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Perched 300 feet above the Pacific on 15 verdant acres, Hotel Wailea is a former members’ club that still feels like a hidden enclave of cool. In 2014, new owners invested $15 million in a redesign that left 72 one-bedroom suites with white oak floors, Sub-Zero appliances, and Hawaii-inspired art. Still, it’s the pool that really wins over guests—it’s calm and quiet (thanks to the hotel’s no-kids policy); there are umbrella-shaded loungers and bungalows with fans for when you’ve had too much sun; and the beyond-gracious staff are always at the ready with water, cocktails, kombucha, and coconut water. The hotel lounge offers free wine and appetizers at 5 p.m. on Friday nights, while the farm-to-fork restaurant highlights produce grown in the resort’s own garden. Complimentary on-site activities include yoga, outrigger canoeing, and mixology classes, but guests can take the hotel’s Tesla Model X house vehicles anywhere in Wailea or rent an electric bike and cruise the South Maui coast if they want to get off property.

A honeymooner’s dream, the 40-acre Grand Wailea hails from the era of the Hawaiian mega-resort. From its perch over the Pacific, the hotel offers an impressive collection of original art (much of it created by locals specially for the property), 40 acres of lush tropical gardens, and over-the-top water features among the nine swimming pools, including slides, caves, a Tarzan swing, swim-up bars, and a canyon with an enclosed “lava tube.” The resort even boasts Humuhumu, a Hawaiian-inspired restaurant set in a man-made lagoon, and 780 guest rooms, all of which include a private patio or balcony. Opt for accommodations on the Napua Club level for a more intimate “boutique hotel within a resort” feel.

Often ranked as Maui’s top bed-and-breakfast, this adults-only sanctuary in Lahaina holds its own among Hawaii’s top accommodations. As its name implies, the inn boasts plantation-style architecture, but rooms feature modern conveniences like dual rain showers and whirlpool hot tubs. Guests can also expect hardwood floors, French doors, four-poster beds topped with Hawaiian quilts, and complimentary breakfasts at the award-winning on-site French restaurant Gerard’s. Set right in Lahaina, the property is close to shops, sights, and restaurants and just 10 minutes from the beach, but guests often find themselves lingering at the tranquil outdoor pool instead of venturing out.

Belly up to this Wailea bar, which dazzles with a display of blue-glass Japanese fishing floats, for Hawaii’s best mai tai. Here, chef Peter Merriman, a pioneer of Hawaii Regional Cuisine, brings his genius to the classic cocktail, adding a thick head of honey-lilikoi (passion fruit) foam. Be sure to also score a table for later, as Monkeypod Kitchen does double duty as one of Maui’s top restaurants. Menu standouts include such seasonal dishes as kiawe-roasted squash ravioli, coconut-corn chowder, Hamakua wild mushroom pizza drizzled with truffle oil, and bulgogi pork tacos with Asian pear and house-made kimchi.

Foodies from all over flock to Mama’s Fish House for ocean-to-plate dishes in a postcard-perfect setting. At this tiki bar meets restaurant, the fish is delivered daily by local anglers and many dishes showcase regional ingredients like Maui onions, Hawaiian chili pepper, and Hana ginger. As a young couple in California, owners Floyd and Doris Christenson fell in love with Maui while on vacation. In 1960, they sailed back across the Pacific, navigating only by sun and sextant, and anchored back on their dream island, where they eventually opened Mama’s. Today, the hot spot can be crowded and pricey, but few begrudge the premium for the fresh fare and stunning panoramas. Make a reservation well in advance for an ocean-view table.

