There’s something magical about pedaling through a beach town with the wind in your hair and the scent of plumeria in the air. Our beach cruiser rentals are the perfect way to experience the local charm of Kailua at your own pace.
Take a slow ride along the ocean, stop for shave ice, or cruise to a hidden beach — no traffic, no rush, just island vibes. Great for couples, families, and anyone who wants to see Oʻahu from a different perspective.
Explore the stunning Windward Coast of Oahu on two wheels with bicycle rentals from Windward Watersports. Located in the heart of Kailua, we offer high-quality beach cruisers and bikes for rent so you can experience the area like a local—at your own pace.
Kailua is known for its flat terrain, scenic bike paths, and bike-friendly roads. Our bike rental service makes it easy to cruise from our shop to Kailua Beach, Lanikai, and beyond. Whether you’re looking for a leisurely beach ride or an active day of exploring, we have the perfect bike for you.
Comfortable beach cruiser or hybrid bike
Helmet
Bike lock
Optional child seats or baskets
Local tips and bike route maps
Our bikes are regularly maintained for safety and comfort, so you can ride with confidence.
With some of the most beautiful scenery on the island, Kailua is the perfect place to ride. Take a bike to:
Kailua Beach Park – just minutes from our shop
Lanikai Beach – one of Hawaii’s most photographed beaches
Pillbox Trailhead – start your hike with a quick ride there
Local cafés, boutiques, and markets
Want a custom route? We’ll help you plan a self-guided bike tour of the area.
Choose from a range of convenient bicycle rental packages:
Hourly Rentals – Great for short beach rides
Half-Day Rentals – Perfect for morning or afternoon exploring
Full-Day Rentals – Explore Kailua at your leisure
Multi-Day Rentals – Ideal for vacationers staying in the area
Need to transport bikes to another location? We can help with racks or delivery upon request (subject to availability).
Our bike rentals are great for solo riders, couples, and families. We offer:
Youth bikes for kids
Tandem bikes (by request)
Baby seats and trailers
Helmets for all ages
Kailua’s bike paths are safe and scenic, making this the perfect activity for everyone.
Locally owned and operated
Great selection of well-maintained bikes
Close to Kailua Beach and Lanikai
Affordable rates and friendly staff
Great for tourists and locals alike
We’ll set you up with everything you need for a smooth and enjoyable ride.
Cruise the coast, hit the beach, and explore the charm of Kailua with bicycle rentals from Windward Watersports. Reserve online or stop by and ride out in minutes!
Do I need a reservation?
Walk-ins are welcome, but we recommend booking ahead on busy weekends and holidays.
Are helmets required?
Helmets are included with every rental and strongly recommended, especially for children.
Can I rent a bike for multiple days?
Absolutely! Multi-day and weekly rentals are available—ask us for a deal.
