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Cycling routes
United States
Honolulu County

Urban Honolulu

The best cycling routes around Urban Honolulu

4.4

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If you've ever tried to plan touring cycling around Urban Honolulu, you know how quickly the options can become overwhelming. With so many coastal paths, volcanic climbs, and scenic loops, it's tough to tell which routes are genuinely worth your time and effort, and which are just filler. We get it – you want to spend your precious time riding, not endlessly researching.

That's where we come in. Our komoot community has ridden, mapped, and reviewed countless routes across Urban Honolulu, giving us an insider's view of what truly shines. This guide is your shortcut, a curated list of the best touring cycling routes that promise to deliver on the unique character of this island paradise. Expect a landscape shaped by dramatic volcanic geology, where you can transition from flat, breezy coastal paths with ocean views to challenging climbs through lush rainforests and up volcanic slopes. The terrain offers everything from easy spins to demanding ascents, splitting naturally between the vibrant coastlines and the more rugged, elevated interior.

If you only do one ride, make it the Hanauma Bay via Diamond Head loop. At 26.5 miles (42.6 km) and moderate difficulty, it’s our most popular route for a reason, offering iconic coastal views and passing by famous volcanic landmarks. For a quicker, easier spin that still captures the essence of Honolulu, the Diamond Head via Kalākaua Avenue loop is a fantastic choice at just 6.4 miles (10.2 km). Ready to explore? Dive into komoot's routes and discover your next favorite ride – more than 500 touring cyclists have already found theirs here.

Last updated: May 10, 2026

3.5

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#1.

Hanauma Bay via Diamond Head loop

42.6km

02:33

240m

240m

The Hanauma Bay via Diamond Head loop offers a diverse touring cycling experience, showcasing O'ahu's stunning coastline and iconic landmarks. You'll pedal past the historic Diamond Head Lighthouse, enjoy sweeping views of the Pacific Ocean, and tackle varied terrain that includes both flat coastal stretches and challenging uphill climbs, particularly as you approach Hanauma Bay with Koko Head Crater looming nearby. It's a ride that combines the vibrant atmosphere of Waikiki with the serene beauty of protected marine areas.

This 26.5-mile (42.6 km) route, with its 796 feet (243 metres) of elevation gain, is rated moderate and typically takes about 2 hours and 33 minutes to complete. It's best suited for cyclists with good fitness levels who are comfortable with significant climbs and potential headwinds. If you plan to visit Hanauma Bay itself, remember that entry permits are required for non-residents, so secure those in advance to avoid disappointment.

What makes this route stand out is its unique blend of natural beauty and urban charm, offering a perspective on O'ahu that few other rides can match. Beyond the cycling, you have the option to combine your ride with a hike up Diamond Head for even more panoramic views or to snorkel in the clear waters of Hanauma Bay, famous for its abundant marine life. It's a truly comprehensive O'ahu adventure.

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Moderate

The Kaimuki to Makapu‘u Head via Waimanalo loop offers a truly epic touring cycling adventure, showcasing Oʻahu's rugged volcanic mountains and stunning coastlines. You'll ride through varied terrain, from the lush Waimanalo windward coast to the more arid, wind-swept Makapu‘u Point, all while enjoying views of offshore islets and the distant islands of Molokaʻi and Lānaʻi on clear days. This difficult 38.8-mile (62.4 km) route, with its 2774 feet (845 metres) of elevation gain, is a challenging but rewarding ride for experienced cyclists.

To tackle this 4-hour and 8-minute loop, you can typically find parking in Kaimuki, which serves as a practical starting point. Be sure to pack ample water, especially when heading towards Makapu‘u, as sections of the route, like the Makapu‘u Lighthouse Road, offer little shade and can be quite exposed to the sun and wind. Starting your ride early in the day is a good strategy to beat the heat and enjoy the quieter roads.

This loop is a popular touring cycling route in East Honolulu, celebrated for its dramatic scenery and the opportunity for whale watching during the winter months, from November to May, when humpback whales can often be spotted from Makapu‘u Point. As part of the Kaiwi State Scenic Shoreline, the route provides unique perspectives of Oʻahu's natural beauty, making it a standout option for those seeking a significant cycling challenge with incredible views.

