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  • 4100 Wailea Alanui Dr, Wailea, HI 96753, USA
    Of all the accommodations in Maui’s tony Wailea resort community, the 22-acre, waterfront Fairmont Kea Lani may be the most family-friendly of the bunch thanks in large part to its all-suite-and-villa setup. The property’s 450 guest rooms are some of the biggest on the island—the smallest suites start at a generous 860 square feet, while the two- and three-bedroom beachfront villas weigh in at 1,800 square feet and up. All cater to families, with separate sleeping and living areas, entertainment systems, furnished outdoor space (for lounging and dining), sleeper sofas, and some type of kitchen facilities, while villas encourage group gatherings with plunge pools and BBQ grills. Both adults and kids will love the deep-soaking tubs, too. Elsewhere, three indoor and three outdoor pools provide space for fun when kids’ club activities (among them volcano building, hula lessons, and tide pool excursions) aren’t on the agenda. Grown-ups can also amuse themselves with activities like outrigger canoe journeys, cultural programs, tee times at three nearby championship golf courses, and locally inspired treatments at the Willow Stream Spa, which offers dedicated fitness and wellness programs. Fuel your adventures at the five on-site restaurants, including the seafood-focused Nick’s Fishmarket Maui (with its 2,000-bottle-strong wine cellar) and the award-winning Kō, where the flavors are inspired by Hawaii, the Philippines, Korea, and beyond.
  • Chain of Craters Rd, Pāhoa, HI 96778, USA
    There are several hidden treasures among the volcanoes on the Big Island of Hawaii. The one that I found most fascinating was a short (0.7 mile) hike from the Chain of Craters road to the Pu’u Loa Petroglyphs. I was most fascinated that this land has been lava coated—and recoated—for ages and yet these petroglyphs still managed to escape centuries of fresh molten lava. I also thought this image, etched in the rock, was the likeness of a couple and imagined some ancient Hawaiian man carefully carving out the images and comically telling his wife: “I lava you a lot.”
  • 78-6740 Alii Dr, Kailua-Kona, HI 96740, USA
    One of the more relaxing evenings away from home was spent at the Outrigger Hotel in Kailua-Kona on the Big Island of Hawaii. I checked in with no problems and was even upgraded to a partial ocean view room! I had enough time to mosey on through town to grab some dinner and watch the sun sink to the ocean (complete with a green flash). The hotel was comfortable and situated next to a beach filled with a all sorts of fish and sea turtles. Snorkeling at Kahaluu Bay Beach Park, right next door to the hotel in the morning was one of the best snorkeling experiences I have had in Hawaii. The water was clear and the marine life was over-abundant! Sitting at the beach bar in the evening with live music and the sound of the surf was enough to relax the body and soothe the soul for a great night of sleep! If you are local, make sure to book their Kamaaina rate. **Unfortunately, the Keauhou property has closed. However, the Outrigger has several other properties on the Big Island.
  • 78-128 Ehukai St, Kailua-Kona, HI 96740, USA
    The newly refurbished Sheraton Kona Keauhou Bay Resort is stylish, with a large pool and water slide. But it was the history and the view from the hotel (located off the famous Ali’i Drive) that won me over. The hotel gives you an excellent vantage point to the bay around which King Kamehameha III was born (stillborn, as legend has it). He grew up to become Hawai’i’s powerful and benevolent ruler, and sought to unite the people. He called The Big Island his home and is beloved by many. The hotel offers several notable cultural markers, including two heiau (Hawaiian temple) replicas.
  • 585 Hinano St. Hilo, HI. 96720
    Very few people have the willpower to resist a candy shop. Anyone with curiosity about the candy making process will be drawn to Big Island Candies with the big picture windows into their production room. Their small batches ensure fresh shortbread cookies and chocolate truffles are distributed to their resellers and customers. The shortbread comes in several Hawaiian flavors like macadamia nut, pineapple, and kona mocha. There are so many chocolates to choose from, but my pick is the Hawaiian macadamia nut caramel cluster, with a side of milk chocolate macadamia nut toffee, and a last course of dark chocolate covered whole Kona coffee beans. If your candies make it home, they will be the perfect gift for friends and family.
  • 92-1001 Olani Street
    This Four Seasons Resort offers guests plenty of ways to relax and get to know Hawai’i.

