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Sticky Brown Sugar Pineapple Rolls

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Sticky Brown Sugar Pineapple Rolls are soft, fluffy sweet rolls filled with buttery pineapple sugar and baked over a caramelized brown sugar pineapple base. Flipped after baking, they reveal a glossy, tropical topping perfect for brunch or dessert.

  • Author: Sophia
  • Prep Time: 25 minutes
  • Cook Time: 35 minutes
  • Total Time: 2 hours 35 minutes
  • Yield: 12 rolls
  • Category: Brunch, Dessert
  • Method: Baked
  • Cuisine: American
  • Diet: Vegetarian

Ingredients

  • ¾ cup warm milk (110°F)
  • 2¼ tsp active dry yeast (1 packet)
  • ¼ cup granulated sugar
  • ¼ cup unsalted butter, melted
  • 1 large egg
  • ½ tsp salt
  • 3–3½ cups all-purpose flour
  • 1 cup crushed pineapple, very well drained
  • ½ cup brown sugar (filling)
  • ¼ cup granulated sugar (filling)
  • ½ cup unsalted butter, softened (filling)
  • 1 tsp ground cinnamon
  • ½ tsp vanilla extract (filling)
  • ½ cup unsalted butter (sticky base)
  • ¾ cup brown sugar (sticky base)
  • ¼ cup heavy cream
  • ½ cup pineapple chunks or crushed pineapple, well drained
  • 4 oz cream cheese, softened (optional drizzle)
  • ½ cup powdered sugar (drizzle)
  • 1–2 tbsp milk (drizzle)
  • ½ tsp vanilla extract (drizzle)

Instructions

  1. In a large bowl, combine warm milk, yeast, and granulated sugar. Let sit for 5–10 minutes until foamy.
  2. Add melted butter, egg, salt, and 3 cups flour. Mix to form a soft dough, adding more flour if needed. Knead 5–7 minutes until smooth. Cover and let rise 1 hour until doubled.
  3. In a saucepan, melt butter for the sticky base. Stir in brown sugar and heavy cream until smooth. Pour into greased 9×13-inch pan. Sprinkle drained pineapple evenly over the mixture.
  4. For the filling, mix drained crushed pineapple, brown sugar, granulated sugar, softened butter, cinnamon, and vanilla until smooth.
  5. Roll out the dough into a 12×18-inch rectangle. Spread the filling evenly. Roll tightly from the long side and cut into 12 rolls.
  6. Arrange rolls in the baking dish on top of the sticky base. Cover and let rise 30 minutes.
  7. Preheat oven to 350°F (175°C). Bake rolls for 30–35 minutes until golden and cooked through.
  8. Let rest 5 minutes, then carefully invert onto a serving platter while still warm.
  9. For glaze (optional), whisk softened cream cheese, powdered sugar, milk, and vanilla until smooth. Drizzle over warm rolls before serving.

Notes

  • Drain pineapple thoroughly to prevent soggy dough or filling.
  • Flip rolls while warm to ensure topping releases cleanly.
  • Refrigerate unbaked rolls overnight and bake fresh for convenience.
  • Add nuts or shredded coconut for extra texture and flavor.

Nutrition

Find it online: https://savorymomskitchen.com/sticky-brown-sugar-pineapple-rolls/