulu on Oahu to Hilo on the...

12 hours • Free Cancellation
4.2 (555)
from
$654
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 …More

Maui, USA
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 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 …More

Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (16)

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 (16)
from
$750
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 …More

Maui, USA
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
6-7 Hours Private Kauai's Hidden Gems Experience with Snacks

This tour is private and fully customizable - hike as much or as little as you want in the time we have. If you would …More

Kauai, USA
4.9 (44)

6-7 Hours Private Kauai's Hidden Gems Experience with Snacks

This tour is private and fully customizable - hike as much or as little as you want in the time we have. If you would...

6 to 7 hours • Free Cancellation
4.9 (44)
from
$980
Cultural Stewardship in Waipiʻo Valley PRIVATE

Pohaha I Ka Lani invites visitors to go beyond sightseeing and step into authentic Hawaiian culture through hands-on experiences in Waipiʻo Valley. Guided by cultural …More

Big Island of Hawaii, USA
5.0 (1)

Cultural Stewardship in Waipiʻo Valley PRIVATE

Pohaha I Ka Lani invites visitors to go beyond sightseeing and step into authentic Hawaiian culture through hands-on experiences in Waipiʻo Valley. Guided by cultural...

4 hours • Free Cancellation
5.0 (1)
from
$1,075
Experience the soul of Maui: Tours led by Maui's own!

Escape the crowds and experience the legendary Road to Hāna like never before! As a Hawaiian-owned private tour company, we offer an exclusive, immersive, and …More

Lahaina, USA

Experience the soul of Maui: Tours led by Maui's own!

Escape the crowds and experience the legendary Road to Hāna like never before! As a Hawaiian-owned private tour company, we offer an exclusive, immersive, and...

