Pineapple Upside Down Cinnamon Rolls

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5 Ingredient Puff Pastry Pineapple Upside Down Cinnamon Rolls are full of ooey gooey, buttery caramel sauce, cinnamon, and that familiar pineapple upside down flavor.

Rich, buttery caramel and juicy pineapple top these 5 Ingredient Puff Pastry Pineapple Upside Down Cinnamon Rolls. Easy and delish, this may just be your new favorite treat!

 pineapple upside down cinnamon rolls

If a cinnamon roll and a pineapple upside-down cake had babies, this would be it. This sweet pastry roll is rich and decadent.

Is it breakfast? Is it dessert? I’m not sure, but it’s good and I’m pretty sure you’re going to be wanting to eat it all the time!

 pineapple upside down cinnamon rolls

Anytime you mix brown sugar and butter and cook it, you’ll get a caramel sauce. The good thing about this one is you don’t have to stand over the stove stirring. This is a self-made sauce that bakes as the pastry bakes. When you flip over the cinnamon rolls onto a serving dish, the caramel sauce sinks down into each hole and hollow filling it with caramel goodness.

pineapple upside down cinnamon rolls

5 Ingredient Puff Pastry Pineapple Upside Down Cinnamon Rolls

By using puff pastry, I cut the prep time down to minutes. Puff pastry is so good in many desserts. I, personally, don’t want to spend hours and hours making a puff pastry when the store-bought ones are so perfect.

These rolls hav all the wonderful flavors of the traditional Pineapple Upside Down Cake but with the added flavor of cinnamon rolls. These rolls have a caramelized top layer, thanks to the butter and brown sugar. The cinnamon roll portion of this dessert is super moist, buttery, flaky and practically melts in your mouth!

Sweet pineapple and that cherry give almost a tropical flare. I’m totally hooked on this flavor combination.

 pineapple upside down cinnamon rolls

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 pineapple upside down cinnamon rolls

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pineapple upside down cinnamon rolls

5 Ingredient Puff Pastry Pineapple Upside Down Cinnamon Rolls

5 Ingredient Puff Pastry Pineapple Upside Down Cinnamon Rolls are buttery, flaky and practically melt in your mouth. With just 5 ingredients and less than 30 minutes from start to finish, this will become your new favorite treat!
Author: Paula
4.99 from 54 votes
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Prep Time: 10 minutes
Cook Time: 18 minutes
Total Time: 28 minutes
Servings: 16 servings


For the rolls

For the topping


  • Spray muffin tins with non-stick baking spray.
  • Preheat oven to 400 degrees F.
  • Spoon 1 teaspoon butter in the bottom of 16 muffin cups.
  • Spoon 1 tablespoon brown sugar on top of the butter.
  • Press 1 cherry in the center of the brown sugar in each cup.
  • Top with 1 tablespoon pineapple and compact slightly with the back of a spoon.
  • Unfold one puff pastry sheet on a work surface that's been dusted with flour.
  • Roll out slightly to smooth the folds.
  • Mix 1 cup brown sugar and 2 tablespoons ground cinnamon together.
  • Spread 1/2 of the brown sugar mixture evenly over the puff pastry.
  • Press down slightly.
  • Roll pastry from the long side.
  • Cut into 8 even rolls.
  • Place one roll on top of the mixture in the muffin cup.
  • Repeat process with the second sheet of puff pastry.
  • Bake at 400 degrees for 18 to 20 minutes or until golden brown.
  • Remove from the oven and allow to sit for 5 minutes.
  • Invert rolls onto a serving dish after five minutes.
  • Serve hot.


Recipe from Paula All images and content are copyright protected. Please do not use my images without prior permission that includes copying the ingredient list or entire recipe and posting in the comments on Pinterest for Facebook. If you want to share this recipe, please simply link back to this post for the recipe.


Calories: 356kcal | Carbohydrates: 49g | Protein: 3g | Fat: 17g | Saturated Fat: 7g | Cholesterol: 15mg | Sodium: 135mg | Potassium: 103mg | Fiber: 2g | Sugar: 34g | Vitamin A: 195IU | Vitamin C: 3mg | Calcium: 46mg | Iron: 1mg
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  1. great recipe! what we did was roll each of the 8 rolls into discs, then use them to top the pineapple. we also added 1/4 c melted butter, 1/2 tsp orange blossom water, and 1/2 tsp of salt to the filling of the discs before spreading it, and chilled them as the oven came to temp. 🙂 thank you!

    1. You can use rings. But, my muffin pan wasn’t large enough for a ring without cutting it. It was just easier to spoon the crushed pineapple in.

  2. 5 stars
    Just made these this moring–super easy and super delicious! May have to make another batch as I have already gobbled down 2 of them!

  3. “Spread 1/2 of the brown sugar mixture evenly over the puff pastry.“ What do you do with the other half?

  4. I just love pineapple upside down cake, so I was so excited to see your recipe and know that I can now have it for breakfast! Thanks for sharing.

  5. 5 stars
    You are brilliant! These rolls look fabulous. Thanks so much for your faithfulness to share with us at Weekend Potluck. Hope you enjoy a great weekend.

4.99 from 54 votes (50 ratings without comment)

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