Island Head

Water Sports on Hilton Head Island, SC

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What it means to be an Island Head

It is a state of mind achieved by following one’s passion in the right place with the right people;
whether it’s only for a day, or a lifetime…

Hilton Head Island's Premier Water Adventure Company

We are recipients of TripAdvisor’s Certificate of Excellence. We offer parasailing, paddle board tours, kayak tours, and pontoon boat rentals out of Hilton Head Harbor. We look forward to creating memories that will last a lifetime.

Red, orange, and yellow parasail supporting two adventurers

The Faces Behind Island Head


Meet Michael and Taylor – tourists turned locals. We have been working in the water sports industry for many years on Hilton Head Island. It came natural to each of us to move to the island after college, as we began spending holidays on the island at a very young age. We are ecstatic about the opportunity to continue growing our business on this awesome Lowcountry island. At Island Head, our main focus is you!

Come be an Island Head with us today!

Over 200 Five-Star Reviews on TripAdvisor!

Two girls in life vests on a boat Highly Recommend

Our family had a great experience with Island Head Watersports! My daughters loved the adventure. The Captain, Taylor, was very friendly, knowledgeable and informative about the process, boat, and HHI! The staff was very responsive while scheduling as well.

– Brandi N., TripAdvisor
A parasail silhouette in front of a bright sunset Top Notch

Outstanding parasail this morning for myself and two kids. Perfect balance of fun and safety. We never felt like just another customer and I know that must not be easy when you're doing this day in and day out. Highly recommend this outfit to anyone.

– Bill C., Facebook
A rainbow parasail hovering above a boat Try Parasailing!

Lovely boat ride with little to no turbulence. Staff clearly knew what they were doing. The parasailing experience is phenomenal-- it's an exhilarating ride with great views! I have a mild fear of water but even I felt safe 100% of the time.

– Ming Y., Yelp!
A rainbow parasail in the sky First Time Parasailing

Felt safe and enjoyed the whole experience. Great crew to work with. They explained the process taking off and landing and assured our safety. Knowledgeable crew of HHI. Beautiful sights on boat and in air.

– Denise K., TripAdvisor