Achilles Heel may refer to:

• Achilles' heel, a metaphor for a fatal weakness in spite of overall strength
• Achilles Heel (album), music by Pedro the Lion
• Achilles Heel (hill), off Antarctica
• "Achilles' heel", narrative of fatal wound to warrior Achilles
• "Achilles Heel", a single by Toploader, originally released in 1999 and re-released in 2000
• "Achilles Heel" (Homeland), an episode of the TV series Homeland

• Achilles tendon