21 days in Hawaii Itinerary

Get some historical perspective at USS Arizona Memorial and Iolani Palace. Escape the urban bustle at Diamond Head State Monument and Manoa Falls. Explore Honolulu's surroundings by going to Swim with Dolphins (in Waianae), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Sunset Beach Park (in Haleiwa). And it doesn't end there: enjoy the sand and surf at Waikiki Beach, explore the activities along Hanauma Bay Nature Preserve, steep yourself in history at Battleship Missouri Memorial, and look for gifts at Shirokiya Japan Village Walk.

For traveler tips, photos, other places to visit, and other tourist information, read Honolulu online driving holiday planner.

New York City to Honolulu is an approximately 12.5-hour flight. The time zone difference moving from Eastern Standard Time to Hawaii-Aleutian Standard Time is minus 5 hours. Prepare for much hotter weather when traveling from New York City in January: high temperatures in Honolulu hover around 81°F and lows are around 67°F. Finish your sightseeing early on the 23rd (Mon) to allow enough time to fly to Wailea.

Satisfy your inner culture vulture at Keawala'i Congregational Church and Maui Wine, Ulupalakua Vineyards. Step out of the city life by going to Wailea Beach and Keawakapu Beach.

Make your Wailea itinerary with Klarna Trips to find out what to see and where to go.

Traveling by flight from Honolulu to Wailea takes 2.5 hours. In January, daily temperatures in Wailea can reach 81°F, while at night they dip to 63°F. Finish your sightseeing early on the 28th (Sat) to allow enough time to fly to Kailua-Kona.

You'll explore and learn at Kona Coffee Living History Farm and H.N. Greenwell Store Museum. Get some cultural insight at Pu'uhonua O Honaunau National Historical Park and Kealakekua Bay. You'll find plenty of places to visit near Kailua-Kona: Puukohola National Historic Park (in Kawaihae) and Hapuna Beach State Recreation Area (in Puako). There's still lots to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, contemplate in the serene atmosphere at Mokuaikaua Church, view the masterpieces at Lava Light Galleries, and take a stroll through Holualoa Village.

To find other places to visit, reviews, maps, and tourist information, read Kailua-Kona trip planner.

Traveling by flight from Wailea to Kailua-Kona takes 2.5 hours. In January, daily temperatures in Kailua-Kona can reach 80°F, while at night they dip to 67°F. Finish up your sightseeing early on the 1st (Wed) so you can go by car to Hilo.

Get in touch with nature at Akaka Falls State Park and Hawaii Tropical Bioreserve and Garden. Appreciate the collections at Lyman Museum and Imiloa Astronomy Center. Get out of town with these interesting Hilo side-trips: Star of the Sea Painted Church (in Kalapana) and Laupahoehoe Beach Park (in Laupahoehoe). Next up on the itinerary: admire the natural beauty at Liliuokalani Gardens, kick back and relax at Reeds Bay Beach Park, shop like a local with Extreme Exposure Fine Art Gallery, and see the interesting displays at Pacific Tsunami Museum.

To find maps, ratings, more things to do, and other tourist information, go to the Hilo driving holiday planner.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can drive; or take a bus. In February in Hilo, expect temperatures between 81°F during the day and 65°F at night. Cap off your sightseeing on the 5th (Sun) early enough to catch the flight back home.