Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
United States
Hawaiʻi County

Kailua

The best road cycling routes around Kailua

5.0

(1)

1,806

riders

26

rides

Road cycling around Kailua, located on Oahu's windward coast, offers diverse terrain for cyclists. The region is characterized by coastal areas with ocean views and routes that extend inland towards the Ko'olau Range. These routes feature varied scenery, from flat stretches along the coast to climbs with significant elevation gains. The landscape provides options for different fitness levels, encompassing both scenic, easy rides and more challenging ascents.

Best road cycling routes around Kailua

  • The most popular road cycling route is…

Last updated: May 27, 2026

12

riders

#1.

Luhia to Kaloko Drive

41.8km

02:51

1,370m

1,370m

If you are looking for a truly challenging racebike adventure, the Luhia to Kaloko Drive delivers a difficult climb over 26.0 miles (41.8 km). You will gain an impressive 4494…

Navigate with device

Send to Phone

Save

Hard

9

riders

19.3km

00:55

250m

260m

The Hillcrest to Keauhou loop is an easy 12.0-mile (19.3 km) road cycling route that you can complete in about 55 minutes. You will gain 831 feet (253 metres) of…

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
Sign up for free to see 22 more rides around Kailua.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Kailua

Running Trails around Kailua

Cycling around Kailua

Hiking around Kailua

Tips from the Community

Puffin
April 8, 2025, Mokuaikaua Church

Founded in 1820, the church is the oldest church in Hawaii

Translated by Google

2

0

Puffin
April 8, 2025, Huliheʻe Palace

small museum in the former summer residence of the royal family

Translated by Google

2

0

some great fruit and veggies and clothes

0

0

Micky Wartena
March 25, 2025, Kailua Bay

a must see

0

2

Cristian
June 19, 2024, Lava Tube

You can see the spectacle that nature creates

Translated by Google

3

0

Breathtaking landscapes, beautiful routes to tackle!

Translated by Google

0

1

Nils
June 18, 2024, Lava Tube

Exciting insight.

Translated by Google

3

0

Aliʻi Drive is one of the most beautiful snorkeling spots along the east coast to the east. A stop here is always worthwhile, as the postcard-famous blue ocean and small St. Peters Catholic Church is located here. The best time to cycle through is early in the morning, but during that time it is important be respectful of the surfers who get up early to surf here.

1

0

Frequently Asked Questions

How many road cycling routes are available around Kailua?

There are over 20 road cycling routes around Kailua, offering a variety of experiences from easy coastal rides to challenging climbs into the Ko'olau Range. You'll find options suitable for different fitness levels.

Are there easy road cycling routes for beginners or families in Kailua?

Yes, Kailua offers several easy road cycling routes. For instance, the Hillcrest to Keauhou loop is an easy 12-mile ride with scenic views and moderate elevation gain. The area also features coastal paths like the Kailua Beach Path, perfect for a relaxing ride.

What kind of scenery can I expect on road cycling routes in Kailua?

Kailua's road cycling routes offer diverse scenery. You can expect breathtaking ocean views along coastal paths, dramatic backdrops of the Ko'olau Range, and routes that traverse varied inland terrain, including volcanic landscapes. Some routes also pass by famous beaches like Kailua Beach Park and Lanikai Beach.

Are there challenging road cycling routes for experienced cyclists in Kailua?

Absolutely. For those seeking a challenge, routes like Luhia to Kaloko Drive offer substantial elevation gains and traverse varied inland terrain over 26 miles. These routes provide a good workout with rewarding views.

Can I find circular road cycling routes in Kailua?

Yes, many of the road cycling routes in Kailua are designed as loops. Examples include the Hillcrest to Keauhou loop and the Bicycle on Balcony – Lava Tube loop from Kailua-Kona, allowing you to start and finish at the same point without retracing your path.

What are some notable attractions or landmarks I might see while road cycling in Kailua?

While cycling, you might pass by significant landmarks and natural features. Near Kailua-Kona, you could encounter historical sites like Huliheʻe Palace or the St. Peter's Catholic Church. The scenic coastal routes often provide views of the iconic Mokulua Islands and access to famous beaches like Kailua Beach Park and Lanikai Beach.

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

The komoot community highly rates the road cycling experience in Kailua, with an average score of 3.0 stars. Cyclists often praise the diverse terrain, from stunning coastal views to challenging inland climbs, and the variety of routes suitable for all abilities.

Are there road cycling routes that explore volcanic landscapes in Kailua?

Yes, some routes offer a unique experience through volcanic landscapes. The Bicycle on Balcony – Lava Tube loop from Kailua-Kona is a notable example, leading you through terrain shaped by the island's volcanic origins.

What is the typical duration for road cycling routes in Kailua?

Route durations vary significantly based on distance and difficulty. Easy routes like the Hillcrest to Keauhou loop can be completed in under an hour, while more challenging routes such as Luhia to Kaloko Drive might take close to three hours.

Are there road cycling routes that pass through or near cultural sites?

While primarily focused on natural beauty, some routes in the broader Kailua area may bring you close to cultural or historical points of interest. For example, the Kailua-Kona – Kailua Bay loop from St. Michael the Archangel Parish passes by the historic St. Michael the Archangel Parish.

What types of terrain can I expect on Kailua's road cycling routes?

Kailua's road cycling routes offer a mix of terrain. You'll find flat stretches along the coast, moderate climbs, and significant ascents as routes extend inland towards the Ko'olau Range. The landscape transitions from sandy beaches to lush jungles and volcanic areas.

Most popular routes around Kailua

Running Trails around Kailua

Most popular attractions around Kailua

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Road cycling routes in other regions.

Mauna LoaHawai'I Volcanoes National ParkHonuaʻUla Forest ReserveHawai'I Volcanoes WildernessHualālaiWaikoloa Beach ResortKaiminaniWaikoloa VillagePuakoOlaʻA-Kilauea Watershed PartnershipʻOlaʻA Forest ReserveKahaualeʻA Natural Area ReservePuʻU MakaʻAla Natural Area ReserveVolcano Golf CourseMauna Loa EstatesVolcanoHiloMauna KeaKohala MountainsKalokoPaukaaWainakuMountain ViewPapaikouHolualoaKeaauRoyal Hawaiian EstatesHilo Watershed Forest ReserveWaiʻAha Springs Forest ReserveHāmākua Forest ReserveHonaloKaloko-Honokōhau National Historical ParkFern ForestWaiākea Forest ReserveCaptain CookHonaunau-NapoopooKealakekuaKahaluu-KeauhouWaimeaPuʻU Honua O Hōnaunau National Historical ParkPepeekeoHonokaaKukuihaeleKohala Forest Reserve

Nearby adventure guides

Things to Do in Kaloko-Honokōhau National Historical Park

Natural areas to explore nearby

Things to Do in Hakalau Forest National Wildlife Refuge

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy