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Routes
Bike touring routes & trails
United States
Honolulu County
Kailua

Kailua to Kaiona Beach loop

Moderate

4.6

(9415)

17,181

riders

Kailua to Kaiona Beach loop

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

A

Start point

Bus stop

Get Directions

1

20.6 km

Kaiona Beach Park

Highlight • Beach

For all fans of the 1980s Magnum P.I. a must. The original filming location "Robin's Nest" with the tidal pool.

Translated by Google •

Tip by

2

34.4 km

Kailua Beach Park

Highlight • Beach

You can rent nearby at Kailua Beach Adventures a canoe to explore the little islands!

Tip by

B

39.4 km

End point

Bus stop

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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

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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.

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Frequently Asked Questions

How long does it typically take to cycle the Kailua to Kaiona Beach loop?

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).

What is the terrain like on this cycling loop?

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.

Is this cycling loop suitable for beginners?

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.

What kind of scenery can I expect along the way?

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.

Where can I park to start the Kailua to Kaiona Beach loop?

You can typically find parking at either Kailua Beach Park or Kaiona Beach Park. Both offer convenient starting points for the loop.

What are the main points of interest on this cycling 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.

What is the best time of year to cycle this loop?

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.

Is the Kailua to Kaiona Beach loop dog-friendly?

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.

Do I need any permits or pay entrance fees for this route?

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.

Are there places to eat or get supplies along the route?

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.

Does the trail intersect other well-known paths?

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.

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