Maui Luxury & Special Occasions

249 Results
Sort by:
Traveler Rating
Filter
Languages Clear
Time of Day Clear
219
102
48
Duration Clear
19
89
162
5
1
Price Clear
$0 $500+
Rating Clear
187
229
231
Specials Clear
222
49
6
107
18
Features Clear
88
129
193
5
133
79
Accessibility Clear
20
95
198
Families Clear
119
95
47

Maui Activities

Attractions

Guides

Calendar

Small-Group Road to Hana Adventure Tour with Pickup & Lunch
4.9 (3,304)

Small-Group Road to Hana Adventure Tour with Pickup & Lunch

Live the real Maui experience on the Road to Hana with our expert guides! Immerse yourself in the beauty of the spectacular Hana Rainforest. Witness...

8 to 11 hours • Hotel pickup offered
8 to 11 hours • Hotel pickup offered
8 to 11 hours • Hotel pickup offered
4.9 (3,304)
from
$209.99
Maui Pineapple Farm Tour in Haliimaile
4.8 (2,994)

Maui Pineapple Farm Tour in Haliimaile

We welcome you to the one and only Maui Pineapple Tour! Situated in the historic town of Hali'imaile, this unique tour offers an insiders look...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (2,994)
from
$99.48
Maui: Haleakala Sunrise Spectacular with Local Breakfast
Likely to Sell Out
Likely to Sell Out
4.8 (2,286)

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 (2,286)
from
$254.46
Road to Hana Adventure Maui Tour with Lunch
4.9 (2,050)

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 (2,050)
from
$276.54
Molokini Crater + South Maui Coast Adventure from Kihei, Maui
5.0 (1,584)

Molokini Crater + South Maui Coast Adventure from Kihei, Maui

Speed through the water from Maui to the Molokini Crater for a small-group snorkeling adventure where the underwater visibility often exceeds 180 feet (55 meters)!...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (1,584)
from
$232.50
Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach
Likely to Sell Out
Likely to Sell Out
4.9 (1,479)

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

Part of the reason Maui has been so popular year after year is due to the breathtaking sunsets. Sure you could just watch from the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (1,479)
from
$127.31
Maui: Ultimate Whale Watch from Lahaina
Likely to Sell Out
Likely to Sell Out
4.9 (1,348)

Maui: Ultimate Whale Watch from Lahaina

Our most popular Ultimate Whale Watch experience! small groups make every seat a front row seat as you enjoy whale watching and educational talks from...

105 to 130 minutes • Free Cancellation
105 to 130 minutes • Free Cancellation
105 to 130 minutes • Free Cancellation
4.9 (1,348)
from
$77
Lahaina: Maui Ku'ia Estate Guided Cacao Farm Tour and Tasting
4.8 (1,207)

Lahaina: Maui Ku'ia Estate Guided Cacao Farm Tour and Tasting

Visit our 20-acre cacao farm in Lahaina to learn how we produce our award-winning chocolate. From farm to bar, we will guide you through the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (1,207)
from
$99.48
Maui: Famous Road to Hana Waterfalls and Lunch by Mercedes Van
4.9 (1,180)

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 (1,180)
from
$249.99
Maui: VIP Private Road to Hana Tour with Pick Up
5.0 (1,160)

Maui: VIP Private Road to Hana Tour with Pick Up

Discover the magic of Maui with our exclusive, personalized private tours. Say goodbye to crowded buses and rigid schedules—your adventure is uniquely crafted to suit...

8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (1,160)
from
$679
Maui: Small Group Road to Hāna Tour 6 to 8 passengers
4.8 (1,022)

Maui: Small Group Road to Hāna Tour 6 to 8 passengers

Voted Best Small Group Road to Hana Tour by US News & World Report 2024! A Hawaiian owned & operated company that specializes in a...

8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (1,022)
from
$281.68
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
Likely to Sell Out
Likely to Sell Out
4.8 (971)

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (971)
from
$166.31
Maui: Road to Hana Adventure with Farm to Table Lunch
4.9 (930)

Maui: Road to Hana Adventure with Farm to Table Lunch

The ultimate Road to Hana adventure in our luxurious 2024/25 Mercedes Sprinter vans. Best value guarantied. Embark on an unforgettable adventure along the Road to...

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
4.9 (930)
from
$259
Small-Group Road to Hana Luxury Tour
Likely to Sell Out
Likely to Sell Out
4.8 (900)

Small-Group Road to Hana Luxury Tour

Travel the famously spectacular Road to Hana in comfort and style on this luxury small-group tour. With a maximum of just up to eight-passengers in...

10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
4.8 (900)
from
$385
Rainforest Tour to Hana and Beyond
4.8 (867)

Rainforest Tour to Hana and Beyond

Hāna and Beyond is a family-owned and operated tour company rooted in Hawaiian heritage. With us, you'll delve into our home, uncovering its rich history,...

8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (867)
from
$210
Road to Hana: Full-Day Scenic Drive with Blacksand & Waterfalls
4.8 (834)

Road to Hana: Full-Day Scenic Drive with Blacksand & Waterfalls

The Hāna Highway is a 64.4-mile long stretch of spectacular views of rainforest, waterfalls, beaches and coastline. On the east after Kalepa Bridge, the highway...

7 to 11 hours • Hotel pickup offered
7 to 11 hours • Hotel pickup offered
7 to 11 hours • Hotel pickup offered
4.8 (834)
from
$209.99

Frequently Asked Questions

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

Maui Activities
Attractions
Guides
Calendar
View more
View more
Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

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.

We Make It Easy!

Gather your information

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

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

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

Activity name

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.

Cool Support

Ask us anything!

Activity name

Cool Robot