21 days in Hawaii Itinerary

Created using Inspirock Hawaii attractions planner
Make it your trip
Fly
1
Honolulu, Oahu
— 7 nights
Fly
2
Lihue, Kauai
— 3 nights
Fly
3
Kailua-Kona, Island of Hawaii
— 3 nights
Drive
4
Hilo, Island of Hawaii
— 2 nights
Fly
5
Kihei, Maui
— 5 nights
Fly

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Honolulu, Oahu — 7 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Explore hidden gems such as Lanikai Beach and Shark Diving. Relax by the water at Kailua Beach Park and Shark's Cove. Explore Honolulu's surroundings by going to Byodo-In Temple (in Kaneohe), Haleiwa (Laniakea Beach, Sunset Beach Park, &more) and Waimanalo Beach (in Waimanalo). And it doesn't end there: trek along Koko Crater Railway Trail, explore the different monuments and memorials at National Memorial Cemetery of the Pacific, kick back and relax at Ala Moana Beach Park, and take an unforgettable tour with a helicopter tour.

To see more things to do, ratings, where to stay, and other tourist information, you can read our Honolulu trip maker.

Seattle to Honolulu is an approximately 7.5-hour flight. The time zone difference moving from Pacific Standard Time to Hawaii-Aleutian Standard Time is minus 2 hours. Traveling from Seattle in December, things will get much hotter in Honolulu: highs are around 82°F and lows about 69°F. Cap off your sightseeing on the 1st (Sun) early enough to catch the flight to Lihue.
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Lihue, Kauai — 3 nights

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Explore hidden gems such as Wailua Falls and Kauai Coffee Company. Relax by the water at Kalapaki Beach and Hanalei Bay. Explore the numerous day-trip ideas around Lihue: Aloha Spice Company (in Hanapepe), Hanalei Beach (in Hanalei) and Na Pali Coast State Park (in Wainiha). There's much more to do: stroll through Maha'ulepu Heritage Trail, get great views at Sleeping Giant Trail, discover the deep blue sea with a scuba or snorkeling tour, and take in the dramatic scenery at Opaekaa Falls.

To find ratings, other places to visit, more things to do, and other tourist information, go to the Lihue travel route site.

Fly from Honolulu to Lihue in 2.5 hours. In January, daily temperatures in Lihue can reach 79°F, while at night they dip to 65°F. Finish your sightseeing early on the 4th (Wed) so you can fly to Kailua-Kona.
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Kailua-Kona, Island of Hawaii — 3 nights

Heart of the Kona Coast

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Escape the urban bustle at Fishing Charters & Tours and Kanaloa Octopus Farm. Discover out-of-the-way places like Pu'uhonua O Honaunau National Historical Park and 49 Black Sand Beach. Explore Kailua-Kona's surroundings by going to Kealakekua Bay (in Captain Cook) and Hapuna Beach State Recreation Area (in Puako). There's more to do: kick back and relax at Manini'owali Beach (Kua Bay) and relax in the rural setting at Hula Daddy Kona Coffee.

For where to stay, reviews, maps, and more tourist information, use the Kailua-Kona trip planner.

You can fly from Lihue to Kailua-Kona in 2.5 hours. Expect a daytime high around 80°F in January, and nighttime lows around 67°F. Cap off your sightseeing on the 7th (Sat) early enough to go by car to Hilo.
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Hilo, Island of Hawaii — 2 nights

America's Wettest City

One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
On the 8th (Sun), kick back and relax at Richardson Beach Park, see the interesting displays at Pacific Tsunami Museum, admire the natural beauty at Hawaii Tropical Bioreserve and Garden, then take in nature's colorful creations at Liliuokalani Gardens, and finally admire the sheer force of Rainbow Falls. Keep things going the next day: take in the dramatic natural features at Thurston Lava Tube (Nahuku), trek along Kilauea Iki Trailhead, and then contemplate the geological forces at Kīlauea.

For traveler tips, photos, reviews, and other tourist information, use the Hilo route planner.

You can drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. In January, daytime highs in Hilo are 81°F, while nighttime lows are 64°F. Finish your sightseeing early on the 9th (Mon) to allow enough time to fly to Kihei.
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Kihei, Maui — 5 nights

Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Explore hidden gems such as Zipline and Wailea Beach. We've included these beaches for you: Napili Beach and Kamaole Beach Park II. Explore the numerous day-trip ideas around Kihei: Kapalua Beach (in Kapalua), Haliimaile Distilling Company (in Makawao) and Lahaina (Hale Pa'i Printing Museum & Kapalua Coastal Trail). There's much more to do: stroll through Ho'okipa Beach Park, get a new perspective on things with Boat Tours & Water Sports, sample the tasty concoctions at Maui Brewing Company, and kick back and relax at Makena Beach.

To see traveler tips, photos, and other tourist information, read our Kihei trip tool.

Getting from Hilo to Kihei by flight takes about 2.5 hours. January in Kihei sees daily highs of 81°F and lows of 63°F at night. You will have some time to spend on the 14th (Sat) before leaving for home.
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Hawaii travel guide

4.4
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.
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