noun:

1. Solitary confinement, a high-security prison cell often used as punishment.
2. An opening in a solid.
3. A hollow place or cavity; an excavation; a pit; an opening in or through a solid body, a fabric, etc.; a perforation; a rent; a fissure.
4. A container or receptacle.
5. An undesirable place to live or visit; a hovel.
6. A weakness; a flaw or ambiguity.
7. Sex, or a sex partner.
8. A card (also called a hole card) dealt face down thus unknown to all but its holder; the status in which such a card is.
9. In semiconductors, a lack of an electron in an occupied band behaving like a positively charged particle.
10. The rear portion of the defensive team between the shortstop and the third baseman.
11. An excavation pit or trench.
12. In the game of fives, part of the floor of the court between the step and the pepperbox.
13. (heading) In games.
14. A security vulnerability in software which can be taken advantage of by an exploit.
15. An orifice, in particular the anus. When used with shut it always refers to the mouth.
16. A chordless cycle in a graph.
17. A subsurface standard-size hole, also called cup, hitting the ball into which is the object of play. Each hole, of which there are usually eighteen as the standard on a full course, is located on a prepared surface, called the green, of a particular type grass.
18. The part of a game in which a player attempts to hit the ball into one of the holes.
19. A square on the board, with some positional significance, that a player does not, and cannot in future, control with a friendly pawn.
20. Difficulty, in particular, debt.

verb:

1. To destroy.
2. To drive into a hole, as an animal, or a billiard ball or golf ball.
3. To make holes in (an object or surface).
4. To cut, dig, or bore a hole or holes in.
5. To go into a hole.

adjective:

1. Obsolete form of whole.