He played 15 first-class matches, including 14 for Otago in the Plunket Shield, during the 1960s as an opening batsman.
A good club batsman who is considered to have not fulfilled his potential in representative cricket, Holloway also played for Southland in the Hawke Cup.
[8][9][10] He was also a useful leg spin bowler―against Otago Boys' High School he took four wickets for 43 runs from 35 overs and was described as an "outstanding" bowler.
[15] In early 1960 he was one of Southland's top scorers against Canterbury B,[b][16] having first "saved the day" in a first-innings stand of 45 for the eighth-wicket.
[17] He played in the Hawke Cup for Southland at the beginning of December 1960[13] and was again in Otago's Brabin Shield side for the season―both his leg-spin bowling and "attractive" batting in a partnership of 81 drawing attention at the end of the month―[18] although he missed out on selection for a representative Brabin side in January 1961 due to injury.
[23] Opening the batting on Christmas Day against Wellington, he scored 21 runs in his first first-class innings in Otago's first Plunket Shield match of the 1961–62 season.
[27] Otago did not win a match in 1962–63,[f] but The Press considered that if their younger players, including Holloway, who it described as "a sturdy opening bat", continued to develop that they were likely to improve with time.
[30] Holloway was selected to play against the touring MCC side,[g] featuring in an Otago Invitational XI in March 1963.
He was called into the Otago side for the final match of the season after captain Jack Alabaster was dropped.