WordNet sense 1 (a dense clusters of flowers or foliage):

capitulum

WordNet sense 2 (the educator who has executive authority for a school):

principal, head teacher, school principal

WordNet sense 3 (a person who is in charge):

chief, top dog

WordNet sense 4 (a natural elevation (especially a rocky one that juts out into the sea)):

headland, promontory, foreland

WordNet sense 5 (the part in the front or nearest the viewer):

forefront

WordNet sense 6 (the source of water from which a stream arises):

fountainhead, headspring

WordNet sense 7 (a difficult juncture):

pass, straits

WordNet sense 8 (forward movement):

headway

WordNet sense 9 (a V-shaped mark at one end of an arrow pointer):

point

WordNet sense 10 (the subject matter at issue):

question

WordNet sense 11 (a line of text serving to indicate what the passage below it is about):

header, heading

WordNet sense 12 (that which is responsible for one's thoughts and feelings; the seat of the faculty of reason):

brain, mind, psyche, nous

WordNet sense 13 (the upper part of the human body or the front part of the body in animals; contains the face and brains):

caput

WordNet sense 14 ((computer science) a tiny electromagnetic coil and metal pole used to write and read magnetic patterns on a disk):

read/write head

WordNet sense 15 (a membrane that is stretched taut over a drum):

drumhead

WordNet sense 16 (be the first or leading member of (a group) and excel):

head up

WordNet sense 17 (be in charge of):

lead, lead, lead

WordNet sense 18 (direct the course; determine the direction of travelling):

channelize, direct, guide, maneuver, steer, channelise, manoeuver, manoeuvre

WordNet sense 19 (oral stimulation of the genitals):

oral sex