The best cycling routes around Urban Honolulu

Embark on the Hanauma Bay via Diamond Head loop, a moderate touring cycling route that offers a dynamic ride with stunning coastal vistas. You will cover 26.5 miles (42.6 km) and gain 796 feet (243 metres) in elevation, typically taking around 2 hours and 33 minutes to complete. Expect varied terrain, from smooth coastal stretches to challenging uphill climbs, all while enjoying expansive views of the Pacific Ocean and passing the iconic Diamond Head Lighthouse.

When planning your visit, be aware that Hanauma Bay itself has specific access rules. The preserve is closed on Tuesdays and often requires advance reservations. There is usually an entry fee, and you will need to watch a mandatory educational video before entering. Always check the latest access requirements and operating hours before you go to ensure a smooth experience.

This route is notable for showcasing some of Oahu's most famous natural landmarks. As you cycle, you will pass Hanauma Bay, known for its distinctive curved shape, and the gently fluted hills of Koko Head. The journey around the base of Diamond Head provides a unique perspective of this volcanic tuff cone, making it a memorable ride for any touring cyclist.

This difficult touring cycling route, the Kaimuki to Makapu‘u Head via Waimanalo loop, takes you on a challenging journey across 38.8 miles (62.4 km) with a substantial 2774 feet (845 metres) of elevation gain. You can expect to complete this ride in about 4 hours and 8 minutes. As you pedal, you will encounter dramatic volcanic landscapes and sweeping coastal views, particularly along the Waimanalo windward coast. The route offers panoramic vistas of landmarks like Koko Head Crater and the iconic Makapu‘u Lighthouse. Be prepared for significant climbs, especially on the paved Makapu‘u Lighthouse Road, where the hot, dry slopes can also be quite windy.

This route is primarily paved, making it well-suited for road bikes, but you should be ready for the significant elevation changes throughout the ride. Since the slopes can be hot and windy, plan your visit accordingly, perhaps aiming for cooler parts of the day. Parking is generally available in Kaimuki, which serves as a convenient starting point for your loop. You can also find parking options near the Makapu‘u Point Lighthouse trail if you prefer to begin there.

Beyond the physical challenge, this route offers unique opportunities to observe marine life. During the whale watching season, which typically runs from November to May, you might spot humpback whales from Makapu‘u Point. On clear days, the elevated vantage points along the route can even provide glimpses of the neighboring islands of Molokaʻi and Lānaʻi, adding another layer to your cycling experience.

Embark on a moderate touring bicycle journey from Kahala to Makapu‘u Head, covering 27.8 miles (44.7 km) with a total elevation gain of 1003 feet (306 metres). This route offers a rewarding experience, typically completed in about 2 hours and 41 minutes. As you pedal, you'll be treated to outstanding views of O‘ahu's southeastern coastline. The trail provides expansive vistas of Koko Head and Koko Crater, leading to the dramatic windward coast. You'll also pass the historic red-roofed Makapu‘u Lighthouse, a prominent landmark against the deep blue sea, offering many scenic viewpoints.

When planning your touring bicycle trip, be aware that the Makapu‘u area is often hot, dry, and windy, with very limited shade along the route. It is highly recommended to bring plenty of water to stay hydrated and adequate sun protection, such as sunscreen and a hat. While the views of the Makapu‘u Lighthouse are a highlight, please note that the lighthouse itself is off-limits to visitors. Consider starting your ride early in the morning to avoid the midday heat and stronger winds.

This touring cycling route is situated within the Kaiwi State Scenic Shoreline, offering a unique perspective on O‘ahu's natural beauty. The trail provides magnificent vistas of the windward coast and offshore islets near Makapu‘u Head, showcasing the island's diverse geography. During the winter months, from roughly November to May, you might even be fortunate enough to spot migrating humpback whales in the ocean waters, adding a special element to your ride.

Embark on a challenging touring bicycle ride up Tantalus via Tantalus Drive, a difficult route that climbs 1846 feet (563 metres) over 9.1 miles (14.6 km). As you pedal, you will find yourself immersed in dense tropical vegetation, with tree tunnels formed by banyan and kukui trees providing a shaded and refreshing canopy. This ride, estimated to take about 1 hour and 18 minutes, offers a peaceful escape from the urban bustle. Along the way, you will encounter several viewpoints, revealing expansive vistas of iconic landmarks like Diamond Head, Waikiki, and Pearl Harbor. Make sure to pause at Puʻu Ualakaʻa State Park for some of the most impressive panoramic views.

When planning your visit, be prepared for a significant elevation gain, with an average grade of 5-6% and some segments reaching a 9% incline. The road is paved and generally well-maintained, though you might encounter some potholes in certain sections. Water and restrooms are conveniently available at the Nature Center located along the route. This makes it a good spot to refuel and take a short break during your ascent.

This route is notable for its unique blend of challenging cycling and stunning natural beauty, offering a distinct perspective of the island. The winding road through the Makiki Valley State Recreation Area provides a refreshing contrast to the coastal areas. You will experience a rich tropical environment, making it a memorable ride for those seeking both a physical test and scenic rewards.