7 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,334

Frequently Asked Questions

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

Recent activity reviews
New appreciation of Vanilla
New York City
Maui Vanilla Farm Private Tour
carriegO9570CA, Sep 2026
New appreciation of Vanilla
The beautiful farm, delicious tastings and Candace and Clay's knowledge made this an amazing experience! We will definitely be adding this to our must do on Maui list.
Read more
Seeing the wonders of the night sky from Maui
New York City
Romantic Private Stargazing Experience in Maui
Nomad64501293943, Sep 2026
Seeing the wonders of the night sky from Maui
Our evening of stargazing with Donna and Scott was among the best experiences of our three weeks in Hawaii. Good weather and dark sky conditions at the viewing site enabled us to see the Milky Way clearly overhead. After introducing us to the main visible constellations, Donna used her wonderful easy viewing telescope to show us individual stars, binary stars, star clusters, and other celestial phenomena, including the light from a galaxy beyond our own. Her educational commentary included the ancient Polynesian voyagers and their skill at using the night sky to guide them among the islands of the Pacific Ocean. Anyone with an interest in science who has an opportunity to visit Maui should not miss an evening of stargazing with Donna and her great telescope.
Read more
So many beautiful stops
New York City
Day Trip from Oahu to Hilo: Volcano Adventure
G2647HPbrandyr, Sep 2026
So many beautiful stops
I am glad we left Oahu to see the national park and other beautiful parts of the big island. The weather at the top where you look out at the volcano was windy and rainy but still great! It was so cool to go from the outlook over the volcano to seeing what the cooled lava looked liked and then to change drastically to a tropical eco system to walk through the lava tube. Then we got additional site setting that included things like beautiful waterfalls. I would recommend it for sure!
Read more
Fantastic
New York City
Maui Vanilla Farm Private Tour
V4021YVdavidc, Sep 2026
Fantastic
Wonderful people and amazing product!
Read more
Great Kono tour
New York City
Day Trip from Oahu to Hilo: Volcano Adventure
ericrW4010EM, Sep 2026
Great Kono tour
Did tour thru NCL, and we had a great time. Our guide Albert Nelmida was fantastic, very knowledgeable. He was also our guide the next day for our tour of the West side of Kono.
Read more
Amazing adventure!!!
New York City
Cultural Stewardship in Waipiʻo Valley PRIVATE
sandrahC1725LV, Aug 2026
Amazing adventure!!!
Hawaii was everything we hoped it would be and so much more.We zip-lined through the trees, explored coffee farms and volcanoes, experienced a beautiful luau, enjoyed a sunset dinner cruise, traveled through incredible microclimates, and eaten some of the best food we’ve ever had. Every day was an adventure.But on our last day of our vacation, we were reminded that the most meaningful experiences aren’t always the ones you can plan.We had the privilege of participating in a stewardship program with this nonprofit dedicated to preserving Hawaii’s ancient lands, including the sacred Valley of the Kings on the Big Island. Guided by Native Hawaiians, we listened to stories passed down through generations and learned how to cultivate taro, the plant used to make poi and one that holds deep cultural significance.Knowing this is a place few people ever get to experience, and only with the guidance of Native islanders, made the day even more special. It was humbling, inspiring, and a powerful reminder that the heart of Hawaii isn’t just found in its breathtaking landscapes, it’s found in its people, traditions, and the care they continue to show for this extraordinary place.What an unforgettable way to end an incredible adventure. We leave with full hearts, wonderful memories, and a deep appreciation for the beauty, history, and spirit of Hawaii. 🌺❤️🙏🏻
Read more
Wonderfully Personalized Tour
New York City
Expert Led Private Guided Tour Hawaii Volcanoes National Park
Katrina_J, Jun 2026
Wonderfully Personalized Tour
Julie was knowledgeable and clearly passionate about the area and the volcano. She recommended the best spots in the park and took us to some quieter areas too away from the crowds. It made for a relaxing, memorable way to experience the best of our visit."
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
A great tour and we felt we were contributing to a good cause.
New York City
Expert Led Private Guided Tour Hawaii Volcanoes National Park
Paul_G, May 2026
A great tour and we felt we were contributing to a good cause.
Our guide Peter was extremely knowledgeable and experienced and is a member of the Friends of the Volcanoes Park, so the money we paid goes to the benefit of the park. He was very interesting, had lots of great stories, and was fun to be around.
Read more
Best tour yet!!!!!
New York City
6-7 Hours Private Kauai’s Hidden Gems Experience with Snacks
Patricia_D, May 2026
Best tour yet!!!!!
This was a wonderful and beautiful tour. Ask for Stephanie…she’s one in a million!!! We saw so many wonderful things and were told so much about the island.
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
Awesome!!
New York City
Romantic Private Stargazing Experience in Maui
Claudia O, May 2026
Awesome!!
We had an awesome trip to the Planets , Stars and Galaxies with Donna & Scott !! Very educational and amazing trip to the universe and what lies beyond’ our eye‘s vision and imagination! Thanks for a wonderful experience and evening out stargazing Maui‘s night sky! Mahalo! Love to be back some day!PS- thanks for the tips how to get our own telescope calibrated 😀🌺
Read more
AMAZING
New York City
Maui Coast Slingshot Private Tour from Lahaina
X1617XVlauriem, Mar 2026
AMAZING
Awesome experience. Our guide Payson took us to amazing sites. We saw a lot of sea life and a turtle 🐢. Highly recommended. Highlight of our trip.
Read more
Amazing and unforgettable
New York City
6-7 Hours Private Kauai’s Hidden Gems Experience with Snacks
116fredericd, Jan 2026
Amazing and unforgettable
Amazing experience on all counts! We did several majestic hikes on the West part of the Island in just a few hours. Jeremiah, our guide, was tremendous. The ages ranged from 4 to 75 and he adapted all our hikes accordingly.
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
Amazing photographer!!!!
New York City
Hawaii Beach Photography
Michael_T, Sep 2025
Amazing photographer!!!!
Michelle was absolutely incredible. She is very talented and extremely patient with little ones (we have a one year old). The photos turned out absolutely incredible. Michelle is so professional, kind and talented. 100000% recommend! Everything about the experience was wonderful.
Read more
Hawaii Activities
Attractions
Guides
Calendar
View more
View more