Here is a list of Holland's best fights. For a list of Holland's losses, refer to "Kevin Holland Losses".
On May 16, 2020 Kevin Holland faced off against Anthony Hernandez in a middleweight bout at age 27. He was coming in with a record of 17-5 (14), and Hernandez was 26 years old and with a record of 7-1 (6). Holland stopped Anthony Hernandez via TKO.
On July 29, 2023 Kevin Holland faced off against Michael Chiesa in a welterweight bout at age 30. He was coming in with a record of 25-9 (21), and Chiesa was 35 years old and with a record of 16-6 (9). Holland stopped Michael Chiesa via submission.
On June 18, 2022 Kevin Holland faced off against Tim Means in a welterweight bout at age 29. He was coming in with a record of 23-7 (19), and Means was 38 years old and with a record of 32-12-1 (24). Holland stopped Tim Means via submission.
On June 7, 2025 Kevin Holland faced off against Vicente Luque in a welterweight bout at age 32. He was coming in with a record of 28-13 (22), and Luque was 33 years old and with a record of 23-10-1 (18). Holland stopped Vicente Luque via submission.
On April 8, 2023 Kevin Holland faced off against Santiago Ponzinibbio in a welterweight bout at age 30. He was coming in with a record of 24-9 (20), and Ponzinibbio was 36 years old and with a record of 29-6 (22). Holland stopped Santiago Ponzinibbio via KO.
On June 1, 2024 Kevin Holland faced off against Michał Oleksiejczuk in a middleweight bout at age 31. He was coming in with a record of 26-11 (21), and Oleksiejczuk was 29 years old and with a record of 19-7 (15). Holland stopped Michał Oleksiejczuk via choke-out.
On March 5, 2022 Kevin Holland faced off against Alex Oliveira in a welterweight bout at age 29. He was coming in with a record of 22-7 (18), and Oliveira was 34 years old and with a record of 22-11-1 (17). Holland stopped Alex Oliveira via TKO.
On August 8, 2020 Kevin Holland faced off against Joaquin Buckley in a middleweight bout at age 27. He was coming in with a record of 18-5 (15), and Buckley was 26 years old and with a record of 10-2 (7). Holland stopped Joaquin Buckley via TKO.
On December 12, 2020 Kevin Holland faced off against Ronaldo Souza in a middleweight bout at age 28. He was coming in with a record of 21-5 (17), and Souza was 41 years old and with a record of 26-8 (20). Holland stopped Ronaldo Souza via KO.
On October 31, 2020 Kevin Holland faced off against Charlie Ontiveros in a middleweight bout at age 27. He was coming in with a record of 20-5 (16). Holland stopped Charlie Ontiveros via TKO.
