Top Adventures in Kailua

  • A Beach Day at Shorebreaks

    To get here, park at Kalama Beach Park parking lot and just walk down to the beach. The break is just off to the left, look for the surfers or bodysurfers. Shorebreak's is best primarily on a wind swell with the prevailing wind onshore. It can be ...

  • Kayak to Flat (Popoia) Island

    Kayaks can be rented in Kailua. Popoia Island, also known as Flat Island, can be seen from Kailua Beach Park and is a short paddle out.Rental Options: Kailua Beach Adventures Two Good Kayaks

  • Hike the Lanikai Pillboxes

    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-ba...

    2 miles 800 ft gain

  • Relax at Lanikai Beach

    During the weekdays the beach is relatively empty, but on weekends during peak tourist season it can become extremely crowded. Lanikai is a popular spot for photo shoots as renowned models and photographers frequent the place on nice days. Due to ...

  • Paddle to Moku Nui

    There are two islands off the coast of Kailua known as the Mokulua or 'Mokes'. The island on the right, Moku Iki, is off-limits. However, the larger of the two islands, Moku Nui, is accessible via a 30 minute kayak, SUP or outrigger.You can push o...

  • Hike the Olomana Trail

    Named Three Peaks for obvious reasons, this spine-tingling trail allows you to hike as far as you want (picture above is the view from the 3rd peak). Don't feel comfortable about continuing? You can turn around any time. (Just remember that there'...

    6 miles 750 ft gain

  • Stand Up Paddle in Kaneohe Bay

    Stand Up Paddleboards can be rented in the nearby town of Kailua at various watersports shops. Kayaks can also be rented as another option. The bay can be reached by public access points in neighborhoods at Kaneohe Bay (there are 3 on Mikiola Dr...

  • Hike to Maunawili Falls

    The trail, is roughly 3.2 miles and is a great option if you're in the Kailua area. 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 the po...

    3.2 miles

  • Kick Back at Bellows Field Beach Park

    Bellows Field Beach Park is near the Bellows Air Force Base.  It has a campground, but remains relatively uncrowded when compared to other beaches on Oahu.  It has lush trees and beautiful mountain views.  There are small waves, good for boogie bo...

  • Explore Ho’omaluhia Botanical Garden

    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 ...

  • Hike to Lulumahu Falls

    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 g...

    2.3 miles 900 ft gain

  • Hike Pu'u Ma'eli'eli Digging Hill

    Pu'u Ma'eli'eli Digging Hill is a fun hike for all ages. The 1.5 mile round-trip hike is mostly flat with a few steep inclines and takes about 1.5 hours at a leisurely pace. Most of the hike is covered, so the sun doesn’t play a big factor, but it...

    1.5 miles

  • Nearby camping, hotels, and more

    • Haleiwa, Hawaii

      Outsite Haleiwa

      Coliving in Haleiwa, Hawaii This is a fully-equipped villa with 5 bedrooms, 7 beds, 3 bathrooms and everything you need to experience a beautifully balanced beach lifestyle, including: comfortable ...

      From $67/night

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