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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.

My favorite part about living in Hawaii is the view from where I live. I am tremendously blessed to have the spectacular ‘perch’ that I do looking over Diamondhead, Waikiki, Honolulu, and past the airport to Ko’olina. If you are looking to see such a spectacular view of Southern Oahu, drive up Round Top Drive to Pu’u Ualaka’a State Park for sunset. You will find a large grassy area to share a picnic or lay back and watch the clouds roll by. Or you can stand up a bit higher at the lookout and identify all the places and roads you have been while in Honolulu. If hiking is more your style, there are plenty of trails up on this scenic route as well. Or, perhaps, you will just enjoy the curly queues and hairpins of the the Tantalus-Round Top Drive loop. No matter what you do, it is a refreshing reprieve from the busy scene in Waikiki!

One of the world’s best beaches according to UNESCO, this beautiful palm-lined stretch of golden sand 40 minutes north of Punta Cana is known for its top-rated surf school and its oceanfront restaurants that serve delicious, Dominican-style fish plates. Catch some waves at one end of the beach, then swim in the calm water at the other, where fishing boats loaded with red snapper and lobster pull ashore. Mid-beach, you’ll find food and drink stands alongside activity concessions, from buggy rides in the dunes to stand-up paddleboarding, horseback riding, and surf lessons.

Watching the sun set on Jamaica‘s west coast is a bona fide activity. The island’s red skies are a sight to behold. I have yet to experience a better Caribbean sunset than in Jamaica. From Montego Bay all the way to Negril--famous for having the best--to Whitehouse, get your camera and Red Stripe ready for the last hours of daylight. You won’t lack for choice of seafront bars or scenic spots--from the trendy Pier One in Montego Bay to the wooden shack watering holes along Negril’s West End cliffs. Wherever you end up, there’s a very good chance you’ll get hooked on this daily sunset viewing routine.

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.

Built in 1901, the legendary “First Lady of Waikiki” blends Victorian architecture with a golden beach and turquoise seas. Putting a luxury hotel in a deserted backwater was a bold move—but one that paid off. Tourism took off here and the Moana remains its ruling monarch. One of the most lovely, historical hotels in Hawaii, it still has Ionic columns supporting an elegant porte-cochère, plus a long shaded gallery along its facade where rocking chairs encourage guests to watch the world go by. A $21-million renovation brought it up-to-date in 2014 and added a new beach club. But an exhibit room still honors its rich past on the second floor of the Banyan Wing, and serves as a jumping-off point for free historical tours (11 a.m., Mondays and Wednesdays).

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.

In 1995, Scottsdale residents voted to set aside a large parcel of undeveloped city land as protected open space. Today, the roughly 30,000-acre McDowell Sonoran Preserve provides an opportunity for adventure. Hike, bike, and rock climb, or take to the trails with local guides from Arizona Outback Adventures and learn all about the desert along the way. Because most of the creatures that live in this desert habitat are more active at night, the best time to view animals is on early morning or evening hikes.

The ancient Hawaiians revered mantas in very high regard. With up to 25-foot wingspans, these majestic sea creatures feed on some of the sea’s smallest organisms: zooplankton. Strap on a snorkel to watch them dine at night, doing slow, gape-mouthed barrel rolls as they swallow copepods, mysid shrimp and arrow worms. The two most popular Big Island sites—off Kona International Airport and near the Outrigger Kona Resort and Spa—have suffered overcrowding lately, which is terrible for both the rays and the people who love them. Try Jack’s Diving Locker for a scuba descent and Eka Canoe Adventures for snorkeling, after checking out guidelines from the Manta Pacific Research Foundation.

