Hawaii Private Sightseeing Tours

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Hawaii Activities

Attractions

Guides

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Private Haleakala Summit & Stroll from Kahului
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (69)

Private Haleakala Summit & Stroll from Kahului

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 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (69)
from
$359
Private Half-Day Road To Hana Highlights Tour
Maui, USA
5.0 (66)

Private Half-Day Road To Hana Highlights Tour

Our guides are famously known for treating our guests like royalty. We take hosting to the next level and love giving our guests the full...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (66)
from
$299
Private Road to Hana Tour
Maui, USA
5.0 (64)

Private Road to Hana Tour

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 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (64)
from
$575
Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!
Maui, USA
5.0 (63)

Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!

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 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (63)
from
$420
Private Tour Oahu Customizable
Likely to Sell Out
Likely to Sell Out
Honolulu, USA
5.0 (62)

Private Tour Oahu Customizable

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 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (62)
from
$150
Private Big Island Tour: Coffee, Beaches, Volcanos, Waterfalls
Big Island of Hawaii, USA
5.0 (60)

Private Big Island Tour: Coffee, Beaches, Volcanos, Waterfalls

When you book a tour with Wild Hawaii Tours your day is completely customisable and unique to your group. The listed itinerary is just a...

8 to 11 hours • Hotel pickup offered • Free Cancellation
8 to 11 hours • Hotel pickup offered • Free Cancellation
8 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (60)
from
$1,439
The Secret Waterfall Private tour with photos
Kauai, USA
4.8 (59)

The Secret Waterfall Private tour with photos

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 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.8 (59)
from
$350
Private Advanced Trail Ride
Oahu, USA
5.0 (56)

Private Advanced Trail Ride

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 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (56)
from
$216
Private Luxury Tour of Kauai: North & East Shores
Kauai, USA
4.8 (53)

Private Luxury Tour of Kauai: North & East Shores

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

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
4.8 (53)
from
$437.34
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
Maui, USA
5.0 (52)

Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep

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 hours • Hotel pickup offered • Free Cancellation
6 to 9 hours • Hotel pickup offered • Free Cancellation
6 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (52)
from
$800
Private Island Volcano Tour in Hawaii with Pickup Included
Big Island of Hawaii, USA
4.9 (51)

Private Island Volcano Tour in Hawaii with Pickup Included

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 hours • Hotel pickup offered • Free Cancellation
6 to 10 hours • Hotel pickup offered • Free Cancellation
6 to 10 hours • Hotel pickup offered • Free Cancellation
4.9 (51)
from
$930
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
Honolulu, USA
4.9 (51)

Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

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 hours • Hotel pickup offered • Free Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
4.9 (51)
from
$225
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
Maui, USA
4.9 (50)

Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)

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 minutes • Free Cancellation
30 minutes • Free Cancellation
30 minutes • Free Cancellation
4.9 (50)
from
$280
PRIVATE Pearl Harbor: Arizona Memorial, Missouri Ship & City Tour
Likely to Sell Out
Likely to Sell Out
Honolulu, USA
5.0 (49)

PRIVATE Pearl Harbor: Arizona Memorial, Missouri Ship & City Tour

****Important Update: Arizona Memorial Access Due to ongoing preservation work, boat rides to the USS Arizona Memorial will be paused starting September 3rd, 2025 for...

5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (49)
from
$805
The Ultimate Private Adventure
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (47)

The Ultimate Private Adventure

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 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (47)
from
$1,900
Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)
Maui, USA
4.9 (47)

Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)

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 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (47)
from
$380

Frequently Asked Questions

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

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

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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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