Kailua is famous for its offshore islands and calm, inviting waters — and the best way to explore them is by kayak. Set out on your own island-hopping adventure, discovering hidden beaches, tide pools, and wildlife along the way.
We offer premium single and tandem kayaks, launch-ready and easy to use. Whether you’re planning a quick paddle or a full day of exploration, your Kailua kayak journey starts here.
Looking for the best kayak rentals in Kailua? Windward Watersports offers top-quality single and tandem kayaks, perfect for exploring the calm, turquoise waters of Kailua Bay and the famous Mokulua Islands. Paddle at your own pace, discover hidden beaches, and enjoy an unforgettable adventure on Oahu’s Windward Coast.
Kailua is one of the best places in Hawaii for kayaking. With warm, shallow waters and scenic offshore islands, it’s a paddler’s paradise. Our kayak rentals make it easy to launch from Kailua Beach and paddle out to the Mokulua Islands, Popoiʻa (Flat Island), or along the coastline.
Paddle to the Mokulua Islands
Visit hidden beaches and tide pools
Spot sea turtles, tropical fish, and seabirds
Enjoy a peaceful day on the water
Whether you’re a first-timer or a seasoned paddler, we’ll set you up for a safe and fun day on the ocean.
Every kayak rental includes everything you need:
Single or tandem kayak
Lightweight paddle(s)
Backrest(s) for comfort
Life jacket(s) (PFDs)
Dry bag for your phone and essentials
Local area map with safety tips and route suggestions
Optional: Roof pads and straps if you plan to transport your kayak to a different launch site.
We offer kayak rentals to fit any schedule:
Hourly Kayak Rentals – Great for short paddles around Kailua Bay
Half-Day Rentals – Perfect for exploring the Mokulua Islands
Full-Day Rentals – Take your time and enjoy the day
Multi-Day Rentals – Ideal for vacationers staying nearby
Delivery may be available for longer rentals—just ask!
Kayaking is safe and easy for all ages. Our tandem kayaks are perfect for families, couples, or beginners who want to paddle together. We’ll show you how to launch, steer, and stay safe on the water. No prior experience is necessary.
Located near the best kayak launch points in Kailua
High-quality single and tandem kayaks
Friendly, knowledgeable staff
Local tips on tides, winds, and routes
Affordable rates and flexible rental periods
We’ve helped thousands of visitors explore the Windward side by kayak—now it’s your turn!
Ready for an epic paddle? Book your kayak rental online or call us to reserve your gear. Windward Watersports is your trusted source for adventure on the water in Kailua.
Do I need experience to rent a kayak?
No experience is required! We’ll give you a quick tutorial before you launch.
Can I paddle to the Mokulua Islands on my own?
Yes—many paddlers visit the Mokes. We’ll explain how to get there safely and what to watch for.
Are dry bags included?
Yes, each kayak rental includes a dry bag for your phone, keys, and valuables.
