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Tacking a microtrip onto your Hawaiian getaway has never been easier.

Overview

In Maui, visitors are spoiled for choice when it comes to hotels. The island is home to everything from plantation-style B&Bs to sprawling beach resorts with floating restaurants, offering something for every type of traveler, whether they care most about spacious rooms, outdoor pools, or ocean views. Find family-friendly elegance at the Fairmont Kea Lani; an artsy, boho-chic vibe at Andaz Maui at Wailea Resort; or utter luxury at Four Seasons Hotel Lanai, a sanctuary on a nearby island that was once home to the world’s largest pineapple plantation.

Lanai, a sleepy, 140-square-mile former pineapple plantation, is suddenly in the spotlight. Following the island’s purchase by tech billionaire Larry Ellison in 2012, the bay-facing Four Seasons Resort Lanai underwent a multimillion-dollar overhaul that reduced the number of guest rooms from 286 to 213. The rooms shook off their dated look with mahogany floors and walls clad in slate and teak. Guests can dine at outposts of Nobu and Los Angeles–based Malibu Farm, take private flight lessons and horseback-riding excursions, or book one of the resort’s wellness-focused retreats.

Wide-open expanses and breathtaking scenery make the Pineapple Isle ideal for horseback riding. Hop in the saddle and wind along trails through the rustling ironwoods and red hills of Lanai. These excursions—available at all skill levels—often pass deer and quail rustling in hidden, verdant valleys. One of the highlights: clopping past the island’s signature Cook pines. Each one spins the highland fog into 200 gallons of water daily! This equestrian program has exceptional guides, gear, and horses, as might be expected from the Four Seasons Lanai. Ask about lessons if you don’t feel ready for the mellow 90-minute ramble for novice riders.

In 2012, one of the world’s richest men—Oracle founder Larry Ellison—bought 97 percent of the island of Lanai. The single sweeping deal (reputed to cost $300 million) included the exquisite Four Seasons Resort, overlooking a marine reserve. The resort’s dining experience par excellence is Nobu, where celebrity chef Nobuyuki Matsuhisa presides over the perfect marriage of Japanese dishes and Peruvian ingredients. Kick things off with crispy Brussels sprouts or scallops with jalapeño salsa, then move on to sushi, hand rolls, or Wagyu beef. Save room for the Bento Box dessert with green tea ice cream and chocolate flourless cake. Or go old-school, if it’s on the menu, and order the mochi pound cake backed by yuzu-cherry jelly and peanut butter ice cream.

The Mauna Kea Beach Hotel sits on the Big Island’s Kohala Coast. Beautiful sandy beaches cater to sun worshipers while the proximity to Waimea and Kailua-Kona make it a great place for travelers who seek ocean sports, coffee culture, or horseback riding. After absorbing the sun, snorkeling, and surf, a trip to the beach bar is the perfect place to enjoy a bit of shade while sipping on cold, refreshing, tropical drinks. An evening at the beach bar with a Dirty Hula Girl may be the perfect ending to a day at this beach hotel.


The sweet smell of plumeria floats on gentle trade winds into each guest room at the Mauna Kea Beach Hotel. When entering the room, you may be surprised that floor-to-ceiling picture windows and a beautiful private lanai (patio) beckon you to step back outside—closer to the rhythmic surf and paradise in nature. In the hotel’s main building, each morning you can wake up to warm accent colors in your room that recall the previous evening’s sunset. Natural light fills the entire space and you can brew a lovely cup of Kona coffee before leaving your room to face the world. A 2009 remodel of the main building rooms along with a 2013 beachfront wing renovation enable guests to unwind in the comfort of updated interiors that still remain true to Laurance S. Rockefeller’s original vision.


Local beach access at the Mauna Kea Resort: If you go early (7:30 a.m.) there are only 40 parking spots open to get to this hidden gem. Locals know that you say “beach access” at the imposing gate for those who want to swim in its clear blue water; check it out in North Kohala. Spectacular white sand beach with some shade trees. The 40 parking spots get filled by 9 a.m. or sooner so go early. It’s also good for boogie boarding.

PropertyThe architecture at Mauna Kea Beach Hotel certainly evokes Laurance S. Rockefeller’s sense of outdoor space with breezy landscaped covered walkways and a sparkling blue tile floor in the lobby that seems to bring the calm waters of Kaunaoa Bay right into the hotel. Another not-to-miss feature on the grounds includes the Collection: a fascinating assortment of Pacific and Asian art. More than 1,600 museum pieces blend into the hotel’s ambiance so well that you will always find new treasures on each visit. Better than a museum, these pieces of history are tangible to guests who want to inspect the stitches in a quilt, photograph the colors in a carving, or feel the texture of embellishments on a statue.


After absorbing the sun, snorkeling, and surf, a trip to the beach bar is the perfect place to enjoy a bit of shade while sipping on cold, refreshing, tropical drinks. An evening at the beach bar with a Dirty Hula Girl may be the perfect ending to a day at this beach hotel.
Vino and Vinyasa (Friday evenings): Follow your sun salutations with sauvignon blanc and your planks with pinot noir at this weekly class-slash-happy hour held ocean-side on Friday evenings. It’s only fitting that the sessions focus on Vinyasa, a yoga style that synchronizes movement with breath, because you’ll want to inhale the salty sea air deeply as you gaze at a fiery Big Island sunset.


