21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary 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.
You'll discover tucked-away gems like Manoa Falls and Koko Crater Railway Trail. Get outdoors at Lanikai Beach and Kailua Beach Park. You'll find plenty of places to visit near Honolulu: Haleiwa (Laniakea Beach, Sunset Beach Park, &more), Byodo-In Temple (in Kaneohe) and Shark's Cove (in Pupukea). Next up on the itinerary: appreciate the extensive heritage of Makapuu Lighthouse Trail, kick back and relax at Ala Moana Beach Park, meet some fierce fish with a shark diving experience, and examine the collection at USS Bowfin Submarine Museum & Park.

For where to stay, ratings, other places to visit, and more tourist information, read our Honolulu day trip planning app.

Seattle to Honolulu is an approximately 7.5-hour flight. You'll gain 2 hours traveling from Seattle to Honolulu due to the time zone difference. Plan for warmer temperatures traveling from Seattle in January, with highs in Honolulu at 32°C and lows at 22°C. Wrap up your sightseeing on the 3rd (Fri) early enough to fly to Lihue.
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Find places to stay Jan 27 — Feb 3:

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 Na Pali Coast State Park. Take a break from the city and head to Hanalei Beach and Kalapaki Beach. Change things up with a short trip to Aloha Spice Company in Hanapepe (about 36 minutes away). There's much more to do: enjoy the sand and surf at Hanalei Bay, relax in the rural setting at Kauai Coffee Company, see some colorful creatures with a scuba or snorkeling tour, and trek along Maha'ulepu Heritage Trail.

For photos, traveler tips, more things to do, and tourist information, you can read our Lihue tour builder website.

Fly from Honolulu to Lihue in 2.5 hours. Expect a daytime high around 30°C in February, and nighttime lows around 22°C. Cap off your sightseeing on the 6th (Mon) early enough to catch the flight to Kailua-Kona.
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Find places to stay Feb 3 — 6:

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.
Your itinerary includes some good beach time at Pu'uhonua O Honaunau National Historical Park and Manini'owali Beach (Kua Bay). Escape the urban bustle at Fishing Charters & Tours and Hapuna Beach State Recreation Area. Explore the numerous day-trip ideas around Kailua-Kona: Kealakekua Bay (in Captain Cook) and 49 Black Sand Beach (in Waikoloa). There's more to do: identify plant and animal life at Kanaloa Octopus Farm and relax in the rural setting at Hula Daddy Kona Coffee.

To plan Kailua-Kona vacation without wasting time, ask Inspirock to design an itinerary.

You can fly from Lihue to Kailua-Kona in 2.5 hours. In February in Kailua-Kona, expect temperatures between 32°C during the day and 24°C at night. Wrap up your sightseeing on the 9th (Thu) to allow time to drive to Hilo.
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Find places to stay Feb 6 — 9:

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 10th (Fri), enjoy the sand and surf at Richardson Beach Park, examine the collection at Pacific Tsunami Museum, then 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. Here are some ideas for day two: explore the striking landscape at Thurston Lava Tube (Nahuku), then trek along Kilauea Iki Trailhead, and then contemplate the geological forces at Kīlauea.

For other places to visit, traveler tips, and other tourist information, you can read our Hilo travel itinerary planner.

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. In February in Hilo, expect temperatures between 32°C during the day and 21°C at night. Wrap up your sightseeing on the 11th (Sat) to allow time to fly to Kihei.
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Find places to stay Feb 9 — 11:

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.
Step out of the city life by going to Zipline and Napili Beach. Discover out-of-the-way places like Ho'okipa Beach Park and Kapalua Coastal Trail. Change things up with these side-trips from Kihei: Haliimaile Distilling Company (in Makawao), Hale Pa'i Printing Museum (in Lahaina) and Kapalua Beach (in Kapalua). There's much more to do: tour the pleasant surroundings at Wailea Beach, sample the tasty concoctions at Maui Brewing Company, kick back and relax at Makena Beach, and get engrossed in the history at Story of Hawaii Museum.

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

Traveling by flight from Hilo to Kihei takes 2.5 hours. February in Kihei sees daily highs of 32°C and lows of 21°C at night. You'll have a few hours on the 16th (Thu) to wrap things up before traveling home.
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Find places to stay Feb 11 — 16:

Hawaii travel guide

4.4
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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