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This top-of-the-line property of the San Vicente Hotel Group (which owns the nearby San Vicente and Hostal Villamil), is a three-level, all-white hotel that feels almost like a beach villa. It’s actually just a couple of blocks from Puerto Villamil’s two-mile-long stretch of municipal sand, and most of the surrounding sandy streets are filled with palm trees. The facilities here provide enough so that guests’ only real concern will be getting to other parts of the island. The restaurant stays open all day with a varied menu and drinks list. There are flat-screen TVs in the rooms and free Wi-Fi in common areas. Shaded by a few umbrellas and a cane canopy over the Jacuzzi, the rooftop terrace is the favorite hangout for most guests at this small hotel. In every direction comes another jaw-dropping view, such as the Pacific Ocean, the Sierra Negra Volcano, the highlands, or a saltwater lagoon filled with flamingos.

Put on your comfortable shoes and head to the many trails of Cayman Brac to see wildlife, as well as scenic and geological sights. There is a path for all skill sets. Listen to the mating calls of the parrots flying above at the National Trust Parrot Reserve Hiking Loop, or descend carefully into Peter’s Cave and move through the various layers to discover a truly breathtaking natural wonder. Most hotels have a brochure of all the hiking trails; this includes images, difficulty, and a brief description of each trail.

Iguanas swim here in the ocean, which, separated only by a line of palm trees, nearly laps right up to the front of La Casa de Marita. The three-level building began 20 years ago as a house, literally Marita’s house. It has continued to expand over the years, adding a room here and a wooden deck there. The idea was not to create a large hotel, but a family-friendly inn that’s just friendly and comfortable enough that everyone feels welcome. They’re short of being luxurious, but the colorful, funky rooms have clay-tile floors and are equipped with eclectic wooden furniture; those on the ocean side have small balconies crisscrossed with hammocks. An on-site restaurant caters mostly to hotel guests, often preparing buffet dinners or beachside tables for groups or special occasions. There are a few chairs and tables with umbrellas on the beachfront, which doesn’t sound like a lot, but here, it is all one needs.

Owned by Terry Kaljo—a former model and founder of the Contemporary Hotels collection of upscale rental homes and villas—the Medusa Boutique Hotel offers 18 unique accommodations in Darlinghurst, an eclectic area and the epicenter of Sydney’s gay community. The 19th-century home is filled with wacky touches, from red Alice in Wonderland–style carpeting that runs up the grand staircase to pastel-pink walls studded with maple leaves in the entryway. The midcentury-modern rooms—with their retro primary colors, geometric patterns, and vintage chaises longues—attract fashion, media, and design professionals looking to get beneath the surface of one of Sydney’s liveliest neighborhoods. But there’s still the opportunity to relax, as guests can settle in next to the fireplace in the lobby to read the newspaper, enjoy a complimentary pastry, or make new friends. Longtime staff members offer the kind of local knowledge and personal attention that keeps guests coming back.

This lodge offers a private island stay, paired with the option of experiencing the Swahili architecture, music, and culture of Stone Town (Zanzibar’s main town, 20 minutes from Mnemba by boat plus a 90-minute drive). Ten high-ceilinged, thatched bandas are footsteps from a flour-fine sand beach and are romantically furnished with elaborately carved wooden beds. For those who want a change of scenery, verandas and shaded beach beds offer a variety of places to sleep off all the early morning safari wake-up calls. Just under one mile in circumference, Mnemba Island has permanent residents that include poodle-sized Suni and rabbit-sized Ader’s duiker antelope, breeding doves, and enormous terrestrial coconut crabs. Sunbathers can spot dolphins from the beach year-round, and scuba divers might encounter the occasional whale shark.

The Hyatt brand is world renowned for its service and experience. Their Maui property checks all the boxes for creating the perfect island vacation. From the beautifully executed integration into the ocean environment, to the services and activities at your flip flopped feet, life’s stresses give way to island time the moment you arrive. Close enough to Lahaina town to skip a car rental, yet buffered from the distractions of the world, it’s a great balance in one location. The onsite restaurants are top notch, easily keeping your calorie intake therapeutic. The bars offer a wonderful mix of island cocktails to melt away any residual tension from your stand up paddle board lesson. The little bay on the south end of the resort is home to a healthy group of huge sea turtles, easy to paddle up to in a kayak or board. Walking everywhere is easy and entertaining. Whaler’s Village is just a mile up the beach on a paved path the takes you through some of the other resorts in the neighborhood. Rooms are crisp, spacious and have some ocean views. The resort is medium-sized so you don’t feel overwhelmed by the physical plant. Speaking of plants, there are hundreds of native flora dotting the grounds. Also wondering about are flocks of flamingos and penguins. The Hyatt is a first-class operation leaving you free to relax to your heart’s content.

