Head to Head
| New Zealand Central League | 2024/04/13 03:45 | Wellington Olympic v Waterside Karori | L | 4-1 |
| New Zealand Central League | 2023/06/24 03:45 | Wellington Olympic v Waterside Karori | D | 2-2 |
| New Zealand Central League | 2023/04/01 01:30 | Waterside Karori v Wellington Olympic | L | 1-2 |
| New Zealand Central League | 2022/08/06 03:45 | Wellington Olympic v Waterside Karori | L | 2-0 |
| New Zealand Central League | 2022/04/30 02:30 | Waterside Karori v Wellington Olympic | D | 1-1 |
| New Zealand Central League | 2021/07/17 03:45 | Wellington Olympic v Waterside Karori | L | 6-0 |
| New Zealand Central League | 2021/05/01 02:30 | Waterside Karori v Wellington Olympic | L | 2-4 |
| New Zealand Central League | 2020/08/29 02:30 | Waterside Karori v Wellington Olympic | W | 3-2 |
Home History
| New Zealand Central League | 2024/05/11 02:30 | Waterside Karori v Island Bay United | W | 2-1 |
| New Zealand Central League | 2024/05/04 02:30 | Waterside Karori v Wellington Phoenix Reserves | W | 2-1 |
| New Zealand Central League | 2024/04/27 02:30 | Waterside Karori v Stop Out | W | 4-1 |
| New Zealand Central League | 2024/04/20 02:30 | Western Suburbs v Waterside Karori | W | 2-3 |
| New Zealand Central League | 2024/04/13 03:45 | Wellington Olympic v Waterside Karori | L | 4-1 |
| New Zealand Central League | 2024/04/06 01:30 | Waterside Karori v Napier City Rovers | L | 1-5 |
| New Zealand Central League | 2024/03/29 06:00 | North Wellington AFC v Waterside Karori | W | 0-2 |
| New Zealand Central League | 2023/09/02 02:30 | Whanganui Athletic v Waterside Karori | W | 1-6 |
Away History
| New Zealand Central League | 2024/05/11 03:45 | Wellington Olympic v Miramar Rangers | W | 3-0 |
| New Zealand Central League | 2024/05/04 03:30 | Island Bay United v Wellington Olympic | W | 1-6 |
| New Zealand Central League | 2024/04/27 03:45 | Wellington Olympic v Wellington Phoenix Reserves | W | 4-2 |
| New Zealand Central League | 2024/04/20 02:30 | Stop Out v Wellington Olympic | W | 1-6 |
| New Zealand Central League | 2024/04/13 03:45 | Wellington Olympic v Waterside Karori | W | 4-1 |
| New Zealand Central League | 2024/04/07 03:00 | Wellington Olympic v Western Suburbs | L | 3-5 |
| New Zealand Central League | 2024/03/31 01:00 | Napier City Rovers v Wellington Olympic | W | 0-3 |
| OFC Champions League | 2024/03/16 01:00 | Wellington Olympic v Auckland City | D | 3-3 |