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  • Hawaii, USA
    Haleakala, a huge and dormant shield volcano, forms more than 75 percent of Maui’s landmass. As such, it pretty much demands you ascend its slopes and peer into its crater—the island’s very soul. Legend claims the demigod Maui snared the sun here, freeing it only after it swore to inch more slowly across the sky.

    The 38-mile, two-and-a-half-hour drive up Haleakala climbs from sea level to 10,023 feet through several different ecological zones. One of the most popular ways to experience the volcano remains cycling down from the summit at sunrise. Do it yourself if you’re confident, or join a guided tour (Skyline Eco-Adventures offers one that includes a zip-line ride). Once you’ve mastered the motion—and the 21 switchbacks along the road—effortless downhill freewheeling rewards you with unsurpassed views of the island. If you’d rather savor the vistas from a lofty perch, drive to the top for the sunset or book an overnight at one of the park’s wilderness cabins, accessible only by hiking trail.
  • 2435 Kaanapali Pkwy, Lahaina, HI 96761, USA
    Located in the heart of Whalers Village on Kāʻanapali Beach, Hula Grill is a busy hangout with live music seven days a week. You can sit for a meal in the open-air dining room, but the real party happens at the restaurant’s Barefoot Bar, right on the water’s edge. Kick off your shoes and sink your feet in the sand, then order a Barefoot Brew (made specially for the bar by Maui Brewing Co.) or cocktails like piña coladas, mojitos, and Maui Mules with organic vodka. Also on offer are a range of non-alcoholic drinks, from house-made sodas and fresh-squeezed juices to local kombucha and pure coconut water, as well as a solid food menu that highlights Hawaiian farmers and fishers. For a great deal, head here for Aloha Hour, which takes place daily from 2:30 p.m. to 5 p.m. and includes special prices on pupus and drinks.
  • 3550 Wailea Alanui Dr, Wailea, HI 96753, USA
    Expect the unexpected at Ka‘ana Kitchen, set within the funky yet sophisticated Andaz Maui. Here, executive chef Isaac Bancaco draws from the best of the island’s bounty, using local ingredients in a mix of Filipino, Chinese, Japanese, French, and Native Hawaiian cuisine. Think breadfruit hush puppies, Kona clams with savory malasadas (Portuguese doughnuts), and ahi tataki with burrata and lilikoi (passion fruit), enhanced only by the restaurant’s sweeping coastal views. You don’t need to change out of casualwear to dine here, but Bancaco has a knack for turning meals into events, inspiring diners to dress up a little.
  • 3550 Wailea Alanui Dr, Kihei, HI 96753, USA
    This elegant bar at the Andaz Maui overlooks tiers of pools, waterfalls, and tropical foliage, all cascading down to the Wailea coast. Hotel guests and visitors alike come here to lounge under umbrellas by day and around a fire pit by night, sipping on cocktails like the Upcountry Buck (white rum, ginger, and pineapple) and the Lahaina Town Fizz (blanco tequila, strawberry, and elderflower). For something unique, try the Silversword, a cocktail designed by legendary Hawaiian mixologist Julie Reiner that features mezcal, sweet vermouth, pineapple, and chocolate bitters. Pair it with snacks like chilled shrimp summer rolls and Thai lettuce wraps, then finish with a ginger ice cream sandwich made in-house.
  • 3700 Wailea Alanui Dr, Wailea, HI 96753, USA
    Now this is truly a place you never want to leave. The infinity edge pool at the Marriott in Wailea, Maui. The pool reached right out to the Pacific Ocean, and you almost felt as if you were in the ocean itself. Grab an umbrella drink, swim over to the edge, and stay there for a couple hours to take it all in. The wonderful staff will also bring you the freshest fruit you have ever had too. And, as you watch the sun go down on the horizon from this exact spot, you can join the Luau by the beach below...or simply stay here all night.
  • Bay Drive, Lahaina, HI 96761, USA
    A marine sanctuary in northwest Maui, Honolua Bay delights snorkelers and surfers alike. The right side of the bay boasts dense, showstopping coral that attracts vibrant fish, while the shallower left-hand side features lava caves, archways, and sea turtles in the summer months. Come winter, some of Hawaii’s most beautiful barrel waves start peeling around the point, drawing only the most experienced daredevils. Note that fishing here is forbidden and parking can be tricky—visitors often have to park along the cliffs and hike down through a magical, Robinson Crusoe–type forest to the rocky shoreline. When approaching the bay, watch for mile marker 32. Just past it, you’ll find stairs down to Mokuleia Beach.
  • 3850 Wailea Alanui Dr, Wailea, HI 96753, USA
    At this stunning restaurant in the Grand Wailea Maui, Lahaina-born chef Alvin Savella wows diners with bright flavors and striking plating. Start with appetizers like Cantonese barbecue-style char siu pork belly, squid ink bao, and ulu (breadfruit) risotto with nasturtiums, then move on to impressive mains like lobster ramen in red miso–coconut broth and free-range huli huli chicken with garlic fried rice and charred pineapple relish. Set in a lagoon, the round, thatched-roof restaurant—named for Hawaii’s state fish, the humuhumunukunukuapuaa—offers spectacular sunset views, so plan your dinner accordingly.
