The purpose of study was to investigate students’ perception on head teacher’s role in implementation of girls’ re-admission policy. The study was to help highlight the plight of girls who drop out of school as a result of pregnancy with a view of giving them a chance to continue with education through re-admission. To achieve this objective the study examined students’ perception on head teachers’ administrative, counseling and support roles. Students’ perception was the dependent variable whereas the head teachers’ age, gender, educational level and teaching experience were independent variables. The study was based on Tinto’s (1975) model of student retention which stipulates that a student persists or drops out depending on their degree of both academic and social integration. The research design was a case study where questionnaires and interview schedule were used to collect data. Target populations were form three students, head teachers, counseling teachers, class teachers and the District Quality Assurance and Standards Officer. Sampling techniques used in the study were Simple Random, Stratified and Purposive. Reliability of the instruments was established through a pilot study in a school outside the study area. Cronbach’s alpha was used to assess the reliability coefficient that yielded 0.82. Validity of instruments was determined through expert judgment involving discussions with researcher’s Supervisors, Lecturers and Colleagues. Data was analyzed using both descriptive and inferential statistics .The study established that head teachers have not implemented the girls’ re-admission policy to the expectation as reflected in the poor discharge of administrative, counseling and support roles. It was also established that head teachers’ educational level and teaching experience have a positive influence on administrative role whereas teaching experience has a positive influence on both counseling and support roles. The study recommends that; the Ministry of Education to review the policy so as to come up with appropriate guidelines for implementation, counseling to be strengthened in schools , further training for head teachers and introduction of support program for the girls who drop out of school due to pregnancy.