Maui Tours & Sightseeing

Maui Snorkel and Sunset Sail

Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together for the perfect day on the water! Whether you’re snorkeling or...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.7 (11)
from
$129.75
Island of Maui Customized Half Day Tour

Tailored to You No cookie-cutter itineraries here. We design each tour around your group's interests, pace, and energy level Insider Access With a local guide...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$450
Half Day Private Road to Hana Tour with Pickup

For groups looking to experience the adventure of the Road to Hana, but not wanting to devote an entire day towards the full journey, we...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.5 (6)
from
$240
Private Photography Portrait Session

Looking to get some new family pictures?  We at Maui Family Portraits will capture those perfect family moments you will treasure forever. Our portrait packages...

30 minutesFree Cancellation
30 minutesFree Cancellation
30 minutes • Free Cancellation
5.0 (2)
from
$699.99
PRIVATE Road to Hana Tour

We offer PRIVATE tours of the Road to Hana customized to our guests interests and activity levels. This tour will only be your group! Our...

8 to 12 hoursFree Cancellation
8 to 12 hoursFree Cancellation
8 to 12 hours • Free Cancellation
5.0 (13)
from
$200
Private Vacation Photoshoot with Photographer in Maui

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (2)
from
$128.55
Road to Hana Deluxe Rainforest and Waterfall Experience from Oahu

Behind every curve, discover a new surprise… Miles of lush tropical rainforests, beautiful waterfalls at every turn of the road leading to Hana, narrow one-lane...

10 to 12 hoursFree Cancellation
10 to 12 hoursFree Cancellation
10 to 12 hours • Free Cancellation
4.3 (3)
from
$599
Private Road To Hana Tour with Professional Photos Included

Not only will you get professional photos and videos, but you will get a guide who wants to show you the real jungle. Get past...

8 to 10 hoursFree Cancellation
8 to 10 hoursFree Cancellation
8 to 10 hours • Free Cancellation
5.0 (19)
from
$404.25
A Romantic Photoshoot for 2 in Maui

Romantic freestyle photoshoot in Maui. On the beach, during sunset we will capture magical moments. No worries if you are camera shy we will bring...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (15)
from
$49
Private West Maui Coastline Open-Air Jeep Tour

At our Maui tour company, we stand out from the rest by providing an unparalleled experience tailored just for you. Our luxury Jeeps feature a...

4 to 5 hoursHotel pickup offeredFree Cancellation
4 to 5 hoursHotel pickup offeredFree Cancellation
4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$700
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 hoursHotel pickup offeredFree Cancellation
1 to 8 hoursHotel pickup offeredFree Cancellation
1 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$195
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 hoursHotel pickup offeredFree Cancellation
9 hoursHotel pickup offeredFree Cancellation
9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$400
Road To Hana Captured In Photography and Video

A visit to Maui would be incomplete without doing the Road to Hana. However, most visitors don't get the best experience because they waste time...

9 hoursHotel pickup offeredFree Cancellation
9 hoursHotel pickup offeredFree Cancellation
9 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$345
Halfway to Hana Adventure

Our Halfway to Hāna Adventure is a half-day tour that takes you partway along the Road to Hāna, offering waterfalls, rainforest scenery, and coastal views...

6 to 8 hoursHotel pickup offeredFree Cancellation
6 to 8 hoursHotel pickup offeredFree Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$180
Emountain Bike Tour Maui | Grand Tour – Private Ranch

Venture deep into Maui's stunning private ranchland on this advanced e-Mountain Bike Tour, designed for experienced riders. Navigate challenging climbs and thrilling descents while enjoying...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (7)
from
$260
Family Stargazing under the stars

Your family togetherness tours are small groups or private tours. Your very personable astronomy guide shares Hawaiian mythologies and star names. There is ample time...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (11)
from
$125

Frequently Asked Questions

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

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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.