    First, you can push beyond the protected cove and explore the coastline of Lanikuhonua, a sacred spot that served as a retreat for ancient Hawaiian chiefs and royalty. Part of the Four Seasons Resort Oʻahu curator program, this serene early morning experience blends exercise, education and meditation, thanks to its leader Anu, a kahuna (shaman), and his band of merry watermen. “Too often modern life drowns out engagement with nature,” he explains. “We give too much time to our gizmos and forget the ocean can bring health and peace of mind.” Suitable for all levels of paddlers.

    After a day on the water, head to their restaurant. This surf-style restaurant elevates Hawaii’s food truck fare at the Four Seasons Resort Oʻahu at Ko Olina. Expect ahi poké, wild boar hot dogs and the coolest French fry innovation out there: a heaping platter of slender spuds topped with parmesan, cherry tomatoes and wilted arugula for that “it’s healthy, really” feeling! Wash it all down with kombucha on draft – with flavors like lychee or lilikoi (passionfruit) – or cocktails such as the Castaway, featuring melon vodka, coconut water and lime juice. Come prepared to lounge outside, as the Waterman wraps around the family pool and also serves its exclusive beach. Open 11am to 6pm.
  • 412 Lewers St, Honolulu, HI 96815, USA
    The 112-room Surfjack Hotel channels 1960’s Hawaii, with vintage upholstery on the headboards, reed ceilings, and midcentury modern furnishings. The onsite Swim Club, with its outdoor pool bar, hosts music events and movie nights. Don’t miss a meal at Mahina & Sun from celebrated Honolulu-born chef Ed Kenney, whose menu showcases island cuisine and ingredients, or a trip to the Olive & Oliver boutique, whose clothing and accessories line are inspired by Hawaiian culture.
  • Waialua, HI 96791, USA
    Ancient Hawaiians believed their souls would leap into the spirit world from this lava shoreline on the western tip of Oahu. These days, people jump off here in gliders instead, soaking up views of the Waiʻanae coast to the south, Mokuleʻia to the north—and the glorious, denim-blue Pacific stretching from here to eternity. Take a 5.4-mile round-trip hike and check out the albatross sanctuary on Kaʻena’s wild coastal acreage (free to visit). Keep an eye out for monk seals, one of the world’s most endangered species, found only in Hawaii. Watch for their silvery-gray sausage shapes as they lounge on the beach, but give them space. Always retreat if a seal awakes, vocalizes, shies away, or tries to shield a pup.
  • Paia, HI 96779, USA
    The final stop before the Hana Highway, Pā’ia was once a plantation town; today it’s a boho enclave full of galleries, independent boutiques, lazy cafés, and a Tibetan Buddhist stupa (place of meditation). Stock up on fuel for exploring at Mana Foods: Like Doctor Who‘s TARDIS, this indie health-food store is bigger on the inside than it looks from the outside. (It also has a shockingly vast selection at reasonable prices.) Other highlights include Mahina, often voted Maui’s best boutique, and the funky soaps, jewelry, clothes, and Hawaiiana of Alice in Hulaland. Downshift at Baldwin Beach Park, the best for bodyboarding and swimming. Then drive out to Ho’okipa Lookout (before the Mile 9 marker) to marvel at the massive breakers in winter or advanced windsurfers streaking across the sea almost all year round.
  • 2259 Kalakaua Ave Honolulu, HI 96815
    Built in the Roaring Twenties, the Royal Hawaiian ushered in the glam age of Waikiki Beach. The so-called Pink Palace, a Spanish Moorish–style confection set on bright-green lawns was, at the time, the priciest hotel project in the Pacific and a fast favorite of Hollywood royalty and East Coast blue bloods (who, in those early years, arrived by steamship, along with their piles of trunks and chauffeured cars). For those first few decades, anyone who was anyone, it seemed, stayed at the Royal Hawaiian; on any given day, you might see the likes of Spencer Tracy autographing a coconut or Joe DiMaggio surfing off the hotel’s beach. Once other luxury hotels sprouted up on Oahu, the Royal Hawaiian’s star faded some, but after a massive renovation in 2008, it became a member of Starwood’s Luxury Hotel Collection and, once again, one of the top spots on the island. The makeover managed to keep those graceful old bones and art deco flourishes (miles of tile, sweeping arches), while giving the whole place a long overdue upgrade. Genteel surroundings aside, the hotel is as lively as ever. But at night, when the oceanfront Mai Tar bar is rocking, guests can still scope out quiet corners. Retreat to the gracious portico lined with rocking chairs or the garden pathways dreamily lit by torches, and you’ll discover that the romance of old Waikiki lives on.
