Having progressed through the club's academy system, Kesler-Hayden was named in the Aston Villa starting line-up for his senior debut on 8 January 2021 in an FA Cup third-round tie against Liverpool, after "a large number of first-team players and staff" tested positive for COVID-19, rendering Villa's first-team squad unavailable for the match.
[7] On 24 May 2021, Kesler-Hayden captained the Aston Villa U18 side which won the FA Youth Cup, beating Liverpool U18 2–1 in the final.
Swindon were beaten 4–1, yet Kesler Hayden received widespread praise for his strong performance against the Premier League side.
[16] On 31 January 2022, Kesler-Hayden joined League One promotion contenders Milton Keynes Dons on loan for the remainder of the 2021–22 season.
[24] In January 2024, Aston Villa exercised a recall option in his loan contract, returning to his parent side having made twenty-seven appearances.
[25] On 30 March 2024, Kesler-Hayden made his Premier League debut, as a late substitute in a 2–0 home victory over Wolverhampton Wanderers.