King Kekaulike High School opened in September 1995 with a freshmen class of 383 students. It added a grade level each year from 1995 to 1998 until the student body had grown to include grades 9-12. Enrollment in the 1998-1999 school year was 1,311 students. The Class of 1999 was the first graduating class of Kekaulike.

The campus is spread over 50 acres on the majestic slopes of Haleakala. Students come from the communities of Haiku, Kula, Makawao, Paia, and Pukalani. The school colors are Black, for Kekaulike’s thunder and Teal, for the green land (aina) and blue sky (lani).

Kekaulike High provides a comprehensive academic program. Students may take courses in Advanced Placement, Career and Technology Education pathways, Peer Education, Advancement Via Individual Determination and credit recovery.

A full range of ​cocurricular activities and athletics is offered. A Hawaiian Language Immersion Program was launched in 1997 and every Hawaiian Immersion Senior Class participates in both the Kula Kaiapuni o Maui graduation as well as the traditional school commencement ceremony.