The best city hikes and walks around Wailea
4.8
(41)
1,424
hikers
25
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: September 28, 2026
4.7
(7)
188
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…
5.0
(1)
45
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…
4.2
(6)
73
hikers
7.44km
01:57
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.7
(7)
171
hikers
8.89km
02:20
70m
70m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
43
hikers
8.19km
02:07
40m
40m
Moderate hike. Good fitness required. 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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Perfect barefoot running beach, as always as early or late in the day as possible.
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A perfect route even early in the morning.
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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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The Shops at Wailea is a collection of island restaurants and distinctive Hawai‘ian stores. There is a lovely courtyard here where you can enjoy a refreshing drink after your run or pick up any essentials you may need for an afternoon at the beach.
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Palauea Beach, also known as White Rocks Beach, is mostly used by locals, which makes it a chill and less crowded beach, especially on weekdays. The beach's slope is gentle, making it a perfect spot to swim and cool off after a run on a hot day. Moreover, it's an excellent place to snorkel as the lava rocks create a vibrant underwater world, full of colorful marine life, tropical fish, and sea turtles that gather in this area.
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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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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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