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Where to Stay in Hawaii, 4 Islands 8 Hotels

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During my 30 Days in Hawaii adventures, I stayed at 8 different hotels on 4 of the islands of Hawaii: Kauai, Oahu, Maui, and the Big Island of Hawaii. This gave me a chance to experience an array of locations, scenery and attractions on the islands. Here is a recap of the places I stayed at during my 30 Days in Hawaii.

The Island of Kauai

The Whalers Cove Resort is a private collection of distinctly spacious and sophisticated Poipu beach condos located beside the ocean.

Whaler's Cove Resort

The Courtyard by Mariott Kauai enjoys breathtaking oceanfront views and features excellent guest service on the beautiful Garden Isle.

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The Island of Oahu




The Hyatt Regency Waikiki Beach Resort and Spa features the beauty of the legendary Waikiki Beach just steps away and the dynamic city centre mere metres away.


View from my room at the Hyatt


Newly renovated, the Outrigger Waikiki on the Beach is a blissful retreat with oceanfront views bringing Hawaii’s traditions to life.

The beach at Waikiki

The Island of Maui



Hale Hookipa Inn Maui Bed and Breakfast is situated right by Haleakala National Park and Ho’okpia State Beach Park, Maui’s famous windsurfing beach.

Hale Hookipa driveway

Next was Napili Kai Beach Resort. Closer to the beach and full of natural beauty, Napilli Kai Beach Resort highlights the timeless tradition of Aloha.

View from the lobby of Napili Kai Beach Resort

The Big Island of Hawaii




The Courtyard King Kamehameha’s Kona Beach Hotel is nestled in the heart of the historic fishing village of Kaiulua-Kona on the Big Island.

View from atop the Kona Beach Hotel

Hilton Waikoloa Village is a destination waterfront resort featuring air conditioned trams and flagstone walkways flanked by Polynesian and Asian artwork to help you explore the resort.

Marc at the Legends of Hawaii Luau

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About Author

Marc Smith is a former event planner turned vagabond adventurer. He loves strong Americano's, great wine, cold beer and zip lining over tree tops. Formerly of Vancouver, most of Marc's time when not travelling is in Canada's largest city, Toronto. Follow along on his nomad adventures and discover places to stay, things to do and where to eat & drink as he explores the world one city and region at a time.

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