The Best Chillin in 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

  • Maui County, Hawaii

    Hike & Swim Twin Falls, Maui

    3.5
    1 mi
    The parking area for the trail is right off of Hana Hwy. The lot may be packed which isn't surprising as a lot of people visit, but there aren't as many people once you start exploring the falls. From the lot, you will see a food stand beside the start of the trail which a great place to get some...
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  • Hāna, Hawaii

    Hike to the Seven Sacred Pools

    3.7
    0.6 mi / 100 ft gain
    This hike departs from the Kpahulu Visitor Center and heads out along the Kuloa Trail. The trail will take you through a bamboo forest and past several pools and falls. Be sure to get there early as the later it gets in the day, the more crowded the pools get. Hike the route counter-clockwise and...
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  • Waimea, Hawaii

    Explore Waipi'o Valley

    5.0
    3 mi
    From the parking area, walk down the narrow, crazy steep four-wheel drive road for 0.75 mile until the road levels. A few 4WD vehicles, either foolhardy (tourist) or knowledgable (local) may be inching up and down. Head to the right toward the beach for 0.45 mile and arrive on the black sand beac...
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  • Kula, Hawaii

    Explore Haleakala's Summit

    5.0
    Head to Haleakala's summit for amazing views of the island and your choice of a stunning sunrise or sunset. Keep in mind that you are 10,000 feet up once you're at the summit, so be prepared with warmer layers. If you're planning to get there early for the sunrise, make sure to bring a little foo...
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  • Kula, Hawaii

    Hike the Pipiwai Trail to Waimoku

    4.9
    4 mi
    Located in Haleakala National Park on Maui's southeastern coast, this trail is well maintained by the National Park Service and is quite popular with visitors. Like most popular hikes, it is advised you get there early and try to go on a weekday and in the offseason if possible. Entrance to the p...
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  • Kapaa, Hawaii

    Hike to the Base of Wailua Falls

    4.8
    1.5 mi / 150 ft gain
    The short, makeshift hike to the falls is well worth the effort – this is one of the most beautiful waterfalls on the island of Kauai.Look for a small path at the south end of the parking lot. You will have to hop over a cement barrier that is about chest high (there is no sign marking this area ...
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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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  • Hanalei, Hawaii

    Relax at Tunnels Beach, Kauai

    4.9
    Makua, aka Tunnels, is known for its incredible mountain scenery. This beach also offers great snorkeling, where people will usually see turtles. Public parking, bathrooms and showers are available at Haena Beach Park located west of Tunnels. Be sure to head to the beach early, parking on the tow...
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  • Honolulu, Hawaii

    Cliff Jump at China Walls

    5.0
    I was told about this spot by a friend who lived there for a little, and it turned out to be amazing. The waves break and crash right against the wall where you can catch a wave or just jump right in. No long beach to walk on, few people, and amazing blue water.Head towards Koko Kai Mini Beach Pa...
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  • Hawaii County, Hawaii

    Catch a Sunset and Stargaze at Mauna Kea's Summit

    4.6
    While you can drive right to the summit of Mauna Kea on the 14 mile access road, the last 7 miles are on a very bumpy dirt road, so make sure your vehicle has plenty of clearance and good tires. All wheel drive will help a lot.The drive up is amazing itself. Usually there is some fog lingering ar...
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  • Paia, Hawaii

    Exploring the Road to Hana

    4.3
    Start near Paia on Highway 36 and head east. The road is famous for its many twists and turns, so consider taking lots of breaks to get some fresh air and avoid getting car sick. There are many stops along the way, from ice cream to medium length hikes. Some of the Best Stops: Coconut Glen's: t...
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  • Honolulu, Hawaii

    Cliff Jumping at Alan Davis

    4.5
    Alan Davis is what the locals call it, but the official name is the “Ka’Iwi Scenic Shoreline” and it's known to be a good place to do some cliff jumping because of the easy access, clear water, and poles that are already positioned for jumpers in the rocky shoreline.Park in the same lot that take...
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  • Wailuku, Hawaii

    Explore the Nakalele Blowhole

    3.3
    0.3 mi / -300 ft gain
    Getting to the Nakalele Blowhole is not too difficult. Use the Google Maps location on here to drive to the spot listed. There will be a dirt parking lot.Warning: If you are coming from Kahului, do not take the Kahekili Highway (Hwy 340) unless you are prepared for hairpin turns, one lane roads, ...
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  • Princeville, Hawaii

    Soaking in Queen's Bath

    4.7
    Between the frequent rains and the often overcast forecast, Kauai is not always the typical Hawaiian tropical getaway people dream of. But there are few islands that offer the same majestic waterfalls, luscious valleys, world renowned breaks, and more. Like a handful of the island's other gems, Q...
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  • Hāna, Hawaii

    Explore Waianapanapa State Park

    4.7
    Just off the road to Hana before entering the town, Waianapanapa State Park is a great place to stop and explore along the drive. Wainapapa SP offers tent and cabin camping, there is a great black rock beach with access to snorkeling and other beach activities, and lots of short trails for explor...
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  • Lahaina, Hawaii

    Beach Day at Kaanapali Beach

    4.5
    Kaanapali Beach is about a 45-minute drive from Kahului Airport, and only two miles from Lahaina.  Nearly all of the seaside resorts here back right up to the beach, making it an ideal place to stay if beach time is your top priority.  If you are not staying on Kannapali, there are several pay-to...
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