The best family-friendly hikes and walks around Wailea
4.8
(35)
1,309
hikers
37
hikes
Family friendly hiking trails around Wailea are characterized by a diverse landscape shaped by volcanic activity and a stunning coastline. The region features ancient lava fields, particularly around La Perouse Bay, and extensive coastal paths that wind past crescent-shaped beaches. Hikers can explore unique volcanic terrain and enjoy panoramic ocean views, often spotting marine life. The area offers a blend of accessible walks and more rugged routes.
Best family friendly hiking trails around Wailea
- The most popular family friendly hiking route is Wailea Oceanfront Boardwalk Trail, a 3.2 miles (5.2 km) trail that takes 1 hour 20 minutes to complete. This paved path offers continuous ocean views and passes by several resorts and beaches.
- Another top favourite among local hikers is Ulua Beach Park to Keawakapu Beach, an easy 2.0 miles (3.2 km) path. This coastal walk provides soft sand and calm waters, ideal for a leisurely stroll.
- Local hikers also love the Keawakapu Beach – Wailea Oceanfront Boardwalk loop from Keawakapu, a 5.6 miles (9.0 km) trail leading through coastal areas and along the boardwalk, often completed in about 2 hours 20 minutes.
- Hiking around Wailea is defined by coastal paths, volcanic terrain, and pristine beaches. The network offers options for different ability levels, from easy strolls to moderate loops.
- The routes in Wailea are highly rated by the komoot community with an average score of 4.6 stars from over 20 reviews. More than 900 hikers have used komoot to explore Wailea's varied terrain.
Last updated: July 8, 2026
4.7
(7)
164
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)
39
hikers
3.19km
00:48
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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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.
5.0
(1)
44
hikers
4.91km
01:16
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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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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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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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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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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Frequently Asked Questions
How many family-friendly hiking trails are available in Wailea?
Wailea offers a great selection of family-friendly hiking options, with over 20 easy routes and a total of 30 trails suitable for various family adventures.
What kind of terrain can we expect on family-friendly hikes in Wailea?
You'll find a diverse range of terrain, from easy, paved coastal paths perfect for strollers to more rugged trails winding through ancient lava fields. Many routes offer stunning ocean views and opportunities to explore beautiful beaches.
What do other hikers say about the family-friendly trails in Wailea?
The family-friendly trails in Wailea are highly regarded by the komoot community, boasting an average rating of 4.6 out of 5 stars from 21 reviews. Hikers often praise the beautiful coastal scenery, easy accessibility, and the chance to spot marine life.
Are there any stroller-friendly paths suitable for families with very young children?
Yes, the Wailea Oceanfront Boardwalk Trail is an excellent choice. This paved path offers a smooth surface, making it ideal for strollers while providing beautiful oceanfront views and passing by resorts and beaches.
What are some easy, shorter options for families with young kids?
For an easy and relatively short walk, consider the Ulua Beach Park to Keawakapu Beach route. It's a gentle coastal stroll perfect for little legs, offering soft sand and calm waters.
Are there any circular routes suitable for families?
Yes, the Ulua Beach Park – Wailea Beach loop from Wailea is a great circular option. It's an easy route that allows you to experience different parts of the beautiful Wailea coastline without retracing your steps.
What kind of natural sights and landmarks can we see on these family-friendly trails?
Many trails offer breathtaking ocean views, including vistas of Molokini Crater, Lanai, and Kahoolawe. You can also explore unique volcanic landscapes like the Lava Fields at King's Trailhead, or enjoy the expansive sands of Mākena State Park. The Wailea Oceanfront Boardwalk itself is a popular landmark.
Can we spot any wildlife while hiking with our family?
Absolutely! The coastal trails in Wailea are excellent for wildlife spotting. Keep an eye out for Hawaiian Green Sea Turtles (Honu) in the clear waters, and you might even glimpse Hawaiian Monk Seals resting on the beaches. The region is also known for spinner dolphins, especially around La Perouse Bay.
When is the best time of year to go hiking with family in Wailea?
Wailea enjoys pleasant weather year-round, but the cooler, drier months from December to May are often ideal for hiking with family. During winter, you might even catch sight of humpback whales offshore. Always check local weather forecasts before heading out.
Is parking readily available near family-friendly trailheads?
Yes, many of the popular family-friendly trails, especially those along the coast and near beaches, have designated parking areas. For instance, trails starting from Ulua Beach Park or Keawakapu Beach typically offer convenient parking options.
Are permits required for any of the family-friendly hiking trails in Wailea?
Generally, permits are not required for the easy, family-friendly coastal paths and beach walks in Wailea. However, if you venture into specific natural reserves like the Ahihi-Kinau Natural Area Reserve, certain areas might have restricted access to protect endangered species, so it's always good to check local signage.
What should we wear for family hikes in Wailea?
Lightweight, breathable clothing is recommended due to the warm climate. Don't forget sun protection like hats, sunglasses, and reef-safe sunscreen. Comfortable walking shoes or sandals are suitable for most coastal paths, but if you plan to explore lava fields, closed-toe shoes are advisable. Always bring plenty of water.
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