Introduction: The purpose of this study was to explore the obstacles in a program implementation called the Islamic Boarding School (IBS) Health Post or called Pos Kesehatan Pesantren (Poskestren) program in Bandung, Indonesia Methods: This qualitative descriptive study involved informants participating in the program who are selected based on purposive sampling. The data were collected by interviews with the program manager, direct observation of this program activities, documents study, and focus group discussion. Data were analyzed using thematic content analysis. Results: The findings of this study indicate that there is only one Islamic Boarding School in Bandung City which has Islamic Boarding School (IBS) Health Post, namely Islamic Boarding School D (anonymity). In addition, Islamic Boarding School Health Post D is still not implemented optimally, because it has eight obstacles, namely: 1) insufficient facilities and infrastructure; 2) inappropriate policy to support the implementation of the program; 3) lack of quantity and quality towards the guidance of health workers to the program; 4) the absence of self-observation activities in the program; 5) limited health education; 6) limited organization in the documentation of program activities; 7) Lack of student visits to the health post program; and 8) lack of student knowledge about clean and healthy lifestyle. Conclusion: The establishment of the program and the revitalization of the program is highly recommended.