In South Africa, land tenure security is a challenge for 60% or more of the population who hold interests in land outside of the formal system of registered title. There is a need for the cadastral and land administration systems to be reshaped, and for new land tenure forms to be developed to record all land rights and interests so as to improve land tenure security for all. In this paper, we undertake a reflective retrospective of the processes of land administrative reform in South Africa using a thematic framework that includes fit-for-purpose, design science research, and design thinking processes. Literary sources are coded using the thematic framework to identify potential contributions of foregrounding design science research and design thinking in fit-for-purpose land administration (FFP LA) approaches. Design science research paired with tools of behavioral science add value in understanding the context, problems, needs, and objectives and in communicating the results of critical reflection. The design thinking process has much to offer in capitalizing on the human abilities of empathy, deep understanding, and challenging assumptions, setting the scene for unconstrained creative thinking. Design science research and design thinking within FFP LA may promote innovations in land administration systems reform initiatives that deliver restorative justice in the South African land sector.