Self-esteem is considered as an influential factor that makes foresight positive; however, people experience a variety of adversities over their lifetime that impair their self-esteem. Nevertheless, many people still have positive foresight because of the influence of resilience, which aid one in overcoming specific adversities. We examined the relationship between self-esteem, future time perspective, and resilience. Japanese high school students (N = 1427; boys = 596, girls = 831) completed a questionnaire comprising self-esteem, time perspective, and resilience scales. A series of path analyses demonstrated that self-esteem facilitated future hope and mitigated present feeling of emptiness. Furthermore, resilience mediated the relationship between self-esteem and time perspective. Self-directedness of resilience increased future hope. Additionally, being optimistic could positively influence foresight; however, there were sex differences in its function. Among boys, being optimistic increased future hope; among girls, being optimistic decreased present emptiness. These results suggest that gaining the ability to overcome adversities may affect being positive about one's future. However, youths should be taught how to relax and think positively, not only to enhance future hope, but also to mitigate emptiness.