Player of the Year Award
Note nationality of players at presentation of award. A number of foreign players were naturalised to play for Singapore later in their career.
Singapore Premier League Awards Night is a football awards ceremony held by the Football Association of Singapore since the S.League's inaugural season in 1996.
Note nationality of players at presentation of award. A number of foreign players were naturalised to play for Singapore later in their career.
* Mirko Grabovac was a naturalised Singapore player from 2002 until he renounced his Singapore citizenship in 2008.
^ Goals in all domestic competitions, including the S.League and Singapore Cup.
Source: "S.League leading scorers". S.League. Archived from the original on March 10, 2014.{{cite web}}: CS1 maint: unfit URL (link)
| Season | Name | Club | Clean sheets |
|---|---|---|---|
| 2009 |  Hassan Sunny | Tampines Rovers | 13 |
| 2010 |  Yohann Lacroix | Étoile | 19 |
| 2011 | Lionel Lewis | Home United | 13 |
| 2012 |  Takuma Ito | Albirex Niigata (S) | 11 |
| 2013 | Shahril Jantan | Home United | 12 |
| 2014 |  Wardun Yussof | DPMM | 7 |
| 2015 | Yōsuke Nozawa | Albirex Niigata (S) | 13 |
| 2016 | Yōsuke Nozawa (2) | Albirex Niigata (S) | 11 |
| 2017 | Yōsuke Nozawa (3) | Albirex Niigata (S) | 12 |
| 2018 | Yōsuke Nozawa (4) | Albirex Niigata (S) | 10 |
| 2019 | Wardun Yussof | DPMM | 10 |
| 2020 | Kei Okawa | Albirex Niigata (S) | 8 |
| 2021 | Takahiro Koga | Albirex Niigata (S) | 8 |
| 2022 | Zaiful Nizam | Geylang International | 9 |
| 2023 | Syazwan Buhari | Tampines Rovers | 8 |
* Fahrudin Mustafić held Serbian citizenship before being naturalised to play for Singapore in 2007.
Song Ui-Young held South Korea citizenship before being naturalised to play for Singapore in 2021
| Season | Name | Club | Against |
|---|---|---|---|
| 2015 | Shotaro Ihata | Albirex Niigata (S) | Balestier Khalsa (20 March 2015) |
| 2016 | Tomoki Menda | Albirex Niigata (S) | Young Lions (11 August 2016) |
| 2017 | Huzaifah Aziz | Balestier Khalsa | Young Lions (20 September 2017) |
| 2018 | Zulfadhmi Suzliman | Tampines Rovers | Albirex Niigata (S) (20 May 2018) |
| 2019 |  Barry Maguire | Geylang International | Young Lions (30 August 2019) |
| 2020 | Khairul Nizam | Geylang International | Tampines Rovers (7 November 2020) |
| 2021 | Gabriel Quak | Lion City Sailors | Balestier Khalsa (18 April 2021) |
| 2022 | Ilhan Fandi | Albirex Niigata (S) | Balestier Khalsa (16 July 2022) |
| 2023 | Khairul Amri | Tanjong Pagar United | Hougang United (6 April 2023) |
| Season | Name | Club | Assists |
|---|---|---|---|
| 2019 |  Andrey Varankow | DPMM | 10 |
| 2020 | Gabriel Quak | Lion City Sailors | 7 |
| 2021 |  Armin Bošnjak | Tampines Rovers | 11 |
| 2022 |  Maxime Lestienne | Lion City Sailors | 23 |
| 2023 | Maxime Lestienne | Lion City Sailors | 21 |
| Season | Name | Club |
|---|---|---|
| 2002 | Mirko Grabovac | Singapore Armed Forces |
| 2003 | Indra Sahdan Daud | Home United |
| 2003 |   Aleksandar Đurić* | Geylang United |
| 2004 | Egmar Goncalves | Home United |
| 2005 | Noh Alam Shah | Tampines Rovers |
| 2005 |  Peres De Oliveira | Home United |
| 2007 | Agu Casmir | Gombak United |
| 2008 |  Park Tae-Won | Woodlands Wellington |
| 2010 | Mohd Noor Ali | Woodlands Wellington |
| 2014 | Qiu Li [1] | Balestier Khalsa |
| 2020 |  Jordan Webb | Tampines Rovers |
Aleksandar Đurić became a naturalised Singapore player in 2007.
| Season | Name | Club |
|---|---|---|
| 2005 | Mirko Grabovac* | Tampines Rovers |
| 2007 | Aleksandar Đurić | Singapore Armed Forces |
Mirko Grabovac was a Singaporean when he won the 200 S.League Goals award in 2005.
| Season | Name | Club |
|---|---|---|
| 2010 | Aleksandar Đurić | Tampines Rovers |
| Season | Name | Club |
|---|---|---|
| 1996 | P N Sivaji | Tanjong Pagar United |
| 1997 | Chris Chan | Singapore Armed Forces |
| 1998 | Alan Wong | Gombak United |
| 1999 | Kok Wai Leong | Singapore Armed Forces |
| 2000 | John Yap | Gombak United |
| 2001 | Noordin Abdul Rahman | Home United |
| 2002 | Alfred Loi | Sembawang Rangers |
The Dollah Kassim Award is an annual award handed to the most outstanding youth player aged 18 and below. The winner will receive the Singapore Pools' Passport to Excellence prize which funds the cost of sending the recipient for an overseas training stint. Singapore Pools launched the incentive in 2010 to nurture young sports talent recognising footballing excellence and character.
| Season | Name | Overseas training stints |
|---|---|---|
| 2010 | Ammirul Emmran | Newcastle United |
| 2011 | Adam Swandi | Newcastle United, Chelsea and Atlético Madrid. |
| 2012 | R. Aaravin | FC Metz |
| 2013 | Hazim Faiz | |
| 2014 | Muhelmy Suhaimi | |
| 2015 | Joshua Pereira | Saint-Étienne |
| 2016 | Rusyaidi Salime | Omiya Ardija |
| 2017 | Joel Chew | |
| 2018 | Nur Adam Abdullah | KRC Genk |
| 2019 | Iman Hakim | Omiya Ardija |
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{{cite web}}: CS1 maint: unfit URL (link)