Things to do over Labor Day weekend in Hawaii (Updated 2026)

Hawaii, USA
Stand Up Paddle Board Rentals in Kailua-Kona
Likely to Sell Out
Likely to Sell Out

Experience the stunning waters of Kailua Bay with a Stand Up Paddleboard rental. Perfect for self-guided adventures, you can set your own pace while enjoying...

1 to 7 daysFree Cancellation
1 to 7 daysFree Cancellation
1 to 7 days • Free Cancellation
5.0 (1)
from
$89
Large Group up to 42 PPL Transfer from Airport and Waikiki Hotels
Likely to Sell Out
Likely to Sell Out

Arrive in Hawaii feeling relaxed with a pre-arrange airport transfer waiting. Avoid navigating public transport or joining the line at the taxi rank and its...

30 to 45 minutesHotel pickup offeredFree Cancellation
30 to 45 minutesHotel pickup offeredFree Cancellation
30 to 45 minutes • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$140
North Shore Catamaran Charters
Likely to Sell Out
Likely to Sell Out

Perfect for families, couples, and ocean lovers seeking an unforgettable Hawaiian experience. Witness the majestic whales and stunning sunsets on the North Shore of Oahu....

1 day 2 hoursFree Cancellation
1 day 2 hoursFree Cancellation
1 day 2 hours • Free Cancellation
5.0 (1)
from
$84
Kona Hawaii Deep Sea Fishing experience on the Bite Me 4

Enjoy the day out on the waters off the Kona Coast on this private chartered fishing and boating excursion. Sit back, relax and drink in...

4 to 8 hoursFree Cancellation
4 to 8 hoursFree Cancellation
4 to 8 hours • Free Cancellation
4.6 (25)
from
$861.66
Pearl Harbor Self-Guided Multimedia and Virtual Reality Tours

Completely immerse yourself in WWII History and let history come alive with this Multimedia and Virtual Reality Tour Deluxe Combo. This official self-guided tour of...

1 to 3 hoursFree Cancellation
1 to 3 hoursFree Cancellation
1 to 3 hours • Free Cancellation
4.1 (61)
from
$20.99
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 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (56)
from
$216
Pony Rides For Kids

On our pony rides, your keiki (kids) have a chance to do something they'll always feel proud of. Riding a horse is an unforgettable experience...

30 minutesFree Cancellation
30 minutesFree Cancellation
30 minutes • Free Cancellation
5.0 (47)
from
$77
Private Tour of Hawaii Volcanoes National Park

This truly unique experience will be with you for the rest of your life as you enjoy the spectacular beauty exploring Hawaii Volcanoes National Park....

2 to 3 hoursFree Cancellation
2 to 3 hoursFree Cancellation
2 to 3 hours • Free Cancellation
5.0 (25)
from
$689
VIP Aloha Style Private Island Tour

Experience Oahu through the eyes of an expert private guide who will provide a local insight about the island culture, history, nature and wild life...

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 (13)
from
$987
Personalized Private Pearl Harbor National Memorial Oahu Tours
Likely to Sell Out
Likely to Sell Out

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7,...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$699
Circle Island tours - swim with turtles,Private & Small Group Tours

Take A Hike Oahu is the only private custom site seeing and adventure tour company on Oahu we’re the only company that will customize your...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.8 (12)
from
$150
Private Magical Waterfall Tour

Big Island is home to some of the most stunning waterfalls in all of Hawaii. Our Waterfall Tour will enchant you! Upon departing from Kona...

1 hour 15 minutesFree Cancellation
1 hour 15 minutesFree Cancellation
1 hour 15 minutes • Free Cancellation
5.0 (14)
from
$450.81
5 Hour Romantic Hawaii Jeep Tour

This 5 HOUR ROMANTIC HAWAII TOUR is great for honeymooners, anniversaries or when wanting to Pop the Question etc – We’ll greet you with Flower...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.9 (29)
from
$275.96
Northshore,Kailua,or Honolulu Private Luxury Circle Island Tour

Skip the big bus, van and go private in a Luxury Lincoln Navigator. This beautiful ocean, foody and mountain scenic drive is best to book...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.6 (11)
from
$261
Pearl Harbor Tour Arizona Memorial and USS Bowfin

This is the most efficient way to visit the Arizona Memorial and USS Bowfin Submarine and park at Pearl Harbor. What sets this tour apart...

4 hoursHotel pickup offeredFree Cancellation
4 hoursHotel pickup offeredFree Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (24)
from
$1,118
Private Best Highlights of Maui

PRIVATE TOUR – Price is per vehicle (up to 6 passengers) Cruise ship–friendly tour with pickup from Kahului Port. Departure times are 8:30 AM and...

3 to 4 hoursHotel pickup offered
3 to 4 hoursHotel pickup offered
3 to 4 hours • Hotel pickup offered
4.8 (6)
from
$620
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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.

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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.