Paddle Kailua Bay's calm, clear waters in a kayak, with plenty of time to paddle to the island of Poipoa or the islands of Mokulua. Learn the basics of kiteboarding or work on perfecting your moves with a kiteboarding lesson from our expert instructors. Stand-up paddleboarding is a great activity for watersports lovers of all ages and fitness levels.
Rent a board and enjoy a day on the water. 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.
Rent a board and enjoy a day on the water. 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.
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Windward WaterSports was created by professional kiteboarder/Waterman and Kailua local Jeff Tobias. Jeff has spent the last 10 years traveling the world as a professional kiteboarder. Appearing on dozens of magazine covers, twelve movies and several top 5 finishes on the World Tour. He has now returned to his home in Kailua and started WWS with his wife Carly and baby girl Harper!
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Kailua is a beautiful beach town nestled below the Koolau Mountains, voted most beautiful beach in America. Kailua is a true watersports paradise. Windward Watersports has everything you need to get out there and have a good time. Lessons, rentals, and tours are all available. Come on out and get wet!
Click here to Learn more about kayak rentalsKayak Rentals
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Show up at our shop at your scheduled time. We will outfit you with all your gear and give you basic kayaking instruction and safety instructions. At this time, we will assess your ability and recommend possible routes and destinations. The canal is a great place for novice kayakers to spend a little time to get comfortable paddling before you hit the ocean.
Click here to Learn more about kiteboarding lessonsKiteboarding...
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A three-hour group/private kiteboarding lesson covering the basics of kiteboarding. This kitesurfing lesson is the first step to accelerating your learning curve and safety skills. The advanced kiteboarding lesson is for a kiteboarder that already has the ability to launch/land and stay upwind but wants to go farther, learning to jump, spin, grab or roll.
Click here to Learn more about sup rentalsSUP Rentals
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Stand-up paddleboarding is a great activity for watersport enthusiasts of all ages and fitness levels. Our fleet of stable and buoyant boards make learning to paddle easy, quick, and fun! The sport is an ancient form of surfing in Hawaii. The modern sport became popular when surf instructors stood on their boards in order to manage groups of novice surfers.
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