Wailes is a surname. Notable people with the surname include:
Alexandria Wailes, American actress Andrew Wailes (born 1971), Australian conductor Benjamin L. C. Wailes (1797–1862), American planter and writer Edward T. Wailes (1903–1969), American diplomat Kyle Wailes (born 1983), Canadian lacrosse player Rex Wailes (1901–1986), English engineer and historian Rusty Wailes (1936–2002), American rower William Wailes (1808–1881), English stained glass manufacturer