Kyle Bailey may refer to:

• Kyle Bailey (basketball) (born 1982), American basketball player and coach
• Kyle Bailey (politician), American state legislator in Maine
• Kyle Bailey (born 1986), Canadian ice hockey player drafted by the Minnesota Wild in the 2005 NHL Entry Draft
• Kyle Bailey, football player with Sheerwater F.C.
• Kyle Bailey, member of the 2009–10 Connecticut Huskies men's basketball team
• Kyle Bailey, member of the 2012 Clemson Tigers baseball team

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