Formerly the 1888 Hotel.
What used to be a wool shed in the middle of a sheep farming area is now a youthful hotel that celebrates the Pyrmont district’s heritage while featuring the full suite of modern amenities. Opened in 2013, the hotel is an extravaganza of wool, which is found in the felted black lampshades attached to old pulleys in the lobby, in the lower wall panels in the hallways, and as carpeting throughout the building. The old Wool Brokers Arms is visible across the street from the heritage rooms on the west side of the hotel. Modern and cheeky touches also abound at this boutique property, known as the world’s first Instagram hotel. There’s an empty “Selfie Frame” hanging amid mismatched furniture in the lobby, and guests with at least 10,000 Instagram followers are offered a free night’s stay. (Mere Instagram mortals have a chance to win, too, by using the hashtag #1888hotel to be entered into a monthly photo contest.) 1888 is also a leader in sustainability; the hotel preserved the building’s original ironbark beams and built desks from recycled floorboards. The minibar is more conscious than usual, too, stocked with Alter Eco chocolates, Charlie’s juices, coconut water, and fresh milk. The best things about 1888 are the little surprises. Even the hotel’s name has a double meaning: 1888 was the year the building was constructed but was also the year that the Kodak camera debuted.

As the name suggests, this soaring 44-story hotel from the Ritz-Carlton brand is peppered with high-end artwork, mainly by renowned Spanish and Catalan artists such as Eduardo Chillida, Albert Rafols-Casamada, Perico Pastor, and Luis Feito. But there’s much more to the hotel than paintings and sculptures—such as the peaceful terraced gardens, an outdoor swimming pool that overlooks a large Frank Gehry fish sculpture, a luxury spa offering panoramic views, and several excellent restaurants. The hotel overlooks Barcelona and the Mediterranean from its prime location on the Olympic Port. And, perhaps best of all, the beach is right at the doorstep.

The rooms are a delight, too, with dark-wood furnishings and flooring, flat-screen TVs, and sleek, spacious bathrooms that come with separate bathtubs and Asprey toiletries. The hotel’s penthouses are even more swish; guests who book one of these will not only get their own private elevator and fully equipped kitchen (where the hotel’s chefs will happily prepare meals en suite) but can also book a dedicated butler service.

This airy, oceanfront restaurant can get crowded, so expect a wait whenever you go. It’s worth it, however, for the stellar menu of Hawaiian seafood dishes, plus the tropical cocktails. Pair a ginger mojito or strawberry piña colada with pupus (appetizers) like macadamia-crusted calamari and soy-ginger ahi poke, topped with local Surfing Goat Dairy cheese. Then move on to entrées like citrus-herb grilled fish tacos or the coconut-crusted catch of the day. If you’re not one for seafood, there are also excellent burgers and a teriyaki sirloin on the menu.

One of the most luxurious tented camps in all of Africa sits on an open plain within Singita Grumeti, a 350,000-acre private reserve that adjoins the Serengeti National Park ecosystem, through which vast herds of wildebeest and zebra migrate. Huge, ornate tents are throwbacks to 1920s expedition style, decorated with crystal port decanters, freshly cut flowers, decorative carpets and kilims, four-poster beds, clawed bathtubs, and wood-and-leather campaign chairs. A personal assistant organizes game drives, horseback riding, and hot air ballooning. Leased by American hedge fund mogul Paul Tudor Jones, the private Singita Grumeti concession has off-road driving rights (unlike the Serengeti National Park) and strategically placed manmade water holes that encourage resident wildlife to congregate for the guests. Opulence and attentive service don’t overwhelm the experience of immersion in nature; the tents’ mesh windows allow bush noises to come through at all hours, and zebra frequently dust bathe on the red-earth tennis court.

