Skylar Webb is a pool and ocean swimmer from the Aulea Swim Club in Kaneohe on Oahu in Hawaii.
She successfully crossed the Au'au Channel (Maui Channel) between the islands of Lanai and Maui on 23 November 2012 together with Josh Bittick, Eric Compton, Celia Compton, Jaek Horner, Cameron Lyon, Nicholas Zachmeier, Van Cornwell, Katie DeMieri, Mark Baker, and Alex Webb.
Webb also appeared in Sports Illustrated's Faces in the Crowd column in its 31 December 2012 issues that read, "Skyler, a fourth-grader at Le Jardin Academy, swam the 8.8-mile Auau Channel between Lanai and Maui to unofficially become, at 10 years and two months, the youngest person to complete the crossing. She finished in 6:59:55, covering approximately 12 miles overall due to tides and currents. A member of the Aulea Swim Club, Skylar was the youngest finisher at the 2.4-mile Waikiki Roughwater Swim this fall."