Holifield was given the Lennies McFerren Coach of the Year award and the Sikeston Bulldogs were given the B.A. Sports Team of the Year Award.
The awards are voted on by a selected panel of media and coaches around the area.
Holifield led the Bulldogs to a 23-7 record as they made it to the Class 4 state championship game where they fell to St. Francis Borgia.
The second place finish is the highest ever for Sikeston's basketball team.
The past season marked Holifield's eighth at Sikeston with this being his third district championship.
The coach of the year award is in honor of McFerren, who amassed more than 500 career victories and nine state championships -- seven at Charleston and two at New Madrid County Central.
"Coach McFerren is one of the coaches I respect the most," said Holifield. "To get an award in his name is quite an honor. The best award was our team was voted the top team in Southeast Missouri. That's quite an honor because there were so many good teams around here this year and to get recognized for that means a lot to us."
The awards banquet was held after the all-star games at the Bess Activity Center.
Sikeston seniors Kash Bratcher and Rod Moore participated in the all-star game. Moore's 10 points helped lead his White team to a 79-73 victory against the Gray team.
After the game, the festivities relocated to the Coliseum where the guest speaker was former major league pitcher Jim Morris , whose against-all-odds story was turned into a Disney movie, "The Rookie."
"It was a great day of basketball and we topped it off with a banquet with a great crowd, a terrific guest speaker and they really did a great job of setting everything up," said Holifield.