Jamie O’Brien Surf Experience

Fairmont Kea Lani, Wailea

Maui’s Premier Surf School by Jamie O’Brien Surf Experience

Welcome to Wailea, home to some of Maui’s most beautiful beaches and beginner-friendly surf breaks. With gentle rolling waves, warm turquoise waters, and stunning views of Haleakalā in the background, Wailea is the ideal place to stand up on a surfboard for the very first time — or to take your skills to the next level

At the Jamie O’Brien Surf Experience in Wailea, our mission is simple: to make surfing accessible, fun, and unforgettable for everyone. Whether you’re a family with kids, a couple looking for adventure, or a solo traveler chasing stoke, our expert instructors are here to guide you every step of the way.

Why Choose Wailea for Surfing?

Perfect Waves: Gentle surf breaks and an unforgettable setting make Wailea one of Maui’s safest and most enjoyable spots to learn.

Luxury Transportation: We are the only school that provides luxury shuttle services in Maui, taking you to and from the Fairmont Kea Lani to Polo Beach where your lessons will take place.

Small Group Sizes: More personalized coaching and more time on waves.

Whale Spotting: Learn against the backdrop of Maui’s sun-drenched coastline, with whales breaching offshore in season.

Plan Your Visit

Surf lessons meet at the Jamie O’Brien Surf Experience location at Fairmont Kea Lani, Maui’s premier all-suite oceanfront resort. Set along the golden sands of Wailea, the Fairmont Kea Lani offers an elevated, relaxed atmosphere where world-class hospitality meets unforgettable ocean experiences.

We provide a full transportation shuttle service to Polo Beach 10 minutes away, complete with towels, water, and media viewing.

All equipment is provided — surfboard, leash, rash guard, and wetsuit if needed. Just bring your swimsuit, reef-safe sunscreen, and a sense of adventure.

Wailea Lessons – Jamie O’Brien Surf Experience

CLick Below To Select Your Activity!

Semi-Private Surf Lessons

Learn together as a family or small group.

Group Surf Lessons

Share the stoke with others in a fun, supportive group setting.

Private Surf Lessons

One-on-one coaching tailored just for you.

Paddle Boarding

Paddle Board Adventures in Wailea.

Kayak

Explore Maui’s South Shore by kayak!

SCUBA

Explore the seas of Maui!

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