Lahaina Outdoor Activities

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Lahaina Activities

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Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
5.0 (4)

Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour

Embark on an unforgettable adventure with our Open-Air Jeep tour, starting along the legendary Road to Hana and culminating in a breathtaking sunset at Haleakalā....

8 to 9 hours • Hotel pickup offered • Free Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,990
Road to Hana Private Full Day Tour
Likely to Sell Out
Likely to Sell Out
5.0 (3)

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
9 to 11 hours • Hotel pickup offered • Free Cancellation
9 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$1,621.99
Experience the soul of Maui: Tours led by Maui's own!

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
7 to 9 hours • Hotel pickup offered • Free Cancellation
7 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,334
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 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$800
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
8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
5.0 (1)
from
$683.83
Road to Hana Maui Tours
5.0 (7)

Road to Hana Maui Tours

Why Choose Us for Your Road to Hāna Adventure? 1. Expert Local Guides Our guides are long-term residents with deep knowledge of Maui’s history, culture,...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (7)
from
$678
Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip
Likely to Sell Out
Likely to Sell Out
4.9 (91)

Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip

Experience the highlights of the legendary Road to Hana on this small-group day trip. Travel by luxury Limo-Van along the breathtaking Pacific coast and through...

10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
4.9 (91)
from
$385
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
Likely to Sell Out
Likely to Sell Out
4.9 (367)

Road To Hana: Maui Waterfall Hiking Tour in Private Jeep

This jeep, waterfall, bamboo forest, hiking tour on the Maui Hana Highway is unique because they are private! Yup, that's right. Just you and your...

8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
4.9 (367)
from
$349
Best of Maui Tour: Sips, Sites and Bites with Lunch
Likely to Sell Out
Likely to Sell Out
4.4 (189)

Best of Maui Tour: Sips, Sites and Bites with Lunch

See the very best of Maui on this experiential sightseeing day trip with your informative local guide. Journey to Haleakala National Park on the east...

9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.4 (189)
from
$306.64
Hiking Maui Hawai’i
5.0 (6)

Hiking Maui Hawai’i

Come Hike Maui with Me! I’m not just a tour guide — I’m your local connection to the real Maui. Small groups, secret spots, epic...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$289
Road to Hana Adventure Maui Tour with Lunch
Likely to Sell Out
Likely to Sell Out
4.9 (2,104)

Road to Hana Adventure Maui Tour with Lunch

Explore the lush tropical beauty of Maui's Hana coast on a delightful day trip to the eastern side of the island. On this scenic Hana...

12 hours 30 minutes • Hotel pickup offered • Free Cancellation
12 hours 30 minutes • Hotel pickup offered • Free Cancellation
12 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.9 (2,104)
from
$276.54
Maui: Majestic Haleakala Sunrise Tour with Pick-up
4.8 (664)

Maui: Majestic Haleakala Sunrise Tour with Pick-up

Once-in-a-lifetime may be the only way to describe watching the sun slowly rise over Haleakala National Park and spill over onto the beautiful island of...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.8 (664)
from
$263.99
Haleakala Maui Sunset Twilight Tour with Dinner
Likely to Sell Out
Likely to Sell Out
4.5 (248)

Haleakala Maui Sunset Twilight Tour with Dinner

Capture that quintessential Hawaiian sunset from 9,740 feet elevation atop Mt Haleakala, Maui's volcanic peak in Haleakala National Park on the east side. Most visitors...

7 hours • Hotel pickup offered • Free Cancellation
7 hours • Hotel pickup offered • Free Cancellation
7 hours • Hotel pickup offered • Free Cancellation
4.5 (248)
from
$256.55
Maui: Haleakala Sunrise Spectacular with Local Breakfast
Likely to Sell Out
Likely to Sell Out
4.8 (2,323)

Maui: Haleakala Sunrise Spectacular with Local Breakfast

Witness the dawning of a new day atop Haleakala (the house of the sun) a dormant volcanic mountain overlooking Maui on the east side. Deep...

10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
4.8 (2,323)
from
$254.46
Maui: Famous Road to Hana Waterfalls and Lunch by Mercedes Van
4.9 (1,194)

Maui: Famous Road to Hana Waterfalls and Lunch by Mercedes Van

Maximum of 14 people in a Luxury, Air-Conditioned Mercedes Benz Sprinter van. Guided and narrated by a professional, highly knowledgeable chauffeurs with deep knowledge of...

9 to 10 hours • Hotel pickup offered • Free Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
4.9 (1,194)
from
$249.99
Road to Hana in Mercedes Van: Waterfalls and Black Sand Beach
4.8 (187)

Road to Hana in Mercedes Van: Waterfalls and Black Sand Beach

Major Maui Hotel's pickups included. We provide food and beverages. Fresh locally grown fruit and deli sandwiches of your choice (ham, turkey or veggie) will...

9 to 10 hours • Hotel pickup offered • Free Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (187)
from
$249.99

Frequently Asked Questions

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Lowest Price Guarantee

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Hawaii promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

Sorting, ranking, and search results

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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