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.
Maui’s Premier Surf School
Wailea, Maui
Maui is one of the best places on earth to experience the ocean. Set along the sun-warmed South Shore, Wailea offers conditions that are genuinely ideal for beginners: gentle, consistent breaks, warm water year-round, and a backdrop that happens to be one of the most beautiful coastlines in the world. Jamie O’Brien Surf Experience brings its signature instruction and premium service to this remarkable setting, in partnership with the Fairmont Kea Lani.
Who is Jamie O’Brien?
Born and raised on Oʻahu’s North Shore, Jamie O’Brien is one of the most respected names in professional surfing — a career built on fearlessness, precision, and an authentic love for the ocean. He started surfing at four years old, competed at the highest levels of the sport, and has spent decades sharing that passion with people around the world.
Jamie O’Brien Surf Experience was created from that same ethos — to give anyone, regardless of background or experience, the chance to connect with the ocean the way he always has.
What is Jamie O’Brien Surf Experience in Wailea?
Jamie O’Brien Surf Experience at the Fairmont Kea Lani is Maui’s most refined surf and ocean experience — and it’s about far more than just surf lessons. From surfing and stand-up paddle boarding to kayaking and SCUBA, our Wailea location offers a full menu of guided ocean experiences designed for guests who want to make the most of the South Shore.
Surf lessons take place at Polo Beach, one of Maui’s best beginner breaks. Your session begins at the Fairmont Kea Lani, where our team greets you, fits you with all necessary equipment, and provides comprehensive land-based instruction before you ever touch the water. From there, our luxury shuttle whisks you to the beach — the only school in Maui to offer this service — so you arrive relaxed, prepared, and ready to surf.
Why choose Jamie O’Brien Surf Experience?
Wailea, Maui
Maui’s best conditions for beginners
Wailea’s South Shore offers warm water, gentle swell, and ideal learning conditions — a meaningful contrast to the power of the North Shore. It’s approachable for first-timers and rewarding for those ready to progress, with the bonus of Haleakalā in the distance and humpback whales breaching offshore in season.
The Fairmont Kea Lani experience
Your session begins and ends in one of Maui’s most acclaimed luxury resorts. Lessons are available to Fairmont guests and the general public alike, and the level of care and attention carries through everything — from the shuttle ride to Polo Beach to the towels, cold water, and media packages waiting when you’re done.
More than surf lessons
The Wailea location is Jamie O’Brien Surf Experience’s most versatile. Beyond surfing, you can explore the South Shore by kayak, glide across calm water on a stand-up paddleboard, or dive below the surface with our guided SCUBA experiences. One location, an entire ocean’s worth of ways to spend your day.