Wins  | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 2 | |  Jack DesRoches (D) | 1999 | Days Corner, PE, CAN | - |
| 2 | | Nicholas Steele (F) | 2000 | Stratford, PE, CAN | - |
| 2 | | Zach Ladner (D) | 1997 | PE, CAN | - |
| 2 | | Tyler Rose (F) | 1996 | Souris, PE, CAN | - |
| 2 | | Matt Cox (D) | 1995 | Charlottetown, PE, CAN | - |
| 2 | | Damon MacDonald (F) | 1995 | Stratford, PE, CAN | - |
| 2 | | Grant Grady (G) | 1995 | Kensington, PE, CAN | - |
| 2 | | Steven Cassidy (F) | 1990 | | - |
| 2 | | Jackie-Ray Bernard (F) | 1990 | Charlottetown, PE, CAN | - |
| 1 | | Jonah Arbing (G) | 2002 | North Milton, PE, CAN | - |
| 1 | | Austin Arsenault (F) | 2002 | Richmond, PE, CAN | - |
| 1 | | Ethan Beaulieu (D) | 2001 | Borden-Carleton, PE, CAN | - |
| 1 | | Colby MacDonald (D) | 2003 | Summerside, PE, CAN | - |
| 1 | | Malcolm MacEachern (F) | 2000 | Long Pond, NS, CAN | - |
| 1 | | Reese Wyand (F) | 2003 | | - |
| 1 | | Barrington Duffy (F) | 1999 | PE, CAN | - |
| 1 | | Stephan Giansante (G) | 2001 | Etobicoke, ON, CAN | - |
| 1 | | Lucas MacAulay (D) | 2000 | Cardigan, PE, CAN | - |
| 1 | | Dixon MacLeod (F) | 2002 | Cornwall, PE, CAN | - |
| 1 | | Tayler Read (F) | 1999 | Summerside, PE, CAN | - |
| 1 | | Jordon Birt (F) | 1998 | Charlottetown, PE, CAN | - |
| 1 | | Nick Currie (F) | 1998 | Charlottetown, PE, CAN | - |
| 1 | | Cam Duffy (G) | 1998 | PE, CAN | - |
| 1 | | Connor Gray (D) | 1998 | PE, CAN | - |
| 1 | | Andrew Campbell (F) | 1999 | Charlottetown, PE, CAN | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 21-22 | | Jonah Arbing (G) | 2002 | North Milton, PE, CAN | - |
| 21-22 | | Ethan Beaulieu (D) | 2001 | Borden-Carleton, PE, CAN | - |
| 21-22 | | Colby MacDonald (D) | 2003 | Summerside, PE, CAN | - |
| 21-22 | | Austin Arsenault (F) | 2002 | Richmond, PE, CAN | - |
| 21-22 | | Reese Wyand (F) | 2003 | | - |
| 21-22 | | Malcolm MacEachern (F) | 2000 | Long Pond, NS, CAN | - |
| 20-21 | | Stephan Giansante (G) | 2001 | Etobicoke, ON, CAN | - |
| 20-21 | | Jack DesRoches (D) | 1999 | Days Corner, PE, CAN | - |
| 20-21 | | Lucas MacAulay (D) | 2000 | Cardigan, PE, CAN | - |
| 20-21 | | Barrington Duffy (F) | 1999 | PE, CAN | - |
| 20-21 | | Dixon MacLeod (F) | 2002 | Cornwall, PE, CAN | - |
| 20-21 | | Tayler Read (F) | 1999 | Summerside, PE, CAN | - |
| 19-20 | | Cam Duffy (G) | 1998 | PE, CAN | - |
| 19-20 | | Jack DesRoches (D) | 1999 | Days Corner, PE, CAN | - |
| 19-20 | | Connor Gray (D) | 1998 | PE, CAN | - |
| 19-20 | | Jordon Birt (F) | 1998 | Charlottetown, PE, CAN | - |
| 19-20 | | Nicholas Steele (F) | 2000 | Stratford, PE, CAN | - |
| 19-20 | | Nick Currie (F) | 1998 | Charlottetown, PE, CAN | - |
