In total, 69 college-bound students earned a record $925,000 toward their post-secondary studies.
School officials said several of the students received Regents and Chancellor's scholarships, a prizes that carry the highest honor awarded by the University of California.
One Skyline student was selected for an incentive awards program scholarship, a scholarship for low-income and first-generation college students that provides tuition, mentoring and other student support services.
Several Skyline students also earned substantial scholarships from private four-year institutions.
A total of 11 students in grades nine through 11 earned Oakland Academic Stars Scholarships, a program designed to help African-American students in the Oakland Unified School District pursue post-secondary studies at an accredited college, university or vocational school.
Pamela Reed, Skyline's counselor and scholarship coordinator, said in a statement, "Our seniors have really worked very hard this year on scholarships. In fact, we most likely have more awards that students have just not reported yet."