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  • Writer's pictureRose@WhereToGoTravelCo

Choosing the Perfect Hawaiian Island for Your Next Vacation

Updated: Apr 21

Dreaming of swaying palm trees, pristine beaches, and vibrant culture? With breathtaking landscapes and endless adventures, Hawaii is a beautiful collection of islands, each with its own unique personality! Picking the perfect one for your vacation can be a delightful dilemma. Let’s explore the unique charms of Oahu, Maui, Kauai, the Big Island, and Lanai to help you find your slice of paradise.

View of Waikiki beach, Honolulu, Oahu



Ready to turn your dreams of exploring Hawaii into reality? Look no further – we're here to make it happen.

We take care of every detail, from selecting the ideal accommodations to arranging roundtrip international airfare, interisland flights, and rental cars or private drivers. With our concierge service, you can sit back and relax while we handle your spa appointments, activity bookings, and dining reservations.

In addition, we often get exclusive perks and amenities we can offer our clients. Think complimentary upgrades and daily breakfast – the cherry on top of your unforgettable journey to this bucket list destination.

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Oahu: The Vibrant Heartbeat

If you crave a blend of urban excitement and natural beauty, Oahu is your island. Home to Honolulu and iconic Waikiki Beach, Oahu offers a dynamic fusion of culture, history, and outdoor adventures. Explore Pearl Harbor's historic sites, hike to the summit of Diamond Head for panoramic views, or immerse yourself in the bustling food scene of Honolulu's Chinatown. With renowned surfing spots like North Shore's Banzai Pipeline, Oahu is also a paradise for wave riders.

Maui: The Romantic Getaway

Maui embodies the essence of romance with its stunning sunsets, lush landscapes, and luxury resorts. From the scenic road to Hana to the otherworldly beauty of Haleakalā National Park, Maui captivates with its diverse terrain. Snorkel alongside sea turtles at Molokini Crater, indulge in farm-to-table dining in Upcountry Maui, or simply relax on the golden sands of Kaanapali Beach. Whether you're seeking adventure or relaxation, Maui weaves its enchanting spell on every visitor.

Kauai: The Garden Isle

Nature enthusiasts rejoice on the Garden Isle of Kauai, where emerald valleys, cascading waterfalls, and dramatic cliffs await. Known for its lush rainforests and rugged coastline, Kauai offers endless opportunities for outdoor exploration. Embark on a helicopter tour to witness the majestic Na Pali Coast, hike the scenic trails of Waimea Canyon, or kayak along the serene Wailua River. With its laid-back vibe and untouched beauty, Kauai is a haven for those seeking serenity in nature.

The Big Island: Nature's Playground

For an island of epic proportions, look no further than the Big Island of Hawaii. From fiery volcanoes to snow-capped peaks, this island boasts unparalleled diversity. Witness the primal forces of nature at Hawaii Volcanoes National Park, where you can witness lava flows and glowing craters up close. Snorkel with manta rays off the Kona Coast, stargaze atop Mauna Kea, or traverse the otherworldly landscapes of the Kohala Coast. With its ever-changing terrain, the Big Island offers an adventure like no other.

Lanai: The Secluded Retreat

Escape to the secluded paradise of Lanai, where tranquility reigns supreme. With its luxurious resorts and pristine beaches, Lanai is the epitome of relaxation. Tee off at world-class golf courses overlooking the Pacific, embark on a jeep safari to explore the island's rugged interior, or simply unwind on the secluded sands of Hulopoe Beach. With its intimate atmosphere and untouched beauty, Lanai offers a serene retreat from the hustle and bustle of everyday life.


If you're wanting to plan a trip to Hawaii, you don't want to miss our planning guide. We dive into the most important parts of planning a successful trip to the Aloha State and we dive a little deeper into each island and what there is to do there.


Unique Festival Experience

For many tourists visiting Hawaii, the festivals are part of the attractions they expect to see. For festival lovers, planning far in advance is crucial as accommodations fill up fast. With different festival seasons on the islands, having a reference guide will save you from disappointment. For a complete list + a calendar, check out

If you love coffee as much as I do, you may want to check out the Big Islands annual Kona coffee festival held every November.

Kids on a beach in Hawaii

Kids in tow?

If you are traveling with kids, the two best islands for you are Maui and Oahu. These two islands offer a little more to do for the little ones. To ensure they have just as good of a vacation as you, we can work together to choose a resort with a fantastic kids' club!

Whether you seek adventure, romance, or relaxation, there's an island waiting to welcome you with open arms. So, pack your bags and embark on the ultimate Hawaiian getaway – paradise is calling, and adventure awaits!



Every itinerary we plan is created based on your specifications. We are Hawaii Destination Experts with first-hand, local knowledge, and ensure every detail is cared for when we create your Hawaii itinerary.

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Our Hawaii vacation packages include airfare, transportation, 4- and 5-star accommodations, tours and activities. We also include concierge service for recommending sightseeing, restaurants, and making dining reservations.


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