This research analyzed and interpreted the transition services and issues for students with intellectual disabilities in senior vocational high schools on the middle part of Taiwan through qualitative inquiry. Intense participatory interviews and thick interpretation on transition services with 12 students with intellectual disabilities were conducted and employed. Three respective perspectives of personal, familial, and learning, on transition services were cross-examined and analyzed. Seven areas that related to transition services and issues were verified by descriptive analytical synthesis and grounded theory. There are health development, self-management, psychological adjustment, advanced study, vocational training, employment service, and welfare. Recommendations are offered concerning the implications of these findings for instruction as well as curriculum, life-long welfare, transition services, and further research.