Glow Stand-Up Paddling and Canoeing: Kauna’oa Bay’s large plankton population attracts manta rays, and you’ll find yourself gliding alongside them during this nocturnal excursion. Thanks to LED lights carefully strapped on your board, your hour-long jaunt may also include a parrotfish sighting (they’re intrigued by the boards’ shimmery glow.) You can treat stand-up paddle boarding as a workout, or simply stargaze as you float. New paddlers can take an introductory canoe ride while more seasoned guests can explore the Kohala Coast’s caves and coves on a private group charter.

With its thatched roof, bamboo bar, and surfboard decor, this beloved watering hole—often voted Maui’s best bar by locals—checks all the tiki boxes. Head here for live music, lanai seating, and late-night dancing, plus fun and fruity rum cocktails like mai tais, zombies, daiquiris, and piña coladas. Beyond its drinks, South Shore Tiki Lounge was recognized by the state of Hawaii as an outstanding business for its regular fund-raising efforts, which benefit local organizations like the Keiki Cupboard, Hawaii Wildlife Fund, Maui Humane Society, and Hawaii Animal Rescue Foundation. All that to say, you can feel good coming here to wash down a massive chili-cheese hot dog with a lychee-watermelon martini.

A few blocks up from the beach, the Coconut Waikiki is a bright and cheery budget-minded boutique hotel. The rooms are plenty roomy (197 to 265 square feet for the standard quarters; up to 1,200 square feet for the largest suites), and all have kitchenettes and private lanais. The look is fresh and modern, with light wood, white linens, and pops of color in armchairs and pillows. Amenities are minimal (no restaurant, no bar, and a teeny pool), but there’s free, speedy Wi-Fi, DIY laundry (for a fee), and, every morning, friendly international guests gathering in the lobby to toast their own waffles at the complimentary continental breakfast.

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.

Surfers have long favored the legendary breaks at Poipu Beach, on Kauai’s south coast, but honeymooners and romance seekers have staked a claim at the beachfront Ko’a Kea Hotel & Resort, a boutique-style getaway in a revamped 1960s lodging that offers a peaceful alternative to the island’s big-name hotel chains. Arranged around an umbrella-dotted pool area, the intimate 121 rooms have private balconies and lanais and island-appropriate decor (think shell-themed artwork and carpeting and coral-embellished drapery framing the sliding doors). Order in to sample sushi prepared with the day’s fresh catch, or head down to Red Salt, helmed by Kauai native Noelani Planas, whose savory vanilla-bean mahi-mahi and lemon-pineapple soufflé pancakes earn rave reviews.

Opened in 2013, Andaz’s first and only Hawaiian property has four cascading infinity pools (plus many more private plunge pools) and an enviable location on Mokapu Beach, meaning guests are never more than a few steps from water.

The 290 rooms and suites are decked out in stylish, contemporary furnishings—some even come with Viking grills on private lanais—and 10 luxurious villas feature up to four bedrooms, with the largest maxing out at a sprawling 4,000 square feet.

The resort’s full calendar of activities offers everything from coconut leaf weaving to kayaking, outrigger canoeing, and stand-up paddleboarding—plus GoPro shooting and editing lessons to best capture it all. At Morimoto Maui, one of four restaurants on the property, renowned chef Masaharu Morimoto combines Japanese and Western influences in inspired dishes like yellowtail “pastrami,” served with a gin-spiked crème fraîche.

At the ‘Awili spa, where guests can choose locally sourced ingredients for a custom body treatment.

Cheeca Lodge manages to be upscale and relaxed at the same time. This duality is perhaps best embodied in Cheeca’s flagship restaurant Atlantic’s Edge, which offers a refreshed take on island cuisine (like the roasted red snapper with dragon fruit or the hibiscus swordfish) in an elegant but breezy oceanfront setting. The 27-acre luxury resort on Islamorada Key—one of the sport-fishing capitals of the world—was renovated following damage from Hurricane Irma in 2017. The revamped lobby, fully rebuilt fishing pier, 214 redesigned guest rooms, and new Italian restaurant have made Cheeca even better than before. Airy suites feature curated artwork, hand-tufted rugs, and rattan accents, and each suite opens to a private lanai with a partially enclosed open-air jacuzzi. A new point of pride is the refreshed 5,700-square-foot spa, which now has seven treatment rooms, a wet room with Vichy shower, hydrotherapy facilities with a steam room, and a fully equipped fitness center. Still to come in early 2019 is a brand new oceanfront pool (bringing the resort’s total to three, including a saltwater lagoon) and tiki bar, 25 South. If you must leave, book a fishing excursion, sunset cruise, or round of golf at the 9-hole Jack Nicklaus-designed course—and enroll the kids in the eco-focused Camp Cheeca.

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.

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.