Hawaii Private & Custom Tours

Private Customizable Grand Circle Island Tour of Oahu
Honolulu, USA

You will spend your selected tour for about 8 hours, riding in a private, air-conditioned, new Mercedes mini van. What makes this tour unique is your 100% guaranteed...

6 to 8 hoursHotel pickup offeredFree Cancellation
6 to 8 hoursHotel pickup offeredFree Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
4.9 (270)
from
$377
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
Maui, USA

Maui’s ONLY *PRIVATE* Air Tour is Cool Hawaii #1 Ranked Outdoor Activity on Maui! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (591)
from
$380
Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)
Maui, USA

Enjoy Maui's Only Private Air Tour Plane Made of Metal & with Non-Tinted Panoramic View Windows for Crystal Clear Clarity!  As Seen on HGTV's 'Hawaii Life':...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.9 (47)
from
$380
Private luxury tour of Oahu island
Oahu, USA

You will see all in half day - a real Grand Circle Island Tour through the scenic world famous highlights, beaches and surf breaks. Coffee...

4 to 5 hoursFree Cancellation
4 to 5 hoursFree Cancellation
4 to 5 hours • Free Cancellation
5.0 (23)
from
$380
South Shore Aloha Friendly Tour
Oahu, USA

You will see all in one day - a real Grand Circle Island Tour through the scenic world famous beaches and surf breaks, Hollywood film...

3 to 4 hoursFree Cancellation
3 to 4 hoursFree Cancellation
3 to 4 hours • Free Cancellation
5.0 (15)
from
$380
Private Kauaʻi Helicopter Experience: Doors-Off ALL WINDOW SEATS
Likely to Sell Out
Likely to Sell Out
Kauai, USA

Take a PRIVATE helicopter ride on Kauaʻi and view Manawaiopuna "Jurassic" Falls, deep colorful gorges of the Waimea Canyon, captivating cliffs of the Nāpali Coast,...

55 minutesFree Cancellation
55 minutesFree Cancellation
55 minutes • Free Cancellation
5.0 (444)
from
$384
Family-Friendly Private Circle Island Tour of Oahu
Oahu, USA

Experience the full spectrum in just half a day! Embark on an authentic Grand Circle Island Tour that will immerse you in the world-renowned scenic...

4 to 6 hoursHotel pickup offeredFree Cancellation
4 to 6 hoursHotel pickup offeredFree Cancellation
4 to 6 hours • Hotel pickup offered • Free Cancellation
4.8 (18)
from
$389
Eco-adventure friendly Aloha Island Tour
Honolulu, USA

You will see all in half day - a real Grand Circle Island Tour through the scenic world famous highlights, beaches and surf breaks. Coffee...

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 (5)
from
$390
Oahu - Waikiki: Circle Island Tour
Honolulu, USA

The opportunity is here... To enjoy your day your way.. Flexible stops: Diamond Head Scenic Point • Lanai Lookout • Halona Cove • Halona Blowhole...

7 hoursHotel pickup offeredFree Cancellation
7 hoursHotel pickup offeredFree Cancellation
7 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$399
Private Road to Hana Waterfalls, Black Sand & Hidden Gems
Maui, USA

This Road to Hana experience is all about having an easy, fun, and unforgettable day with a great guide you’ll actually enjoy spending time with....

9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (90)
from
$400
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
Maui, USA

Book a private, custom Maui adventure of a lifetime. Our most popular experience is the Reverse Road to Hana Loop—a breathtaking full-circle journey that begins...

6 to 9 hoursHotel pickup offeredFree Cancellation
6 to 9 hoursHotel pickup offeredFree Cancellation
6 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (54)
from
$400
VIP Private Full-Day Road to Hana Tour
Maui, USA

Whether you seek cascading waterfalls, volcanic summits above the clouds, or unique local gems, your personal guide curates the perfect island experience-at your pace, in...

10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (22)
from
$400
VIP Private Full-Day Road to Hana Tour from Lahaina-Kapalua
Maui, USA

Whether you seek cascading waterfalls, volcanic summits above the clouds, or unique local gems, your personal guide curates the perfect island experience-at your pace, in...

10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$400
Private Sunset Luxury Cruise of Oahu
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Enjoy a relaxing cruise along the North Shore of Oahu. Take in the breathtaking views of Oahu from the water where you can see Mt....

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$400
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
Maui, USA

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
Become a Fairy Princess for the day
Kauai, USA

A true adventure of a lifetime! Allow our photographers at portraitnani to take you back in time where magic and fantasy ruled the world. Did...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.9 (13)
from
$400

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.