One of the topics that can be investigated when it comes to homonyms in Arabic relates the words denoting two opposite meanings, which are known as auto-antonyms. Some, both old and recent, scholars have supported the existence of such words in Arabic whereas some other scholars have denied the presence of such words or have considered them as limited. Since the presence of such words in the Holy Qur'an can lead to different interpretations of ayahs, it seems quite necessary to explore the interpretive roles of auto-antonyms. The current study, employing a descriptive-analytical approach, therefore, aims to investigate the theoretical approach of philologists regarding auto-antonyms and while introducing well-known auto-antonyms in books of antonyms, it explores their interpretive roles and lexical meanings. The results revealed that philologists have excluded a large number of such words from the lexicon of auto-antonyms for literal and lexical reasons. According to scholars and given the lexical and interpretive examination of such words in the Holy Qur'anic ayahs, it can be said that “ the appearance of opposition in the meanings of auto-antonyms” is a phenomenon formed because of different factors, and attention to the function of the words in any given sentence as well as the context and register present in the discourse play key roles in grasping the meanings of such words.