  • Aulani, A Disney Resort and Spa
    A Hawaiian fantasyland on Oahu’s more remote leeward coast, about 40 minutes from Waikiki, Aulani is so seductive—for all ages—that many guests are loath to leave the property at all. And who can blame them? The beach is an idyllic cove (albeit a man-made one) stocked with kayaks, boogie boards, and everything else little beach bums could want. Then there are the three pools, including one for adults only and one filled with tropical fish for snorkelers-in-training, two impressive waterslides, and the biggest crowd-pleaser of them all, a 900-foot-long lazy river where guests, big and small, splash around on inner tubes as they meander around a faux-rock grotto. Goofy, Minnie, Mickey, and the rest—all in their vacation outfits—make occasional cameos at the breakfast buffet or by (sometimes, in) the pool. But while Aulani is most assuredly every kid’s dream, it is not every parent’s nightmare. The resort decor is more traditionally Hawaiian than obnoxiously Magic Kingdom; the lobby is built to recall an old canoe house, on a grand scale, and is covered in murals, painted by local artists, depicting island life. Hawaiian storytellers gather around a fire pit at night, and rooms have warm woods, with a single subtle reference to the Mouse King—a wooden carving of Mickey with a surfboard and ukulele that doubles as a desk lamp. Perhaps best of all, the Aulani has an outstanding, supervised kids’ club that’s free to guests ages 3 to 12. Babysitters are available for kids as young as six weeks old.
  • 2525 Kaanapali Pkwy, Lahaina, HI 96761, USA
    In an island area of West Maui that draws many transplants and seasonal employees, Dale Simonson’s longevity at 40 years behind a bar is amazing. But top that with his expertise at making tropical drinks and his friendly attitude and the Tiki Bar may just become your favorite Maui hang-out too. Dale is said to know all of his world-wide visitors by name and some will make certain he’ll be manning his tropical “ libation- station” before they book their Maui vacation at the very Hawaiian Ka’anapali Beach Hotel. Here is his recipe for the popular Blue Hawaii: · 14 oz. Hurricane glass · 3 oz. ice in hurricane glass · 1 ½ oz. Vodka · 2 oz. Sweet & Sour mix · 3 oz. Pineapple Juice · Top with 1 ½ oz. Blue Curacao Dont forget the umbrella and floating orchid!
  • 16-701 Macadamia Road, Hilo, HI 96720, USA
    Living in Hawaii, I find it’s not hard to appreciate macadamia nuts. After moving to the Islands, I did not waste any time determining my favorite kind of chocolate-covered mac, Mauna Loa. As with many other companies, mac nut orchards dot the Big Island, which has a great growing environment for the unusual nuts. The Mauna Loa Macadamia Nut Company operates a visitors’ center on the Big Island along with their orchards and processing plant. A tour of the area includes a farm to final product education and, of course, free samples for your enjoyment. I always keep several boxes on hand to give to my house guests to welcome them to Hawaii, but mac nuts are also a great gift for tourists to bring back home.
  • 1813 Baldwin Ave, Makawao, HI 96768, USA
    If you’re looking for tropical tranquillity, bypass Maui’s buzzy resort enclaves and head away from the coast to the island’s laid-back Upcountry, where you’ll find Lumeria. At the 24-room wellness retreat, visitors can start the day with a guided sunrise meditation, then strengthen their yoga practice, learn to hula or surf, and go snorkeling off the North Shore. Spa treatments include Hawaiian massage and acupuncture as well as nontraditional therapies like crystal healing and shaman-led journeys. The schedule is flexible, so you’ll have plenty of time to learn about Hawaii’s paniolo (cowboy) culture or just take in the ocean views from your private lanai. Guest rooms feature art by local Maui artists, four-poster beds topped with organic linens, and stone-tile showers stocked with Aveda products, while the Wooden Crate restaurant prepares farm-to-table meals with nearly 200 types of fruits and vegetables that grow on the property.
  • 1 N Kaniku Dr, Waimea, HI 96743, USA
    Prepared on Norio’s signature cedar plank, Norio’s Crispy Salmon, Kulana Farms 31 Day Dry Rib Eye, or sustainably caught Hawaiian Ahi will tantalize your tastebuds and leave you craving more. You can eat at a sushi bar or at tables in the comfortable dining room located within the Fairmont Orchid Resort. Open for dinner only (6 to 9 p.m.); reservations are recommended.