4.8
(11)
842
riders
7
rides
Road cycling around Olowalu offers diverse terrain, from coastal roads along the Pacific to challenging ascents towards volcanic peaks. The region features routes that traverse scenic shorelines, pass through historic towns, and climb into higher elevations. Road cyclists can find paths that explore the island's varied landscape, including routes near the Iao River and towards the Haleakalā summit.
Last updated: May 21, 2026
4.7
(9)
427
riders
114km
05:22
1,350m
1,350m
This difficult 70.8-mile road cycling loop on Maui's Honoapiʻilani Highway offers spectacular coastal views and challenging climbs.
5.0
(2)
124
riders
130km
05:55
1,300m
1,300m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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64
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
70
riders
52.8km
02:32
280m
280m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
73
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Olowalu
Yes, once you get out past Kapalua, that’s where it’s at! Beautiful riding, but you can get a lot of rain and wind.
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From above you can throw a ball into the hole, it flies 10 m in the air
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Perfect barefoot running beach, as always as early or late in the day as possible.
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Wahikuli Terrace Park is a large 2.2 acre park with basketball courts, picnic areas, playgrounds for the kids, and whatever else you want to do! There is only one portable toilet here.
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Keawakapu I Beach is a serene and tranquil destination situated behind luxurious multi-million dollar homes. It is a popular spot for those who want to enjoy a peaceful and less crowded beach experience. Visitors can indulge in activities such as yoga, jogging, whale watching, walking their furry friends, or just taking in the stunning sunset views. The name 'Keawakapu' means "forbidden cove" due to the intense storms that can hit the beach. Sometimes, after a storm, the sand may be swept away, revealing lava rock. However, over time, the sand returns gradually, thanks to Mother Nature.
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Launiupoko Beach Park is arguably Maui's most family-friendly beach. There is a protected wading area, large grassy picnic area with shade and, smaller waves. This beach is so popular that some families show up before dawn just to stake their claim to a spot. You can find potable water and a vendor selling shaved ice here too!
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Holy Innocents Episcopal Church was built in 1872 and renovated in 1927. Located across the street is the site of Moku'ula, where the kings of Maui resided since the days of Pi'ilani Nui (1500s), Maui's first king. Fast forwarding to 2023, this church was destroyed in the Maui fire and only small remnants of the foundation remain. With the deep history of the church, and the graciously donated funds from Oprah and 'The Rock', I'm sure the church will come back strong.
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Road cycling around Olowalu features diverse terrain, including scenic coastal roads, routes through historic towns, and challenging ascents towards volcanic peaks. You can find paths that explore varied landscapes, from shorelines to higher elevations.
Yes, Olowalu offers several easy road cycling routes. For instance, the Kapalua – Kaanapali Beach loop from Sugar Cane Train Lahaina Station Turntable is an easy 19.6-mile (31.6 km) trail with coastal views and relatively flat sections, perfect for those new to road cycling in the area. Another easy option is the Road to Lahaina – Lahaina Banyan Court Park loop from Lahaina Historic District, which is 14.5 miles (23.4 km) and leads through coastal areas.
For experienced road cyclists seeking a significant challenge, the Haleakalā Visitor Center – Summit Building loop from King Kamehameha Golf Club offers an epic ride. This difficult route spans 98 miles (157.8 km) with over 11,250 feet (3,430 m) of elevation gain, providing a demanding ascent towards the Haleakalā summit.
Road bike trails in Olowalu vary significantly in length. You can find shorter routes like the Road to Lahaina – Lahaina Banyan Court Park loop at 14.5 miles (23.4 km), moderate options such as the Road to Lahaina – Papawai Point loop at 28.4 miles (45.7 km), and much longer, more challenging rides like the Haleakalā Visitor Center – Summit Building loop which is nearly 98 miles (157.8 km).
Yes, many road cycling routes in Olowalu are designed as loops, offering a circular journey. Examples include the Kapalua – Kaanapali Beach loop, the Road to Lahaina – Papawai Point loop, and the Road to Lahaina – Lahaina Banyan Court Park loop, all providing diverse scenic experiences.
Olowalu's road cycling routes offer numerous scenic viewpoints, especially along coastal sections. You can enjoy panoramic ocean vistas, particularly on routes like the Road to Lahaina – Papawai Point loop, which passes by Papawai Point. Other routes may offer views of natural landmarks such as the ʻĪao Needle Viewpoint and the Iao Valley.
The road cycling experience in Olowalu is highly rated by the komoot community, with an average score of 4.9 stars from over 8 reviews. Cyclists often praise the diverse terrain, from coastal paths with ocean views to challenging volcanic ascents, and the opportunity to explore historic areas like Lahaina.
While specific 'family-friendly' designations can depend on a family's cycling experience, routes with relatively flat sections and coastal views, such as the Kapalua – Kaanapali Beach loop from Sugar Cane Train Lahaina Station Turntable, could be suitable for families with older children or those comfortable with moderate distances. Always consider the length and elevation profile for younger riders.
Many road cycling routes in Olowalu pass by or are near significant landmarks. You can explore the Banyan Tree in Lahaina, visit Kepaniwai Park & Heritage Gardens, or take in the views at Papawai Point. The Iao River – Iao Valley loop also brings you close to the stunning Iao Valley and ʻĪao Needle Viewpoint.
Olowalu, like much of Maui, generally offers pleasant cycling conditions year-round, with warm temperatures and consistent trade winds. However, the drier months from April to October typically provide the most stable weather for road biking, with less chance of rain. Always check local forecasts before heading out.
While Olowalu enjoys a generally mild climate, cyclists should be prepared for varying conditions. Coastal routes can be exposed to strong trade winds, especially in the afternoons. Higher elevation routes, such as those towards Haleakalā, will experience significantly cooler temperatures and can be prone to fog or rain, even when the coast is clear. Sun protection is essential year-round.


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