4.0
(1)
404
riders
21
rides
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.
Last updated: April 24, 2026
10.6km
00:42
120m
120m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
75
riders
26.5km
01:35
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
32
riders
74.4km
05:03
1,200m
1,200m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
24
riders
9.01km
00:34
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
41
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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
small museum in the former summer residence of the royal family
2
0
Breathtaking landscapes, beautiful routes to tackle!
0
1
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
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!
0
0
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.
1
0
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!
0
0
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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!
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.


Browse the best Cycling routes in other regions.