| 2027 | RBC Heritage | PGA Tour | — | — |
| 2026 | RBC Heritage | PGA Tour | Matthew Fitzpatrick | USD 20,000,000 |
| 2025 | RBC Heritage | PGA Tour | Justin Thomas | USD 20,000,000 |
| 2024 | RBC Heritage | PGA Tour | Scottie Scheffler | USD 20,000,000 |
| 2023 | RBC Heritage | PGA Tour | Matthew Fitzpatrick | USD 20,000,000 |
| 2022 | RBC Heritage | PGA Tour | Jordan Spieth | USD 8,000,000 |
| 2021 | RBC Heritage | PGA Tour | Stewart Cink | USD 7,100,000 |
| 2020 | RBC Heritage | PGA Tour | Webb Simpson | USD 7,100,000 |
| 2019 | RBC Heritage | PGA Tour | C.T. Pan | USD 6,900,000 |
| 2018 | RBC Heritage | PGA Tour | Satoshi Kodaira | USD 6,700,000 |
| 2017 | RBC Heritage | PGA Tour | Wesley Bryan | USD 6,500,000 |
| 2016 | RBC Heritage | PGA Tour | Branden Grace | USD 5,900,000 |
| 2015 | RBC Heritage | PGA Tour | Jim Furyk | USD 5,900,000 |
| 2014 | RBC Heritage | PGA Tour | Matt Kuchar | USD 5,800,000 |
| 2013 | RBC Heritage | PGA Tour | Graeme McDowell | USD 5,800,000 |
| 2012 | RBC Heritage | PGA Tour | Carl Pettersson | USD 5,700,000 |
| 2011 | The Heritage | PGA Tour | Brandt Snedeker | USD 5,700,000 |
| 2010 | Verizon Heritage | PGA Tour | Jim Furyk | USD 5,700,000 |
| 2009 | Verizon Heritage | PGA Tour | Brian Gay | USD 5,700,000 |
| 2008 | Verizon Heritage | PGA Tour | Boo Weekley | USD 5,500,000 |
| 2007 | Verizon Heritage | PGA Tour | Boo Weekley | USD 5,400,000 |
| 2006 | Verizon Heritage | PGA Tour | Aaron Baddeley | USD 5,300,000 |
| 2005 | MCI Heritage | PGA Tour | Peter Lonard | USD 5,200,000 |
| 2004 | MCI Heritage | PGA Tour | Stewart Cink | USD 4,800,000 |
| 2003 | MCI Heritage | PGA Tour | Davis Love III | USD 4,500,000 |
| 2002 | WORLDCOM CLASSIC-The Heritage of Golf | PGA Tour | Justin Leonard | USD 4,000,000 |
| 2001 | WORLDCOM CLASSIC-The Heritage of Golf | PGA Tour | José Coceres | USD 3,500,000 |
| 2000 | MCI Classic | PGA Tour | Stewart Cink | USD 3,000,000 |
| 1999 | MCI Classic | PGA Tour | Glen Day | USD 2,500,000 |
| 1998 | MCI Classic | PGA Tour | Davis Love III | USD 1,900,000 |
| 1997 | MCI Classic | PGA Tour | Nick Price | USD 1,500,000 |
| 1996 | MCI Classic | PGA Tour | Loren Roberts | USD 1,400,000 |
| 1995 | MCI Classic | PGA Tour | Bob Tway | USD 1,300,000 |
| 1994 | MCI Heritage Golf Classic | PGA Tour | Hale Irwin | USD 1,250,000 |
| 1993 | MCI Heritage Golf Classic | PGA Tour | David Edwards | USD 1,125,000 |
| 1992 | MCI Heritage Golf Classic | PGA Tour | Davis Love III | USD 1,000,000 |
| 1991 | MCI Heritage Golf Classic | PGA Tour | Davis Love III | USD 1,000,000 |
| 1990 | MCI Heritage Golf Classic | PGA Tour | Payne Stewart | USD 1,000,000 |
| 1989 | Nabisco Championship | PGA Tour | Tom Kite | USD 2,500,000 |
| 1989 | MCI Heritage Golf Classic | PGA Tour | Payne Stewart | USD 800,000 |
| 1988 | MCI Heritage Golf Classic | PGA Tour | Greg Norman | USD 700,000 |
| 1987 | Hilton Head Seniors International | PGA Tour Champions | Al Geiberger | USD 250,000 |
| 1987 | MCI Heritage Golf Classic | PGA Tour | Davis Love III | USD 650,000 |
| 1986 | Cuyahoga Seniors International | PGA Tour Champions | Butch Baird | USD 200,000 |
| 1986 | Sea Pines Heritage | PGA Tour | Fuzzy Zoeller | USD 450,000 |
| 1985 | Sea Pines Heritage | PGA Tour | Bernhard Langer | USD 400,000 |
| 1984 | Sea Pines Heritage | PGA Tour | Nick Faldo | USD 400,000 |
| 1983 | Sea Pines Heritage | PGA Tour | Fuzzy Zoeller | USD 350,000 |
| 1982 | Sea Pines Heritage | PGA Tour | Tom Watson | USD 300,000 |
| 1981 | Sea Pines Heritage | PGA Tour | Bill Rogers | USD 300,000 |
| 1980 | Sea Pines Heritage | PGA Tour | Doug Tewell | USD 300,000 |
| 1979 | Sea Pines Heritage Classic | PGA Tour | Tom Watson | USD 300,000 |
| 1978 | Heritage Classic | PGA Tour | Hubert Green | USD 225,000 |
| 1977 | Heritage Classic | PGA Tour | Graham Marsh | USD 225,000 |
| 1976 | Sea Pines Heritage Classic | PGA Tour | Hubert Green | USD 215,000 |
| 1975 | Sea Pines Heritage Classic | PGA Tour | Jack Nicklaus | USD 200,000 |
| 1974 | Sea Pines Heritage Classic | PGA Tour | Johnny Miller | USD 200,000 |
| 1973 | Sea Pines Heritage Classic | PGA Tour | Hale Irwin | USD 150,000 |
| 1972 | Sea Pines Heritage Classic | PGA Tour | Johnny Miller | USD 125,000 |
| 1971 | Sea Pines Heritage Classic | PGA Tour | Hale Irwin | USD 110,000 |
| 1970 | Heritage Golf Classic | PGA Tour | Bob Goalby | USD 100,000 |
| 1969 | Heritage Golf Classic | PGA Tour | Arnold Palmer | USD 100,000 |