21 days in Hawaii Itinerary

Take a break from the city and head to Lanikai Beach and Photography Tours. Discover out-of-the-way places like Koko Crater Railway Trail and Waimanalo Beach. You'll find plenty of places to visit near Honolulu: Shark's Cove (in Pupukea), Turtle Bay Beach (in Kahuku) and Haleiwa (Laniakea Beach, Sunset Beach Park, &more). There's lots more to do: meet some fierce fish with a shark diving experience, 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 Klarna Trips'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 Kalapaki Beach. Step out of the city life by going to Na Pali Coast State Park and Opaekaa Falls. Get out of town with these interesting Lihue side-trips: Hanalei Beach (in Hanalei) and Aloha Spice Company (in Hanapepe).

For where to stay, photos, maps, and more tourist information, read our Lihue trip planning tool.

Getting from Honolulu to Lihue by flight takes about 2.5 hours. October in Lihue sees daily highs of 34°C and lows of 27°C at night. Wrap up your sightseeing on the 15th (Sun) early enough to fly to Kailua-Kona.

You'll get in some beach time at Pu'uhonua O Honaunau National Historical Park and Manini'owali Beach (Kua Bay). Get outdoors at Fishing Charters & Tours and Kealakekua Bay. Explore the numerous day-trip ideas around Kailua-Kona: 49 Black Sand Beach (in Waikoloa) and Hapuna Beach State Recreation Area (in Puako). There's more to do: look for all kinds of wild species at Kanaloa Octopus Farm and relax in the rural setting at Hula Daddy Kona Coffee.

To find more things to do, other places to visit, photos, and tourist information, read Kailua-Kona trip itinerary planner.

You can fly from Lihue to Kailua-Kona in 2.5 hours. Expect a daytime high around 35°C in October, and nighttime lows around 28°C. Cap off your sightseeing on the 18th (Wed) early enough to go by car 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 Wailea Beach. Visiting Ho'okipa Beach Park and Parasailing & Paragliding will get you outdoors. You'll find plenty of places to visit near Kihei: Lahaina (Hale Pa'i Printing Museum, Napili Beach, &more), Kapalua Beach (in Kapalua) and Haliimaile Distilling Company (in Makawao). There's much more to do: stroll through Kamaole Beach Park II, kick back and relax at Makena Beach, take an in-depth tour of Story of Hawaii Museum, and sample the tasty concoctions at Maui Brewing Company.

To see reviews, ratings, traveler tips, and other tourist information, read Kihei day trip planning website.

Fly from Hilo to Kihei in 2.5 hours. In October, plan for daily highs up to 36°C, and evening lows to 24°C. You will have some time to spend on the 25th (Wed) before leaving for home.