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.
| Season | width='240' | Name! | width='200' | Club |
|---|---|---|---|---|
| 1996 | align='left' |  Ivica Raguž | align='left' | Singapore Armed Forces |
| 1997 | align='left' | Nazri Nasir | Balestier Central | |
| 1998 | align='left' | S. Subramani | Tanjong Pagar United | |
| 1999 | align='left' |  Zsolt Bücs | align='left' | Home United |
| 2000 | align='left' | Mirko Grabovac | align='left' | Singapore Armed Forces |
| 2001 | align='left' | Daniel Bennett | align='left' | Tanjong Pagar United |
| 2002 | align='left' |  Therdsak Chaiman | align='left' | Singapore Armed Forces |
| 2003 | align='left' |  Peres de Oliveira | align='left' | Home United |
| 2004 | align='left' | Surachai Jaturapattarapong | align='left' | Home United |
| 2005 | align='left' | Noh Alam Shah | Tampines Rovers | |
| 2006 | align='left' |  Laakkad Abdelhadi | align='left' | Woodlands Wellington |
| 2007 | align='left' | Aleksandar Đurić | Singapore Armed Forces | |
| 2008 | align='left' | Aleksandar Đurić (2) | Singapore Armed Forces | |
| 2009 | align='left' |  Valery Hiek | align='left' | Home United |
| 2010 | align='left' | Shahril Ishak | Home United | |
| 2011 | align='left' | Mislav Karoglan | align='left' | Singapore Armed Forces |
| 2012 | align='left' | Aleksandar Đurić (3) | Tampines Rovers | |
| 2013 | align='left' | Lee Kwan-Woo | align='left' | Home United |
| 2014 | align='left' | Hassan Sunny | Warriors | |
| 2015 | align='left' |  Fumiya Kogure | align='left' | Albirex Niigata (S) |
| 2016 | align='left' | Atsushi Kawata | align='left' | Albirex Niigata (S) |
| 2017 | align='left' | Kento Nagasaki | align='left' | Albirex Niigata (S) |
| 2018 | align='left' | Wataru Murofushi | align='left' | Albirex Niigata (S) |
| 2019 | align='left' | Faris Ramli | Hougang United | |
| 2020 | align='left' | Gabriel Quak | Lion City Sailors | |
| 2021 | align='left' | Tomoyuki Doi | align='left' | Hougang United |
| 2022 | align='left' | Kodai Tanaka | align='left' | Albirex Niigata (S) |
| 2023 |  Maxime Lestienne | Lion City Sailors |
| Season | Name | Club | Goals | |
|---|---|---|---|---|
| 1996 | Jure Eres | Singapore Armed Forces | 28 | |
| 1997 | Goran Paulic | Balestier Central | 21 | |
| 1998 | Stuart Young | Home United | 22[1] | |
| 1999 | Mirko Grabovac | Singapore Armed Forces | 23 | |
| 2000 | Mirko Grabovac (2) | Singapore Armed Forces | 19 | |
| 2001 | Mirko Grabovac (3) | Singapore Armed Forces | 42^ | |
| 2002 | Mirko Grabovac (4) | Singapore Armed Forces | 36^ | |
| 2003 | Peres de Oliveira | Home United | 37^ | |
| 2004 | Egmar Goncalves | Home United | 30 | |
| 2005 | Mirko Grabovac (5) | Tampines Rovers | 26 | |
| 2006 | Laakkad Abdelhadi | Woodlands Wellington | 23 | |
| 2007 | Aleksandar Đurić | Singapore Armed Forces | 37 | |
| 2008 | Aleksandar Đurić (2) | Singapore Armed Forces | 28 | |
| 2009 | Aleksandar Đurić (3) | Singapore Armed Forces | 28 | |
| 2010 |  Frédéric Mendy | Étoile | 21 | |
| 2011 | Mislav Karoglan | Singapore Armed Forces | 33 | |
| 2012 | Frédéric Mendy (2) | Home United | 20 | |
| 2013 | Aleksandar Đurić (4) | Tampines Rovers | 15 | |
| Moon Soon-Ho | Woodlands Wellington | |||
| Rodrigo Tosi[2] | Brunei DPMM | |||
| 2015 | Rafael Ramazotti | Brunei DPMM | 21 | |
| 2016 | Rafael Ramazotti (2) | Brunei DPMM | 20 | |
| 2017 | Tsubasa Sano | Albirex Niigata (S) | 26 | |
| 2018 | Shuhei Hoshino | Albirex Niigata (S) | 19 | |
| 2019 |  Andrei Varankou | Brunei DPMM | 21 | |
| 2020 | Stipe Plazibat | Hougang United, Lion City Sailors | 14 | |
| 2021 | Tomoyuki Doi | Hougang United | 19 | |
| 2022 |  Boris Kopitović | Tampines Rovers | 35 | |
| 2023 | Maxime Lestienne | Lion City Sailors | 25 |
^ Goals in all domestic competitions, including the S.League and Singapore Cup.
