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So I pronounce Kylie with a "KIE" and Kailee with a "KAY". Through trying to work out what you mean, you want pronounce Kai as "KIE"? So not the difference of pronounciation you were wanting (If I was to try saying Kailee as "KIE-lee" it just sounds exactly the same as Kylie to me).

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In spelling, Kailee or Kailey looks the least confusing to me. Kaile looks like it's "KAIL".