Head to Head
| Estonia II Liiga | 2023/09/23 11:00 | Keila JK v FC Hiiumaa | D | 1-1 |
| Estonia Cup | 2020/08/11 15:30 | FC Hiiumaa v Keila JK | W | 3-4 |
Home History
| Estonia II Liiga | 2025/08/24 14:00 | Viimsi JK II v Keila JK | L | 4-1 |
| Estonia Cup | 2025/08/19 16:00 | Parnu JK Vaprus v Keila JK | L | 9-0 |
| Estonia II Liiga | 2025/08/16 09:51 | Keila JK v Puuma | L | 3-6 |
| Estonia II Liiga | 2025/08/09 10:00 | Parnu JK Vaprus II v Keila JK | L | 7-0 |
| Estonia Cup | 2025/08/06 16:00 | FC Jarva-Jaani v Keila JK | W | 1-4 |
| Estonia II Liiga | 2025/07/26 10:00 | Keila JK v Harju JK Laagri II | L | 1-5 |
| Estonia II Liiga | 2025/06/22 10:00 | Rakvere JK Tarvas v Keila JK | L | 4-0 |
| Estonia II Liiga | 2025/06/15 10:00 | Keila JK v FC Flora Tallinn III | L | 0-4 |
Away History
| Estonia II Liiga | 2025/07/27 12:00 | FC Tallinn U21 v FC Hiiumaa | L | 5-1 |
| Estonia Cup | 2025/07/02 16:00 | FC Hiiumaa v JK Tallinna Kalev | L | 0-3 |
| Estonia II Liiga | 2025/06/13 17:30 | Puuma v FC Hiiumaa | W | 1-2 |
| Estonia Cup | 2024/10/30 15:00 | FC Hiiumaa v Tallinna FC Zapoos | L | 2-3 |
| Estonia II Liiga | 2024/10/27 14:00 | Paide Linnameeskond III v FC Hiiumaa | D | 2-2 |
| Estonia II Liiga | 2024/09/18 16:00 | JK Nomme United II v FC Hiiumaa | L | 3-0 |
| Estonia Cup | 2024/08/21 16:00 | FC Helios Tartu v FC Hiiumaa | W | 1-3 |
| Estonia Cup | 2024/07/23 14:00 | Rl JK Saare Latte v FC Hiiumaa | W | 2-6 |