In the lower story, hay and freight were stored as they came off the steamers of the Puget Sound Mosquito Fleet.

By 2006 the school was at the end of its planned life, meaning that the infrastructure – plumbing and roof – were considered worn out or outdated to the point of being costly.

In addition, the school was not well-suited for modern technology and undersized for the number of students (classrooms were too few and too small, and the hallways were too narrow).

The redesigned campus focused on bringing daylight to all classrooms, widening corridors, updating technology and consolidating the school into three buildings.

The current high school facility, initially constructed during the 1970s, rests on 47 acres (190,000 m2) in northwest Oak Harbor.

Operational since 2005, it features programs ranging in topic from the Island County Fair to Drama Club theatrical performances.

Students in Chris Douthitt's Video Productions and Broadcast Communications classes create content for the channel.

The main spire is a pentangle with the seals of the Navy, Army, Air Force, Marines, and Coast Guard mounted on the five sides.

At the top, as a tribute to the active Navy personnel stationed at NAS Whidbey, there is a ship's bell.

Oak Harbor High School football achieved great success during the 1977-78 season during its first year in the WESCO Conference.

Playing in the Tacoma Dome, the Wildcats defeated Bothell High School 21-14 to win the Washington Class 4A State Championship.