Hawaii Surfing & Windsurfing

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Hawaii Activities

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3 Day Surf Progression for Families, Kids, and Beginners in Kihei at Kalama Park
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (4)

3 Day Surf Progression for Families, Kids, and Beginners in Kihei at Kalama Park

Get to the next level with multiple day lessons! Each day is a two hour lesson. You can choose how you would like to space...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$502.62
Waikiki 2 Hours Private Guided Surf Lesson
Oahu, USA
4.0 (8)

Waikiki 2 Hours Private Guided Surf Lesson

Learn to surf in Waikiki with a Pro Big Wave Surfer. Over 30 Years of Teaching Surfing. Surf lesson will be customized and personalized to...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.0 (8)
from
$460.74
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
Oahu, USA
5.0 (4)

#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$450
Kauai's Ultimate Private Surf Lesson
Kauai, USA
5.0 (11)

Kauai's Ultimate Private Surf Lesson

Guaranteed 1 on 1 instruction Only Company at the "ODD" hours of the day (9am/11am/1pm/3pm) so you don't have to worry about lots of people...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (11)
from
$335.94
Electric Foilboard rides/lessons/sessions at Sugar Beach, Maui
Maui, USA
5.0 (30)

Electric Foilboard rides/lessons/sessions at Sugar Beach, Maui

What's more fun than surfing and stand up paddleboarding? Electric foilboard rides! You can fly and surf at the same time! You can cruise along...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (30)
from
$325
Semi-Private Surfing Lesson in Waikiki, Oahu
Oahu, USA
5.0 (37)

Semi-Private Surfing Lesson in Waikiki, Oahu

Experience the thrill of surfing with private surf lessons in Waikiki at Hans Hedemann Surf School — the ideal choice for surfers of all levels....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (37)
from
$320
Semi-Private Surf Lesson in Sunny Po'ipu
Likely to Sell Out
Likely to Sell Out
Kauai, USA
5.0 (1)

Semi-Private Surf Lesson in Sunny Po'ipu

Semi-Private Surf Lesson for two or three people max means less people and more waves caught. We are the only Surf School in Po'ipu that...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$314.14
Private Surf Lesson Experience in Poipu HI
Kauai, USA
4.0 (1)

Private Surf Lesson Experience in Poipu HI

We are committed to providing each of its guests with a safe, fun, friendly surfing experience. We take pride in providing top quality service, our...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.0 (1)
from
$300
Hiking Maui Hawai’i
Lahaina, USA
5.0 (6)

Hiking Maui Hawai’i

Come Hike Maui with Me! I’m not just a tour guide — I’m your local connection to the real Maui. Small groups, secret spots, epic...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$289
Private Surf Lessons from Kaanapali Beach
Maui, USA
5.0 (38)

Private Surf Lessons from Kaanapali Beach

Our Semi-Private Surf lessons for two is the perfect lesson for beginners to learn how to surf in an intimate setting with only two students...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (38)
from
$251.64
Private 2 hour Surf Lessons with Experienced Coaches
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (35)

Private 2 hour Surf Lessons with Experienced Coaches

Maui Surfer Girls is Maui’s Top-Rated Surf School! We are Maui’s only female-owned, female-run surf school.  Our lessons are co-ed, with both male and female...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (35)
from
$245
Private Surf Lessons for Beginners in Kihei at Kalama Park
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (7)

Private Surf Lessons for Beginners in Kihei at Kalama Park

You with your own instructor! Work one-on-one with your own instructor and learn to surf. Two hour lesson. All equipment included (board, reef shoes, rash...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (7)
from
$235.60
Oahu Private Surfing Lesson
Oahu, USA
4.9 (114)

Oahu Private Surfing Lesson

Private Surfing Lessons are exclusively one student with one dedicated surf instructor. Great for young children and people who want or need extra attention. All...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (114)
from
$226.86
Private Surf Lesson
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.9 (29)

Private Surf Lesson

Get the most out of your surf session with a true one on one learning experience. No experience necessary!...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (29)
from
$225
Amazing "1-on-1" Private Surf Lesson at Ukumehame Beach
Maui, USA
5.0 (3)

Amazing "1-on-1" Private Surf Lesson at Ukumehame Beach

Learn to surf with confidence in a "1-on-1" Private lesson. Set against the serene backdrop of Ukumehame Valley, also known as Thousand Peaks, these 90-minute...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (3)
from
$220
Kayak, Snorkel and Surf Package
Maui, USA
5.0 (1)

Kayak, Snorkel and Surf Package

Take two great activities and package them up......... Kayak & Snorkel Maui's best area seeing turtles, whales (in season) and so much reef life!!! Next...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (1)
from
$215

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!

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Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

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Email [email protected] with the documents, your name, and your home address.

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We'll review your materials and get in touch as soon as possible.

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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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