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AFAR chose a destination at random and sent writer Brett Martin with 24-hours’ notice to the most challenging island in the Caribbean.

It’s a ripple effect.

Find a hotel that suits your vision of island paradise, be it a romantic private villa on a remote coastline or a family-friendly beachfront resort with all the bells and whistles. We’ve compiled a list of our favorite places to stay for any type of Hawai‘ian getaway.

Become a Paniolo (Hawaiian Cowboy) for a day and do an actual cattle drive while on the Big Island of Hawaii. Even though it was a rainy, moody day, it was the perfect unique experience to have in Hawaii. Hawaii is much more than beaches! More information about my experience at Dahana Ranch: http://www.ottsworld.com/blogs/cattle-herding-in-hawaii/ Dahana Ranch P.O. Box 1293 • Kamuela, HI 96743 • toll free: (888) 399-0057 • p (808) 885-0057 • f (808) 885-7833 • [email protected]

For cross-country skiers, one winter destination rises above the rest: humble Hayward, Wisconsin, where, for a glorious weekend, their obscure sport is king.

Historians place the arrival of the first humans in the Hawaiian Islands on the southern side of the Big Island of Hawaii. From the Island’s South Point mooring places and petroglyphs on the volcanic lava fields, to churches and gathering places dotted throughout the historical ahupuaa (a region of land from the uplands to the sea), the Big Island is a showcase for the history of humankind in the Hawaiian islands.

In the City of Canals, even cynics can fall in love.

Hawaii’s capital still exudes a laidback surfer vibe amidst its urban buzz. Hotels such as the Halekulani and the Royal Hawaiian harken back to the glitzy glory days of Waikiki Beach, while the storied Kahala Hotel & Resort still affords the privacy that attracted actors, movie stars and U.S. presidents. Budget-minded travelers will love the retro-modern vibe of Coconut Waikiki, but families should book the Polynesian-themed Outrigger Reef Waikiki Beach.

Maui’s culinary scene is having a moment, as a renewed interest in local ingredients—especially heritage ones—powers the island’s restaurants to new heights. Visitors may come for the sun and surf, but they’re lingering for the innovative food, made from ahi, coffee, coconut, kalo (taro), ulu (breadfruit), Spam, and beef raised by paniolos (Hawaiian cowboys). Forget pineapple on pizza, however delicious. Today’s best chefs are focused on Hawaii Regional Cuisine, a movement that started in 1991 to showcase the archipelago’s diversity. Expect to savor Japanese, Filipino, and Native Hawaiian flavors, often in the same dish.

Hawai‘i is the 50th state, but really it’s its own planet. Soar above hot lava in a helicopter, surf waves as tall as your house, or take a music lesson from a member of the Ukulele Hall of Fame! These are just a few of Hawai‘i’s top attractions.

The Aloha State is a foodie haven that’s unlike anywhere else, thanks in large part to its bounty of fresh, local ingredients. From poke to ramen to Portuguese-Chinese fusion served with a helping of traditional shave ice, you won’t be able to decide on the best place to eat in Hawai‘i.

Whether your taste runs to fruity tropical drinks, vintage wines, or a nuanced craft cocktail, from dive bars with live music to oceanside terraces with sunset views, the perfect island bar awaits.

With luxury resorts, quaint motels, condo rentals, and campgrounds, the Big Island offers a wide variety of accommodations. If you’re looking for high-end resorts, the Kona area on the west side of the island is your best bet, while travelers who prefer a low-key condo or B&B will be better off on the eastern Hilo side. Be sure to book in advance, especially during events such as the Ironman Race in September and the Merrie Monarch Festival in April.