  • 133 Prison St, Lahaina, HI 96761, USA
    Sister restaurant to local favorite Serpico’s in Upcountry, this sweet, welcoming spot serves New Jersey–style pizza in an old plantation-style house in West Maui. Tourists dine here, sure, but Prison Street isn’t overrun with overpriced rum cocktails or macadamia-crusted everything. Instead, the pizzeria keeps things simple with subtle nautical decor—a nod to Lahaina’s past as a whaling port—and thin-crust pies in variations like barbecue chicken, Philly cheesesteak, and the Windmills, a curiously named mix of Italian ingredients like pesto, mozzarella, and roasted red peppers. Also available are subs, salads, and calzones, all of which can be delivered if you need a break from dining out one night.
  • Maunawili, HI 96734, USA
    Eons of running water are responsible for Hawaii’s escarpments and canyons. After a rainfall, innocuous streams, pools, and waterfalls can swell to impressive sizes. For an easy hike, walk along the Maunawili Falls trail on Oahu to glimpse the 20-foot cascade. There’s a lovely swimming hole, and you can scramble to a rocky overhang to dive into the pool below. On Maui, hike to the Makahiku Falls and climb to the overlook above to view two very different representations of water: the thundering 181-foot cataract below and the vast panorama of ocean beyond. Kauai, “The Garden Island,” is known for its spectacular waterfalls. The beautiful double streams of the Wailua Falls are easily seen from a roadside viewing point.
  • 658 Front St #102, Lahaina, HI 96761, USA
    Founded in 2015 by three childhood friends from Georgia, Down the Hatch brings a Southern twist to the aloha spirit. The classic watering hole serves shrimp po’boys, chicken and waffles, and Mexican-inspired fare like seared ahi tacos, but the real draw is the cocktails, which range from tiki favorites and Moscow Mules to craft libations like the Snake Oil with gin, dragon fruit, lilikoi kombucha, and CBD oil. Featured on Guy Fieri’s Food Network show Diners, Drive-ins and Dives, Down the Hatch also boasts the longest happy hour in Maui. It takes place daily from 2 p.m. to 6 p.m. and features specials on appetizers, draft beers, and select cocktails.
  • Hana Hwy, Hawaii, USA
    One of the world’s most epic drives, the Hana Highway connects Kahului with Hana in eastern Maui. The scenic stretch is just 64 miles long but can take up to three hours to drive, thanks to 62 twists in the road as it winds through rain forests and past waterfalls, natural pools, and seascapes. Plan at least a half day to properly experience the drive, or slow it way down and spend a night in Hana so you can linger at places like Twin Falls, the Keanae Peninsula, the Garden of Eden arboretum, and the black sand beach at Waianapanapa State Park. Sun worshippers should also budget plenty of time for stops at Hamoa Beach and Ho’okipa Beach Park Beach Park.
  • Waimoku Falls, Hawaii 96713, USA
    I used to live in Maui, right at the start of the Hana Highway, and driving the famous road was a weekly ritual. I recently went back to visit and found it still as breathtaking as ever. To avoid the tourist traffic (Mustangs seem to be the tourist car of choice), leave early and take the time to actually get out of the car and explore. My favorite stops are always the Garden of Eden Arboretum and Botanical Garden where they filmed the opening sequence for Jurassic Park (ok, kind of touristy, but totally beautiful and worth a stop if you’re a nature geek); Black Sand Beach where the super adventurous can swim out to the bunny ear-shaped rocks and dive into the ocean; Hamoa Beach for body surfing and Oheo Gulch, where you can do the four-mile round trip hike through a bamboo forest to the 200-foot Makahiku waterfall.
  • 3674 Baldwin Ave, Makawao, HI 96768, USA
    Opened in 1916, this Upcountry Maui icon draws hordes of locals and savvy tourists with its racks of sweets, including legendary cream puffs and amazing stick doughnuts. The menu here also features pies, rolls, bread, cookies, cupcakes, turnovers, and irresistible guava malasadas (Portuguese doughnuts), but the bakery is best known for its Long Johns—yeast-risen pastry bars coated with glaze or icing. Go early, as the crowds pick the trays bare by 10 a.m., and be sure to check out the memorabilia of bygone eras tucked among the postcards, pantry staples, and fishing gear for sale.
  • 4051 Omaopio Rd, Kula, HI 96790, USA
    Hawaii Sea Spirits is behind Ocean Organic Vodka, widely recognized for its turquoise bottle inspired by the 14th-century Japanese glass fishing net floats that used to wash ashore in Maui in abundance. At the company’s distillery on the slopes of Haleakala, entrepreneur Shay Smith desalinates deep-ocean mineral water from off the Kona Coast of Hawaii, then adds the bounty of his 80-acre organic farm, where he and his team cultivate more than 30 varieties of Polynesian sugarcane without the use of GMOs, herbicides, or pesticides. Discover the intricacies of his harvesting and distilling process on a farm tour, which takes place seven days a week, then hit the gift shop and stock up on vodka to take home.
  • 2760 Round Top Dr, Honolulu, HI 96822, USA
    You are lucky the sun only rises and sets once a day on Hawaii—otherwise, you’d spend all of your time transfixed by the horizon. Hike to the leeward (eastern) side of any island on a clear evening and train your eye over the ocean in search of the “green flash,” an optic phenomenon in which a green sliver of light hovers in the wake of the setting sun. (On Oahu, the remote Kaena Point is a good spot to see the flash.) Sunsets on Kauai, “The Garden Island,” make the beauty of the coastal surroundings even more poignant. If you rise early and tackle the Lanikai Pillboxes trail on Oahu or summit the volcano at Haleakala National Park on Maui, you’ll experience an unforgettable morning as the sun rises over the ocean for a new day.