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Things to do in Kailua

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53 Results
  • 1

    Lanikai Beach

    5
    94 reviews

    The water here is just a little calmer than in Kailua. That's because it's more protected by the offshore reef. However, the strip of beach is eroding away. So, if you rent a place here, check and see if the beach is accesible or not. There are lots of great rental homes either on the beach (pricey) or a block ...

    Popular withOutdoorFamiliesLocal
  • 2

    Kailua Beach Park

    4.5
    58 reviews

    Such a relaxing beach. It is windy on this side of the island, so it's perfect for windsurfing and kayaking.

    Popular withOutdoorFamiliesBudget
  • 3

    Lanikai Pillbox Trail

    4.5
    28 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 - offering a very steep ascent that can be slippery after a rain - not recommended for children under 5 or people who are afraid of heights. But the views are ...

    Popular withOutdoorAdventureBackpackers
  • 4

    Maunawili Falls

    4.5
    13 reviews

    Maunawili Falls is great for hiking, seeing the tops of foggy mountains, and playing in waterfalls! It can get crowded near the falls on the weekends, and the trail is very slippery well after a rain. The views are beautiful and so are the falls.

    Popular withOutdoorAdventureFamilies
  • 5

    Mokulua Islands

    5
    11 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 and walk around. But to be aware of nesting birds, and don't disturb them. The waves on the outside and bigger, and smaller on the inside, so there's usually something ...

    Popular withOutdoorAdventureWellness
  • 6

    Kailua Sailboards and Kayaks

    4.5
    11 reviews

    Kailua is home to a beautiful stretch of beach that is famed for it's fine white sands, calm waters, and picturesque off-shore islands. Visiting this area provides a nice and relaxing place to swim, and soak up sun as you snap great pictures, but without ocean sport equipment, it can be a little boring if you like to stay active. ...

    Popular withOutdoorAdventureLocal
  • 7

    Mount Olomana

    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 I had to scale the side of the ridge, which was extremely dangerous, but the views are well worth it.

    Popular withBackpackersAdventureGreen
  • 8

    Kailua Thursday Night Farmers' Market

    4.5
    7 reviews

    Great place to mingle in a neighborhood setting and try some of the areas best of the best in foods, both fresh and prepared.

  • 9

    Kalama Beach Park

    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 and residents come to take evening walks at sunset.

    Popular withOutdoorFamiliesBudget
  • 10

    Lanikai Beach

    5
    3 reviews

    Favorite beach on the island

    Popular withOutdoor
  • 11

    Segway Of Hawaii Kailua

    4.5
    3 reviews

    Awesome tours of Kailua, learn about where to go and the history of the town

    Popular withOutdoorAdventure
  • 12

    Twogood Kayaks Hawaii Inc.

    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 and surfskis, and beginner-friendly gear as well. A family-freindly place that also serves olympic-level paddlers. Bob Twogood has been in the business for decades and knows Oahu coastal conditions like ...

    Popular withOutdoorLocalAdventure
  • 13

    Kawainui Marsh

    4.5
    3 reviews

    A tropical swamp of sorts, the Kawainui Marsh is a fun place to explore in an area of Oahu that is best suited for more environmentally focused attraction hunters. Eco-tourists everywhere will be hard pressed to find a more ecologically unique area in Hawaii to explore. This is the last thriving wetland on the islands, and is home to rare ...

    Popular withOutdoor
  • 14

    Manoa Chocolate Hawaii

    4
    3 reviews

    If you're stopping over in Kailua, call ahead to check if this small upstairs chocolate workshop is open. The owner will usually let you sample a few of the more unusual tastes, like pineapple-chili pepper or goat's milk with Hawaiian sea salt, before you buy.

    Popular withFoodies
  • 15

    Ulupo Heiau State Historical Monument

    4
    3 reviews

    I'm a HUGE FAN of Historically significant locations to Hawaiians here, not only on Oahu, but all the islands...Coming across Ulupo (Night of Inspiration) was a TRUE BLESSING and another reason why any of us who live here are seriously "LUCKY WE LIVE HAWAII". First, this place is located on the same property as the Kailua YMCA so your park ...

    Popular withHistoryFamiliesBudget
  • 16

    Muumuu Heaven

    4
    2 reviews

    Muumuu Heaven is a great place to buy local artisanal goods and souvenirs. I love how they separate the items by color: white, sea green, blue, feels so beach-y and fun. They also carry a nice selection of clothing that's only sold in their store, some are one of a kind. If you want unique and beach inspired gifts, this ...

  • 17

    Executive chef

    4
    2 reviews

    Sure to have all your kitchen needs!! But price might be a tad high

  • 18

    Bookends In Kailua

    5
    2 reviews

    Bookends is a solid bookstore with everything from best sellers to kids books. But what I really love about this store is their section on Hawaiiana. They've got history, art, trail guides, field guides and snorkel/dive guides. And a section of fiction on Hawaii, and another section for Hawaiian authors. It's a great place to browse on a rainy day.

    Popular withFamilies
  • 19

    Hawaiian Isle Adventures

    5
    1 review

    The day tour provided by Hawaiian Isle Adventures is easily the best way to quickly see some of the major attractions in Honolulu without transportation of your own. In fact, even if you had a car, you would likely end up at the same or similar places as the stops here, except you would have the oftentimes frustrating privilege of ...

  • 20

    Olive Boutique

    5
    1 review

    This is the boutique for pretty you beach girls in Kailua. Owner Ally knows her client well. And now that it has been featured in trendy Japanese magazines, the more hip Japanese tourist have been seeking out Olive.

    Popular withTrendsters
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