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Things to do for Adventure Travelers in Kailua 

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  • 1

    Lanikai Pillbox Trail

    Ranked #3 overall in Kailua things to do
    4.5
    27 reviews

    Beautiful trail that climbs the ridgeline above Lanikai! The trailhead starts across the street from the golf club on Kaelepulu. The start of the hike is a little tough -...

    Popular withOutdoorAdventureBackpackers
  • 2

    Kailua Beach Park

    450 Kawailoa Road, Kailua, HI 96734
    Ranked #2 overall in Kailua things to do
    4.5
    53 reviews

    2.5 mile white sand beach. Non-motorized bay- perfect for kayaking, boogie boarding, surfing, stand-up paddle boarding and kite surfing!

    Popular withFamiliesOutdoorAdventure
  • 3

    Mount Olomana

    Auloa Rd
    Ranked #6 overall in Kailua things to do
    5
    9 reviews

    The three peak trial is a hike with amazing views. It is quite a dangerous hike to the top for the inexperienced. At the very top, there were times where...

    Popular withBackpackersAdventureGreen
  • 4

    Maunawili Falls

    Kelewina Rd
    Ranked #4 overall in Kailua things to do
    4.5
    12 reviews

    Maunawili Falls is a beautiful and reasonably accessible waterfall on the windward side of the island. The hike to get here can be muddy and very slippery. Good walking shoes...

    Popular withOutdoorFamiliesAdventure
  • 5

    Lanikai Beach

    Mokulua Drive, Kailua, HI 96734
    Ranked #1 overall in Kailua things to do
    5
    90 reviews

    One of the top beaches in the world! Best beach on the island

    Popular withOutdoorFamiliesAdventure
  • 6

    Mokulua Islands

    526 Kawailoa Road
    Ranked #5 overall in Kailua things to do
    5
    9 reviews

    Rent a kayak and paddle out to the Mokes. Some paddler and surfers surf the breaks near the islands. Watch for sharp coral! In very flat conditions you can land...

    Popular withOutdoorAdventureGreen
  • 7

    Segway Of Hawaii Kailua

    130 Kailua Road, Kailua, HI, United States
    Ranked #13 overall in Kailua things to do
    4.5
    3 reviews

    Take a tour around the famous Kailua on segways and learn all about the best spots to be and the history of the town.

    Popular withOutdoorAdventureFamilies
  • 8

    Kailua Sailboards and Kayaks

    130 Kailua Road, Kailua, HI 96734-3473
    Ranked #9 overall in Kailua things to do
    4.5
    8 reviews

    Rent a Kayak or take a tour of Kailua Bay. Paddle out to Flat Island or the Mokuluas

    Popular withOutdoorAdventureLocal
  • 9

    Twogood Kayaks Hawaii, Inc

    134b Hamakua Drive, Kailua, HI
    Ranked #14 overall in Kailua things to do
    4
    4 reviews

    A great paddle sport shop to rent a kayak for a day trip to the Mokes, or to sign up for a tour. They sell top-of-the line canoes and kayaks...

    Popular withOutdoorLocalAdventure
  • Other places you might like...
  • 10

    Kalama Beach Park

    248 North Kalaheo Avenue, Kailua, HI
    Ranked #7 overall in Kailua things to do
    4.5
    7 reviews

    North of the main Kailua Beach, Kalama is a local hangout. When used to be too big and rough for swimming, but bodyboarding is pretty rad. This is where families...

    Popular withOutdoorFamiliesBudget
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