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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 historian and geologist, son-in-law of Leonard Covington
  • 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