Head to Head
| 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 | W | 1-2 |
| New Zealand Central League | 2022/08/06 03:45 | Wellington Olympic v Waterside Karori | W | 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 | W | 6-0 |
| New Zealand Central League | 2021/05/01 02:30 | Waterside Karori v Wellington Olympic | W | 2-4 |
| New Zealand Central League | 2020/08/29 02:30 | Waterside Karori v Wellington Olympic | L | 3-2 |
| New Zealand Central League | 2020/06/27 03:45 | Wellington Olympic v Waterside Karori | W | 8-1 |
Home History
| 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 |
| OFC Champions League | 2024/03/09 01:00 | Auckland City v Wellington Olympic | L | 1-0 |
| World Club Friendlies | 2024/03/03 00:00 | Wellington Olympic v Christchurch United | W | 3-0 |
| New Zealand Football Championship | 2023/11/26 00:00 | Wellington Olympic v Auckland City | W | 2-0 |
| New Zealand Football Championship | 2023/11/19 02:00 | Wellington Olympic v Wellington Phoenix Reserves | W | 4-2 |
| New Zealand Football Championship | 2023/11/12 02:00 | Auckland City v Wellington Olympic | W | 1-3 |
Away History
| 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 |
| New Zealand Central League | 2023/08/26 02:30 | Waterside Karori v Petone FC | W | 4-3 |
| New Zealand Cup | 2023/08/19 05:30 | Melville United v Waterside Karori | L | 3-1 |
| New Zealand Central League | 2023/08/12 02:30 | Waterside Karori v Miramar Rangers | L | 1-2 |
| New Zealand Central League | 2023/08/06 02:00 | Western Suburbs v Waterside Karori | L | 2-1 |
| New Zealand Cup | 2023/07/29 02:00 | Roslyn Wakari v Waterside Karori | W | 2-5 |