Cool Hawaii
Language $Currency
Login / Sign up
Bookings
Bookings
Cool Rewards Rewards
$0.00
Cool Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Groups About Contact
Start your search
Change your search
Place or activity
Select Dates

Hawaii Surfing & Windsurfing

91 Results
Sort by:
Traveler Rating
Filter
Languages Clear
Time of Day Clear
90
63
13
Duration Clear
18
89
1
0
0
Price Clear
$0 $500+
Rating Clear
81
90
91
Specials Clear
88
19
0
62
0
Features Clear
2
41
85
3
63
1
Accessibility Clear
6
51
49
Families Clear
38
37
0

Hawaii Activities

Attractions

Guides

Calendar

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 …More

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
5.0 (4)
from
$503
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 …More

Maui, USA
5.0 (4)

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
5.0 (4)
from
$220
#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 …More

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
5.0 (4)
from
$450
Surf Lessons get your Social Media video & photos you Surfing HI.

We expect you to be nervous, but our certified, experienced, likeable instructors, and easy teaching technique will make you feel comfortable rite away. Your provided …More

Oahu, USA
5.0 (3)

Surf Lessons get your Social Media video & photos you Surfing HI.

We expect you to be nervous, but our certified, experienced, likeable instructors, and easy teaching technique will make you feel comfortable rite away. Your provided...

1 hour • Free Cancellation
5.0 (3)
from
$100
Surf or Kayak or Standup Paddle board in Lanikai, Kailua, Oahu

We specialize in surfing local surf breaks away from the crowds in Waikiki. We only teach / rent to small groups to keep our sustainable …More

Oahu, USA
5.0 (3)

Surf or Kayak or Standup Paddle board in Lanikai, Kailua, Oahu

We specialize in surfing local surf breaks away from the crowds in Waikiki. We only teach / rent to small groups to keep our sustainable...

2 hours • Free Cancellation
5.0 (3)
from
$74
SEMI PVT (2 ppl min) Oahu Surf Coaching/Lessons long/shortboard

We offer a very personalized service with safety as our top priority. Our lessons are an ideal activity for families looking for a safe and …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (2)

SEMI PVT (2 ppl min) Oahu Surf Coaching/Lessons long/shortboard

We offer a very personalized service with safety as our top priority. Our lessons are an ideal activity for families looking for a safe and...

2 hours 30 minutes • Free Cancellation
5.0 (2)
from
$135
Private Family Surf Lessons on the West Side of Maui

“Dante and his team were exceptional in every way.”

— 795randallc

Come catch a wave at Maui's premier surf school and ocean experience provider located at Ukumehame Beach on Maui's West side. We specialize in surf …More

Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (2)

Private Family Surf Lessons on the West Side of Maui

Come catch a wave at Maui's premier surf school and ocean experience provider located at Ukumehame Beach on Maui's West side. We specialize in surf...

1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$165
Private Group Surf Duo by Waikiki Beachboys at the Royal

Learn how to surf at the birth place of Surfing, which is Waikiki Bay! State licensed and CPR certified Waikiki Beachboys will ensure your safety …More

Oahu, USA
5.0 (2)

Private Group Surf Duo by Waikiki Beachboys at the Royal

Learn how to surf at the birth place of Surfing, which is Waikiki Bay! State licensed and CPR certified Waikiki Beachboys will ensure your safety...

1 hour • Free Cancellation
5.0 (2)
from
$137
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 …More

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
5.0 (1)
from
$314
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 …More

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
5.0 (1)
from
$215
Surf Lesson In Waikiki- Female Instructor

Get a 90-minute personalized surfing lesson, with a friendly, easygoing instructor, catering to your skill level. As long as you can swim, there is no …More

Oahu, USA
5.0 (1)

Surf Lesson In Waikiki- Female Instructor

Get a 90-minute personalized surfing lesson, with a friendly, easygoing instructor, catering to your skill level. As long as you can swim, there is no...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$135
Private Intro to Surfing: Ages 3+ & Safety-First Coaching

Swell stands out by offering specialized ocean coaching for children as young as 3. Unlike typical lessons that just "push" you into waves, we use …More

Maui, USA
5.0 (1)

Private Intro to Surfing: Ages 3+ & Safety-First Coaching

Swell stands out by offering specialized ocean coaching for children as young as 3. Unlike typical lessons that just "push" you into waves, we use...

1 hour • Free Cancellation
5.0 (1)
from
$100
Surf Lessons in Hawaii Paddle Assisted

Our surf lessons are unique in a few ways such as the are paddle assisted which takes out a lot of the hard work and …More

Oahu, USA
5.0 (1)

Surf Lessons in Hawaii Paddle Assisted

Our surf lessons are unique in a few ways such as the are paddle assisted which takes out a lot of the hard work and...

