
Smoky grilled shrimp kabobs threaded with sweet pineapple and a spicy chili glaze, ready in under 30 minutes and perfect for summer nights.

There is something about the smell of shrimp sizzling over an open flame that instantly says summer. These shrimp kabobs on the grill pair plump, juicy shrimp with caramelized pineapple, sweet bell pepper, and red onion, all brushed with a smoky chili glaze that walks the line between sweet and spicy. If you have ever loved a plate of pineapple shrimp luau at a backyard party, this is that same craveable flavor, made right in your own backyard in under 30 minutes.
This recipe is naturally gluten free and dairy free, and it is easy to keep Whole30 and paleo friendly with one simple swap. Whether you call them grilled chili shrimp and pineapple skewers or whole30 shrimp skewers, they belong in your regular dinner rotation all summer long.
Before we get cooking, the right tools and ingredients make a real difference here. Sturdy metal skewers save you the step of soaking, and a good instant read thermometer helps you avoid the number one shrimp kabob mistake, which is overcooking. A sharp chef's knife also makes quick work of the pineapple and vegetables so prep does not eat into your grilling time.
Shrimp cook incredibly fast, which makes them perfect for a weeknight dinner or a lazy weekend cookout. The natural sugars in the pineapple caramelize beautifully over direct heat, balancing the smoky chili powder and paprika in the marinade. A few things make this version stand out:
Chef's Tip: Thread the shrimp in a C shape through both the head and tail ends. This keeps them from spinning when you flip the skewers, so every side gets even char.
Fresh pineapple gives the best texture and caramelization, but if you are short on time, pre-cut pineapple from the produce section works well too. Look for shrimp labeled 16-20 or 21-25 count per pound, since anything smaller tends to overcook before the vegetables are done. If you are making these as paleo pineapple recipes for dinner guests who avoid refined sugar, a small drizzle of maple syrup keeps things compliant without sacrificing that sticky glaze.
For those following Whole30, this recipe fits right in as long as the honey is swapped or skipped. The pineapple itself brings plenty of natural sweetness to carry the dish.
Ready to fire up the grill? Here is the full step-by-step recipe:

Smoky grilled shrimp kabobs threaded with sweet pineapple and a spicy chili glaze, ready in under 30 minutes and perfect for summer nights.
If using wooden skewers, soak them in water for at least 30 minutes to prevent burning on the grill.
In a small bowl, whisk together the olive oil, honey, chili powder, minced garlic, lime juice, smoked paprika, salt, and black pepper to make the chili marinade.
Place the shrimp in a large bowl or zip-top bag, pour half the marinade over them, and toss to coat. Let sit for 10 to 15 minutes while you prep the vegetables and pineapple. Reserve the remaining marinade for basting.
Preheat the grill to medium-high heat, about 400 degrees F (200 degrees C), and lightly oil the grates.
Thread the shrimp, pineapple, bell pepper, and red onion onto the skewers, alternating pieces for even color and flavor in every bite.
Grill the kabobs for 2 to 3 minutes per side, basting with the reserved marinade, until the shrimp are pink, opaque, and lightly charred, about 6 to 8 minutes total.
Remove from the grill, squeeze fresh lime juice over the top, and sprinkle with chopped cilantro before serving.
These kabobs shine on their own with a squeeze of fresh lime, but they are also fantastic served over coconut rice, a crisp green salad, or alongside grilled corn on the cob. For a full luau-style spread, add a simple slaw and a pitcher of something cold. Leftover shrimp also makes a great addition to tacos or a grain bowl the next day.
Keep leftovers in a sealed container in the fridge for up to two days. Because shrimp toughen quickly when reheated, a quick warm-up in a skillet over low heat works far better than the microwave. Honestly, these are just as delicious served cold straight from the fridge.
However you serve them, these shrimp and pineapple skewers bring big, bright flavor to the table with very little effort, which is exactly what summer cooking should feel like.