A former youth player at Stenhousemuir, Hamilton was signed by Heart of Midlothian in March 2009. He was first included in a matchday squad on 15 May 2011, remaining an unused substitute as they concluded the Scottish Premier League season with a 2–1 defeat at Dundee United. In September 2011, Hamilton returned to Stenhousemuir on loan. He made his debut on 24 September, playing the full 90 minutes as they defeated East Fife 2–1 at Ochilview Park in the Second Division. A week later he scored his first goal, a header in a 5–2 loss at Airdrie United. On 19 October, his loan was extended until 24 December, the maximum 91 days.
Arbroath
In 2012, Hamilton joined another Second Division team, Arbroath, and made his debut on 18 August in a 4–2 win over Ayr United at Gayfield Park. His first goal for the club came on 9 February 2013, the only goal of an away victory at Albion Rovers. He made 32 league appearances in his first season at Arbroath, scoring once more, an equaliser in a 4–2 win at Forfar Athletic on 30 March. In July 2013, he trialled at English club Notts County, but the transfer collapsed. On 24 August, Hamilton was sent off after half an hour for conceding a penalty in an eventual 2–1 defeat at East Fife. He made 35 league appearances in his second campaign at Arbroath, scoring in a 4–3 home defeat to former club Stenhousemuir on 21 September.
Brechin City
On 22 May 2014, Hamilton joined fellow Scottish League One club Brechin City. He made his debut on 26 July in the first round of the Scottish Challenge Cup, playing the full 90 minutes in a 3–1 win at Cowdenbeath. On 23 August, he scored his first goal for the club, heading the opening goal of a 2–2 draw away to Stranraer. He was sent off on 11 November for two bookings in a 2–1 win over Stirling Albion at Glebe Park. On 29 November, Hamilton headed the opening goal away to Annan Athletic in the Scottish Cup fourth round, but it ended in a 1–1 draw; ten days later he scored again in the replay, a 4–2 victory. He was sent off for a second time on 14 March 2015 in a 3–0 loss at Peterhead. Hamilton played 32 League One games in his only season at Brechin, and also took part with them in the play-offs for promotion to the Scottish Championship, where they lost 2–1 on aggregate to Alloa Athletic in the semi-finals.
Alloa Athletic
On 21 May 2015, Hamilton became Alloa's first signing after securing their Championship status. He made his debut on 25 July, playing the full 90 minutes as they won 1–0 at Highland League team Brora Rangers in the first round of the Challenge Cup. On 8 August he played his first game in a professional league, a 3–1 loss away to Queen of the South. He scored his first Alloa goal on 19 September, a last-minute equaliser against Rangers at the Indodrill Stadium, and added a second on 9 February 2016 to start a comeback to earn a 2–2 home draw against Greenock Morton. However, Alloa were relegated at the end of the season.
Return to Arbroath
Prior to the 2016–17 season, Hamilton returned to Arbroath, now in League Two. In his first match back for the Red Lichties, he scored a last-minute equaliser to earn a 1–1 draw at home to Championship club Dundee United in the group stages of the League Cup. His team won promotion at the end of the season as champions. On 21 April 2018, Hamilton scored in a 2–0 home win over Airdrieonians to seal a spot in the play-offs for a potential second consecutive promotion. However, they lost in the semi-finals to Dumbarton.
Personal life
Hamilton's younger brother Jack also became a footballer. A goalkeeper, he went from Stenhousemuir's academy to Hearts at the same time.
