21 days in Hawaii Itinerary

Take a break from the city and head to Lanikai Beach and Kailua Beach Park. Discover out-of-the-way places like Koko Crater Railway Trail and Waimanalo Beach. You'll find plenty of places to visit near Honolulu: Turtle Bay Beach (in Kahuku), Haleiwa (Laniakea Beach, Sunset Beach Park, &more) and Shark's Cove (in Pupukea). There's lots more to do: hit the best photo ops around with an inspiring photography tour, enjoy the sand and surf at Ala Moana Beach Park, explore the different monuments and memorials at National Memorial Cemetery of the Pacific, and examine the collection at USS Bowfin Submarine Museum & Park.

Discover how to plan a Honolulu trip in just a few steps with Inspirock's itinerary builder.

Seattle to Honolulu is an approximately 7.5-hour flight. Due to the time zone difference, you'll gain 2 hours traveling from Seattle to Honolulu. Prepare for much warmer weather when traveling from Seattle in October: high temperatures in Honolulu hover around 36°C and lows are around 27°C. Finish up your sightseeing early on the 12th (Thu) so you can catch the flight to Lihue.

Discover out-of-the-way places like Wailua Falls and Na Pali Coast State Park. Step out of the city life by going to Kalapaki Beach and Sleeping Giant Trail. Get out of town with these interesting Lihue side-trips: Hanalei Beach (in Hanalei) and Aloha Spice Company (in Hanapepe).

For maps, other places to visit, more things to do, and other tourist information, use the Lihue road trip planner.

Traveling by flight from Honolulu to Lihue takes 2.5 hours. Expect a daytime high around 34°C in October, and nighttime lows around 27°C. Finish up your sightseeing early on the 15th (Sun) so you can catch the flight to Kailua-Kona.

You'll get in some beach time at Pu'uhonua O Honaunau National Historical Park and 49 Black Sand Beach. Get outdoors at Fishing Charters & Tours and Kanaloa Octopus Farm. Explore the numerous day-trip ideas around Kailua-Kona: Kealakekua Bay (in Captain Cook) and Hapuna Beach State Recreation Area (in Puako). Next up on the itinerary: kick back and relax at Manini'owali Beach (Kua Bay) and experience rural life at Hula Daddy Kona Coffee.

To see maps, where to stay, and other tourist information, use the Kailua-Kona online route planner.

Traveling by flight from Lihue to Kailua-Kona takes 2.5 hours. October in Kailua-Kona sees daily highs of 35°C and lows of 28°C at night. Wrap up your sightseeing on the 18th (Wed) to allow time to drive to Hilo.

On the 19th (Thu), enjoy the sand and surf at Richardson Beach Park, examine the collection at Pacific Tsunami Museum, then identify plant and animal life at Hawaii Tropical Bioreserve and Garden, then admire the natural beauty at Liliuokalani Gardens, and finally admire the sheer force of Rainbow Falls. Get ready for a full day of sightseeing on the next day: take in the dramatic natural features at Thurston Lava Tube (Nahuku), then hike along Kilauea Iki Trailhead, and then get impressive views of Kīlauea.

To find other places to visit, traveler tips, maps, and more tourist information, use the Hilo road trip planning app.

Getting from Kailua-Kona to Hilo by car takes about 1.5 hours. Other options: take a bus. Traveling from Kailua-Kona in October, you can expect nighttime temperatures to be little chillier in Hilo, with lows of 24°C. Finish your sightseeing early on the 20th (Fri) so you can fly to Kihei.

Eschew the tourist crowds and head to Zipline and Parasailing & Paragliding. Visiting Ho'okipa Beach Park and Kapalua Beach will get you outdoors. You'll find plenty of places to visit near Kihei: Haliimaile Distilling Company (in Makawao) and Lahaina (Hale Pa'i Printing Museum, Napili Beach, &more). There's lots more to do: stroll through Kamaole Beach Park II, kick back and relax at Kamaole Beach Park III, take an in-depth tour of Story of Hawaii Museum, and indulge your thirst for a good beer at Maui Brewing Company.

For where to stay, ratings, traveler tips, and other tourist information, read our Kihei itinerary tool.

Traveling by flight from Hilo to Kihei takes 2.5 hours. Expect a daytime high around 36°C in October, and nighttime lows around 24°C. You will have some time to spend on the 25th (Wed) before leaving for home.