2.6
(4)
49
riders
04:48
108km
1,100m
Road cycling
Embark on the Kaauau Point to Kailua Kona loop, a difficult racebike route spanning 66.9 miles (107.7 km) with a substantial 3603 feet (1098 metres) of elevation gain. This challenging ride, estimated to take 4 hours and 48 minutes, offers experienced cyclists a demanding workout across Hawaii's volcanic landscape. You…
Last updated: April 23, 2026
Waypoints
Start point
Parking
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4.70 km
Highlight • Trail
Tip by
12.4 km
Highlight • Cycleway
Tip by
29.4 km
Highlight • Cave
Tip by
39.3 km
Highlight • Historical Site
Tip by
108 km
End point
Parking
Way Types & Surfaces
Way Types
79.4 km
24.3 km
3.71 km
500 m
Surfaces
107 km
1.08 km
< 100 m
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Elevation
Highest point (790 m)
Lowest point (10 m)
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Weather
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Today
Monday 1 June
32°C
19°C
49 %
Additional weather tips
Max wind speed: 13.0 km/h
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This route was planned by komoot.
This challenging racebike loop typically takes around 4 hours and 48 minutes to complete. However, your actual time may vary depending on your cycling pace, fitness level, and how often you stop to enjoy the scenic views.
While there isn't one designated trailhead parking for the entire loop, many cyclists start and finish in Kailua-Kona. You can find public parking options within Kailua-Kona, keeping in mind that Ali'i Drive and surrounding areas can be busy, especially during peak times. Consider parking slightly off the main thoroughfare for easier access.
No, this route is rated as 'difficult' due to its significant distance of over 107 km and substantial elevation gain of nearly 1100 meters. Cyclists can expect varied terrain with gradients often ranging from 5-8%, and some sections being even steeper. It is best suited for experienced road cyclists looking for a challenging ride.
The terrain is quite varied and challenging. You'll encounter significant elevation changes as you navigate the volcanic landscape, with climbs on the slopes of Hualālai. Sections of the Queen Kaʻahumanu Hwy feature rolling terrain, while other parts, like the old Mamalahoa Highway, offer twisty sections with excellent pavement. Expect a mix of coastal roads and inland climbs through agricultural areas.
This loop offers breathtaking and diverse scenery. You'll enjoy expansive ocean views along the coast, pass by beaches, and journey through lush coffee farms and macadamia nut plantations inland. Notable highlights include the Kings Highway Foot Trail and Petroglyphs, the iconic Queen Kaʻahumanu Hwy, and the Kaloko-Honokōhau National Historical Park. You might even spot a Lava Tube.
The Big Island generally offers good cycling weather year-round. However, the cooler, drier months from April to October are often preferred. Be prepared for varying microclimates; coastal areas can be hot and sunny, while inland climbs might be cooler. Always check the local weather forecast before heading out.
While the route passes through areas that may be near or within the broader Pu'u Wa'awa'a Cooperative Game Management Area, specific permits or fees for road cycling on the main highways and roads are generally not required. However, if you plan to venture onto any designated trails or off-road sections within protected areas, it's always wise to check with the Hawaii Department of Land and Natural Resources (DLNR) for any specific regulations or permits that might apply to those particular sections.
This is primarily a road cycling route on public roads and highways. While dogs are generally allowed in vehicles and some public spaces, bringing a dog along for a challenging 107 km racebike loop is not recommended due to the distance, traffic, and lack of specific dog-friendly amenities along the route. For shorter, more leisurely rides or walks, always check local regulations regarding pets in parks or on specific trails.
Yes, while primarily a road cycling route, sections of it do intersect with or run parallel to several other paths. You'll find it crosses parts of the Kings Highway Foot Trail, and passes near the Ala Nui Kaloko, Kiholo-Puako Trail, Makalawena Beach 4x4 Road, Old Kona Village Road, Ala Hu'ehu'e, and Ala Mauka Makai.
For a particularly enjoyable section, look forward to the Old Mamalahoa Highway. It's praised for its super great pavement, twisty sections, and generally lighter traffic compared to the main highways. This elevated road above Kona also provides excellent views, making it a fun and scenic part of the ride.
Yes, especially when passing through Kailua-Kona and other smaller communities. Ali'i Drive in Kailua-Kona offers numerous ocean-side restaurants and shops. Inland, in Kona Coffee Country, you might find cafes or small stores. However, given the length of the loop, it's always wise to carry sufficient water and snacks, especially for longer stretches between towns.