Windward WaterSports is your one-stop-shop for watersports on Oahu’s Windward Side. We rent kayaks, stand-up paddleboards, snorkeling equipment, surfboards, and more. We have the best team to teach you how to kiteboard and Kailua offers the best conditions all year-round to start on the sport. We also offer guided and self-guided tours by kayak or stand-up paddleboard.

WINDWARD WATERSPORTS IS HOME TO KAILUA KITEBOARDING SCHOOL

KKS is Oahu’s premier kite surfing school. KKS’s owner Jeff Tobias was the first instructor to teach the sport here in Kailua over 10 years ago! Over that time he has developed methods that will get you on the water safer and faster than anyone else. If you want to learn to kite surf come to the only school on Oahu ran by a professional kiteboarder. Certified, insured and permitted.

TOP-RATED KAILUA RENTALS & WATERSPORTS

Paddled boarded to Popoia Island and back

Service was great! They provided free gear to haul our paddleboards to the beach on our car (I called another place that charged $10 for it). It was fun paddle boarding to Popoia Island and for a small fee, you can hop off and walk around the island.

– Hannah M., TripAdvisor

Excellent, quick service

It was very quick to rent and load the kayaks we rented. The staff member who was working the day we went, Kiana, was very helpful and efficient. I would definitely recommend renting equipment from Windward WaterSports!

– Alicia J., TripAdvisor

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!

– Michael B., TripAdvisor

kayak rental

quick and easy... kayak rental.. the guy david on staff was great .. he was friendly and super helpful.... helped us load up the boards... gave us a quick safety brief and some direction on where to go... and it was just that easy. . fun times!

– Eunice F., TripAdvisor