Source:Web site: S.League leading scorers. https://archive.today/20140310155729/http://www.sleague.com/competitions/s-league/leading-scorers. usurped. March 10, 2014. S.League.
| 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 | 9 | ||
| 2023 | Syazwan Buhari | Tampines Rovers | 8 |
| Season | Name | Club | |
|---|---|---|---|
| 1996 | Robin Chitrakar | Geylang United | |
| 1997 | Ahmad Latiff Khamaruddin | Geylang United | |
| 1998 | Lim Soon Seng | Tanjong Pagar United | |
| 1999 | Yazid Yasin | Home United | |
| 2000 | Indra Sahdan Daud | Geylang United | |
| 2001 | Indra Sahdan Daud (2) | Home United | |
| 2002 | Noh Alam Shah | Sembawang Rangers | |
| 2003 | Baihakki Khaizan | Geylang United | |
| 2004 |  Fahrudin Mustafić* | Tampines Rovers | |
| 2005 |  Issey Nakajima-Farran | Albirex Niigata (S) | |
| 2006 | Kengne Ludovick | Balestier Khalsa | |
| 2007 | Shariff Abdul Samat | Tampines Rovers | |
| 2008 | Khairul Amri | Tampines Rovers | |
| 2009 |  Gabriel Obatola | Gombak United | |
| 2010 | Hariss Harun | Young Lions | |
| 2011 | Tatsuro Inui | Albirex Niigata (S) | |
| 2012 |  Wan Zack Haikal | Harimau Muda A | |
| 2013 | Sirina Camara | Home United | |
| 2014 |  Nicolás Vélez | Warriors | |
| 2015 | Azwan Ali | DPMM | |
| 2016 | Anumanthan Kumar | Hougang United | |
| 2017 | Hazzuwan Halim | Balestier Khalsa | |
| 2018 | Adam Swandi | Albirex Niigata (S) | |
| 2019 | Hami Syahin | Home United | |
| 2020 | Saifullah Akbar | Lion City Sailors | |
| 2021 | Nur Adam Abdullah | Lion City Sailors | |
| 2022 | Ilhan Fandi | Albirex Niigata (S) | |
| 2023 | Seia Kunori | Albirex Niigata (S) |
| 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 | Club | |
|---|---|---|
| 1996 | Singapore Armed Forces | |
| 1997 | Singapore Armed Forces | |
| 1998 | Singapore Armed Forces | |
| 1999 | Geylang United | |
| 2000 | Sembawang Rangers | |
| 2001 | Singapore Armed Forces | |
| 2002 | Singapore Armed Forces | |
| 2003 | Young Lions | |
| 2004 | Albirex Niigata (S) | |
| 2005 | Young Lions | |
| 2006 | Young Lions | |
| 2007 | Albirex Niigata (S) | |
| 2008 |  Super Reds | |
| 2009 | Home United | |
| 2010 | Tampines Rovers | |
| 2011 | Albirex Niigata (S) | |
| 2012 | Albirex Niigata (S) | |
| 2013 | Albirex Niigata (S) | |
| 2014 | Geylang International | |
| 2015 | Geylang International | |
| 2016 | Albirex Niigata (S) | |
| 2017 | Albirex Niigata (S) | |
| 2018 | Albirex Niigata (S) | |
| 2019 | Albirex Niigata (S) | |
| 2020 | Albirex Niigata (S) | |
| 2021 | Albirex Niigata (S) | |
| 2022 | Albirex Niigata (S) | |
| 2023 | Albirex Niigata (S) |
| 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 | Balestier Khalsa | |
| 2020 | Jordan Webb | Tampines Rovers |
| Season | Name | Club | |
|---|---|---|---|
| 2005 | Mirko Grabovac | Tampines Rovers | |
| 2007 | Aleksandar Đurić | Singapore Armed Forces |
| 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 |
| Season | width='160' | Name! | width='160' | Club | |
|---|---|---|---|---|---|
| 2002 | align='left' | Sead Muratović | align='left' | Tampines Rovers | |
| 2003 | align='left' | Indra Sahdan Daud | align='left' | Home United | |
| 2004 | align='left' | Agu Casmir | align='left' | Young Lions | |
| 2005 | align='left' | Zulkarnaen Zainal | align='left' | Tampines Rovers | |
| 2006 | align='left' | Khairul Amri | align='left' | Young Lions | |
| 2007 | align='left' | Aleksandar Đurić | align='left' | Singapore Armed Forces | |
| 2008 | align='left' | Kengne Ludovick | align='left' | Home United | |
| 2009 | align='left' | Gabriel Obatola | align='left' | Gombak United | |
| 2010 | align='left' | Shahril Jantan | align='left' | Singapore Armed Forces | |
| 2011 | align='left' | Safuwan Baharudin | align='left' | Young Lions | |
| 2012 | align='left' | Wan Zack Haikal | align='left' | Harimau Muda A | |
| 2013 | align='left' |  Mamadou M. Diallo | align='left' | Hougang United |
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.
| 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 |
