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United States
Honolulu County

Diamond Head State Monument

The best cycling routes in Diamond Head State Monument

4.3

(36)

440

riders

33

rides

Touring cycling in Diamond Head State Monument offers routes around a prominent volcanic tuff cone, providing views of the Pacific Ocean and the Honolulu coastline. The terrain primarily features paved roads and paths, with some elevation changes as routes ascend and descend around the monument. The area is characterized by its coastal proximity and urban-adjacent landscapes, making it accessible for various cycling experiences.

Best touring cycling routes in Diamond Head State Monument

  • The most popular touring cycling route is Kaimuki to Makapu‘u Head via Waimanalo loop, a 38.8 miles (62.4 km) trail that takes 4 hours 9 minutes to complete. This route features significant elevation gain and coastal views.
  • Another top favourite among local touring cyclists is Kahala to Makapu‘u Head via East Honalulu, a moderate 27.8 miles (44.7 km) path. This route offers a mix of urban and scenic coastal riding.
  • Local touring cyclists also love the Diamond Head Lighthouse – Amelia Earhart Marker Lookout loop from Waikīkī, a 14.2 miles (22.9 km) trail leading through coastal areas and offering views of the lighthouse, often completed in about 1 hour 23 minutes.
  • Touring cycling in Diamond Head State Monument is defined by coastal paths, urban routes, and views of the volcanic crater. The network offers options for different ability levels, from easy loops to more challenging rides with elevation.
  • The routes in Diamond Head State Monument are highly rated by the komoot community with an average score of 4.3 stars from over 30 reviews. More than 400 touring cyclists have used komoot to explore Diamond Head State Monument's varied terrain.

Last updated: June 25, 2026

41

riders

#1.

Kaimuki to Makapu‘u Head via Waimanalo loop

62.4km

04:09

850m

850m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

5.0

(6)

36

riders

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Diamond Head State Monument

Pearls in the Pacific – exploring Hawaii's islands on foot

Road Cycling Routes in Diamond Head State Monument

Hiking in Diamond Head State Monument

Running Trails in Diamond Head State Monument

Other adventures in Diamond Head State Monument

Pearls in the Pacific – exploring Hawaii's islands on foot

Hiking Collection by

VisitTheUSA

Tips from the Community

R Blaze
July 6, 2025, Kalākaua Avenue

Lots of motorized vehicles. Ride with caution

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JR56
November 28, 2023, Waikiki Beach

The legendary Waikiki Beach stretches three and a half kilometers along the coast of Honolulu in the Waikiki district. The white beach is lined with palm trees and is the ideal place to sunbathe, swim and relax during your Honolulu vacation. Waikiki Beach is also considered a surfing hotspot with a lively nightlife. The beach became increasingly important in the mid-19th century. At that time, the Hawaiian royal family chose the Waikiki coast as their favorite beach residence. The kilometer-long stretch of beach is divided into eight other beaches such as Duke Kahanamoku Beach, Fort DeRussy Beach Park and San Souci Beach. https://www.tourlane.de/nord Amerika/usa/gehenswuerdigkeiten-hawaii/#waikiki-strand

Translated by Google

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From here you can see amazing views over Kuilei Cliffs Beach Park and up the coast toward Kahala. On the east side of the parking area, look for the Amelia Earhart Marker, which recalls her 1935 solo flight from Hawaii to California.

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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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Round Top Drive is a scenic road that works its way up the side of a ridge. The entire way up you can overlook Honolulu!

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In the 1820s, sailors discovered what they believed were diamonds in the rocks on the volcano’s slopes. Although the sailors’ diamonds turned out to be clear calcite crystals, the name Diamond Head has been associated with the crater ever since. The best view is from the left-hand side of the building!

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This small park is a lessser known beach that many tourists don't know is here (hope I didn't spoil it :)). This secluded beach has views of blue water and the three islands just off shore.

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Kawaiku'i Beach is a quiet park right off Kalanianaole Highway. In the evening, gorgeous sunset views can be seen, casting all sorts of colorful hues onto the nearby Koko and Hanauma Bay craters. The park is perfect for a picnic at one of the tables or under the shelter. Many large trees also provide plenty of shade on the grassy lawn. There are also restrooms and a freshwater rinse shower available for use.

