This study tested the cross-cultural validity of a modified version of Lent's (2004) normative well-being model. Data of 317 Taiwanese and 259 Singaporean college students were collected using the Mandarin and English versions of the survey and were analyzed using structural equation modeling techniques. Satisfactory fit showed that the modified model offered a reasonable representation of the relations among the constructs and accounted for substantial amounts of the variances in academic well-being and life satisfaction for both samples. Results of the bootstrapping procedure revealed that indirect effects of personality traits and self-construal variables on well-being outcomes were mediated mostly by pathways that involved academic self-efficacy, academic goal progress, and/or academic supports. Academic well-being also filtered the effects of other predictors on life satisfaction. Multigroup structural equation modeling analyses indicated the presence of measurement equivalence across these 2 groups. However, several structural paths differed significantly between the Taiwanese and the Singaporean samples. Overall, this study provides evidence for the applicability of the modified well-being model to college students in Taiwan and Singapore and suggests that students in these 2 Asian countries might pursue and maintain their well-being through different psychological mechanisms. Practical implications for interventions and outreach programs as well as directions for future research are discussed.