This recipe is from Pioneer Woman, who I am constantly trying to win a KitchenAid mixer from. Hopefully my day will come. She actually was sharing it from someone else--here are both links.
Bacon Wrapped Pineapple Bites
1 lb bacon
1 can chunk pineapple, drained (can sub fresh pineapple here)
1/2 cup brown sugar (I used closer to 3/4-1 cup)
Preheat oven to 375. Cut bacon in half.
Place brown sugar in shallow dish. Dredge bacon through brown sugar, place a pineapple chunk on the bacon, and roll the half slice around the chunk. Secure with toothpick.
Bake on roaster or just in jelly roll pan (foil lined or Silpat for easy cleanup!) for 25 minutes. Place under broiler for last few minutes for the crispy bite. Enjoy!
(I kept them warm in a crockpot for the party-they lost their crisp but they were still good!)