🇺🇸 West Region • HI

Century Rides in Hawaii

The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Hawaii.

4 Verified Rides
HI State Code
Year-round (Trade wind and rain awareness) Prime Riding Window

Cycling in Hawaii: Terrain & Route Overview

Riding a century in Hawaii is a mesmerizing, sensory experience through tropical paradise. Circumnavigating island shorelines or ascending the slopes of dormant shield volcanoes like Haleakala on Maui or Mauna Kea on the Big Island puts cyclists face-to-face with lush emerald cliffs, crashing Pacific surf, and stark black lava fields. Events like the Honolulu Century Ride on Oahu treat riders to world-famous coastal views around Diamond Head and through the windward coast. The weather is tropical and warm year-round, but riders must respect constant Pacific trade winds and sudden mountain rain squalls. Sun protection and consistent hydration are essential. With breathtaking scenery at every turn and the spirit of Aloha greeting cyclists across every island, Hawaii provides an unforgettable 100-mile cycling adventure.

Terrain Characteristics: Volcanic slopes, dramatic ocean cliffs, lush rainforest corridors, and coastal lava fields.

Riding Season & Weather: Year-round (Trade wind and rain awareness).

📍 Hawaii Century Rides Map

4 Plotted Events

Hawaii Century Ride Schedule

Showing 4 organized cycling events

Cycle to the Sun

June
📍 Maui, HI

Hawaii's premier cycling event

Metric Available100M

Dick Evans Memorial Road Race & Metric

August
📍 Kailua / Oahu Perimeter, HI

Iconic 112-mile around-the-island challenge wrapping Oahu's rugged North Shore and Windward coastlines.

RoadCoastalRollingIsland

Honolulu Century Ride

September
📍 Waikīkī, HI

Ride in Hawai‘i’s largest cycling event and HBL’s biggest fundraiser! The Honolulu Century Ride (HCR) is a 25-to-100-mile ride along Oʻahu’s gorgeous South Shore and Windward Coast.

Metric Available100M

Upcountry Maui Metric Century

May
📍 Kula / Makawao, HI

Scenic metric ride exploring the cooler elevation, eucalyptus groves, and farmland slopes of Upcountry Maui.

RoadRollingVolcanoFarms

Explore Nearby State Century Rides