Hawaii Private & Custom Tours

Private Haleakala Summit & Stroll from Kahului
Likely to Sell Out
Likely to Sell Out
Maui, USA

Personalized tours ensure a relaxed and easeful day. Let us handle the logistics, you enjoy the ride. Our private setting supports an intimate experience and...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (69)
from
$359
Private Oahu Tour Customizable
Honolulu, USA

This is a fully private tour of Oahu’s Circle Island route. The listed 8-hour itinerary is a carefully curated mix of the island’s highlights, designed...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (69)
from
$90
Private Road to Hana Tour
Maui, USA

We take you places the large tour companies don't for an unforgettable experience driving around Haleakala Volcano through the rainforest of East Maui with a...

9 hours 30 minutesHotel pickup offeredFree Cancellation
9 hours 30 minutesHotel pickup offeredFree Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (64)
from
$340
Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!
Maui, USA

Enjoy Maui’s #1 Ranked Outdoor Activity and ONLY *Private* Air Tour! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (63)
from
$420
The Secret Waterfall Private tour with photos
Kauai, USA

This is an amazing photographic waterfalls tour. This guided 3-hour tour is a PRIVATE small-group tour that will take you to some of the most...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
4.8 (59)
from
$350
Private Advanced Trail Ride
Oahu, USA

Everyone always wants to jump on and ride fast when they’re with horses, and that’s exactly what our advanced ride is for. Experienced riders can...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (56)
from
$216
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
Private Oahu Sunset Charter with Tasting and Drinks
Likely to Sell Out
Likely to Sell Out
Oahu, USA

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people...

120 to 150 minutesFree Cancellation
120 to 150 minutesFree Cancellation
120 to 150 minutes • Free Cancellation
5.0 (53)
from
$1,413.61
Private Luxury Tour of Kauai: North & East Shores
Kauai, USA

See the Best of Kauai's north and east shores on this private tour! You'll have the flexibility to customize your itinerary with the help of...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
4.8 (53)
from
$298.86
Private Island Volcano Tour in Hawaii with Pickup Included
Big Island of Hawaii, USA

Relaxing & Stress-free Sightseeing guided by local residents – the whole island of Hawai’i and it’s splendor is awaiting you. Relax and let us worry...

6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hours • Hotel pickup offered • Free Cancellation
4.9 (53)
from
$930
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
Maui, USA

Your Most Awesome Maui Day is just a Click Away! Enjoy this Spectacular, Once-in-a-Lifetime, Award Winning Private Air Tour! Your Private Cabin Safely, Smoothly and...

30 minutesFree Cancellation
30 minutesFree Cancellation
30 minutes • Free Cancellation
4.9 (53)
from
$280
PRIVATE Pearl Harbor: Arizona Memorial, Missouri Ship & City Tour
Likely to Sell Out
Likely to Sell Out
Honolulu, USA

Step into history with our private Pearl Harbor tour! Explore iconic sites like the Pearl Harbor Museum, USS Arizona Memorial, and the mighty USS Missouri...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (51)
from
$805
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
Honolulu, USA

Afraid of missing out on the real Oahu? Don’t waste any time in Waikiki. Escape the tourist trap, ditch the crowds, and hop in with...

8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
4.9 (51)
from
$175
Volcanoes, Beaches and Waterfall Highlights Private Guided Tour
Big Island of Hawaii, USA

Our tours are built around you. As one of the few Hawaiian-owned and operated tour companies on the Big Island, we offer a personal connection...

10 hoursHotel pickup offeredFree Cancellation
10 hoursHotel pickup offeredFree Cancellation
10 hours • Hotel pickup offered • Free Cancellation
5.0 (49)
from
$2,280
The Ultimate Private Adventure
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

With Kona Ocean Adventures, we are not just another tour but a true Adventure! This charter is for up to 6 guests. If you have...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (48)
from
$2,052.53
Private Customizable Oahu Grand Circle Island Tour from Waikiki
Honolulu, USA

This activity stands out for its complete flexibility and personalization—you get to design your own itinerary on a private tour that lets you experience Oahu...

10 to 11 hoursHotel pickup offeredFree Cancellation
10 to 11 hoursHotel pickup offeredFree Cancellation
10 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (47)
from
$1,199.99

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.