Preheat the oven to 350F degrees. Place 12 Hawaiian sweet rolls in a 9x13-inch baking dish (or a parchment paper lined baking pan with higher sides.)
In a medium bowl, with an electric mixer, beat 8 ounce block cream cheese, softened to room temperature, 1/4 cup powdered sugar and 1 teaspoon vanilla extract until smooth.NOTE: this is easiest with an electric hand mixer or a stand mixer but can be done by hand. It will just take a little longer and little more elbow grease.
Cut a little square out of the center of each Hawaiian roll. Do not cut all the way down, just make enough space for the filling.
Spoon a generous amount of the cream cheese filling into the well of each Hawaiian roll.
Place a spoonful of cherry pie filling over the cream cheese in each well.
In a bowl, combine 1/2 cup melted butter and 2 Tablespoons granulated sugar.
Using a pastry brush, generously brush the entire top layer of the rolls with the butter/sugar mixture making sure to get into the cracks.
Bake on the middle rack for about 6 to 8 minutes until the tops are lightly golden and the rolls are warmed through.NOTE: Oven times can vary so if they aren’t golden brown and aren’t quite warmed through, continue to bake until they are.
In a bowl, whisk together 1 cup powdered sugar, 2 Tablespoons milk and 1/4 teaspoon vanilla extract until smooth and pourable. NOTE: If it is too thin to your liking, add a little more powdered sugar at a time until you get it how you like it. If it is too thick to your liking, add a tiny bit of milk at a time until it is thin.
When rolls are done, drizzle the icing over the warm rolls. Then enjoy!
Video
Notes
Please refer to my FAQ’s (Frequently Asked Questions) and ingredient list above for other substitutions or for the answers to the most common questions.