Wellington's HEAD LIKE A HOLE (often abbreviated to 'HLAH') debuted with the inclusion of the song 'Fat Like A Hole' on the Flying Nun Records 1992 compilation 'Freak The Sheep Vol. 2'. Although the single 'Fish Across Face', in May 1992, gave the band a national top ten single, the promotional video was banned. With New Zealand in the midst of a meningitis epidemic, a scene in which band members spat into each others mouths proved too much for the censor. The 'Beelzebeats' EP arrived in August 1992.

In 1993 '13' album was issued through Wildside Records, the recording roster for which comprised vocalist "Booga" Nigel Beazley, guitarist Nigel Francis Regan, bassist Andrew Durno and Mark Hamill on the drums. This effort was self-produced with engineer Brent McLaughlin at Writhe Studios.

This same line-up issued the 1994 follow up 'Flik Y'self Off Y'self', backed by singles 'Faster Hooves', in March, and 'Spanish Goat Dancer'. HEAD LIKE A HOLE supported country mates SHIHAD throughout the UK during the Summer of 1995, backing the EP 'The Not Nicomjool', and also notably performed at the 'Big Day Out' festival. A shared EP, collaborating with SHIHAD and SML, was released as the 'Happy Families Tour'. The group suffered a major setback in early 1996 when manager Gerald Barry Dwyer died unexpectedly.

HEAD LIKE A HOLE's third album, 'Double Your Strength Improve Your Health And Lengthen Your Life' recorded at at Sing Sing Studios in Victoria, Australia, arrived in September 1996. First single 'Cornbag', released in August, put HEAD LIKE A HOLE, back onto the New Zealand charts. Three more singles ensued, 'A Crying Shame', in February 1997, 'Keith' and 'Hootnanny' in June. Also issued was HEAD LIKE A HOLE's cover of BRUCE SPRINGSTEEN's 'I'm On Fire'. In 1997 they again appeared at the 'Big Day Out' event, such was their popularity they actually performed after SOUNDGARDEN's set.

They returned in November 1998 with 'Are You Gonna Kiss It Or Shoot It?', having expanded with the introduction of guitarist Tom Watson. Both 'Wet Rubber', in August 1998, and 'Juicy Lucy', in October 1999, were spun off as singles.

HEAD LIKE A HOLE disbanded in 2000. The retrospective compilation 'Blood On the Honkey Tonk Floor' emerged in November. In late September 2008 HEAD LIKE A HOLE announced they would reform for a one-off show at the Vodafone Homegrown festival, held on Wellington's Waterfront on 14th March 2009.