Wailea, a region on the southwestern shore of Maui, Hawaii, offers diverse landscapes for outdoor activities. Its geography features pristine crescent-shaped beaches, an oceanfront coastal path, and access to volcanic terrain. This environment supports several sports like jogging, hiking, road cycling, and touring cycling, making it a destination for varied outdoor pursuits.
For those seeking outdoor activities, Wailea provides more than 100 routes across several sports like jogging, hiking, road cycling, and touring cycling. More…
65
Routes
4.4
(33)
Average rating
2742
People visited

174
riders
29.0km
01:14
220m
220m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

47
riders
74.7km
03:30
880m
880m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

5.0
(1)
38
riders
97.7km
04:36
1,220m
1,230m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

36
riders
54.0km
02:21
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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4.7
(7)
160
hikers
5.17km
01:20
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

5.0
(1)
38
hikers
3.19km
00:48
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

4.7
(7)
162
hikers
8.89km
02:20
70m
70m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

48
hikers
3.37km
00:52
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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137
runners
5.16km
00:33
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

94
runners
10.5km
01:07
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

61
runners
11.5km
01:12
120m
120m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.5
(2)
44
runners
4.88km
00:31
40m
40m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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3
riders
11.3km
00:42
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

52.1km
03:36
950m
950m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

10.1km
00:41
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.3
(3)
37
riders
49.1km
02:58
260m
260m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Wailea offers a variety of outdoor activities, including jogging, hiking, road cycling, and touring cycling. The region features over 100 routes across these sports.
Wailea's outdoor routes feature diverse terrain, from paved oceanfront coastal paths to rugged lava fields. The region also includes lush tropical scenery and access to volcanic landscapes.
A popular jogging route in Wailea is the paved oceanfront coastal path, which extends approximately 1.5 miles (2.4 km). This path offers Pacific views and passes by resorts and beaches. More jogging routes are available in the guide Running Trails around Wailea.
Yes, Wailea offers various hiking trails, including the historical Hoapili Trail (King's Trail) which traverses lava rock terrain. Other trails lead to waterfalls or into valleys. The guide Hiking around Wailea provides more details.
Wailea offers accessible paths suitable for various fitness levels. For easier options, consult the guide Easy hikes around Wailea. The coastal path also provides a less strenuous option for walking.
Road cyclists can enjoy riding along the shoreline road that connects Wailea to Kapalua. The region offers 10 dedicated road cycling routes. Further information is available in the guide Road Cycling Routes around Wailea.
Yes, Wailea provides touring cycling options through its varied terrain. There are 5 touring cycling routes available in the region. The guide Cycling around Wailea offers more details.
Outdoor routes in Wailea offer views of pristine crescent-shaped beaches, the Pacific Ocean, and tropical flora. The Hoapili Trail provides views of La Perouse Bay and volcanic landscapes. Wildlife sightings are also possible along the coastal path.
Outdoor activities in Wailea are popular on komoot, with more than 5,000 visitors sharing their experiences. The routes have an average rating of 4.42 out of 5 stars based on 62 ratings.
Komoot offers several guides for Wailea, including Running Trails around Wailea, Hiking around Wailea, Easy hikes around Wailea, Road Cycling Routes around Wailea, and Cycling around Wailea.
The official website for the Wailea Resort Association, which provides information about the region, is wailearesortassociation.com.
The Wailea Resort Association can be reached at +1-808-874-6866. Individual resorts within Wailea also have their own contact numbers.