Maui’s quiet town of Wailuku is home to some of the world’s most artful doughnuts. The owner of Donut Dynamite!, who goes by her nom de cuisine “Madame Donut,” started the business as a food truck. In 2016, she opened this brick-and-mortar location after she won the “Backyard Barbecue” episode of the Cooking Channel’s Sugar Showdown. Trained at the Culinary Institute of America, she brings a high-concept approach to her signature sweets, with standout flavors including bacon-maple, cheesy hammy, and a lush purple number featuring Molokai sweet potato and poi (a Native Hawaiian staple made from taro roots). Don’t miss the legendary Cinnamon Toasty Crunchy, topped with finely diced croutons made in-house, and be sure to get to the shop early—it opens at 6 a.m. and often starts running low on doughnuts by 9 a.m.

Open since 1932, this pit stop on the road to Lahaina is most famous for its Hawaiian hot dogs. They’re just standard red franks, grilled and stuffed in a bun, but Maui’s pro surfers and their fans—who usually stop here on their way to Olowalu Beach—have elevated the snack to almost cult status. If you’re not one for hot dogs, the general store also sells boiled peanuts, shave ice, and Spam musubi, along with an abbreviated Mexican menu when the kitchen’s cranking. In between bites, take time to browse the shop’s collection of locally made souvenirs and appreciate its unique decor. A late employee had a soft spot for starving artists and would often trade food for artworks, asking only that the pieces incorporated his favorite vehicle—a Volkswagen Beetle.

One of Maui’s best hikes, this trail climbs 800 feet through the lush Kipahulu area of Haleakala National Park. Half a mile from the visitor center, an overlook provides sweeping views of the gorge and the almost-200-foot-long “horsetail” of Makahiku Falls. Continue on past a sprawling banyan, stopping to marvel at the sunlight trickling through the dense bamboo forest. Here, you’ll also find the even more dramatic cascade of Waimoku Falls, which plunges 400 feet down a sheer-walled lava amphitheater. If you’re wary of tackling the four-mile round-trip hike by yourself, know that park rangers offer guided tours every Sunday at 10 a.m. Reservations are available at 9 a.m. a week ahead of time.

Once a delicacy of Japanese royalty, shave ice went mainstream in the 1920s. The refreshing treat then crossed the Pacific with immigrants—workers bound for the sugar plantations and pineapple fields of Hawaii. Now a classic way to cool down in the islands, this sweet is more than a mere snow cone. Ice made from filtered water is shaved instead of ground, so the texture resembles a delicate snowfall in your mouth. Ululani’s goes a step further by using pure cane sugar and premium purees made in-house. Among its most popular blends are the Haleakalā (coconut and Leche topped with cream) and the Sunset Beach (guava, mango, passion fruit, and orange). The chain has six outlets around Maui, including one at the Hyatt Regency Maui Resort, and one in Kailua-Kona on Hawai’i Island.

When eating at the Sea House Restaurant, it’s hard to decide what is actually better: the view of Molokaʽi across the water, or the Molokaʽi sweet potatoes used in the frittata. Either way, both combine for a memorable breakfast on the island’s northwestern corner. Opened in 1963 when tourists were just discovering Maui, the Sea House restaurant celebrated its 50th anniversary in 2013—thereby making it one of the oldest restaurants in West Maui. Even with the history, fame, and ocean views, it’s one of the island’s most affordable restaurants. Most items on the breakfast menu will cost you $12 or less, and when you’re done with your meal, you can splash in the waters of protected Napili Bay. The Sea House sources many of their ingredients from local Hawaiian farmers (such as the Molokaʽi sweet potatoes), and they also follow traditional fishing calendars when choosing their fish for the menu. This is a great option for beginning the day on the island’s northwestern coastline and is a filling starting point for later adventures toward Honolua Bay and beyond. Or, just relax on the sands of Napili beneath the shade of a rustling palm. After all, there are only three hours between the end of breakfast and the start of the Sea House happy hour—an affordable menu that starts at 2 p.m. and has been voted one of the best on Maui.

