Every year, the O-Men and Pā‘ani organizations jointly present athlete of the year awards to a sophomore boy and girl. Known as the Nā Wāhine Pā‘ani o Punahou/Punahou O-Men Award, this has been presented since 1992. Other Academy awards are:
- C. Dudley Pratt Award – Senior Athlete of the Year (since 1969), preceded by the O-Men Senior Athlete of the Year Award (1957 – 1969)
- McEldowney Matthias Award – Junior Athlete of the Year (since 1947)
- Billy Weaver ’62 Award – Freshman Athlete of the Year (since 1959)