Hawaii Luxury & Special Occasions

Big Island Spectacular Helicopter Tour
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Discover both the Big Island's beauty and its volcanic fury. Experience all the awesome spectacle of Madame Pele's lava and volcanic badlands, then explore lush...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.9 (120)
from
$790.90

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
$770

6-Hour Private Customized Luxury Convertible Tour of Oahu's North Shore
Honolulu, USA

The price is for car and driver NOT per person. The car can take up to 4 passengers plus driver so the more passengers the...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
4.9 (33)
from
$760

Private Island Adventure Volcanoes Beaches and Coffee Farms
Big Island of Hawaii, USA

We are a fully licensed and insured transportation company, proudly certified by the Hawaiʻi Public Utilities Commission (PUC). We offer private, personalized island tours in...

6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (7)
from
$760

Day Trip Oahu to Maui: Sips, Sites and Bites
Likely to Sell Out
Likely to Sell Out
Maui, USA

Escape to the east side of Maui for day on this all-inclusive tour which includes airfare from Oahu to Maui, transportation from the Kahului Airport...

15 hoursFree Cancellation
15 hoursFree Cancellation
15 hours • Free Cancellation
4.2 (47)
from
$752.62

Private Unique Road to Hana Adventure
Likely to Sell Out
Likely to Sell Out
Kihei, USA

We're called Unique for a reason... This is not your standard Hana tour. We'll take you on a full day adventure all the way to...

10 to 11 hoursHotel pickup offered
10 to 11 hoursHotel pickup offered
10 to 11 hours • Hotel pickup offered
5.0 (89)
from
$751

Maui Vanilla Farm Private Tour
Maui, USA

Discover the sweet world of vanilla. Enjoy a delightful journey through the farm, learning about the vanilla cultivation process while savoring homemade vanilla limeade and...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (12)
from
$750

Hawaii Wedding - Aloha Beach Wedding and Photo Session
Oahu, USA

Do you dream of a wedding ceremony at the beach? Let’s celebrate your destination wedding with us. Our ALOHA Hawaii Beach Wedding is one of...

80 to 90 minutesHotel pickup offered
80 to 90 minutesHotel pickup offered
80 to 90 minutes • Hotel pickup offered
5.0 (11)
from
$750

Private Catamaran Cruise and Snorkeling Tour in Honolulu
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Discover the beautiful views of the ocean, local wildlife, and the iconic east side of Oahu as you join me on a private catamaran cruise...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (152)
from
$749

PRIVATE TOUR-Ultimate Circle Island Tour of Oahu
Oahu, USA

Enjoy a private Circle Island tour tailored to your family, offering a stress-free and customizable experience. Explore remote beaches, savor local foods, visit historical landmarks,...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (179)
from
$749

Private Half-Day Tour: Deluxe Experience. 30 Professional Photos
Oahu, USA

Experience the raw beauty of Oahu’s East Coast with the wind in your hair. Hop into a rugged Jeep Wrangler for a private, 4-hour guided...

3 to 5 hoursHotel pickup offeredFree Cancellation
3 to 5 hoursHotel pickup offeredFree Cancellation
3 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (12)
from
$749

Custom Island Tour - for 4 to 5 people - up to 8 hours - Private tour of Oahu
Honolulu, USA

We provide Private, Custom, tours of the island of Oahu. You can set the itinerary or leave it up to our expert guides, or a...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.9 (184)
from
$746.27

Cruise Ship pick-up, tour of Oahu, with drop-off at the Airport or Cruise Ship
Honolulu, USA

Custom Island Tours, LLC provides Private, Custom, tours of the island of Oahu. You can set the itinerary or leave it up to our expert...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (8)
from
$746.27

Private Big Island: History & Local Market Tour (Up to 12)
Big Island of Hawaii, USA

Step into the soul of Hawaii with our Private Big Island: History & Local Market Tour, crafted for your group. This half-day adventure transcends typical...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$729

Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure
Maui, USA

Escape to another Hawaiian island for a day on this all-inclusive tour. Hop on an inter-island flight from Kahului, Maui to Honolulu on Oahu for...

14 hoursFree Cancellation
14 hoursFree Cancellation
14 hours • Free Cancellation
4.8 (91)
from
$719.90

Day Trip from Oahu to Kauai: Waimea Canyon & Wailua River
Likely to Sell Out
Likely to Sell Out
Kauai, USA

Escape to another Hawaiian island for a day on this all-inclusive island-hopping tour. Indulge on your vacation and leave the planning to us! Interisland roundtrip...

14 hoursFree Cancellation
14 hoursFree Cancellation
14 hours • Free Cancellation
4.2 (71)
from
$719.90

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.