The best city hikes and walks around Wailea
4.6
(21)
953
hikers
28
hikes
Urban hiking trails around Wailea offer diverse experiences along Maui's southern coast, characterized by picturesque shorelines and paved paths. The region features a mix of coastal walks, sandy beaches, and areas transitioning into arid lava rock landscapes. These trails provide accessible options for exploring the natural beauty and unique terrain of Wailea.
Best urban hiking trails around Wailea
- The most popular urban hiking route is Wailea Oceanfront Boardwalk Trail, a 3.2 miles (5.2 km) trail that takes 1 hour…
Last updated: April 26, 2026
4.7
(7)
153
hikers
5.17km
01:20
30m
30m
Embark on an easy hike along the Wailea Oceanfront Boardwalk Trail, a relaxed path offering continuous views of the Pacific Ocean. This route stretches for 3.2 miles (5.2 km) with…
34
hikers
3.19km
00:48
10m
10m
Start your easy coastal hike from Ulua Beach Park and follow the Wailea Beach Path towards Keawakapu Beach. This pleasant route stretches for 2.0 miles (3.2 km) and involves a…
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3.0
(1)
106
hikers
3.92km
01:02
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.0
(1)
54
hikers
8.99km
02:19
40m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
38
hikers
4.74km
01:13
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Tips from the Community
Great views of beaches and sea and various hotel resorts
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A perfect route even early in the morning.
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Lots of fresh air and always parallel to the water.
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Good running route and lots of fresh air, preferably early in the morning.
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Ulua Beach Park is a 0.25-mile-long sandy beach known for its excellent swimming, boogie boarding, and beginner to intermediate snorkeling opportunities, with the rocky outcrop on the north end of the beach offering some of the best spots. Ulua Beach is more crowded than its neighboring beach to the north. The beach gets its name from a famous Hawaiian game fish and was initially called "Kaula'uo" by locals before World War II. It was renamed "Little Tarawa" by US Marines during their training mission, which is still the name some locals use. Limited parking is available, so plan to come early if you need a space.
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This beach is a beautiful, small stretch of sand with lots of character. It is named after a nearby resident who became a local celebrity for offering beachgoers a hose to wash the sand off their feet after a swim and keeping the pathways clear past his home. There are plenty of opportunities for snorkeling here and a grassy area for families to enjoy a picnic and beach volleyball on a broader section of the sand. While passing by, watch for sea turtles often spotted in this area. After a run, it is an excellent spot to kick off your shoes and enjoy the scenery.
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The Wailea Oceanfront Boardwalk is a scenic paved pathway winding its way along the shoreline, passing some of the island's fantastic world-renowned resorts. It begins at the wooden bridge at the Andaz and extends south to the Fairmont Kei Lani. The good news is that you don't have to be a resort guest to enjoy this spectacular ocean-view trail! Five beach access points with public parking lots along the pathway allow for different starting points. You can go for a short jog or add this beautiful section as part of an extended run. The boardwalk offers breathtaking views of the Pacific Ocean, especially at sunset, for an excellent way to end a perfect day 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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Frequently Asked Questions
How many urban hiking trails are available in Wailea?
Wailea offers a great selection of urban hiking trails, with over 30 routes to explore. Most of these, around 23, are considered easy, making them accessible for many.
What kind of terrain can I expect on urban hikes in Wailea?
Urban hikes in Wailea primarily feature paved paths and boardwalks along the stunning coastline. You'll often find yourself walking on the Wailea Oceanfront Boardwalk Trail, which provides smooth surfaces and direct ocean views. Some sections, especially near beaches like Keawakapu Beach, might involve walking on sand.
What interesting landmarks or viewpoints can I see along Wailea's urban trails?
Many urban trails in Wailea offer spectacular ocean views and pass by beautiful beaches. You can spot the Hanamanioa Lighthouse, explore the unique Lava Fields at King's Trailhead, or enjoy the scenic Wailea Oceanfront Boardwalk itself. The trails also connect several popular beaches like Charley Young Beach and Keawakapu Beach.
Are there any loop trails for urban hiking in Wailea?
Yes, Wailea offers several convenient loop trails. A popular option is the Keawakapu Beach – Wailea Oceanfront Boardwalk loop from Keawakapu, which combines beach and boardwalk sections for a varied experience. Another great choice is the Ulua Beach Park – Wailea Beach loop from Wailea.
Are Wailea's urban hiking trails suitable for families with children?
Absolutely! Many of Wailea's urban trails are considered easy and feature paved or boardwalk surfaces, making them ideal for families. The coastal paths offer beautiful views and easy access to beaches, perfect for a leisurely stroll with kids. For example, the Ulua Beach Park to Keawakapu Beach route is a gentle walk along the coast.
Can I bring my dog on urban hikes in Wailea?
While many coastal paths in Wailea are popular for walks, specific regulations regarding dogs can vary by beach and boardwalk section. It's always best to check local signage or official Wailea Parks & Recreation guidelines for the most current information on dog-friendly areas before heading out.
What is the best time of day to go urban hiking in Wailea?
The best time for urban hiking in Wailea is typically in the early morning or late afternoon. These times offer cooler temperatures and softer light, which is ideal for enjoying the coastal views and avoiding the midday sun. Plus, you might catch a beautiful sunrise or sunset over the Pacific.
Where can I find parking for urban hikes in Wailea?
Parking for urban hikes in Wailea is generally available at various beach parks and public access points along the coast. For routes like the Wailea Oceanfront Boardwalk Trail, you can often find parking near Ulua Beach Park, Wailea Beach, or Polo Beach. For the Charley Young Beach loop from Kamaole III Beach, parking is available at Kamaole III Beach Park.
Are there cafes or restaurants near the urban hiking trails in Wailea?
Yes, Wailea's urban trails are conveniently located near a variety of dining options. The Wailea Oceanfront Boardwalk Trail, for instance, passes by several resorts and shopping areas that host cafes, restaurants, and snack bars, perfect for a post-hike refreshment or meal.
What do other hikers enjoy the most about urban hiking in Wailea?
The urban hiking trails in Wailea are highly rated by the komoot community, with an average score of 4.49 stars. Reviewers often praise the stunning oceanfront views, the well-maintained paved paths and boardwalks, and the accessibility to beautiful beaches. The ease of access and the opportunity to combine a walk with beach time are frequently highlighted.
What should I wear for urban hiking in Wailea?
For urban hiking in Wailea, light and breathable clothing is recommended due to the warm Hawaiian climate. Comfortable walking shoes or sandals are suitable for the paved and boardwalk surfaces. Don't forget sun protection, including a hat, sunglasses, and sunscreen, as many coastal paths offer limited shade.
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