21 days in Hawaii Itinerary

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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.
We've included these beaches for you: Lanikai Beach and Waimanalo Beach. Take a break from the city and head to Koko Crater Railway Trail and Photography Tours. Change things up with these side-trips from Honolulu: Byodo-In Temple (in Kaneohe), Shark's Cove (in Pupukea) and Haleiwa (Laniakea Beach, Sunset Beach Park, &more). Next up on the itinerary: get interesting insight from Tours, see the world from above with a helicopter tour, stroll the grounds of National Memorial Cemetery of the Pacific, and surround yourself with nature on a nature and wildlife tour.

To find ratings, reviews, where to stay, and other tourist information, read our Honolulu itinerary maker website.

Seattle to Honolulu is an approximately 7.5-hour flight. The time zone difference when traveling from Seattle to Honolulu is minus 2 hours. Plan for warmer temperatures traveling from Seattle in December, with highs in Honolulu at 82°F and lows at 69°F. Finish your sightseeing early on the 1st (Sun) so you can fly to Lihue.
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Outdoors · Parks · Beaches · Tours
Side Trips

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 Maha'ulepu Heritage Trail. Your itinerary includes some good beach time at Kalapaki Beach and Hanalei Beach. Venture out of the city with trips to Na Pali Coast State Park (in Wainiha) and Aloha Spice Company (in Hanapepe). Next up on the itinerary: relax in the rural setting at Kauai Coffee Company, take in the dramatic scenery at Opaekaa Falls, discover the deep blue sea with a scuba or snorkeling tour, and enjoy the sand and surf at Hanalei Bay.

For more things to do, photos, other places to visit, and other tourist information, read our Lihue trip itinerary builder.

Fly from Honolulu to Lihue in 2.5 hours. In January, daytime highs in Lihue are 79°F, while nighttime lows are 65°F. Finish your sightseeing early on the 4th (Wed) to allow enough time to fly to Kailua-Kona.
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Parks · Outdoors · Beaches · Nature
Side Trips

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.
You'll enjoy a bit of beach vacationing at Pu'uhonua O Honaunau National Historical Park and Manini'owali Beach (Kua Bay). Step out of the city life by going to Fishing Charters & Tours and Kealakekua Bay. Change things up with these side-trips from Kailua-Kona: 49 Black Sand Beach (in Waikoloa) and Hapuna Beach State Recreation Area (in Puako). It doesn't end there: identify plant and animal life at Kanaloa Octopus Farm and experience rural life at Hula Daddy Kona Coffee.

For where to stay, ratings, reviews, and tourist information, use the Kailua-Kona online itinerary planner.

Traveling by flight from Lihue to Kailua-Kona takes 2.5 hours. In January, daytime highs in Kailua-Kona are 80°F, while nighttime lows are 67°F. Finish your sightseeing early on the 7th (Sat) to allow enough time to drive to Hilo.
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Parks · Outdoors · Beaches · Nature
Side Trips

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, then take in nature's colorful creations at Hawaii Tropical Bioreserve and Garden, then admire the natural beauty at Liliuokalani Gardens, and finally admire the sheer force of Rainbow Falls. Keep things going the next day: explore the striking landscape at Thurston Lava Tube (Nahuku), stroll through Kilauea Iki Trailhead, and then contemplate the geological forces at Kīlauea.

To see ratings, maps, traveler tips, and other tourist information, read our Hilo trip itinerary planner.

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. Wrap up your sightseeing on the 9th (Mon) early enough to fly to Kihei.
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Parks · Nature · Outdoors · Beaches
Side Trips

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 Napili Beach. Step out of the city life by going to Ho'okipa Beach Park and Kamaole Beach Park III. Venture out of the city with trips to Haliimaile Distilling Company (in Makawao), Kapalua Beach (in Kapalua) and Lahaina (Hale Pa'i Printing Museum & Kapalua Coastal Trail). Next up on the itinerary: tour the pleasant surroundings at Makena Beach, kick back and relax at Keawakapu Beach, fly like a bird with a parasailing or paragliding tour, and take an in-depth tour of Story of Hawaii Museum.

For reviews, photos, where to stay, and tourist information, refer to the Kihei trip site.

You can fly from Hilo to Kihei in 2.5 hours. Expect a daytime high around 81°F in January, and nighttime lows around 63°F. On the 14th (Sat), you'll have the morning to explore before heading back home.
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Outdoors · Parks · Beaches · Adventure
Side Trips

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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