Hard
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5.0

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36

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Embark on a scenic touring cycling adventure from Kahala to Makapu‘u Head, a moderate 27.8-mile (44.7 km) route that treats you to some of O'ahu's most spectacular coastal views. With 1003 feet (306 metres) of elevation gain, this ride takes about 2 hours and 41 minutes, offering expansive ocean vistas, glimpses of volcanic landmarks like Koko Head, and the iconic Makapu‘u Lighthouse. The journey along the Kaiwi State Scenic Shoreline provides a dynamic backdrop of dramatic windward coast scenery.

This route is predominantly paved, utilizing asphalt, dedicated cycleways, and quiet roads, making it ideal for road bikes. However, its moderate difficulty comes from significant elevation changes, particularly the steep climb near Makapu‘u Head. Be ready for exposed conditions; the area around Makapu‘u Head can be hot, dry, and windy with limited shade, so plan your hydration and sun protection accordingly.

Beyond the stunning views, this route offers unique features. During the winter months, from November to May, it's a prime spot for viewing migrating humpback whales in the ocean. Offshore islets visible from the route also serve as vital sanctuaries for Hawaiian seabirds, and the historic Makapu‘u Lighthouse stands as a picturesque landmark, culminating in magnificent panoramic views from Makapu‘u Head.

Moderate

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The Tantalus via Tantalus Drive route offers a truly immersive touring cycling experience, winding through dense tropical rainforest with tree tunnels created by banyan and kukui trees. As you climb, the scenery transforms, eventually revealing breathtaking panoramic views of Diamond Head, Waikiki, and Pearl Harbor from viewpoints like Puʻu Ualakaʻa State Park. This challenging ride is a fantastic way to escape the city and connect with Oahu's natural beauty.

This difficult 9.1-mile (14.6 km) cycling route involves a substantial 1846 feet (563 metres) of elevation gain, typically completed in about 1 hour and 18 minutes. The paved road is generally good, but watch for potholes and hairpin turns. Water and restrooms are available at the Nature Center along the way, making it easy to refuel. It's best suited for experienced riders or those looking to improve their climbing skills.

Tantalus Drive is renowned for offering some of Oʻahu's best lookouts, providing a unique perspective of the island's coastline and volcanic formations. It's a popular choice for those seeking advanced cycling routes near Tantalus Drive, and can be combined with Round Top Drive for a longer loop. The combination of physical exertion and stunning vistas makes this a memorable ride.

Hard

The Diamond Head via Kalākaua Avenue loop offers a fantastic touring cycling experience, blending Honolulu's urban charm with breathtaking coastal views. You'll pedal along paved surfaces, including dedicated bike paths, passing through vibrant Kapiolani Park and alongside the Pacific Ocean, with the iconic Diamond Head always in sight. This easy 6.4-mile (10.2 km) route, with a modest 456 feet (139 metres) of elevation gain, takes about 41 minutes to complete, making it a perfect quick escape.

To enjoy the best conditions and avoid the busiest times, plan to start your ride in the morning. The route is generally accessible, with many sections known for being traffic-friendly, ensuring a pleasant journey. While the ascent to Diamond Head Road presents a notable climb, the rest of the trail is largely gentle, making it suitable for most cyclists.

This route provides a unique perspective of O'ahu, showcasing its natural beauty alongside its lively urban environment. You'll encounter several prominent landmarks, including the Diamond Head Lighthouse and the Honolulu Zoo, and from various points, you can enjoy panoramic views of Waikiki and the vast Pacific Ocean. Consider this route for a blend of scenic beauty and cultural immersion.

Easy
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Tips from the Community

R Blaze
July 6, 2025, Kalākaua Avenue

Lots of motorized vehicles. Ride with caution

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Measuring in at almost 500 acres, this state monument produces truly mind-blowing views out across the water and over Waikiki. Unless you are a Hawai'i resident with a Hawai'i ID, you must make reservations to enter the monument, for a small fee: https://gostateparks.hawaii.gov/diamondhead Diamond Head State Monument is only open from 6am-6pm, with the last hike starting at 4pm. Often, going earlier in the day means fewer crowds.

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Be sure to make a reservation in advance. Stairs also have to be managed. The view makes up for it

Translated by Google

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Great views of Honolulu and Waikiki Beach

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The entrance to the park can be reached from Waikiki in about 15 minutes by public bus (The Bus - e.g. # 2, 23). One way 3$ as of Oct 2023.

