Kaaawa, Hawaii

Looking for the best chillin in Kaaawa? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Kaaawa. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near Kaaawa

  • Kaneohe, Hawaii

    Relax on Secret Island

    5.0
    Secret Island is on the East side of Oahu.  It's located near the town of Kailua.  It's a great place to have a beach day and avoid the crowds of Waikiki.  The water is super calm and the background makes you feel like you are in a Jurassic park movie, which filmed just up the road.  You can get ...
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  • Kaneohe, Hawaii

    Kane'ohe Bay Sandbar

    4.4
    There's no better way to spend a relaxing day in Hawaii than sitting out on the Kaneohe Bay Sandbar, surrounded by great views of the Koolau Range and Oahu coastline. Located in northeast Oahu, the Kaneohe Sandbar is a fun place to spend your day snorkeling, playing water games, and enjoying foo...
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  • Kailua, Hawaii

    Kailua Beach Park

    4.0
    Kailua Beach Park, located in the town of Kailua, is a great spot for the whole family. There is a large parking lot with a bathroom and a place to rinse the sand off.
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  • Kahuku, Hawaii

    Hike from Turtle Bay to Kawela Bay

    5.0
    3 mi / 0 ft gain
    Once you get to the Turtle Bay resort, you just follow the signs to Kawela Bay/ the Stables. From there the signs are super easy to follow, with options ranging from 0.5mi to 3.0mi. and you can do this as a simple out-and-back or as a longer loop that takes you through Banyan forests, beaches and...
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  • Kailua, Hawaii

    Paddle to Moku Nui

    5.0
    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 off from Kailua Beach Park for a longer paddle or h...
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  • Haleiwa, Hawaii

    Waimea Falls

    1.0
    2.18 mi / 240 ft gain
    The hike to the Waimea Falls offers both the natural beauty of a tropical rainforest, as well as the unique, in situ opportunity to learn about local history. Although this hike can be crowded, it is definitely worthwhile to see and swim in this amazing Hawaiian waterfall. The approximately mile...
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  • 59178 Ke Nui Road, Hawaii

    Hike to Ehukai Pillbox

    4.0
    2 mi / 300 ft gain
    This hike starts directly across from Banzai Pipeline, the famous barreling wave at Ehukai Beach.  It only takes half an hour to get to the pillbox so it's a great hike to do at sunset but bring a headlamp.  IF you don't hike at sunset it's still an incredibly beautiful hike with views of Pipelin...
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  • Haleiwa, Hawaii

    Three Tables

    4.6
    Even though the North Shore of Oahu is known for big waves in the Winter, in the Summer months (northern hemisphere) there can be a ton of great beaches to relax at and spend the day. Three tables is one of those places that can be sometimes overlooked, but well worth the stop if you are headed u...
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  • Haleiwa, Hawaii

    Catch the Sunset at Pupukea Beach Park

    5.0
    Pupukea is located on the North Shore of Oahu.  This beautiful spot is a great place to catch the sunset.  During the winter time there can be very large surf, so be extra careful not get too close to the water's edge. It's a popular spot for locals and tourists to just relax and enjoy the Island...
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  • Waimanalo, Hawaii

    Kick Back at Bellows Field Beach Park

    5.0
    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 boarding. Note:  - Look for signs warning of Portugu...
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  • Honolulu, Hawaii

    Ala Moana Beach Park

    4.0
    This is a beautiful park with palm trees, banyans, and many picnic tables.  It's a perfect place to find some shade post-beach or to enjoy a delicious poke bowl. It is located next to Ala Moana beach and has a jogging path that runs past the park and to the beach. There is ample parking, but som...
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  • Honolulu, Hawaii

    Surf the Reefs at Ala Moana Beach Park

    4.3
    Ala Moana Beach Park is a popular spot for many locals to spend the day and relax.  There are several different reefs to surf at Ala Moana Beach Park and the paddle out is quite a distance. However, you will be rewarded with fun waves, regardless of which peak you choose.  The best time to surf i...
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  • 4204 Diamond Head Road, Hawaii

    Hike to Diamond Head Overlook

    4.0
    1.6 mi / 500 ft gain
    You will start your hike at the bottom of the volcano. The cost to get into the park is 5$ per vehicle or 1$ for a walk-in or taxi. The cost of the park is absolutely worth it. On the way up the mountain you will start on a wide paved path that starts out relatively flat but gets steeper on the w...
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  • Honolulu, Hawaii

    Hike the Makapu'u Point Lighthouse Trail

    4.4
    2.5 mi / 708 ft gain
    If you're looking to get moving and get your heart rate up or want a place to snap great photos, start with hiking to Makapu’u Lighthouse. The lighthouse was built in 1909 on a 600-ft cliff, which overlooks Makapu’u beach. The hike is more of an uphill walk and can be done in sandals unless you’...
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  • Honolulu, Hawaii

    Hike to Pele's Chair

    1.3 mi / 150 ft gain
    Pele, the Hawaiian volcano goddess, is said to have sat here just before finishing her volcanic activity to form Oahu.  She left here and moved on to the islands of Molokai and Lanai.   The hike is only about a mile to the beach.  You start at the parking area for the Makapu’u Lighthouse Trail.  ...
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  • Honolulu, Hawaii

    Bodysurfing at Sandy Beach

    5.0
    If you’re looking to get away from the over-crowded beaches in Waikiki or you’re looking for a consistent bodysurfing spot with waves year-round, look no further. Sandy Beach is on the east side of the island and is exposed to wind swell most of the year. If you’re not a strong swimmer, we strong...
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