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Hawaii

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

Top Chillin Spots in and near Hawaii

  • Waimea, Hawaii

    Photograph Waipi'o Valley

    5.0
    0.4 mi
    Located near the northern tip of the Big Island, Waipi'o Valley is one of the most beautiful views that you can experience in all of Hawaii. Waipi'o Valley is an hour and 30 minute drive from Kona and an hour and 10 minutes from Hilo. To access the lookout, take HI-19 west to HI-240. Make sure to...
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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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  • Waimea, Hawaii

    Explore Lapakahi State Historical Park

    1 mi / 50 ft gain
    Drive north along the Akoni Pule Highway for approximately 45 miles. When you reach Lapakahi State Historical Park, turn left of of the highway and find a parking spot.  The fishing village itself consists of several volcanic rock walls along the shore. It is a great stop while exploring the nort...
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  • Waikoloa Village, Hawaii

    Catch a Sunset at Anaehoomalu Point

    5.0
    0.5 mi / 20 ft gain
    This beach is a great if you're looking for a more secluded beach in Waikoloa Village.  Rarely are there more than ten people there even during sunset when people flock to the beach.   If you aren't staying at the Hilton next door then this spot is a little harder to access. There are two beach a...
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  • Kapalua, Hawaii

    Snorkel Kapalua Bay

    4.0
    There are only a few Hawai'ian snorkeling gems better than Kapalua Bay. Tucked into a narrow cover along the rocks of a long dormant volcano is a beautiful sandy bay that should be on any Maui snorkeling list. The neighborhood is quiet and relaxed that surrounds a picturesque beach. Getting here ...
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  • Hilo, Hawaii

    Swim at Carlsmith Beach

    5.0
    A beautiful beach for swimming less than 10 minutes from downtown Hilo! Because Hilo is more rocky and jungly than the western side of the island, this beach is more of a swimming hole than a traditional beach. Carlsmith is also frequented by big turtles (like the ones in Finding Nemo!), but plea...
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  • 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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  • Hanalei, Hawaii

    Relax in Hanalei Bay

    5.0
    Hanalei Bay is one of the most scenic beaches on the north shore of Kauai.  It features mountain views and a pier.  In summer, the water gets calm and clear.  It's perfect for swimming, SUP, and diving.  During the winter, the it becomes a beautiful surf spot. There are small lots for parking sca...
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  • Koloa, Hawaii

    Relax at Po'ipu Beach

    5.0
    This is a big beach park.  There are large grassy areas with trees that are perfect to hammock in.  There are also many picnic tables.  The are two sides to the beach, with one side being very kid-friendly.   The waves can crash very hard into the rocks and create a lot of spray.  There are littl...
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  • Waimea, Hawaii

    Horseback Ride on Kohala Mountain

    Enjoy a 2 hour horseback ride on Kohala Mountain in Waimea on the north side of the Big Island! There are several ranches in the area through which you can take a guided tour - I would recommend Paniolo Adventures, but you can look up the ranches in the Waimea / Kohala Mountain area. The ranches ...
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  • Princeville, Hawaii

    Hike to Wyllie's Beach

    5.0
    0.8 mi / 265 ft gain
    Wyllie's beach is a small beach next to Anini beach. It is on the northwest side of the river mouth. There is a 0.8 mile trail down to the beach. The trail head is near the Westin Princeville. This is a handy beach for those staying in the Princeville area, as it is walkable from most vacation ho...
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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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  • Honolulu, Hawaii

    Picnic at 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 some...
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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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  • 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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  • Hilo, Hawaii

    Run at Liliʻuokalani Park and Gardens

    1 mi
    Within walking distance of downtown Hilo, jog around Liliʻuokalani Park and Gardens for beautiful views of Mauna Kea, the Pacific, and Eastern art! A loop around the park, including Coconut Island, is approximately 1 mile. On your jog, you will see lots of people walking and running in addition t...
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