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Christopher
October 9, 2023, Tantalus Drive

Tantalus Drive leads up to one of, if not the, best lookouts in O'ahu! There is a huge lawn you can roll a picnic rug out on and watch as the sun goes down over Diamond Head Crater and the entire Waikiki region. If you biked up here, this is a great resting spot before you get to enjoy the fun, twisty descent back into town!

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Kalākaua Avenue is the bustling main street in Honolulu. There are many shops and restaurants here, making for a great place to plan a cafe stop! There is also a Banyan tree inside the marketplace across the street!

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You may have to walk your bike to reach the Hanauma Bay Overlook. This spot overlooks a huge cove with a multitude of lagoonns and crystal clear water. There is a beach with lifeguards, changing rooms/restrooms and a picnic area.

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Frequently Asked Questions

What types of landscapes will I encounter on touring cycling routes in Urban Honolulu?

Touring cycling routes in Urban Honolulu offer a diverse range of landscapes, from scenic coastal paths with ocean views to lush rainforests and challenging climbs up volcanic slopes. You'll experience a captivating blend of urban environments and natural features, including volcanic cones and valleys.

How many touring cycling routes are available in Urban Honolulu?

There are over 35 touring cycling routes around Urban Honolulu, offering a variety of experiences for different skill levels. The komoot community has explored these routes over 500 times.

Are there any easy touring cycling routes suitable for beginners in Urban Honolulu?

Yes, Urban Honolulu offers several easy touring cycling routes. For example, the Diamond Head via Kalākaua Avenue loop is an easy 6.4-mile (10.2 km) ride with minimal elevation gain, perfect for a relaxed exploration of the area.

Which touring cycling routes offer significant elevation gain for a challenging ride?

For cyclists seeking a challenge with substantial climbing, the Kaimuki to Makapu‘u Head via Waimanalo loop is a difficult 38.8-mile (62.4 km) route featuring over 2,700 feet (845 m) of elevation gain. Another challenging option is Tantalus via Tantalus Drive, which includes over 1,800 feet (562 m) of ascent in just 9 miles (14.5 km).

What natural landmarks can I see along the touring cycling routes?

Many routes pass by or offer views of significant natural landmarks. You can cycle past the iconic Diamond Head State Monument, or enjoy panoramic views from Tantalus Lookout. The region's volcanic geology also means you'll encounter formations like Koko Head and dramatic lava rock at Makapuʻu Point.

Are there any waterfalls accessible or visible from touring cycling routes?

While most touring cycling routes focus on coastal and urban areas, the region is home to beautiful waterfalls. For example, you can find Maunawili Falls and Waimano Falls nearby, though they typically require a hike to reach. The lush rainforests you might cycle through are part of the same ecosystem that feeds these falls.

What do other touring cyclists say about the routes in Urban Honolulu?

The touring cycling routes in Urban Honolulu are highly rated by the komoot community, with an average score of 4.3 stars from over 27 reviews. Cyclists often praise the varied terrain, from coastal views to challenging climbs, and the unique blend of urban and natural environments.

Are there any loop touring cycling routes in Urban Honolulu?

Yes, many touring cycling routes in Urban Honolulu are designed as loops, allowing you to start and end at the same point. Examples include the popular Hanauma Bay via Diamond Head loop and the more challenging Kaimuki to Makapu‘u Head via Waimanalo loop.

What is the best time of year to go touring cycling in Urban Honolulu?

Urban Honolulu's favorable tropical climate makes it an excellent destination for year-round touring cycling. The consistent warm weather and lush scenery are appealing throughout the year, though it's always wise to check local weather forecasts for any specific day.

Can I find routes that offer panoramic viewpoints of the city and coast?

Absolutely. Routes like Tantalus via Tantalus Drive lead to elevated areas such as Tantalus Lookout, which provides sweeping panoramic views of downtown Honolulu, Mānoa Valley, and the Pacific Ocean. The Nu'uanu Pali Lookout also offers impressive views towards the windward coast.

Are there any touring cycling routes that pass by Hanauma Bay?

Yes, the Hanauma Bay via Diamond Head loop is a popular touring cycling route that takes you past Hanauma Bay, a renowned marine ecosystem within a volcanic cone. This route offers stunning coastal views and the opportunity to see this famous natural preserve.

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