| 18-19 | | Cameron Visser (G) | 1997 | Crapaud, PE, CAN | - |
| 18-19 | | Zach Ladner (D) | 1997 | PE, CAN | - |
| 18-19 | | Ryan McKenna (D) | 1997 | Cornwall, PE, CAN | - |
| 18-19 | | Andrew Campbell (F) | 1999 | Charlottetown, PE, CAN | - |
| 18-19 | | Isaac Knox (F) | 1999 | Tignish, PE, CAN | - |
| 18-19 | | Nicholas Steele (F) | 2000 | Stratford, PE, CAN | - |
| 17-18 | | Alex Kelly (G) | 1996 | Kensington, PE, CAN | - |
| 17-18 | | Tyler Gallant (D) | 1999 | Cornwall, PE, CAN | - |
| 17-18 | | Parker Ronohan (D) | 1997 | Charlottetown, PE, CAN | - |
| 17-18 | | Blake Jamieson (F) | 1999 | Little Pond, PE, CAN | - |
| 17-18 | | Tyler Rose (F) | 1996 | Souris, PE, CAN | - |
| 17-18 | | Logan Vandervelden (F) | 1998 | Summerside, PE, CAN | - |
| 16-17 | | Grant Grady (G) | 1995 | Kensington, PE, CAN | - |
| 16-17 | | Mark Burke (D) | 1995 | Charlottetown, PE, CAN | - |
| 16-17 | | Zach Ladner (D) | 1997 | PE, CAN | - |
| 16-17 | | Damon MacDonald (F) | 1995 | Stratford, PE, CAN | - |
| 16-17 | | Tyler Rose (F) | 1996 | Souris, PE, CAN | - |
| 16-17 | | Campbell Gallant (F) | 1996 | Kensington, PE, CAN | - |
| 15-16 | | Matt Cox (D) | 1995 | Charlottetown, PE, CAN | - |
| 14-15 | | Matt Cox (D) | 1995 | Charlottetown, PE, CAN | - |
| 13-14 | | Dylan McQuaid (G) | 1993 | Cornwall, PE, CAN | - |
| 13-14 | | Jackson Donovan (D) | 1995 | Charlottetown, PE, CAN | - |
| 13-14 | | Curtis Hall (D) | 1994 | | - |
| 13-14 | | Damon MacDonald (F) | 1995 | Stratford, PE, CAN | - |
| 13-14 | | Jordan Mayhew (F) | 1995 | Kensington, PE, CAN | - |
| 13-14 | | Matt Myers (F) | 1992 | Charlottetown, PE, CAN | - |
| 12-13 | | Grant Grady (G) | 1995 | Kensington, PE, CAN | - |
| 12-13 | | Ben Johnson (D) | 1991 | Summerside, PE, CAN | - |
| 12-13 | | Michael Ramsay (D) | 1991 | Kensington, PE, CAN | - |
| 12-13 | | Colby Bruce (F) | 1991 | Souris, PE, CAN | - |
| 12-13 | | Tyler Clair (F) | 1991 | Campbellton, NB, CAN | - |
| 12-13 | | Spencer Montgomery (F) | 1993 | Kensington, PE, CAN | - |
| 11-12 | | Devon Cudmore (G) | 1992 | Charlottetown, PE, CAN | - |
| 11-12 | | Kyle Dougan (D) | - | | - |
| 11-12 | | Alex Smith (F) | 1990 | | - |
| 11-12 | | Jackie-Ray Bernard (F) | 1990 | Charlottetown, PE, CAN | - |
| 11-12 | | TJ Campbell (F) | 1991 | Summerside, PE, CAN | - |
| 11-12 | | Steven Cassidy (F) | 1990 | | - |
| 10-11 | | Tyler MacDonald (G) | 1990 | | - |
| 10-11 | | Morgan Walker (D) | 1992 | Stratford, PE, CAN | - |
| 10-11 | | Willie Whelan (D) | 1991 | Charlottetown, PE, CAN | - |
| 10-11 | | Devan Gunn (F) | 1992 | Orwell Cove, PE, CAN | - |
| 10-11 | | Jackie-Ray Bernard (F) | 1990 | Charlottetown, PE, CAN | - |
| 10-11 | | Steven Cassidy (F) | 1990 | | - |
