Kailua, Hawaii
Looking for the best hiking in Kailua? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Kailua. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Kailua
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Kailua, Hawaii
Lanikai Pillboxes (Kaiwa Ridge) Trail
4.91.76 mi / 686 ft gainThe hikeThe Lanikai Pillbox Trail, also known as the Kaiwa Ridge Trail, is a well-maintained, dog-friendly hike. The pathway is relatively accessible to hikers of varying skill levels, and it takes many people between 30 and 45 minutes to complete the walk. The beginning of the trail is steep w...Read more -
Maunawili, Hawaii
Olomana Trail
4.94.65 mi / 1650.26 ft gainTrail Overview Distance: 3.8 miles round trip to Peak 1 | 4.7 miles for all three peaks Elevation Gain: 1,550 feet to Peak 1 Difficulty: Peak 1: Strenuous/Extremely Difficult | Peaks 2-3: Technical Class 4-5 Climbing Time: 1.5-2 hours to Peak 1 | 3-6 hours for all peaks Dogs: Not allowed Fe...Read more -
Kailua, Hawaii
Maunawili Falls
4.45.54 mi / 2236.82 ft gainThe Maunawilli Trail connecting to Maunawili Falls is just over 5.5-miles roundtrip. You'll start off the Pali Highway just east of Kailua. You'll hike in a covered forest along the riverbank, which leads to an amazing waterfall and swimming hole. Many people like to jump from the waterfall into ...Read more -
Kaneohe, Hawaii
Likeke Falls Trail
5.00.81 mi / 289 ft gainLikeke Falls Trail is an out-and-back trail that takes you by a waterfall located near Kaneohe, Oahu, Hawaii.Read more -
Kaneohe, Hawaii
Ho’omaluhia Botanical Garden
5.0Hoʻomaluhia Botanical Garden is on my list of the top ten most beautiful nature places you can drive to. Hoʻomaluhia means "to make a place of peace and tranquility." This breathtaking gem was built in 1982 by the US Army Corps of Engineering to prevent flooding. There’s a lot to do here, you...Read more -
Honolulu, Hawaii
Lulumahu Falls
4.52.39 mi / 850 ft gainPark off the Old Pali Highway before the lookout in the dirt parking lot. There is an entry along the fence that will go through. The first part of the hike takes you through a bamboo forest. Most of the time it will be muddy, so be prepared to get dirty. This will lead you to an open grassy val...Read more -
Honolulu, Hawaii
Manoa Falls
3.71.59 mi / 600 ft gainLocated in close proximity to Honolulu, the 150-foot Manoa Falls is accessible from the nearest road by a hike of approximately 0.8 miles (one way). The hike passes through a diverse array of ecosystems in Manoa Valley and feels like a true jungle, which makes it a great photo-zone. This valley i...Read more -
Honolulu, Hawaii
Aihualama Trail
5.04.04 mi / 1401 ft gainTo get to Aihualama trail follow the Manoa Road into the back of Manoa Valley. Manoa Road ends at Paradise Park, continue up the road, through the parking lot, towards the entrance of Lyon Arboretum. At the sharp left bend in the road to Lyon, proceed straight ahead until you reach the parking a...Read more -
Honolulu, Hawaii
Lyon Arboretum Short Loop
4.00.41 mi / 108 ft gainLyon Arboretum Short Loop is a loop trail where you may see beautiful wildflowers located near Honolulu, Oahu, Hawaii.Read more -
Honolulu, Hawaii
Judd Trail
4.01.2 mi / 223 ft gainJudd Trail, located near Honolulu, offers a peaceful loop hike through lush forests with bamboo groves and large banyan trees. It’s known for its relatively short loop, making it suitable for families and beginner hikers. The trail also leads to the scenic Jackass Ginger Pool, where many visito...Read more -
Honolulu, Hawaii
Makuku Ridge Trail
4.01.24 mi / 850 ft gainThe Makuku Ridge Trail located near Honolulu, Hawaii begins along the Judd Trail, quickly branching off to Makuku Ridge. This is an out-and-back trail with great views along the route, but keep in mind it is a little more challenging as there are some steeper inclines. Be sure to wear proper foot...Read more -
Honolulu, Hawaii
Pu'u Ohia (Mount Tantalus)
4.01.03 mi / 479 ft gainMount Tantalus, also known as Pu'u Ohia, is a prominent peak in Honolulu, Hawaii. The trail that winds up this mountain is a moderate 1.03-mile loop, suitable for hikers of average fitness levels. The path is well-marked and offers a steady incline, with a few steeper sections that require carefu...Read more -
Honolulu, Hawaii
Ka'au Crater Trail to the First Waterfall
5.02.5 miDirections: From Honolulu, head east on the H1 towards Hawai'i Kai and take the 6th Ave exit. Turn left onto 6th, right onto Waialae, and then left onto 10th. You should see signs for the Buddhist temple; follow them onto Waiomao Rd. You will continue on this road until it ends at a private lane....Read more -
Honolulu, Hawaii
Kuli'ou'ou Ridge Trail
4.74.54 mi / 1765 ft gainThe view from the Kuliouou summit is one of the most rewarding on the island and well worth your time. This diverse hike is somewhere between a beginner and intermediate level and takes 2-4 hours, depending on your pace. The trail is well maintained and very popular on the weekend. Start early to...Read more -
Honolulu, Hawaii
Wiliwilinui Ridge Trail
5.04.5 mi / 1600 ft gainWiliwilinui Ridge Trail is an excellent out-and-back hike with stellar views of the pacific as well as other south shore highlights near Honolulu, on Oahu.Read more -
Honolulu, Hawaii
Mount Olympus
4.85.55 mi / 1424 ft gainThere are several ways in which you can reach the top of Mt. Olympus, I decided to take the Wa'ahila Ridge trail. This hike nestled in the Manoa Valley takes your breath away with its view of the island as well as its difficulty. Being located in Hawaii there is no need to worry about the right t...Read more