Hawaii
Hawaii Trail Running Calendar 2026-2027
Explore the best trail runs in Hawaii for 2026-2027! Our updated list features 9 exciting trail runs across the region. Find your next trail run in Hawaii below and join the trail community at these great events!
October 2026
Trail races of 5K and 10K through Gunstock Ranch on Oahu's north shore featuring ranch trails, a lookout with windward Oahu views, and discounts for students and military.
Run for the Dry Forest at Puʻuwaʻawaʻa features 10K, 5K and keiki runs plus outreach booths and a cupless format supporting dryland forest conservation.
Hilloween on October 24, 2026 at Omao Dirt Track in Koloa HI features a costume-focused 5K trail run, a kids trick-or-treat run, a virtual 5K and a pet costume contest.
A remote HURT ultrarun on Kuaokala Forest trails near Dillingham Airfield, offering 50K and 50-mile options with steep terrain, mandatory phone maps, and cupless aid stations.
A charity 5K supporting Oahu Search and Rescue with an in person course on Kaiwi Mauka and a virtual 5K option during October.
January 2027
A coastal community fun run and canicross at NELHA Beach Park on January 9, 2027 offering 5k and 10k courses, seawater features, a health fair and youth activities.
A 100 mile trail endurance run in Hawaiʻi’s rainforest above Honolulu with geo-referenced PDFs, GPX and KML course files plus printed maps and race weekend services.
August 2027
Two day obstacle race weekend at Dillingham Ranch on Oahu's North Shore featuring Sprint, Super, Beast, Ultra and kids races on Aug 14 to 15, 2027.
September 2027
Trail running event in Honolulu with a mass start and a start list of 55 racers, organized by the Hawaii Ultra Running Team.