Outbound Collective logo

The Best Hiking in Kailua

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

  • Kailua, Hawaii

    Lanikai Pillboxes

    4.9
    1.76 mi / 686 ft gain
    The Lanikai Pillbox Trail, also known as the Kaiwa Ridge Trail, is a family-friendly hike. The beginning of the trail is steep with loose gravel, but gets more manageable as you climb the trail. The hike is ~1.25 miles one-way and is an out-and-back trail with a 500ft elevation gain. If you’re an...
    Read more
  • Kaneohe, Hawaii

    Friendship Gardens Trail

    0.52 mi / 102 ft gain
    Friendship Gardens Trail is a loop trail where you may see beautiful wildflowers located near Kaneohe, Oahu, Hawaii.
    Read more
  • Kaneohe, Hawaii

    Likeke Falls Trail

    0.81 mi / 289 ft gain
    Likeke Falls Trail is an out-and-back trail that takes you by a waterfall located near Kaneohe, Oahu, Hawaii.
    Read more
  • Kaneohe, Hawaii

    V Falls

    2.45 mi / 623 ft gain
    V Falls is an out-and-back trail that takes you by a waterfalls located near Kaneohe, Oahu, Hawaii.
    Read more
  • Honolulu, Hawaii

    Ko'olau Summit Trail (Pali Puka)

    0.68 mi / 509 ft gain
    Ko'olau Summit Trail (Pali Puka) is an out-and-back trail where you may see beautiful wildflowers located near Kaneohe, Oahu, Hawaii.
    Read more
  • Kaneohe, Hawaii

    Ho’omaluhia Botanical Garden

    5.0
    Hoʻomaluhia 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

    Hike to Lulumahu Falls

    4.5
    2.3 mi / 900 ft gain
    Park 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

    3.6
    2 mi / 100 ft gain
    Located in close proximity to Honolulu, the 150-foot Mānoa Falls is accessible from the nearest road by a hike of approximately 1 mile (one way). The hike passes through a diverse array of ecosystems and feels like a true jungle, which makes it a great photo-zone. The path to the waterfall is oft...
    Read more
  • Honolulu, Hawaii

    Aihualama Trail

    5.0
    4.04 mi / 1401 ft gain
    To 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

    0.41 mi / 108 ft gain
    Lyon Arboretum Short Loop is a loop trail where you may see beautiful wildflowers located near Honolulu, Oahu, Hawaii.
    Read more
  • Honolulu, Hawaii

    Judd Trail Mountain View

    1.24 mi / 850 ft gain
    Judd Trail Mountain View is an out-and-back trail where you may see beautiful wildflowers located near Honolulu, Oahu, Hawaii.
    Read more
  • Honolulu, Hawaii

    Judd Trail

    1.2 mi / 223 ft gain
    Judd Trail is a loop trail that takes you by a waterfall located near Honolulu, Oahu, Hawaii.
    Read more
  • Honolulu, Hawaii

    Pu'u Ohia (Mount Tantalus)

    1.03 mi / 479 ft gain
    Pu'u Ohia (Mount Tantalus) is an out-and-back trail where you may see beautiful wildflowers located near Honolulu, Oahu, Hawaii.
    Read more
  • Honolulu, Hawaii

    Ka'au Crater Trail to the First Waterfall

    5.0
    2.5 mi
    Directions: 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

    4.7
    4.54 mi / 1765 ft gain
    The 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

    5.0
    4.5 mi / 1600 ft gain
    Wiliwilinui 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