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Boston Cream Pie Hawaiian Rolls

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The Best Boston cream pie Hawaiian rolls stuffed with silky vanilla custard and dipped in rich chocolate glaze. A fun and easy twist on the classic Boston cream pie dessert.

  • Author: Ella
  • Prep Time: 30 minutes
  • Total Time: About 4 hours 30 minutes
  • Yield: 12 filled rolls
  • Category: Dessert
  • Method: Stovetop / No-Bake Assembly
  • Cuisine: American
  • Diet: Vegetarian

Ingredients

For the Vanilla Custard Filling

1 cup heavy whipping cream

1 cup whole milk

5 large egg yolks

⅔ cup granulated sugar

½ teaspoon salt

3 tablespoons cornstarch

4 tablespoons unsalted butter, cut into pieces

1 teaspoon vanilla extract

For Assembly & Topping

1 package (12 oz) sweet Hawaiian dinner rolls

1 cup semi-sweet chocolate chips

¼ cup heavy whipping cream (for the glaze)

Instructions

Make the Custard: In a medium saucepan, whisk together sugar, salt, and cornstarch. Gradually whisk in the heavy cream, milk, and egg yolks until smooth.

Cook the Filling: Place the saucepan over medium heat and cook, whisking constantly, for 5–7 minutes until the mixture thickens and begins to bubble.

Finish the Custard: Remove from heat and pour the mixture through a fine-mesh strainer into a bowl to remove any cooked egg bits. Whisk in butter pieces one at a time until melted and smooth. Stir in the vanilla extract.

Chill the Custard: Press plastic wrap directly onto the surface to prevent a skin from forming. Refrigerate for 3–4 hours or overnight until completely cold and thick.

Prepare the Rolls: Use the large end of a piping tip or a small knife to cut a deep hole into the side of each Hawaiian roll without piercing through the other side. Gently create a small pocket inside.

Fill the Rolls: Transfer the chilled custard into a piping bag (or zip-top bag with the corner cut). Insert into each roll and pipe custard until it slightly peeks out.

Make the Chocolate Glaze: Place chocolate chips and heavy cream in a microwave-safe bowl. Microwave in 20-second intervals, stirring between each, until smooth and fully melted.

Dip the Rolls: Dip the top of each filled roll into the chocolate glaze and allow excess to drip off.

Set the Glaze: Place the rolls on a parchment-lined baking sheet or wire rack and allow the glaze to set at room temperature for about 10 minutes before serving.

Notes

Chilling the custard thoroughly helps it pipe easily and prevents it from leaking out of the rolls.

If you want a shortcut, you can use instant vanilla pudding instead of homemade custard.

These rolls taste best when served slightly chilled or at room temperature.

Store leftovers in the refrigerator for up to 3 days.