In the native Hawaiian language, the word “Lahaina” literally translates as “cruel, merciless sun.” Given the name, it should come as little surprise that not only is Lahaina the hottest place on the island, but it can be five degrees warmer than neighboring Ka’anapali, just three miles down the road. When walking around town, one of the best ways to beat the heat is to cool off with a syrupy shave ice. This sweet treat has become synonymous with Hawaii, and its origins date to Japanese plantation workers who would combat the heat by shaving ice off of blocks. Today, no visit to Maui is complete without enjoying a refreshing shave ice, and the best shave ice on the west side of the island can be found at Local Boys West. Conveniently situated across from the Banyan Tree, Local Boys is an island favorite for all of the free add-ons which accompany each serving. In addition to the soft, melt-in-your-mouth ice flakes that can be flavored with multiple syrups, Local Boys includes ice cream on the bottom and Kauaʽi Cream on top, completely free of charge. For those traveling with kids, you can even top the treat with gummy bears for exactly the same price. While waiting in line for your syrupy treat, take a moment to watch the surf films or shop for locally-made merchandise. This store was opened by a man and his young son who humbly sold snacks on the street, and it’s grown into arguably the best place in Lahaina to enjoy the island flavor.

Even with a population of only 140,000 people, Maui has a remarkable amount of residents who possess some sort of artistic talent. From jewelry to clothing to hand-carved wood, you can find local artists hawking their wares at craft fairs across the island. In West Maui, one of the best places to mingle with local artists is at the Aloha Friday craft fair in northern Kaʽanapali. Located in front of the Westin Kaʽanapali Ocean Resort Villas, dozens of artists are available to chat about their creative work. The craft fair begins at 9 a.m. and lasts through most of the day. It’s a great way to spend a Friday morning along the northern Kaʽanapali boardwalk. Even if you don’t end up buying something, this is still a great beach for a leisurely stroll or a snorkeling session on the reef. If you do plan on getting in the water after shopping, morning hours are best for taking a dip before the afternoon tradewinds blow in.

The world-famous Road to Hana hugs a jagged black lava shore. Just past mile marker 16 lies the Keanae Peninsula, where visitors can explore a traditional village, a stone church from 1856, and vast taro fields. The peninsula itself was formed by a massive lava flow from Haleakala, then softened by native Hawaiians, who carried soil down basket by basket to blanket the young rock. Today, the area is covered in lush greenery, which makes for an impressive sight against the turquoise sea and Maui’s famous North Shore waves. Before getting back on the road, be sure to stop at Aunty Sandy’s, one of the best banana bread stands along the Hana Highway, for a slice, a shaved ice, or a pork sandwich if you’re hungrier.

This lovely state park stretches along the rugged volcanic shoreline of western Maui, three miles from Hana. It’s best explored on the 2.2-mile hike that starts at the black-sand beach and follows the dramatic coast, passing lava tubes, rock arches, blowholes, and Polynesia’s largest heiau (an ancient Hawaiian temple) along the way. Avoid standing too close to the geysers as well as the lava benches near the ocean, which can crumble easily, and watch out for high surf. If you’re looking to cool down after your trek, take the loop trail to the park’s freshwater caves, where you can explore two separate chambers (the first tends to be clearer and more inviting).

Set within the 24-acre oasis of Montage Kapalua Bay, this pop-up bar and lounge pairs Veuve Clicquot Champagne with Maui’s world-class sunsets. Open Thursday through Sunday from 3:30 p.m. to 7 p.m., the Champagne Hale (pronounced HAH-leh, which is the Hawaiian word for house) serves a range of bubbly, from Veuve’s signature Yellow Label, Rosé, and La Grande Dame labels to special Rich and Rich Rosé offerings, available for the first time on the island. Pair your sips with light bites like Kualoa Ranch oysters, bigeye tuna tartare, and burrata toast with pickled strawberries and pistachio pesto, then take in the views as the sun goes down over the Pacific. From the bar’s clifftop perch above Namalu Bay, you’ll enjoy stunning vistas of the ocean as well as Molokai and Lanai islands in the distance.