Hailey edged out Abba Athletic 3-2 in their Oxfordshire FA John Fathers Junior Shield quarter-final tie.
Jacob Hambidge scored a brace with Hailey goalkeeper Danny Rayfield also finding the back of the net for the hosts.
Rafael Garcia-Krailing and Oscar Kernaghan replied for Abba.
Hailey now host Carterton Rangers in the semis at a date to be confirmed.
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