What better way to explore the island beauty of Oahu than on your own two feet? Oahu is full of picturesque trails offering out-of-this-world views and breathtaking landscapes. Thanks to AllTrails, a website where hikers can rate the trails they adventure on, we’ve put together a list of 10 of the best hikes to check out on the island. Whether you’re new to hiking or a seasoned pro, you’re sure to find a hike that’s just right for you!
10. Lanikai Pillboxes via Ka’iwa Ridge Trail
This 0.9-mile out-and-back trail near Kailua, Oahu, offers a moderately challenging route, typically completed in about 40 minutes. The trail is open year-round and offers a picturesque view of both the mountains and the ocean, making it a hotspot for hiking enthusiasts across the island.
Difficulty: Moderate
Length: 0.9 miles
9. Puʻu O Hulu Trail (Pink Pillbox)
Between the ocean and the mountains lies the Puʻu O Hulu Trail. Though the path can get narrow at some parts, it’s nothing dangerous. Hikers should prepare themselves accordingly for a hot, dry climate on this hike.
Difficulty: Moderate
Length: 1.6 miles
8. Moanalua/Kamananui Valley Trail
Although this hike is considered challenging, it’s also one of the rewarding. too. The area is popular for birding, hiking, and mountain biking and is the perfect scenic spot year-round. Keep in mind that dogs are welcome on this trail, but they must be on a leash.
Difficulty: Hard
Length: 9.2 miles
7. Mount Olomana Trail
Please note that this trail is not for inexperienced hikers. It’s considered a highly challenging hike and can be truly perilous—especially in the rain. With that said, this trail features lots of ups and downs along with breath-taking views. For the experienced hiker, this could be a great sunny-day adventure!
Difficulty: Very hard
Length: 4.5 miles
6. ʻAiea Loop Trail
This trail is a great loop for the whole family. With great views of the Halawa Valley and the southern coastline of Oahu, this roughly 3-hour trail is the perfect way to spend an afternoon any time of the year.
Difficulty: Moderate
Length: 4.5 miles
5. Kuliʻouʻou Ridge Trail
For all the dog parents out there, your pup will love this one! The Kuliʻouʻou Ridge Trail is not only dog-friendly but also features some areas where your furry friends can be off-leash. It is important to note, however, that due to the trail’s steep and occasionally slippery conditions, hikers are advised to be prepared for muddy terrain.
Difficulty: Hard
Length: 4.4 miles
4. Makapuʻu Point Lighthouse Trail
This short, uphill trail along the sea cliffs leads to an observation deck and lighthouse—not to mention some truly breathtaking views and whale lookouts! Though the trail is paved, it offers minimal shade, so hikers will want to make sure they bring lots of water on this adventure.
Difficulty: Moderate
Length: 2.5 miles
3. Mānoa Falls Trail
Get ready for a tropical Hawaiian rainforest experience when embarking on the Mānoa Falls Trail! You’ll even get a chance to see scene locations from Jurassic Park and Lost. Do note that this area does get rainy, so check the weather before going and be sure to wear proper footwear!
Difficulty: Moderate
Length: 1.7 miles
2. Koko Crater Tramway to Kokohead Lookout
Though this trail is steep and doesn’t offer much shade, the panoramic views are worth the journey. We’ll warn you now that there is a “bridge” section of the trail with no ground underneath; however, there is also a bypass if that’s not quite your cup of tea.
Difficulty: Hard
Length: 1.6 miles
1. Diamond Head Crater (Lēʻahi) Summit Trail
The Diamond Head Crater (Lēʻahi) Summit Trail is a favorite on Oahu. The hike starts in the middle of the Diamond Head volcanic crater and climbs 500 feet up the side to the top of the rim. Don’t worry, though—the volcano has been dormant for 150,000 years. If you’re looking for a hike that’s perfect for everyone and adorns postcard-worthy views, this is the one!
Difficulty: Moderate
Length: 1.9 miles
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