1 hour • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$77
Private Surf Lesson

Learn to surf in the beautiful waters of the Waikiki coast. Our lessons are available for all-levels and are adjusted based on your experience. We …More

Oahu, USA
5.0 (1)

Private Surf Lesson

Learn to surf in the beautiful waters of the Waikiki coast. Our lessons are available for all-levels and are adjusted based on your experience. We...

1 hour 30 minutes
5.0 (1)
from
$90
Private Surf Lesson with Transportation in Honolulu, Hawaii

"The staff embodies the Aloha spirit and ensure you have a great and safe experience. For me the time spent bonding with my son make …More

Oahu, USA
5.0 (1)

Private Surf Lesson with Transportation in Honolulu, Hawaii

"The staff embodies the Aloha spirit and ensure you have a great and safe experience. For me the time spent bonding with my son make...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$180
Hawaiian Surfing lessons

When you book with us, you're not just signing up for a surf lesson — you're supporting a Hawaiian-owned surf school that’s deeply rooted in …More

Oahu, USA
5.0 (1)

Hawaiian Surfing lessons

When you book with us, you're not just signing up for a surf lesson — you're supporting a Hawaiian-owned surf school that’s deeply rooted in...

1 hour • Free Cancellation
5.0 (1)
from
$100

Frequently Asked Questions

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

Recent activity reviews
Incredible three days of surfing with great people
New York City
Amazing “1-on-1” Private Surf Lesson at Ukumehame Beach
Dreamer02052121649, Sep 2026
Incredible three days of surfing with great people
My three days of solo lessons with Brian and Cody were amazing. I learned more in three days than I have in the past few years of surfing in California. Brian and Cody were great to be with and so wise in how they teach. The waves (and scenery) in West Maui were incredible. I highly recommend and will be back myself in a few months.
Read more
Best Surf Lesson We Could Have Asked For! ⭐⭐⭐⭐⭐
New York City
SEMI PVT (2 ppl min) Oahu Surf Coaching/Lessons long/shortboard
mihob662, Jul 2026
Best Surf Lesson We Could Have Asked For! ⭐⭐⭐⭐⭐
Ivan was incredibly helpful and such an amazing teacher! My boyfriend is a bit of a slow learner (sorry for the shade 😂), but thanks to Ivan's instruction, he was able to pop up and ride waves on his very first day! That really says a lot about Ivan's teaching skills. Ivan was super encouraging and got us out in the water right away, which I honestly think is the best way to learn. Instead of spending the whole lesson on the beach, he had us practicing on real waves while giving us feedback and helping us improve each time. It made such a difference. It was absolutely worth every penny, and I'd highly recommend taking a lesson with him!
Read more
Spectacular times at Ukumehame Beach!
New York City
Amazing “1-on-1” Private Surf Lesson at Ukumehame Beach
kurtisk973, Jun 2026
Spectacular times at Ukumehame Beach!
An incredible experience! Brian coached my session and he is phenomenal. He taught me the basics quickly and got us out into the surf in no time! Each moment spent was directed at making sure I got the most out of my experience. He is a master of his craft, judging what waves are good, explaining positioning and form on the fly, while also making sure I wasn’t wearing myself out. Brian tailors the lesson to your fitness level flawlessly and keeps the vibe chill and relaxed no matter how big the waves are. Brian’s 30 years of experience is worth every penny and I will recommend this to anyone interested in surfing. 10/10 experience, you won’t find a better instructor. I hope this review helps!
Read more
Great lesson in surfing basics
New York City
Private Intro to Surfing: Ages 3+ & Safety-First Coaching
A3787IMemilyh, Jun 2026
Great lesson in surfing basics
Nia was a great instructor! My 12 year old son and I learned all the basics and felt confident with what we learned to continue practice on our own.
Read more
Beginner Surfer
New York City
Hawaiian Surfing lessons
sarahrR7880IW, Apr 2026
Beginner Surfer
Such a fun surf lesson! Preston is a highly skilled instructor. I had never surfed before and didn’t expect to catch a wave at all—let alone so early in the lesson. He was patient, encouraging, and made the whole experience enjoyable.
Read more
Ali is great.
New York City
Surf Lesson In Waikiki- Female Instructor
harthanj, Jan 2026
Ali is great.
Ali is great. I was super nervous about looking stupid doing my first surf lesson as a 37yo guy from the Midwest that had never thought about surfing until I booked my trip to Hawaii. Ali reached out before my lesson and made me feel like even if I couldn't catch a few waves during my lesson that it wasn't a big deal... which made it so much easier to actually do well. Once I got to my lesson she was direct and to the point on what I should do, even to the point that she told me "no, do it again like I told you" on the shore and after about 10 minutes on land she said "okay lets get in the water". I would have never believed i would catch my first two waves(forget the third and forth that I messed up because I wasn't doing what Ali said I should) even when I had poor technique Ali was kind,direct, and positive. Out of 12 waves I attempt in my lesson I am pretty sure I caught 8 of them. Ali is amazing. Btw apparently she also does hiking/rock climbing tours and after my experience with my surf lesson, I would go anywhere with Ali... because I know she has my back!!!
Read more
Great surfing class and awesome instructor!
New York City
Surf Lessons get your Social Media video & photos you Surfing HI.
676athenap, Aug 2025
Great surfing class and awesome instructor!
Eddie is an amazing surf instructor! He’s patient, gives clear tips, and makes the whole experience fun. From the start, he made me feel comfortable, and I was able to stand up on my board on my very first day. The one-on-one session was perfect—I felt safe knowing his full attention was on me. Definitely recommend Eddie if you want to catch waves and have a great time!
Read more
Great instruction!
New York City
Semi-Private Surf Lesson in Sunny Po’ipu
wendymO5119JB, Jun 2025
Great instruction!
This was amazing! I feel like they cared for my safety. Good instruction. I was able to stand all the way through my first two tries!!!
Read more
I’ll be back! Thanks for a great time!
New York City
Surf Lessons get your Social Media video & photos you Surfing HI.
Sierra_H, Jun 2025
I’ll be back! Thanks for a great time!
This was so fun! Instructor was friendly, knowledgable & attentive! 10/10 experience! I can’t wait to come back & do it again!
Read more
Such a great experience!...
New York City
Private Group Surf Duo by Waikiki Beachboys at the Royal
Lauren_W, Feb 2025
Such a great experience!...
Such a great experience! My partner and I had never been surfing and both got up with Matt’s great instruction. Definitely a cool experience!
Read more
Efoil and kite with Ray best day ever !!!!
New York City
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
maximilianm475, Dec 2024
Efoil and kite with Ray best day ever !!!!
I had a lot of fun with Ray he told me how to foil in one lesson I even took a kite boarding lesson after one of the best days of my life.
Read more
Exceptional private and group surf lessons
New York City
Private Family Surf Lessons on the West Side of Maui
795randallc, Dec 2024
Exceptional private and group surf lessons
Dante and his team were exceptional in every way. Safety first, yet successfully coaching to inspire confidence. We had a 6 yo, a 9 yo, and 7 athletic 21-40 yo's. The first or second time surfing for everyone. The coaching was tailored to each person and three additional adults with some surfing experience rented totally acceptable boards to hang out, surf with family, observe their progress, and share in the fun. Everyone had a blast.We live in Hawaii and have a constant stream of family and friends looking to surf for the first time or simply in need of a refresher. The relatively small waves on these beaches are perfect for beginners, yet still big enough to provide great enjoyment to skilled surfers.
Read more
Great surf lessons!
New York City
Private Group Surf Duo by Waikiki Beachboys at the Royal
Amy A, Nov 2024
Great surf lessons!
My 15 year old son and 13 year old daughter had a surf lesson with Mason and had a fabulous experience! They both came back all smiles and this was one of their favorite things of our whole vacation. He was a great instructor, patient and fun! Both successfully got up and rode some waves!
Read more
Best Surf Experience!!!
New York City
Private Surf Lesson with Transportation in Honolulu, Hawaii
W1666WWas, Nov 2024
Best Surf Experience!!!
I have taken two lessons from Magic Aloha and both were pop outs of my trips to Oahu. I had taken group lessons before which were fine, but this was personalized help from an expert. By the end, I was able to catch and ride a wave on my own. Surfing during sunrise at Waikiki is an experience I will never forget. Mahalo!
Read more
Entertaining Time
New York City
Private Family Surf Lessons on the West Side of Maui
D7834VYandreag, Oct 2024
Entertaining Time
We had the best time! My siblings and I had never been surging before and we all got up by the end! Everyone was super friendly and patient. The waves and wind switched it up on us but it kept the experience fun and exciting. Would highly recommend them!!
Read more
Great teacher with local knowledge
New York City
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
723tarynl, Sep 2024
Great teacher with local knowledge
Josh is awesome to work with. His equipment is great and well taken care of. He matches the equipment to your needs and has many options. He is a long time Kailua local and knows the spots and conditions. Foiling was fun and he made it easy. Two way radio helmet meant no need to return to him for coaching just spend all your minutes having fun with Coaching as you to. Josh is safety focused and a very patient teacher. Highly recommend.
Read more
Hawaii Activities
Attractions
Guides
Calendar
View more
View more