It was sited at the present location of Pinetown Girls' High School in Old Main Road (now Josiah Gumede road) with 120 pupils in Standard 6 and 7 and a staff of 14 under the leadership of Mr. H. E. Wiese, the first headmaster.

The badge includes the letters PHS (Pinetown High School), a crown which represents the period when South Africa was part of the British Empire, three pine cones honouring Sir Benjamin Pine, who was instrumental in developing Pinetown when it was still a village, and a book which stands for education.

The school has gained a first place in the Natal Matriculation Examinations and has had pupils in the top 30 twenty two times in 25 years.

Classes offered to students include Afrikaans, English, Zulu, life orientation, mathematics, mathematical literacy, physical sciences, life sciences, mechanical technology, history, geography, accounting, business studies, design, engineering graphics and design, and information technology.

Pinetown Boys’ High School offers a wide range of sporting activities, including athletics, badminton, basketball, chess, cricket, cross country, hockey, rugby union, soccer, swimming, tennis, volleyball, and water polo.