The dilemma of truth-telling in end-of-life care clearly shows the deep conflict between the rules of respecting self-determination and no harm in current medical ethics. The currently mainstream principle-based theory attempts to solve these conflicts by depending on abstract principles and procedural reasoning; however, its structure that pursues universal applicability often is not enough when we face complex, actual situations. On the opposite side, Aristotle’s virtue ethics puts the moral doer’s personal character in its core position, and considers practical wisdom to be an important intermediate that changes general rules into judgments which fit the specific context. Through a sharp sensing of environment characteristics and careful thinking about possible acting ways, doctors are able to make choices which agree with the patient’s benefit in special situations. Through the close combining of character, situation, and careful assessment, this method therefore provides a more humanity-focused and practically usable structure for comprehending moral puzzles including truth-speaking at life’s final stage.