Two Week Itinerary; Oahu, Maui & the Big Island

This trip was intended to allow us to visit new locations in the Hawaiian Islands that we had never visited, and to revisit places that we had previously enjoyed. We had wanted to revisit Kauai, but as we worked out our overall schedule, we realized that we just did not have enough time to include that island and still be able to cover all aspects of Oahu, Maui and the Big Island.

Oahu, nicknamed "The Gathering Place" is the third largest Hawaiian island comprising 597 square miles. Both Maui and the Island of Hawaii (Aka, The Big Island) are larger however Oahu is the most populous with over 1 million people which is approximately 70% of the population of the state of Hawaii. Oahu is home to Waikiki Beach, Diamond Head, Pearl Harbor, and its north shore is famous for its surf and surf culture. Oahu is situated northwest of the Big Island and Maui.

To view this interesting island, click here to view our Oahu page.

Maui is a different experience from Oahu, despite both being part of the same Hawaiian archipelago. Maui has a smaller population, which gives it a more laid-back and peaceful vibe. The island is also known for its natural beauty, including the famous Road to Hana, which takes you on a scenic drive through lush forests, waterfalls, and dramatic coastline.

To see what the "Road to Hana" really is all about, click here to view our Maui page and we will show you how we did it.

After Maui, the Big Island was our next stop. Our itinerary there was to spend time in Hilo and Kona, such that we could explore both sides of the island. This is the one Hawaiian Island that we had not previously visited, so our expectations and imagination were primed. We had a good game plan for what to do & see, we had all of our reservations in order, and we thought we were ready for anything. And then the reality of the "Kona Low" took over on the windward side of the island.

To find out what the "Kona Low" can do to an adventure, click here to view our Big Island page and we'll show you the real difference between the windward and leeward sides of the Big Island.