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Hawaiian Pizza Grilled Cheese Recipe | Easy Cheesy Sandwich Dinner

This Hawaiian Pizza Grilled Cheese packs sweet pineapple, savory ham, melty cheese, and tangy pizza sauce between buttery, golden bread for a fast, crave-worthy meal. It delivers pizzeria flavors in minutes on the stovetop.
Prep Time 10 minutes
Cook Time 8 minutes
Total Time 18 minutes
Servings 4 sandwiches

Ingredients
  

Ingredients

  • 8 slices sturdy bread (sourdough, Italian, or thick sandwich bread)
  • 6–8 slices deli ham (black forest or honey ham)
  • 1 cup shredded low-moisture mozzarella
  • 1/2 cup shredded mild cheddar
  • 1/2 cup crushed or finely chopped pineapple, well drained
  • 1/3 cup pizza sauce (or thick marinara)
  • 4 tablespoons unsalted butter, softened (or mayonnaise for spreading)
  • Pinch dried oregano or Italian seasoning (optional)
  • Red pepper flakes (optional)
  • Sliced jalapeño (optional)
  • Thin red onion slices (optional)

Instructions
 

Instructions

  • Drain the pineapple very well and blot with paper towels to remove excess moisture.
  • Combine the shredded mozzarella and cheddar in a bowl.
  • Preheat a large nonstick or cast-iron skillet over medium to medium-low heat.
  • Spread butter or mayonnaise on one side of each bread slice.
  • Place 4 slices buttered-side down and spread a thin layer of pizza sauce on the unbuttered sides.
  • Add a portion of the cheese mixture over the sauce, then layer on ham and pineapple; season with oregano or red pepper flakes if using.
  • Top with a little more cheese and close with the remaining bread, buttered-side facing out.
  • Cook the sandwiches in the skillet for 3–4 minutes per side over medium-low heat, adjusting as needed, until the bread is deep golden and the cheese is melted.
  • Press gently with a spatula while cooking to help the fillings meld and the cheese melt evenly.
  • Transfer to a board, rest 1 minute, then slice and serve with warm pizza sauce for dipping if desired.

Notes

Use a light smear of sauce to keep the bread crisp and serve extra on the side. Low-moisture mozzarella melts best; avoid fresh mozzarella for this. Control heat on the lower side so the cheese melts before the bread scorches. Sturdy bread (about 1/2-inch thick) prevents sogginess. For storage, cool completely, refrigerate up to 2 days, and reheat in a skillet or air fryer for crispness. Variations: swap BBQ sauce, use Canadian bacon, add jalapeño or red onion, or make it gluten-free with sturdy GF bread.