Slow-Roasted Pork Shoulder with Hawaiian Pineapple Glaze

By AislePrompt Test Kitchen · Reviewed by AislePrompt Editorial · ·

Juicy pork shoulder slow-roasted and basted with a sweet and tangy pineapple glaze, capturing the spirit of island flavors with a tender finish. This hawaiian-inspired pork ready in about 275 minutes pairs boneless pork shoulder, pineapple juice, brown sugar for a weeknight-friendly dinner that comes together with one pan and minimal cleanup. Each serving lands at about 480 calories and feeds 6, so it slots cleanly into a weekly meal plan and pairs well with a quick salad or grain on the side. Tap "Plan a meal with the AI" below to drop this recipe into your week and send the ingredients straight to Instacart. Nutrition values are approximate, calculated from USDA FoodData Central (fdc.nal.usda.gov) — verify against ingredient labels for any health-driven dietary plan.

Prep: 20 min Cook: 255 min Serves 6 Hawaiian cuisine 480 cal/serving
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Ingredients

Instructions

  1. Step 1: Preheat oven to 300°F. Rub 3 lbs boneless pork shoulder with 1 tsp salt and 1 tsp ground black pepper evenly.
  2. Step 2: Heat 2 tbsp vegetable oil in a large oven-safe skillet over medium-high heat. Sear pork shoulder on all sides for 3-4 minutes per side until golden brown.
  3. Step 3: In a bowl, mix 1 cup pineapple juice, 1/3 cup brown sugar, 1/4 cup soy sauce, 4 cloves minced garlic, and 1 tbsp grated fresh ginger until sugar dissolves.
  4. Step 4: Pour the pineapple glaze over pork shoulder in skillet. Cover tightly with foil and roast in oven for 3.5 to 4 hours, basting every hour with glaze, until pork is fork-tender.
  5. Step 5: Remove foil and increase oven to 425°F. Roast uncovered for 15 minutes to caramelize glaze.
  6. Step 6: Let rest 15 minutes, then slice pork and garnish with 1/4 cup chopped fresh cilantro before serving.

Equipment for this recipe

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Frequently asked questions

How long does Slow-Roasted Pork Shoulder with Hawaiian Pineapple Glaze take to make?

Total time is about 275 minutes (20 min prep + 255 min cook). Most home cooks find this fits comfortably into a weeknight; double the batch on Sunday for two dinners.

How do I store leftover Slow-Roasted Pork Shoulder with Hawaiian Pineapple Glaze?

Cool to room temperature within 2 hours, then store in an airtight container in the fridge for up to 4 days. Reheat covered in a 350°F oven for 10-12 minutes, or microwave at 70% power in 60-second bursts to keep boneless pork shoulder from drying out.

Can I substitute ingredients in Slow-Roasted Pork Shoulder with Hawaiian Pineapple Glaze?

Yes — most ingredients in this recipe have flexible swaps. For oil, use any neutral high-smoke-point oil (avocado, grapeseed, refined coconut). For aromatics, dried herbs at ⅓ the volume of fresh work in a pinch. The full ingredient list is shoppable on Instacart so you can see substitutes in real time.

How do I scale Slow-Roasted Pork Shoulder with Hawaiian Pineapple Glaze for a different number of people?

The recipe is written for 6 servings. Multiply each ingredient by (your serving target / 6). Cook time stays roughly the same up to 2x; for 3-4x batches, switch from a skillet to a sheet pan or stockpot so the food isn't crowded — overcrowding steams instead of browns.

What goes well with Slow-Roasted Pork Shoulder with Hawaiian Pineapple Glaze?

Hawaiian pork like this pair well with a simple grain (rice, couscous, or crusty bread), a quick salad with acid (lemon vinaigrette, pickled onions), and a pan sauce or yogurt-based dip. Tap "Plan a meal with the AI" to get specific side suggestions.