Embarking on a three-week Hawaiian getaway offers the opportunity to explore the unique charms of multiple islands, each with its distinct personality. From the volcanic wonders of the Big Island to the lush landscapes of Kauai, the vibrant energy of Oahu, and the serene beauty of Maui, this guide will help you make the most of your time in paradise.
Big Island of Hawaii: A Volcanic Expedition

Stay: Begin your journey in Hilo, a charming local town on the eastern side of the island. Soak in the beautiful views of Hilo Bay and indulge in the local culture.
Best Things to Do: Don’t miss the mesmerizing Hawaii Volcanoes National Park, where you can witness the power of an active volcano. For more details, check my 6 Day Island of Hawai’i Adventure: A Hawaii Travel Guide.
Transit to Kauai: Opt for a convenient inter-island flight from Kona International Airport to Lihue Airport in Kauai.
Kauai: The Garden Isle’s Tranquil Retreats

Stay: Experience the sunny Poipu Beach for the first three nights, enjoying its beautiful beaches and nearby attractions. Later, transition to the calm ambiance of Princeville.
Best Things to Do: Explore the stunning Waimea Canyon, often referred to as the “Grand Canyon of the Pacific.” Dive into the rich history of the island with a visit to the Wailua River and its enchanting Fern Grotto. For more details, check my 5 Days in Paradise: Exploring Kauai in March.
Transit to Oahu: Fly from Lihue Airport to Daniel K. Inouye International Airport in Honolulu, Oahu.
Oahu: From Bustling Waikiki to Historical Pearl Harbor

Stay: Choose accommodations near Waikiki Beach for easy access to its vibrant scene. Immerse in the local culture and enjoy activities like the iconic Diamond Head hike and a memorable whale-watching tour.
Best Things to Do: Dive into history at Pearl Harbor, surf the famous North Shore waves, and stroll through the bustling streets of Waikiki. For more details, check my Experiencing the Magic of Oahu in March.
Transit to Maui: Board an inter-island flight from Daniel K. Inouye International Airport to Kahului Airport in Maui.
Maui: Serenity and Adventure Unite

Stay: Maalaea is a charming and laid-back coastal area on the island of Maui. Staying in Maalaea offers a more serene and less touristy experience compared to some other parts of the island.
Best Things to Do: Witness the sunrise at Haleakalā National Park, unwind on the pristine beaches of Wailea, and embark on the scenic Road to Hana. For more details, check my Maui: A Tropical Odyssey.
Return to Mainland: Conclude your Hawaiian adventure by flying from Kahului Airport back to your departure city.
Travel Tips:
- Inter-Island Flights: Book your inter-island flights in advance for the best rates. Hawaiian Airlines and other local carriers offer frequent services.
- Transportation on Each Island: Renting a car is recommended on the Big Island and Maui for easy exploration. In contrast, Oahu and Kauai offer excellent public transportation options.
- Island-Hopping Packages: Consider island-hopping packages that include flights, accommodations, and even some activities, providing a seamless experience.
- Best Time to Visit: While Hawaii welcomes visitors year-round, spring and fall generally offer pleasant weather and fewer crowds.
With this guide, you’re well-equipped to navigate the Hawaiian archipelago, ensuring a seamless and unforgettable vacation in paradise. Aloha!