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Frequently Asked Questions

How difficult are touring bike trails in Diamond Head State Monument?

The touring cycling routes in Diamond Head State Monument offer a range of difficulties. You'll find 16 easy routes, 11 moderate routes, and 8 more challenging options. The terrain primarily consists of paved roads and paths, with some elevation changes as you ride around the monument, offering options for various skill levels.

Are there any longer touring cycling routes for experienced riders in Diamond Head State Monument?

Yes, for experienced riders seeking a longer challenge, the Kaimuki to Makapu‘u Head via Waimanalo loop is a difficult 38.8-mile (62.4 km) route with significant elevation gain and coastal views. Another challenging option is the Waikiki Beach – Kapiolani Park loop from Waikīkī, which is 17.4 miles (28 km) and also rated difficult.

Are there any family-friendly touring bike trails in Diamond Head State Monument?

While specific 'family-friendly' designations aren't always clear, routes with lower difficulty and shorter distances are generally suitable. The Diamond Head Lighthouse – Amelia Earhart Marker Lookout loop from Waikīkī is an easy 14.2-mile (22.9 km) trail that leads through coastal areas and offers views, making it a good option for a less strenuous ride.

What is the best time of year for touring bike trails in Diamond Head State Monument?

Diamond Head State Monument enjoys a tropical climate, making it suitable for cycling year-round. However, the cooler, drier months from November to May are often preferred, as they offer more comfortable temperatures and less humidity compared to the warmer, wetter summer months.

Are permits required for cycling within Diamond Head State Monument?

While general access to the monument for hiking the crater trail requires a reservation and fee, cycling on the paved roads and paths around the monument, which are part of the touring routes, typically does not require a separate cycling permit. However, it's always advisable to check the official Hawaii State Parks website for the latest regulations before your visit.

What can I see along the touring cycling routes in Diamond Head State Monument?

Many routes offer stunning coastal views and pass by significant landmarks. You can expect to see the iconic Diamond Head State Monument itself, enjoy panoramic vistas from Kahala Lookout, and pass by the Amelia Earhart Marker Lookout. The routes often hug the coastline, providing continuous ocean scenery.

Are there any loop touring bike routes in Diamond Head State Monument?

Yes, several touring cycling routes in the area are loops, offering a convenient way to start and end in the same location. Examples include the challenging Kaimuki to Makapu‘u Head via Waimanalo loop, the easy Diamond Head Lighthouse – Amelia Earhart Marker Lookout loop from Waikīkī, and the moderate Kawaikui Beach Park loop from Kāhala.

What do other touring cyclists enjoy the most about touring cycling in Diamond Head State Monument?

The area is highly rated by the komoot community, with an average score of 4.3 stars from over 30 reviews. Reviewers often praise the stunning coastal views, the accessibility of routes from urban areas like Waikīkī, and the variety of terrain that caters to different skill levels, from easy coastal paths to more challenging rides with elevation.

Are there options for moderate touring bike routes in the area?

Absolutely. For a balanced ride, the Kahala to Makapu‘u Head via East Honalulu route is a moderate 27.8-mile (44.7 km) path that offers a mix of urban and scenic coastal riding. Another moderate option is the Kawaikui Beach Park loop from Kāhala, which is 21.6 miles (34.8 km).

How many touring cycling routes are available in Diamond Head State Monument?

There are over 35 touring cycling routes available in Diamond Head State Monument, offering a wide range of options for different preferences and skill levels. These routes are well-regarded by the komoot community, with over 400 touring cyclists having explored the area using komoot.

What kind of terrain can I expect on touring bike routes around Diamond Head?

The terrain for touring cycling around Diamond Head State Monument primarily features paved roads and dedicated bike paths. You can expect some elevation changes as routes ascend and descend around the volcanic tuff cone, providing varied riding experiences from flat coastal stretches to gentle climbs.

Most popular routes in Diamond Head State Monument

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