Haileybury was judged 'Excellent in all areas' in its 2022 Inspection Report by the Independent Schools Inspectorate (ISI).

The buildings compose four ranges which enclose an area known as Quad, the second-largest academic quadrangle in Britain after Christ Church, Oxford.

[7] In the late 20th century, reforming headmaster David Jewell took charge of Haileybury, bringing it out of its post-Cold War austerity.

Stuart Westley, Master of Haileybury until July 2009, was responsible for making the school fully co-educational.

For details of notable alumni, see List of people educated at Haileybury and Imperial Service College.