4.6
(9415)
17,181
riders
02:20
39.4km
230m
Cycling
Embark on the Kailua to Kaiona Beach loop, a moderate touring bicycle route that promises picturesque coastal views and an authentic rural Hawaii ambiance. You will cycle through the Waimanalo area, encountering soft white sand beaches, bright turquoise ocean, and sun-kissed mountains. Keep an eye out for the distinctive Olomana…
Last updated: April 23, 2026
Waypoints
Start point
Bus stop
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20.6 km
Highlight • Beach
Translated by Google •
Tip by
34.4 km
Highlight • Beach
Tip by
39.4 km
End point
Bus stop
Way Types & Surfaces
Way Types
14.7 km
11.0 km
7.88 km
5.65 km
156 m
Surfaces
28.5 km
10.9 km
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Elevation
Highest point (60 m)
Lowest point (0 m)
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Weather
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Today
Monday 1 June
27°C
23°C
36 %
Additional weather tips
Max wind speed: 21.0 km/h
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This route was planned by komoot.
The average cycling time for this loop is around 2 hours and 20 minutes, based on a total distance of approximately 39.4 kilometers (24.5 miles).
The route primarily features paved surfaces, making it suitable for touring bikes. However, be aware that some segments may be unpaved and could present a bit of a challenge. The ride offers a mix of coastal roads and scenic stretches.
This loop is generally classified as a moderate to hard bike ride. It requires good to very good fitness due to the distance and elevation changes. While not extreme, the sustained effort might be challenging for absolute beginners.
You'll enjoy picturesque coastal views, especially as you pass through the Waimanalo area with its soft white sand beaches and bright turquoise ocean. The route also offers views of the distinctive Olomana peaks and various offshore islands, providing a serene 'rural Hawaii' ambiance. Kaiona Beach Park itself is a beautiful, family-friendly spot with calm, clear water.
You can typically find parking at either Kailua Beach Park or Kaiona Beach Park. Both offer convenient starting points for the loop.
Key highlights include the beautiful Kailua Beach Park at the start/end, and the tranquil Kaiona Beach Park, which is considered a hidden gem offering a peaceful environment. The entire route provides stunning coastal views and a glimpse into authentic Hawaiian island life.
The Windward Oahu area generally offers pleasant cycling conditions year-round. However, for the most comfortable experience, consider cycling during the drier months, typically from April to October, to avoid heavier rainfall. Always check local weather forecasts before you go.
While specific trail regulations for dogs on the entire loop can vary, Kaiona Beach Park is known to be a beautiful, family-friendly beach. It's always best to check current local ordinances regarding dogs on beaches and public paths in the Kailua and Waimanalo areas before bringing your pet.
Generally, there are no specific permits or entrance fees required for cycling this public road loop. However, always be mindful of any posted signs or local regulations, especially when entering park areas.
Yes, both Kailua and the Waimanalo area offer various amenities. You'll find cafes, restaurants, and convenience stores where you can refuel and grab supplies, particularly in the towns themselves. It's a good idea to carry water and snacks, especially for the stretches between towns.
Yes, the route also passes through sections of the 100 A, 100 B, 100 E, 100 F, 100 G, Ohana Trail, Kalaheo neighborhood Park Field, and Nonokio Street.