This research investigates the pathways to youth radicalization deemed to be aggravating the insecurity situation in Kenya with a focus on Mombasa and Nairobi Counties. This study broadens previous research on the pathways to youth radicalization that have largely focused on poverty and socio-economic factors including religious ideology. The study broadens existing research by examining two additional factors hardly explored in the Kenyan context. These include the role of online/print resources and government counter-terrorism responses. This research adopts a qualitative approach. In terms of primary data, the research shall adopt the use of interviews, and focus group discussions. Secondary data shall be gathered through the document analysis method. Relevant books, journals, policy documents and relevant archival materials shall be consulted. Primary data shall be analyzed using content analysis and relevant social science theories. To ensure research validity, the study shall adopt the use of multiple research approaches.