Business as usual project management practice may not be applicable in the recovery of the built environment following a disaster. Unfortunately, little research has been undertaken to understand the nature of post-disaster recovery projects and the requirements for their success in the Caribbean. The Caribbean islands' exposure and susceptibility to natural hazards make it essential to understand what constitutes successful post-disaster reconstruction. By drawing on end-users’ perspectives in four Caribbean islands (Antigua, Dominica, Grenada, St. Vincent) through a quantitative survey and factor analysis, this paper identifies critical factors that determine successful outcomes with post-disaster Caribbean recovery projects. The factor analysis results from the survey responses on 24 empirical success factors suggests four composite Caribbean specific critical success factors, namely, 1) effective management of project knowledge, 2) environment and ecosystem stewardship, 3) stakeholder engagements at multiple levels, and 4) efficient management of financial, social and human resources. The findings from this research can assist with minimising the recurring post-disaster reconstruction projects, project financing donors and managers with an understanding of the issues that matter most to the region success, and realising the end-users’ (the beneficiaries) expectations. Mainstreaming these factors into project planning and execution, and adopting resilience-oriented project management practices, augers well for managing Caribbean disaster reconstruction projects for greater success.