Affectionately called the First Lady of Waikiki, this grande dame opened in 1901. Its gracious architecture harks back to the sugar-plantation era and wraps around a courtyard anchored by a massive banyan. Pull up a chair under its spreading branches—or else a seat overlooking the ocean—and enjoy island-inspired fine dining. East meets West here with appetizers like Kona abalone bourguignon, tempura asparagus with Parmesan custards, and twice-cooked octopus with macadamia romesco. Entrée standouts include the miso salmon and Korean-fusion Beach Bim Bop starring fiddlehead ferns, kimchi Brussels sprouts, and Ali’i mushrooms from Hawaiian grower Hamakua. Save room for its tour-de-force finale: A “dessert tree” with small bites of everything from macarons to red-velvet cheesecake.

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.

Tucked among the pristine rain forests of Kauai’s remote North Shore, Princeville Resort’s lush 9,000 acres feel like they’re straight out of South Pacific. In fact, the classic musical used neighboring Mount Makana as a stand-in for Bali Hai. The peak’s verdant slopes are visible from many of the property’s 251 rooms, which are clad in ocean- and floral-inspired hues and outfitted with custom wood furnishings and marble baths, but the real draws lie elsewhere on the property: in the private snorkeling beach and massive infinity pool overlooking the cerulean waters of Hanalei Bay, an 11,000-square-foot spa that specializes in traditional Hawaiian clay treatments, and a world-class golf course designed by Robert Trent Jones, Jr.

An antidote to hectic modern life, Travaasa Hana, on Maui’s remote eastern coast, feels like a step back in time. There are no televisions, radios, clocks, or air-conditioning (ceiling fans and panoramic sliding doors capture ocean breezes) in nearly all of the 70 cottages and suites, but you won’t miss them. Your days will be spent soaking up Hawaiian culture, whether that means fishing with throw nets, making traditional ti leaf leis, or enjoying an open-air ukulele lesson. Of course, no visit to these parts is complete without a journey along the legendary Road to Hana, which lies to the north and west and promises primordial views of waterfalls, gardens, and secluded swimming holes. Upon your return to the resort, savor the fresh-caught specialties at the Preserve Kitchen & Bar, overlooking Hana Bay.

Standing in Plaza Congreso, you might find yourself staring up at the Moulin Rouge-like windmill adorning an Art Nouveau building on the corner. Approaching the door, you’ll see it’s covered in cobwebs - this architectural landmark, once a glamorous cafe where politicians had coffee and tea between meetings, has been abandoned for years. Confiteria El Molino (‘el molino’ means ‘windmill’) has been closed since 1996, though local activists keep pushing to fund its restoration. So far, it hasn’t happened, and the fairy tale-like building on the corner adds an eerie ghostly feel to the busy urban intersection.

There’s a lot that makes Shutters on the Beach special, starting with its location—it’s one of only two Santa Monica hotels right on the beach (the other is Mediterranean-inspired Casa del Mar, the sister property next door). Shutter’s waterfront spot gives it a palpable sense of place—especially when you’re sipping something sparkling in the hotel’s updated courtyard, listening to the waves or the Saturday brunch jazz ensemble. The design by White House decorator Michael S. Smith takes its cues from Cape Cod, with blue and white interiors and floor-to-ceiling shutters opening up to ocean views.


The 198 guest rooms and suites—many with balconies—and all feature sunken Jacuzzi tubs. In the summer, life revolves around the beach here, and an activity center is well-stocked with boogie boards, beach cruisers, and umbrellas. The pool is heated year-round, with curtained cabanas and superb guacamole served at the pool bar. Come winter, the main lounge is the beating heart of the resort. The fireplaces crackle as bartenders serve up drinks from a hearty whisky, wine, and cocktail menu; the couches are so comfy, the kiddos might curl up and fall asleep as the folksy duo on duty plays an acoustic nightcap. This is laid-back luxury at its best.



Don’t forget to spend some downtime at the serene ONE Spa, or dine on blue crab and hamachi crudo at the higher-end, coastal California restaurant, 1 Pico. Pro tip: You don’t need to step far from your room to soak in some culture. The hotel has a noteworthy art collection, with pieces by Ellsworth Kelly, John Baldessari, and William Wegman, among others, on display throughout the property.