Head to Head
| 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 |
| New Zealand Central League | 2019/08/10 05:50 | Wellington Olympic v Waterside Karori | W | 1-0 |
| New Zealand Central League | 2019/05/18 02:28 | Waterside Karori v Wellington Olympic | L | 4-1 |
| New Zealand Central League | 2018/06/09 05:47 | Wellington Olympic v Waterside Karori | W | 2-1 |
Home History
| New Zealand Central League | 2022/07/24 02:00 | Napier City Rovers v Wellington Olympic | W | 2-5 |
| New Zealand Central League | 2022/07/16 03:45 | Wellington Olympic v Wellington Phoenix Reserves | L | 0-3 |
| New Zealand Central League | 2022/07/02 03:45 | Wellington Olympic v Petone FC | W | 5-0 |
| New Zealand Central League | 2022/06/25 02:30 | Wellington United v Wellington Olympic | W | 0-4 |
| New Zealand Cup | 2022/06/18 02:00 | North Wellington AFC v Wellington Olympic | W | 1-6 |
| New Zealand Central League | 2022/06/11 03:45 | Wellington Olympic v North Wellington AFC | W | 3-1 |
| New Zealand Central League | 2022/05/28 03:45 | Wellington Olympic v Havelock North Wanderers | W | 10-0 |
| New Zealand Central League | 2022/05/21 02:30 | Miramar Rangers v Wellington Olympic | D | 2-2 |
Away History
| New Zealand Central League | 2022/07/23 02:30 | Waterside Karori v Petone FC | D | 1-1 |
| New Zealand Central League | 2022/07/16 02:30 | Wellington United v Waterside Karori | L | 4-2 |
| New Zealand Central League | 2022/07/02 02:30 | Waterside Karori v North Wellington AFC | L | 1-2 |
| New Zealand Central League | 2022/06/26 02:00 | Havelock North Wanderers v Waterside Karori | D | 2-2 |
| New Zealand Cup | 2022/06/11 02:05 | Waterside Karori v Miramar Rangers | L | 0-4 |
| New Zealand Central League | 2022/05/28 02:30 | Waterside Karori v Western Suburbs | L | 1-3 |
| New Zealand Central League | 2022/05/21 03:00 | Wellington Phoenix Reserves v Waterside Karori | L | 1-0 |
| New Zealand Central League | 2022/05/08 02:00 | Napier City Rovers v Waterside Karori | L | 2-0 |