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 Turtle Bay Beach. Take a break from the city and head to Koko Crater Railway Trail and Nature & Wildlife Tours. Change things up with these side-trips from Honolulu: Haleiwa (Laniakea Beach, Sunset Beach Park, &more), Shark's Cove (in Pupukea) and Byodo-In Temple (in Kaneohe). The adventure continues: identify plant and animal life at Wildlife Areas, trek along Makapuu Lighthouse Trail, admire the sheer force of Manoa Falls, and kick back and relax at Waimanalo Beach.

To find ratings, where to stay, photos, and more tourist information, read Honolulu day trip app.

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. Traveling from Seattle in December, expect Honolulu to be warmer, temps between 82°F and 69°F. Finish your sightseeing early on the 1st (Sun) so you can fly to Lihue.
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Find places to stay Dec 25 — Jan 1:

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. Your itinerary includes some good beach time at Kalapaki Beach and Hanalei Bay. Venture out of the city with trips to Aloha Spice Company (in Hanapepe), Hanalei Beach (in Hanalei) and Na Pali Coast State Park (in Wainiha). Next up on the itinerary: tour the pleasant surroundings at 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 photos, ratings, more things to do, and tourist information, use the Lihue online trip itinerary planner.

Traveling by flight from Honolulu to Lihue takes 2.5 hours. In January, daytime highs in Lihue are 79°F, while nighttime lows are 65°F. Cap off your sightseeing on the 4th (Wed) early enough to catch the flight to Kailua-Kona.
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Find places to stay Jan 1 — 4:

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 49 Black Sand Beach. Step out of the city life by going to Fishing Charters & Tours and Kanaloa Octopus Farm. Change things up with these side-trips from Kailua-Kona: Kealakekua Bay (in Captain Cook) and Hapuna Beach State Recreation Area (in Puako). Next up on the itinerary: tour the pleasant surroundings at Manini'owali Beach (Kua Bay) and relax in the rural setting at Hula Daddy Kona Coffee.

For maps, other places to visit, ratings, and more tourist information, read Kailua-Kona travel route 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. Cap off your sightseeing on the 7th (Sat) early enough to go by car to Hilo.
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Find places to stay Jan 4 — 7:

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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Find places to stay Jan 7 — 9:

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 Ho'okipa Beach Park. Step out of the city life by going to Napili Beach and Makena Beach. Venture out of the city with trips to Haliimaile Distilling Company (in Makawao), Lahaina (Hale Pa'i Printing Museum & Kapalua Coastal Trail) and Kapalua Beach (in Kapalua). Next up on the itinerary: tour the pleasant surroundings at Kamaole Beach Park III, kick back and relax at Kamaole Beach Park II, 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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Find places to stay Jan 9 — 14:

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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