Windward Half Marathon & 5K

Lace up your running shoes for the Windward Half Marathon & 5K, an unforgettable race experience set against the stunning backdrop of the Ko'olau Mountains in Kailua, Hawaii. On Sunday, March 22, 2026, runners will embark on an out-and-back course that organizers describe as fast and flat, winding through the charming streets of Kailua. Both the Half Marathon (13.1M) and the 5K, including stroller divisions, kick off early from Kailua Intermediate School, promising exhilarating views of pristine sand beaches and lush palm trees along the route.

This community-focused event, traditionally organized by the Mid-Pacific Road Runners Club, is well-supported with five aid stations strategically placed along the Half Marathon course and one on the 5K route, ensuring runners are hydrated and encouraged by police and course marshals throughout. Typical race day conditions in late March offer pleasant temperatures, with highs around 77°F and lows around 66°F, and a 24% chance of precipitation. The finish line at Kailua District Park provides a vibrant atmosphere to celebrate your accomplishment, with ample amenities and convenient packet pick-up options available both the day before and on race morning.

Beyond the personal challenge, the 5K race holds special meaning, run in honor of enthusiastic local runner Rosie Wall. Participants will experience the unique charm of Kailua, a town famed for its natural beauty and even as a past "Winter White House" location for President Barack Obama. Whether you're chasing a personal best on a scenic, flat course or simply looking to enjoy a vibrant community race in paradise, the Windward Half Marathon & 5K offers a memorable Hawaiian running adventure.