Using a knife, hull each strawberry and scoop out a bit from the center to create space for filling.
In a bowl, mix the cream cheese, powdered sugar, and vanilla until smooth.
Spoon the mixture into a piping bag or plastic bag with the corner snipped off and fill each strawberry.
Melt the chocolate chips with coconut oil (if using) in the microwave, stirring every 30 seconds until smooth.
Dip the filled strawberries into the chocolate and place them on a parchment-lined tray.
Refrigerate until the chocolate is set.