4 Best Restaurants in Windward Oahu, Oahu

This food truck in the Manuhealii parking lot serves delicious, made-to-order malasadas (Portuguese doughnuts) that are crispy and dark brown on the outside and soft, chewy, and sweet on the inside. They're also denser than those found at some other bakeries on the island. This means that they're probably more authentic to the original Portuguese recipe.

Sometimes you wait an hour for a table here while patrons clamor for the banana pancakes topped with a thick macadamia-nut sauce. At lunch, the signature dish is a plate of pulehu (grilled) ribs. When the operation moved from a hole-in-the-wall to a larger space in 2010, and moved again in 2021, the line stayed just as long—but the food didn't change.

The Dymond family, two generations of restaurateurs who have shaken up the windward food scene, created this one-stop, green-and-white, Mediterranean-leaning café, wine bar, bakery, and gourmet deli. Come in on your way to the beach for a cup of coffee and bagel, and stop back for a delicious pizza or bruschetta for lunch or a candlelight dinner at night. The breakfast and lunch menus are a mix of sandwiches, salads, and other creative offerings; the place transforms at night, with table service, candles, and a frequently changing menu of freshly grilled fish and turf offerings. The original Kalapawai Market, a grab-and-go spot, is right at Kailua Beach.

Generations of children have purchased their beach snacks and sodas at Kalapawai Market near Kailua Beach. A Windward Oahu landmark since 1932, the green-and-white market has distinctive charm. You'll see slipper-clad locals sitting, sharing a cup of coffee, and talking story at picnic tables or in front of the market. It's a good source for your carryout lunch since there's no concession stand at the beach. The market also has one of the better selections of wine on the island. There's a sister Kalapawai Cafe with a sit-down menu in the center of Kailua and two more locations in Waimanalo and Kapolei.