Sunrise on a tropical island. Palm trees on sandy beach.

From the white-sand beaches of Barbados to the inky black shores of Hawaii, there are so many island vacations to choose from. If you’re ready to surround yourself with turquoise waters, warm breezes, and colorful cocktails, here’s our list of the best island vacations around the globe. Let the island-hopping begin!


There’s just so much to do in this special Caribbean destination. Beyond the beautiful beaches, there’s a lot more to explore outdoors. Adventure into the island’s storied caves, take a walk through the botanical gardens, swim with turtles among a shipwreck, or take a local cooking class. Whether you want to kick back and relax or soak up as much culture (and cuisine!) as possible, it’s all in magical Barbados waiting for you.

Where to Stay: Hilton Grand Vacations at The Crane 

Situated in sunny Saint Phillip, Barbados, Hilton Grand Vacations at The Crane welcomes you to the shores of this historic beach hideaway. Founded as Barbados’ first hotel in 1887, The Crane remains the oldest continuously operating resort in the Caribbean. This tropical retreat is nestled on 40 sprawling acres of beachfront featuring a 1.5-acre cascading cliff-top pool, a day spa, fitness center, kids’ club, and seven restaurants and bars.

Best Island Vacations at the Crane in Barbados


The Hawaiian Islands offer a wealth of tropical retreats, many of which our Owners come back to every year. It won’t take long for you to see why.

The Big Island 

Head to wild Waikoloa to explore a lava-laden landscape dotted with waterfalls, black-sand beaches, and reefs where you can snorkel with manta rays and ancient green sea turtles. And you can’t forget to take a helicopter tour over the island’s active volcano.

Where to Stay: We have four beautiful properties to choose from!

Best Island Vacations at the Kings Land in Hawaii


Home to an endless variety of cultural events, lively restaurants, pulsing nightlife, and perfect surfing waves. Plan your visit to Waikiki, Pearl Harbor, the North Shore, and all the treasures that await you on the island of Oahu.

Where to Stay: Five luxurious properties  just steps from the white-sand beaches on Oahu!


For white-, red-, and black-sand beaches, sunrise hikes to Haleakala, winter whale watching, water sports, and epic cuisine and culture, a vacation to Maui will never disappoint. 

Where to Stay: Maui Bay Villas by Hilton Grand Vacations Club (Coming Soon)  

Best Island Vacations in Maui


A trip to Jamaica can be an incredible island vacation filled with warmth, happiness, and adventure for the whole family. Spend your days exploring miles of white-sand beaches, dining on local cuisine such as jerk chicken and saltfish, and immersing yourself in Jamaican culture and reggae music.

Where to Stay: Hilton Rose Hall Resort & Spa 

This all-inclusive, family-friendly resort offers nightly entertainment (think circus-style performances combined with live steel drum music), daily trips to the nearby Sugar Mill Falls Water Park, a 280-foot water slide, plus a lazy river and swim-up bar. Rose Hall also has a private beach (the longest in Jamaica), three golf courses, tennis courts, and a full-service spa. 

Best Island Vacations in Jamaica


There’s nowhere quite like Fiji. This remote archipelago of 300 islands welcomes you to its private beaches, vibrant underwater world, lush landscapes and quaint villages all accented by charming island hospitality.

Where to Stay: DoubleTree Resort by Hilton Hotel Fiji, Sonaisali Island 

Just a three-minute boat ride from the main island of Viti Levu, this resort offers beautiful accommodations, a wealth of amenities, and an authentic, warm Fijian welcome. Spend your vacation swimming in the resort pool, enjoying the South Pacific ocean waters, horseback riding, scuba diving, paintballing, and even enjoying some pampering spa treatments.

Best Island Vacations in Fiji

St. Lucia

Beautiful beaches and lush tropical landscape make St. Lucia a favorite Carribean island destination.  Enjoy hikes to old military forts, explore the lush foliage of the island, and every water sport imaginable. 

Where to Stay: Harbor Club St. Lucia, Curio Collection by Hilton 

Set in the Gros Islet quarter on the northwest coast, this resort provides a laid-back getaway near the St. Lucia’s best beaches, attractions, and nightlife. You can customize your stay with a variety of floor plans and luxuries including swim-up rooms! There are six restaurants and lounges on property where the cuisine includes sushi, stone-fired pizza, Italian, and Caribbean comfort food.

Best Island Vacations in St. Lucia


Planning a trip to Malta, the archipelago in the Central Mediterranean between Sicily and the North African Coast, means enjoying the best of island life and a rich history. Here you’ll discover the historic sites such as fortresses and megalithic temples dating as far back as 4,000 B.C. built and ruled by the Romans, Moors, Knights of Saint John, the French and the British. After touring the beautiful ancient architecture, scuba dive through a mysterious Mediterranean Sea shipwreck and enjoy a cocktail watching the most breathtaking sunsets.

Where to Stay: Hilton Malta 

Soak up year-round Mediterranean sunshine and an abundance of outdoor activities at the Hilton Malta, located in the Portomaso Yacht Marina just 15 minutes from the UNESCO World Heritage Capital City, Valletta. This hotel features three restaurants, four bars, four outdoor pools, two children’s pools, and a heated indoor pool.

Best island vacations in Malta

Dreaming of warm windward breezes and umbrella-adorned tropical drinks? It’s time to plan your vacation to the islands. Which of our best island vacations would you choose?

Comments are closed.