Close to one and a half million Kenyans reportedly live with HIV/AIDS. Using qualitative in-depth interviews this study explores the ways in which parents living with HIV/AIDS navigate their social and economic environment to provide educational opportunities for their children. Barriers identified include the economic costs of a free primary education, and the emotional implications of living in an HIV affected household. Respondents demonstrate a persistent utilization of internal and external resources in navigating these barriers. These findings support family economic interventions that enable parents guarantee an educational future for their children.