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Road cycling around Maili offers routes along the coast and into the valleys of West Oʻahu. The region is characterized by its coastal roads, ascending into hills and passes that provide varied terrain for road cyclists. Routes often feature views of the Pacific Ocean and lead through natural landscapes.
Last updated: May 27, 2026
23
riders
28.8km
01:10
160m
160m
Embark on a scenic road cycling adventure along the Farrington Highway to Kaʻena Point State Park. This easy route spans 17.9 miles (28.8 km) and offers a smooth ride with…
34.5km
01:43
330m
330m
Cycle the Kolekole Pass Loop for a moderate road cycling challenge on Oahu. This route covers 21.4 miles (34.5 km) and climbs 1092 feet (333 metres), taking about 1 hour…

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19.1km
02:04
350m
350m
Cycle the Waianae to Kaneaki Heiau loop for a moderate racebike adventure through the Waianae Kai Forest Reserve. This route takes you past impressive volcanic mountains and offers expansive views…
20.6km
01:33
690m
690m
Embark on a moderate road cycling journey along Waianae Valley Road, a route that spans 12.8 miles (20.6 km) and challenges you with 2253 feet (687 metres) of elevation gain.…
25.9km
01:44
620m
620m
Embark on a moderate road cycling journey from Kuilioloa Heiau to Kolekole Pass, covering 16.1 miles (25.9 km) with a significant elevation gain of 2044 feet (623 metres). This route…
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Popular around Maili
This heiau (temple), built in the 17th Century, was dedicated to Lono, the benevolent god of harvest and fertility. The grass and thatched huts were used as prayer and meditation chambers. This entire site has been completely restored to be historically correct. This center is open 10-2 everyday except Monday (closed).
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This road travels through very thick forest right at the foot of Pu'ukawiwi mountain. The Wai'anae Kai Forest Reserve delivers a diverse opportunity for recreational hunting which include two ungulate species (feral pig and goat).
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From the road you can see the "Pink Pillbox" station on the ridge above. These stations were used as observation buildings in 1943. Although pillboxes are usually armed with weapons and used as defensive stations, these concrete platforms held observing instruments, which were used to determine the position of other boats.
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Enjoy expansive views from the highest point you can climb, without a military ID. If you continue on entering Schofield Barracks and Post Amenities, guards will conduct a 100% ID check at all gates. All visitors must have a valid military ID or proceed to the visitor control center for a pass.
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This is a narrow paved road heading up into the Waianae Kai Forest Reserve. The traffic you'll encounter will be hikers heading up to the trail.
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The road ends here, but a trail continues on for quite a bit. Just off of the road (maybe 150 feet on the left) is a hole in the rocks that is shaped like a heart from the right angle.
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This heiau (temple), built in the 17th Century, was dedicated to Lono, the benevolent god of harvest and fertility. The grass and thatched huts were used as prayer and meditation chambers. This entire site has been completely restored to be historically correct. This center is open 10-2 everyday except Monday (closed).
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There is a small road that continues up into the canyon before turning to forest and continuing on. If you have a MTB or gravel bike, you can ride the forest road, otherwise this is a great place to turn around and enjoy the descent back into town!
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There are 6 road cycling routes detailed in this guide for the Maili area, offering a variety of experiences from coastal rides to climbs through passes. These routes cater to different skill levels, with 2 easy and 4 moderate options.
Yes, Maili offers easy road cycling routes perfect for beginners or those seeking a relaxed ride. A great option is the Farrington Highway to Kaʻena Point State Park, an easy 17.9-mile route that provides beautiful coastal views without significant climbs.
For cyclists looking for a challenge, Maili features several moderate routes with notable climbs. The Kolekole Pass Loop is a moderate 21.4-mile path that includes a significant ascent through Kolekole Pass, rewarding riders with panoramic views. Another option is the Waianae Valley Road, which features substantial elevation gain through the valley.
Many routes in Maili boast stunning scenery. The Farrington Highway to Kaʻena Point State Park offers continuous coastal vistas. For panoramic views of the landscape, the climb through Kolekole Pass on the Kolekole Pass Loop is highly recommended.
Yes, there are circular road cycling routes available. The Kolekole Pass Loop is a popular circular option, allowing you to experience varied terrain and views without retracing your path. Another circular route is the Waianae to Kaneaki Heiau loop.
The road cycling routes around Maili vary in length, generally ranging from approximately 12.8 miles (20.6 km) to 21.4 miles (34.5 km). This provides options for both shorter rides and more extended excursions.
Maili, being in West Oʻahu, offers pleasant road cycling conditions year-round due to its tropical climate. However, the drier leeward side generally experiences less rain, making any time a good time, though mornings are often cooler and less windy, especially during the warmer summer months.
While specific coffee stops are not detailed for every route, the routes often pass through or near small towns and communities along the coast and within the valleys, where you can typically find local stores or eateries to refuel and grab refreshments.
Near Maili's road cycling routes, you can explore various attractions. The Kaneaki Heiau, an ancient Hawaiian temple, is accessible via routes like the Waianae to Kaneaki Heiau loop. Other nearby points of interest include PuʻUʻOhulu Kai and Ko Olina Beach.
Parking availability varies by route. For coastal rides along Farrington Highway, roadside parking is often an option. For routes venturing into valleys or specific points of interest, it's advisable to check local parking regulations or designated parking areas near the start of your chosen route.
Public transport on Oʻahu, primarily TheBus, serves many coastal communities including Maili. While you can reach the general area by bus, transporting a road bike on public transport might have limitations or require specific racks. It's best to check TheBus's policies regarding bicycles if you plan to use this option.
While coastal roads like Farrington Highway can see traffic, especially on weekends, routes that venture inland into the valleys, such as Waianae Valley Road, often offer a quieter cycling experience away from the main thoroughfares.


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