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United States
Honolulu County

Kailua

The best cycling routes around Kailua

5.0

(3)

180

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15

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Touring cycling routes around Kailua are situated on the windward side of Oʻahu, Hawaiʻi, offering a diverse landscape for cyclists. The region is characterized by its coastal beauty, featuring white sand beaches and views of the Pacific Ocean, alongside the dramatic backdrop of the Koʻolau Range. Cyclists can explore lush environments like the Hoʻomaluhia Botanical Garden and the Kawainui Marsh, providing varied terrain from flat coastal paths to routes with elevation changes.

Best touring cycling routes around Kailua

  • The most…

Last updated: July 7, 2026

11

riders

#1.

Ohana Trail Loop

11.3km

01:04

270m

270m

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

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Moderate

7

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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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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

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Christopher
October 16, 2023, Alālā Point

The point takes its name from the fishing shrine, a natural stone formation, on the ridge above. Alāla means 'awakening' since for decades, beach houses in Lanikai were mainly used as a retreat/return to nature spot from Honolulu. However, in the 1950s, the area began to develop into a more suburban residential area.

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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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Christopher
October 8, 2023, Alālā Point

The point takes its name from the fishing shrine, a natural stone formation, on the ridge above. Alāla means 'awakening' as for decades, beach houses in Lanikai were mainly used as a retreat from Honolulu. However, in the 1950s, the area began to develop into a more suburban residential area.

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Christopher
October 8, 2023, Ohana Trail

Ohana Trail is a smooth and flowy trail that twists through dense forest. Along the way you can spot heaps of wildlife and sightsee more than you would hiking. This trail has a good amount of singletrack, so rent a bike or bring a bike with a little tread.

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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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Frequently Asked Questions

How many touring cycling routes are available in Kailua, and what are their difficulty levels?

Kailua offers a diverse selection of touring cycling routes. There are 13 routes in total, catering to various skill levels. You'll find 7 easy routes, 4 moderate routes, and 2 more challenging options for experienced cyclists.

What kind of terrain can I expect on touring cycling routes around Kailua?

The terrain around Kailua is quite varied, ranging from flat coastal paths with stunning ocean views to routes with significant elevation changes as you approach the Koʻolau Mountains. You can expect well-paved surfaces along beaches like Kailua Beach Path, and some routes may take you through lush environments such as the Hoʻomaluhia Botanical Garden or offer glimpses of the Kawainui Marsh.

Are there any family-friendly touring cycling routes in Kailua?

Yes, Kailua has several easy touring cycling routes suitable for families. These often include flat, scenic paths along the coast. For example, the Alāla Point via Kailua Beach loop is an easy 3.9-mile ride that takes you through coastal areas and past Kailua Beach, perfect for a leisurely family outing.

Which touring cycling routes offer the best ocean views in Kailua?

Many routes in Kailua boast spectacular ocean views, especially those that hug the coastline. The Kailua to Kaiona Beach loop is a moderate 24.5-mile path that provides extensive coastal vistas along the shoreline. Cycling along Aliʻi Drive is also particularly noted for its beautiful ocean scenery, especially in the early morning.

Are there any circular touring cycling routes in Kailua?

Yes, many touring cycling routes in Kailua are designed as loops, allowing you to start and end in the same location. A popular moderate option is the Ohana Trail Loop, which covers 7.0 miles and offers a varied cycling experience. Another easy loop is the Kailua Beach Park – Alālā Point loop from Kailua.

What are some interesting landmarks or natural features I can explore along touring cycling routes?

Kailua's routes offer access to a variety of natural and cultural landmarks. You can cycle past the renowned Kailua Beach Park and Lanikai Beach, with views of the iconic Mokulua Islands. Further afield, you might encounter the lush Hoʻomaluhia Botanical Garden or the significant Kawainui Marsh. For unique natural attractions, some areas around Kailua-Kona feature lava tubes. You can also find viewpoints like Nu'uanu Pali Lookout and Makapu'u Lookout nearby.

What do other touring cyclists enjoy most about cycling in Kailua?

The touring cycling routes in Kailua are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the stunning coastal beauty, the dramatic backdrop of the Koʻolau Mountains, and the variety of routes that cater to different abilities, from relaxing beachside rides to more challenging climbs.

Are there options for more challenging touring cycling routes with significant elevation gain?

Yes, for more experienced touring cyclists seeking a challenge, Kailua and its surrounding areas offer routes with significant elevation changes. While not one of the top 3, the Kailua Beach Park – Kaiona Beach Park loop from Kailua is a difficult 30.2-mile route with nearly 500 meters of elevation gain, providing a demanding ride through changing scenery.

Is public transport available near the touring cycling routes in Kailua?

While specific public transport options directly to every trailhead might vary, Kailua is generally accessible. For detailed information on bus routes and stops that might connect to popular cycling areas, it's advisable to check the local public transport authority's website for the most current schedules and maps.

Are there any specific considerations for parking when accessing touring cycling routes in Kailua?

Parking availability can vary depending on the starting point of your chosen route. Popular areas like Kailua Beach Park often have designated parking lots. For specific routes, it's always a good idea to check the route details on komoot or local government websites for information on parking facilities. For general information on parks and facilities in Kailua, you can visit the City and County of Honolulu Department of Parks and Recreation website.

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

Kailua enjoys a tropical climate, making it suitable for touring cycling year-round. However, the drier season from April to October generally offers more consistent sunny weather. The winter months (November to March) can bring more rain, especially to the windward side, but also cooler temperatures which some cyclists prefer. Always check the local forecast before heading out.

Can I find coffee shops or places to eat near the touring cycling routes?

Yes, Kailua town itself has a vibrant selection of coffee shops, cafes, and restaurants where you can refuel before or after your ride. Many routes, especially those along the coast or through town, will pass by establishments where you can grab a refreshment or a meal. Aliʻi Drive, in particular, is known for having various stops along its scenic stretch.

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