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United States
Hawaiʻi County

Kailua

The best cycling routes around Kailua

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Touring cycling around Kailua, Hawaii, offers diverse landscapes on the windward side of Oahu. The region features pristine white sand beaches and turquoise waters along the coast, transitioning to lush inland trails and majestic mountain backdrops. Notable natural features include the Kawainui Marsh, Hawaii's largest wetland, and views of the Mokulua Islands offshore. This varied terrain provides a scenic setting for cyclists.

Best touring cycling routes around Kailua

  • The most popular touring cycling route is Kailua-Kona loop, an easy…

Last updated: April 24, 2026

#1.

Kailua-Kona loop

10.6km

00:42

120m

120m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Kailua

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Hiking around Kailua

Tips from the Community

Puffin
April 8, 2025, Huliheʻe Palace

small museum in the former summer residence of the royal family

Translated by Google

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some great fruit and veggies and clothes

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Micky Wartena
March 25, 2025, Kailua Bay

a must see

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Breathtaking landscapes, beautiful routes to tackle!

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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.

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Christopher
October 27, 2023, Two Step Beach

Two Step Beach is a lava rock shore, but there is some sand a little further up the beach. Ideally you could bring a yoga mat to lay under your towel for a little more comfort. There are shallow saltwater pools to lay in, but watch out for critters!

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Kealakekua Bay is a Marine Life Conservation area that offers snorkeling, scuba diving and kayaking. The bay is filled with coral and schools of tropical fish. Occasionally you can see spinner dolphins swimming in the clear blue waters of the bay. If you want to stay dry, there is a picnic area to relax and spectate from.

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Christopher
October 27, 2023, Kailua-Kona

Come see the beaches of Kona and enjoy the renowned coffee, ride the same course as professional triathletes, and kick back at one of the many restaurants available within pedaling distance!

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Frequently Asked Questions

How many touring cycling routes are available in Kailua?

Kailua offers a diverse selection of nearly 20 touring cycling routes. These routes cater to various skill levels, ranging from easy coastal rides to more challenging inland explorations.

What are the difficulty levels of touring cycling routes in Kailua?

The touring cycling routes in Kailua are categorized into three main difficulty levels: easy, moderate, and difficult. There are 7 easy routes, 4 moderate routes, and 8 difficult routes, ensuring options for every cyclist.

Are there any easy touring cycling routes suitable for beginners in Kailua?

Yes, Kailua has several easy touring cycling routes perfect for beginners or those looking for a relaxed ride. One popular option is the Kailua-Kona loop, an easy 6.6-mile (10.6 km) trail that offers a pleasant ride near the coast.

What kind of scenic views can I expect on Kailua's cycling routes?

Kailua's routes offer stunning scenic diversity. You can expect pristine white sand beaches and turquoise waters along the coast, lush inland trails, and majestic mountain backdrops. Many routes provide views of the iconic Mokulua Islands offshore and glimpses of the Kawainui Marsh, Hawaii's largest wetland.

Are there any circular touring cycling routes in Kailua?

Yes, many of Kailua's touring cycling routes are designed as loops, allowing you to start and end at the same point. Examples include the Kailua-Kona – Kailua Bay loop from St. Michael the Archangel Parish, which connects coastal areas with bay views, and the Ali'i Gardens Marketplace loop from Puapuaʻa Point, leading through varied terrain.

What are some notable landmarks or attractions I can visit along the touring cycling routes?

While cycling in Kailua, you can explore several interesting landmarks. Consider visiting the historic Huliheʻe Palace, the vibrant Aliʻi Gardens Marketplace, or the scenic Makāula ʻOʻoma Trail. The St. Peter's Catholic Church and Snorkeling Spot is also a popular point of interest along Aliʻi Drive.

Is it possible to find challenging routes for experienced cyclists in Kailua?

Absolutely. Kailua offers 8 difficult touring cycling routes for experienced riders seeking a challenge. For instance, the Kahaluʻu Beach Park – Keauhou Bay loop from Kailua-Kona is a demanding 36.5-mile (58.7 km) route with significant elevation gain, perfect for those looking for a strenuous ride.

What is the best time of year to go touring cycling in Kailua?

Kailua's pleasant climate makes it suitable for touring cycling year-round. However, the dry season (roughly May to October) generally offers sunnier days and less rain, which can be ideal for longer rides. The windward side of Oahu can experience trade winds, which can be a factor to consider for your ride direction.

Are there family-friendly touring cycling options in Kailua?

Yes, Kailua offers family-friendly cycling options, particularly along its coastal paths. The Kailua Beach Path provides a relaxing ride alongside beautiful beaches, suitable for families. Easy loop routes like the Kailua-Kona loop are also great for a family outing.

Where can I find parking when cycling in Kailua?

Parking can be found at various points near popular cycling routes and beaches. However, for popular spots like Lanikai Beach, it's often recommended to arrive by bike to avoid parking issues, as residential parking is restricted. Look for designated parking areas at Kailua Beach Park or other public access points.

Are there any cafes or places to stop for refreshments along the routes?

Yes, Kailua town and areas along the coast offer numerous cafes, restaurants, and local markets where you can stop for refreshments. The vibrant atmosphere of Kailua-Kona, for example, provides plenty of options to refuel during your ride.

Can I access touring cycling routes using public transport in Kailua?

While public transport on Oahu (TheBus) does have bike racks, accessing specific trailheads directly might require some planning. Many routes are easily accessible from central Kailua, making it convenient to start your ride from your accommodation or a public parking area within the town.

What should I bring for a touring cycling trip in Kailua?

For touring cycling in Kailua, it's advisable to bring plenty of water, sun protection (sunscreen, hat, sunglasses), and light, breathable clothing. A helmet is essential. Depending on the route, consider bringing snacks, a basic repair kit, and a fully charged phone for navigation and emergencies. Don't forget your camera for the stunning views!

Are there any routes that offer a mix of coastal and inland scenery?

Many routes in Kailua beautifully blend coastal and inland scenery. You can start with ocean vistas and then transition into lush, verdant landscapes. The region's geography, with its proximity to the coast, Kawainui Marsh, and mountain ranges, naturally provides this diverse experience on many of its touring cycling paths.

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