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Address: 33 Hoolai St., Kailua, Oahu, HI
Phone Number: +1 808-261-7873
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9:00 am - 5:00 pm
Open now
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Sun - Sat 9:00 am - 5:00 pm
Recommended length of visit: More than 3 hours

Windward Watersports offers a full range of ocean activities, including:...

Windward Watersports offers a full range of ocean activities, including: Kaying, snorkeling, surfing, standup paddleboarding, bike rentals and kiteboarding! Come in today or checkout our website for more information!

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TripAdvisor Reviewer Highlights

Read all 40 reviews
Visitor rating
  • 30
  • 5
    Very good
  • 1
  • 0
  • 4
Excellent Service

Helped getting easy kayaks atop our car. Great equipment. Great briefing on procedures and sights. Super polite and helpful. We will definitely return to rent again. Thank you!

5 of 5 starsReviewed December 17, 2015
Michael B
via mobile
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40 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Level Contributor
12 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed December 17, 2015 via mobile

Helped getting easy kayaks atop our car. Great equipment. Great briefing on procedures and sights. Super polite and helpful. We will definitely return to rent again. Thank you!

Thank Michael B
A TripAdvisor Member
5 of 5 stars Reviewed August 14, 2015 via mobile

I had 3 hr kitesurfing lesson with Jeff. He is a great instructor and overall a very cool person. On the day of our lesson, there wasn't enough wind to launch the kite, so he rescheduled me before my departure. On the rescheduled date there was a just enough wind, so he brought out a bigger kite, doing everything he... More 

Thank A TripAdvisor Member
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed April 2, 2015

Our experience with Windward Water Sports was superb. Party of 2 adults, 1 teen + 1 preteen. Kids didn't have much experience with open ocean kayaking. The guys at WWS had helpful suggestions/options on where to go. They provided great instruction & information was easily understood by our kiddos. We rented 1 double & 2 single kayaks. Thought the price... More 

1 Thank Noelle B
1 review
5 of 5 stars Reviewed January 26, 2015

Nothing but progress with these guys. Dave is experienced and knows how to convey knowledge. He had me riding with one hand on my second day! I didn't expect to get this far this fast, but I'm loving it. Highly recommend,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, JM............Florida

Thank John M
New York
1 review
common_n_attraction_reviews_1bd8 3 helpful votes
1 of 5 stars Reviewed November 8, 2014

I had to pay upfront for 3hs of kiteboarding lessons (1h on 3 separate days). After the first day, subsequent lessons were cancelled repeatedly by instructor. In the end they never happened, even though I was available another 5 days! They promised me a refund, which I never received, even after a long email conversation with the owner, Jeff. He... More 

3 Thank November W
Sao Paulo, SP
1 review
5 of 5 stars Reviewed July 5, 2014

Jeff and all of Windward crew will make your time with watersports easy. Everything always done with highest standard level of safety. You'll never feel left and alone in the water, they have helmets with radio that will improve your learning curve and make yourself confident. They will teach you in a simple way what makes your time enjoyable and... More 

Thank sel1969
Arlington, Virginia
Level Contributor
5 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed May 19, 2014

We went kayaking and snorkeling with these guys and our guide, Cody, was awesome! We kayaked out to Shark's Cove and climbed on the rocks, which was so beautiful and exciting. Then we kayaked over to Lanikai Beach for lunch- one of the most breathtaking beaches I've ever seen! The snorkeling there wasn't so great, but that wasn't a highlight... More 

2 Thank Laura S
Kailua, Hawaii
1 review
common_n_attraction_reviews_1bd8 7 helpful votes
1 of 5 stars Reviewed May 10, 2014

Be careful of deceptive business practices...I was interested in kite boarding, and I set up a kite boarding lesson over the phone with one of the employees at Windward. Although prices are extremely high, I still wanted to learn how to kiteboard under the impression that I could rent kites at Windward. I was not advised by the employee that... More 

7 Thank Glenn506
kaitown, Owner at Windward WaterSports, responded to this review

Aloha Glenn, Im sorry you had a terrible experience. However, you must have the wrong company. We do not have a cancelation fee. And, we would never charge you for a lesson not completed. We have never done that in 10+ years. In addition to that we DO rent kites. So it looks like a case of mistaken identity. If... More 

Chicago, Illinois
1 review
common_n_attraction_reviews_1bd8 5 helpful votes
1 of 5 stars Reviewed March 31, 2014

STAY AWAY !! I purchased 3 single kayak rentals on GROUPON. I made a reservation 2 days prior and was told the kayak's were available for the day of my reservation. I called the morning of the kayaking day asking for directions and was not told of any problem. I drove 45 minutes to get there with my family and... More 

5 Thank mike h
kaitown, Owner at Windward WaterSports, responded to this review

Aloha Mike, Let me start off by apologizing again. There was no excuse for what happened. It came down to an accidental over booking. I promise you that it was nothing more than that. We would never give out pre reserved equipment to a higher paying customer. If that were the case you would see a lot more reviews about... More 

Level Contributor
6 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 11 helpful votes
5 of 5 stars Reviewed March 20, 2014

Great experience! The instructors are awesome and great teachers for the most addicted adrenaline based sport. So cool watching the instructors launch over 30 feet in the air after my lesson. Kailua beach is the perfect beach to learn!

1 Thank Joey H

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