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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

  • 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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  • Princeville, Hawaii

    Hike to Turtle Cave

    3.8
    0.75 mi / 62 ft gain
    Turtle Cave is located within a small bay on the Princeville side of Kauai. This hike requires swimming, repelling down a steep cliff and potentially high tides.  This particular access point is located on private property, so you should be staying in one of the rentals or traveling with a guest....
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  • Mountain View, Hawaii

    Hike to Papakōlea Green Sand Beach

    4.9
    Papakolea Beach aka Green Sand Beach is situated in a bay cut into a side of a cinder cone that erupted thousands of years ago. The green sand is created by a silicate deposit (mineral deposit) of lava called, which stays on this beach because it is heavier than the other, lighter components of t...
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  • Eleele, Hawaii

    Glass Beach

    3.7
    The shoreline of Glass Beach is covered with millions of brown, aqua, clear and blue sea glass pebbles, but also consists of other remnants from what looks to be a former salvage yard (do not walk barefoot in this area). Although that may be the case, there is a lot of beauty to be captured here...
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  • Hanapepe, Hawaii

    Hike the Pihea & Alaka'i Swamp Trail

    5.0
    7 mi / 1500 ft gain
    A strenuous 7 mile hike, depending on which way you start, that takes you from the world renowned Kalalau Valley from Pu'u O Kila lookout, through dense mossy forests, across a stream, up to the highest swamp in the world and ends in views of Kaua'i's north shore of Wainiha valley and Hanalei Bay.
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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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  • Kapaa, Hawaii

    Hike the Kuilau Ridge Trail

    4.0
    5 mi / 488 ft gain
    Parking at the trailhead is limited to approximately four vehicles, so arrive early. If you are unable to park, continue down Highway 580 and you will find parking next to Kawi Stream. The beginning of the trail, an old fire road, starts with a gradual incline where you are exposed to a variety o...
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  • Kapaa, Hawaii

    Hike to Ho'opi'i Falls

    4.0
    2.2 mi
    Easiest/Direct route: When in the Kapa'a area from the main highway turn left onto Kawaihau road. Follow Kawaihau all the way up until you see a sign for Kapahi road, turn left onto that road. Driving in, you'll see a red gate on your left-hand side. The parking area is just after the gate, along...
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  • Koloa, Hawaii

    Watch the Spouting Horn Blowhole

    3.5
    On the South Shore you can find the Spouting Horn. There's a small beach park with a great lookout where you can watch a blowhole spout a plume of thundering water into the air. This waterspout occurs whenever the waves are forced under the rocky shelf and up through a lava tube. The water someti...
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  • Princeville, Hawaii

    Diving in Paradise at Hideaway's Beach

    4.7
    This beach is easily found by driving into Princeville and heading toward the St. Regis hotel. The trail to the beach is just before you arrive at the hotel. There is a small public parking lot on the right, which leads to the trail. If the lot is full, don't worry, the St. Regis Resort will vale...
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  • Kapaa, Hawaii

    Kayak or Sail the Na Pali Coast

    5.0
    Enjoy the view of the Garden Island from the crystal clear waters of the pacific ocean. Experiencing the coast by water allows for private beach access and exploring amazing sea caves! You have a few options to go by boat to see this enchanted terrain.Guided Kayak ToursYou can rent a kayak and pa...
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  • Waimea, Hawaii

    Camping on the Beach at Polihale

    5.0
    Polihale Beach is at the western most point of Kauai and it's perfect white sand shore stretches for over 15 miles. Come here to avoid the notorious Kauai rain, as Polihale is typically sunny and cloudless throughout the year. The sunsets here are some of the best around and the island of Ni'ihau...
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  • Hāna, Hawaii

    Camp at Wai'anapanapa State Park

    4.0
    5 mi
    Wai'anapanapa State Park is located at mile marker 32 on the Hana Highway. The park has limited parking, but many of the tourists are making quick stops on their journey to Hana and the turnover for parking is fast. Once parked, check in at the office to obtain your overnight permit (must be orde...
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  • Kailua-Kona, Hawaii

    Hike to Makalawena Beach

    4.5
    From the parking area at Kekaha Kai State Park, it's about a 20-30 minute walk to the beach. The walk is through black lava fields and is very exposed. Depending on how much gear you're carrying, it could seem like an eternity by the time you hit the beach. If you have a 4-wheel drive car with go...
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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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  • Kalaheo, Hawaii

    Swim in the Waikoko Stream & Waterfall

    1 mi / 166 ft gain
    You will need a 4WD high clearance vehicle to reach this trail. To reach the trailhead, take Highway 580 which will eventually turn to dirt. You'll cross over a couple of streams and when you reach a Y, take a left. In one more mile, you will reach a second Y which you will turn left. If the gate...
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