Opened in time for the 2000 Sydney Olympics, the Establishment is a pioneering 31-room boutique hotel housed in an 1890s steel plant near the modern-day stock exchange building downtown. Managed by the hospitality group Merivale—which started as a fashion house specializing in fascinator hats and mini skirts—the hotel is popular among brand executives who book the 328-square-foot Loft Penthouse for product launches and photo shoots. Rooms feature wood furnishings, swinging metal doors, animal hides, and suedelike daybeds as well as such amenities as Apple TV, Bose surround sound, and Lululemon yoga mats. Bathrooms are particularly luxurious here, with marble floors, freestanding tubs, Bulgari products, and tall windows that open up to Sydney’s bustling business district. The best part about the Establishment, though, is the internal access it offers to some of the city’s hottest bars and restaurants, which are housed within the same complex as the hotel. And after enjoying live music and a few stiff cocktails at the speakeasy Palmer & Co, guests are welcomed to bed with Sleep Tight tea and a homemade chocolate chip cookie.

Chiseled from a sandstone-and-brick wool factory on the site of Sydney’s first hospital, the Harbour Rocks Hotel is one of the most historic accommodations in the Rocks—and maybe the most haunted. Hotel staff say part of the building, named Scarlett’s Cottages after a well-known lady of the night, is watched over by Eric, a man who once lived here and who still searches for Scarlett in the labyrinthine corridors after she swore her love to him and then disappeared. Ghosts aside, the hotel’s 59 rooms are peaceful, with high ceilings, Georgian arched windows, brick walls painted dark gray, Old West–style textiles, and wool carpeting that recalls the building’s former life. The place is filled with fun artifacts, too, from the ancient luggage lift to old maps and letters framed on the walls. The early-20th-century history that pervades the building is also found in every direction outside its doors.

Formerly Blue Sydney.

Carefully constructed around support beams and pipes from a 100-year-old wheat and wool wharf, this hotel offers a beautiful mix of old and new that juts out into the Woolloomooloo harbor. The Heritage Level is where you’ll find original wooden pier pilings, metal wheels, and conveyor belts that date to 1910, but classic touches such as early-20th-century photographs of Sydney are scattered throughout the property. Goose down bedding, plush furnishings, walk-in showers, and in-room iPads make modern travelers feel right at home, and the bar that runs the length of the central atrium—hanging Swarovski crystals shine pink and purple in the evening candlelight—often hosts fashion shows and cocktail events. Most rooms have sliding glass doors that take advantage of the hotel’s over-water location between the Royal Botanic Gardens and Rushcutters Bay; they open to either the city skyline or the Potts Point naval base. Maritime history buffs should book the latter and check out the site on the wharf from which sailors boarded ships for Gallipoli.

The award for most prized piece of Sydney real estate must go to the Park Hyatt. The hotel is tucked directly beneath the Harbour Bridge, and many rooms showcase head-on views of the Sydney Opera House, perfectly framed in floor-to-ceiling windows and doors. In 2011, the Park Hyatt was layered with sandstone and marble to reflect the local Rocks neighborhood, which was built from sandstone in the Georgian period. Carvings, sculptures, paintings, and photographs by eight renowned Australian artists—including Robert Billington and Bruce Armstrong—further connect guests with the hotel’s setting. Travelers get what they pay for here; every room, no matter the price, comes with a balcony, butler, and harbor views from the tub. Guests also have access to the coveted rooftop pool deck—where a sunset cocktail is highly recommended. The Park Hyatt is unbeatable for New Year’s Eve, the Vivid Sydney festival, or really any time of the year.

A longtime favorite among royalty, rock stars, actors, and visiting dignitaries, the Langham hotel completed a $30 million renovation in December 2014. London-based GA Designs was charged with retaining the hotel’s stately character—check out the original fireplace transplanted from the Sydney’s beloved Elizabeth Bay House—while creating a sun-drenched new look dressed in white, amber, and silver. The new design also maximizes the property’s Darling Harbour views, most notably in the opulent lobby, whose Calcutta marble floor and gold-leaf paneling are reminiscent of a high-end spa. What hasn’t changed is the Langham’s superlative customer service. Guests can request a chartered yacht or helicopter to get to their show or meeting, and arrange a private picnic, tennis match, sunset Harbour Bridge climb, or tour of the hotel’s display of Sidney Nolan paintings (Australia’s largest private collection of his work). There’s even a discreet entrance and in-room check-in for guests who want maximum privacy, as well as an unpacking service for travelers eager to feel at home right away.