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Waikiki to Kailua loop

Waikiki to Kailua loop

Hard

4.6

(3078)

8,132

riders

Waikiki to Kailua loop

Q: Is the Waikiki to Kailua loop suitable for beginner cyclists?

No, this is a challenging road cycling route that requires a very good fitness level. Komoot classifies it as a 'difficult' ride, and some sections may even require you to push your bike due to unpaved or steep terrain.

Q: How long does it typically take to complete this cycling loop?

The Waikiki to Kailua loop is approximately 96.8 km (about 60 miles) long. It typically takes around 5 hours to complete, depending on your pace and stops.

Q: What scenic viewpoints or landmarks can I expect along the way?

The route offers diverse scenery, from urban charm to breezy coastal paths and ocean views. You'll pass by notable spots such as Kahala Lookout , Makapu'u Lookout , and Kalākaua Avenue .

Q: What is the terrain like on this cycling loop?

The terrain is varied and can be demanding. While primarily a road cycling route, some sections may be unpaved and difficult to ride, potentially requiring you to push your bike. Expect significant elevation changes, including climbs of up to 4.9% over 1.1 km and descents reaching -4.4% over 47 meters.

Q: Where can I park to access the Waikiki to Kailua loop?

Since this is a loop starting and ending in Waikiki, you would typically look for parking options within Waikiki or nearby areas. Public parking garages or street parking (with careful attention to restrictions) are common choices for cyclists starting their ride in the area.

Q: Is the Waikiki to Kailua loop dog-friendly?

As a challenging road cycling route that includes public roads and potentially unpaved sections, it is generally not recommended or suitable for cycling with dogs. It's best to leave your furry friends at home for this particular ride.

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

Oʻahu offers good cycling weather year-round. However, the dry season from April to October generally provides more consistent sunshine and less rain, making it ideal for long road rides. Always check the local forecast before heading out.

Q: Do I need any permits or have to pay entrance fees for this route?

No, there are no specific permits or entrance fees required to cycle the Waikiki to Kailua loop, as it primarily uses public roads and pathways. However, always be mindful of local regulations and private property.

Q: Does this route intersect with other well-known paths?

Yes, the route also passes through sections of the Lei of Parks, Ala Wai Park Trail, Makapu'u Lighthouse Trail, Fort Ruger Pathway, Ala Wai Foot Path, Ohana Trail, and Kaiwi Shoreline Trail.

Q: Are there any cafes or places to refuel along the route, especially in Kailua?

Yes, both Waikiki and Kailua offer numerous options for cafes, restaurants, and convenience stores where you can refuel. Kailua, in particular, is known for its vibrant town center with various eateries popular with cyclists.

05:05

96.8km

780m

Road cycling

The Waikiki to Kailua loop is a difficult racebike route that takes you on a challenging journey across O'ahu's diverse landscapes. You will cover 60.1 miles (96.8 km) and ascend 2572 feet (784 metres) in elevation, typically taking 5 hours and 5 minutes to complete. This ride transitions from urban…

Last updated: April 23, 2026

Tips

Includes a segment in which cycling is not permitted

After 22.5 km for 102 m

Waypoints

Start point

Bus stop

Get Directions

2.52 km

Kahala Lookout

Highlight • Viewpoint

This is a scenic lookout on the way up to the Lē'ahi (Diamond Head) trailhead. Walking to the trailhead is a great way to avoid the parking crush, especially since …

Tip by

22.6 km

Makapu'u Lookout

Highlight • Viewpoint

A view that really represents the symbol of Hawaii. You can not get enough.

Translated by Google •

Tip by

95.0 km

Kalākaua Avenue

Highlight (Segment) • Structure

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!

Tip by

96.8 km

End point

Bus stop

Way Types & Surfaces

Way Types

37.2 km

31.3 km

16.8 km

11.5 km

< 100 m

Surfaces

81.2 km

11.7 km

2.34 km

1.64 km

Elevation

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

Highest point (80 m)

Lowest point (0 m)

Weather

Today

Wednesday 6 May

29°C

21°C

9 %

Additional weather tips

Max wind speed: 16.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Is the Waikiki to Kailua loop suitable for beginner cyclists?

No, this is a challenging road cycling route that requires a very good fitness level. Komoot classifies it as a 'difficult' ride, and some sections may even require you to push your bike due to unpaved or steep terrain.

How long does it typically take to complete this cycling loop?

The Waikiki to Kailua loop is approximately 96.8 km (about 60 miles) long. It typically takes around 5 hours to complete, depending on your pace and stops.

What scenic viewpoints or landmarks can I expect along the way?

The route offers diverse scenery, from urban charm to breezy coastal paths and ocean views. You'll pass by notable spots such as Kahala Lookout, Makapu'u Lookout, and Kalākaua Avenue.

What is the terrain like on this cycling loop?

The terrain is varied and can be demanding. While primarily a road cycling route, some sections may be unpaved and difficult to ride, potentially requiring you to push your bike. Expect significant elevation changes, including climbs of up to 4.9% over 1.1 km and descents reaching -4.4% over 47 meters.

Where can I park to access the Waikiki to Kailua loop?

Since this is a loop starting and ending in Waikiki, you would typically look for parking options within Waikiki or nearby areas. Public parking garages or street parking (with careful attention to restrictions) are common choices for cyclists starting their ride in the area.

Is the Waikiki to Kailua loop dog-friendly?

As a challenging road cycling route that includes public roads and potentially unpaved sections, it is generally not recommended or suitable for cycling with dogs. It's best to leave your furry friends at home for this particular ride.

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

Oʻahu offers good cycling weather year-round. However, the dry season from April to October generally provides more consistent sunshine and less rain, making it ideal for long road rides. Always check the local forecast before heading out.

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

No, there are no specific permits or entrance fees required to cycle the Waikiki to Kailua loop, as it primarily uses public roads and pathways. However, always be mindful of local regulations and private property.

Does this route intersect with other well-known paths?

Yes, the route also passes through sections of the Lei of Parks, Ala Wai Park Trail, Makapu'u Lighthouse Trail, Fort Ruger Pathway, Ala Wai Foot Path, Ohana Trail, and Kaiwi Shoreline Trail.

Are there any cafes or places to refuel along the route, especially in Kailua?

Yes, both Waikiki and Kailua offer numerous options for cafes, restaurants, and convenience stores where you can refuel. Kailua, in particular, is known for its vibrant town center with various eateries popular with cyclists.

What should I bring for a ride on the Waikiki to Kailua loop?

Given the length and difficulty, you should bring plenty of water, snacks, sun protection (sunscreen, sunglasses, hat), a repair kit for your bike, a fully charged phone, and appropriate cycling attire. A helmet is essential.