5.0
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Touring cycling around Wailea, Hawaii, offers diverse landscapes ranging from pristine coastal paths to challenging volcanic terrain. The region is characterized by crescent-shaped beaches, ancient lava flows, and lush inland scenery. Cyclists can explore routes with continuous ocean views, traverse volcanic formations, and encounter varied elevations. This unique blend provides a wide array of experiences for touring cyclists.
Last updated: April 24, 2026
3
riders
11.3km
00:42
90m
90m
Embark on an easy touring bicycle ride through Mākena State Park via Polo Beach, a route that spans 7.1 miles (11.3 km) with a gentle elevation gain of 301 feet…
52.1km
03:36
950m
950m
Cycle the difficult 32.4-mile Piilani Highway via Ulupalakua in Haleakalā National Park, featuring diverse landscapes and ocean views.

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4.47km
00:16
10m
10m
Cycle the easy 2.8-mile Kalama Park Bike Path in Kihei, Maui, enjoying ocean views and the chance to spot sea turtles.
13.0km
00:47
100m
100m
Cycle the easy 8.1-mile Keawakapu Beach via South Kihei Road loop in Maui, offering coastal views and golden sands.
10.1km
00:41
140m
140m
Enjoy an easy 6.3-mile touring cycling loop along the Wailea coast, featuring beautiful beaches and ocean views.
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Popular around Wailea
Perfect barefoot running beach, as always as early or late in the day as possible.
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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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Keawakapu Beach is a beautiful and popular beach on the southern coast of Maui. It is known for its long sandy shoreline, clear waters, and excellent conditions for swimming, snorkeling, and paddleboarding. The beach is framed by luxury resorts, but it remains accessible to the public and offers great opportunities for a stroll along the beach.
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Located on one of the least visited parts of the island, Piilani Highway is a picturesque, wild landscape with beautiful roads. Occasionally the road does narrow to a single lane or the surface turns to minor gravel, but that is what makes it unique!
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Mākena State Park is a scenic, wild beach that is home to surfing, swimming, shore-fishing, and all other beach-related activities. The cinder cone Pu‘u Ola‘i is the large outcropping that makes up most of te state park. This beach is frequently listed as one of the best beaches on Maui!
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Located in the backyard of the Four Seasons and Grand Wailea Resorts, this popular beach has good facilities and is a favorite for swimmers, snorkelers, and boogie-boarders. There is more of a resort vibe here, which isn't for everyone. Luckily there are a lot of more remote beaches near by if you drive a little south.
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Keawakapu Beach is a beautiful developed beach with great swimming, typically not too crowded, and you can rent some snorkeling equipment here. This beach is pretty unprotected, so storms can get bad here and with no lifeguard on duty, swimming is not advisable.
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Kalama Park is a spacious park with athletic fields, courts, skating rink, pavilions, and a giant metal whale sculpture. This beach has nice waves and is a better surfing destination than some other nearby beaches.
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Wailea offers a good selection of touring cycling routes, with over 20 options to explore. These routes cater to various skill levels, from easy coastal rides to more challenging inland adventures.
Wailea's touring cycling routes feature diverse terrain. You'll find pristine coastal paths with continuous ocean views, as well as routes that traverse volcanic formations and lush inland scenery. Some routes, like the Piilani Highway via Ulupalakua, can include significant elevation changes and potentially unpaved or narrow sections, offering a more challenging experience.
Yes, Wailea has several easy and scenic options. The Mākena State Park via Polo Beach route is an easy 7.0-mile ride offering continuous coastal views and passing by beautiful beaches. Another great choice is the Wailea Beach via Keawakapu loop, an easy 6.3-mile path with scenic ocean vistas.
Many routes offer views of Wailea's stunning coastline and beaches. You might pass by Keawakapu Beach or the Wailea Oceanfront Boardwalk. Further afield, you could encounter the dramatic Lava Fields at King's Trailhead or the historic Hanamanioa Lighthouse.
Yes, Wailea offers several excellent loop routes. The Kihei Boat Ramp – Keawakapu Beach loop is a moderate 22.2-mile option, and the Wailea Beach loop from Wailea is a moderate 12.6-mile ride, both providing great opportunities to explore the coastal scenery.
The touring cycling routes in Wailea are highly regarded by the komoot community, with an impressive average rating of 4.75 out of 5 stars from over 5 reviews. Cyclists often praise the continuous ocean views, diverse landscapes, and the variety of experiences available, from leisurely coastal rides to challenging climbs.
Yes, bicycle rentals are readily available across Maui, including in and around Wailea. This makes it convenient for visitors to explore the region's diverse cycling routes without bringing their own equipment.
Wailea generally offers pleasant cycling conditions year-round due to its tropical climate. However, the winter months (December to April) are popular for cooler temperatures and whale watching opportunities along the coast. Always check local weather forecasts before heading out.
Absolutely. For experienced touring cyclists seeking a challenge, the Piilani Highway via Ulupalakua is a difficult 32.4-mile route. It features significant elevation changes and leads through diverse landscapes with ocean views, sometimes including unpaved segments and narrow sections.
Wailea is a well-developed resort area, so you'll find numerous cafes, restaurants, and accommodation options conveniently located near many of the cycling routes and beaches. This makes it easy to refuel or relax after your ride.
Beyond the beautiful beaches, Wailea's natural features include dramatic volcanic formations and ancient lava fields, particularly in areas like La Perouse Bay. You might also catch glimpses of the majestic Haleakalā volcano in the distance, or pass by natural reserves like Keālia Pond National Wildlife Refuge.


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