Purpose: This study examines learner satisfaction and success as mechanisms through which online learning quality translates into learners' continuous intentions of use by extending DeLone and McLean's information system success model. It also examines the moderating effect of perceived supervisory support and learners' self-regulation on online learning quality in Higher Education Institutions. Design/methodology/approach: Survey data were obtained from 540 students in both private and public higher institutions of learning in Ghana. The Partial Least Squares -- Structural Equations Modelling (PLS-SEM) technique was used to test the hypothesised relationships. Findings: The results revealed that system quality emerged as the single most important variable in the DeLone and McLean model, that influences learner success and satisfaction. Further, learner satisfaction has a significant positive effect on learner attitudes, whilst self-regulation was found to moderate the relationship between online learning quality and learner success as well as learner satisfaction. Originality/value: The study appears to be among the first to explore the inter-relationship among online learning environment quality and learner attitudes and moderating factors perceived supervisory support and self-regulation. The study highlights insightful practical implications for students, faculty and administrators of higher institutions.