31 days in Hawaii Itinerary

31 days in Hawaii Itinerary

Created using Inspirock Hawaii vacation maker
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Fly
1
Honolulu, Oahu
— 4 nights
Fly
2
Princeville, Kauai
— 6 nights
Drive
3
Poipu, Kauai
— 5 nights
+2
Shuttle to Lawai Post Office, Bus to Lihue, Fly to Kihei
4
Kihei, Maui
— 6 nights
Fly
5
Volcano, Island of Hawaii
— 2 nights
Drive
6
Kailua-Kona, Island of Hawaii
— 5 nights
Fly

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Honolulu, Oahu — 4 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 explore the less-touristy side of things at Shark's Cove and Waimea Botanical Garden. Get out of town with these interesting Honolulu side-trips: Banzai Pipeline (in Pupukea), Ehukai Pillbox Hike (in Haleiwa) and Waimanalo (Bellows Field Beach Park & Waimanalo Beach). The adventure continues: admire the landmark architecture of Saint Augustine by-the-Sea, contemplate in the serene atmosphere at Saint Andrew's Cathedral, trek along Manoa Falls Trail, and ponder the world of politics at Honolulu Hale (City Hall).

For maps, photos, ratings, and other tourist information, read Honolulu trip itinerary website.

Miami to Honolulu is an approximately 12.5-hour flight. The time zone difference when traveling from Miami to Honolulu is minus 5 hours. In December, daily temperatures in Honolulu can reach 82°F, while at night they dip to 69°F. Wrap up your sightseeing on the 5th (Mon) early enough to fly to Princeville.
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Parks · Outdoors · Beaches · Tours
Side Trips

Princeville, Kauai — 6 nights

Princeville is a 9,000acre, upscale, unincorporated, master-planned community of vacation homes and condos on the north shore of the island of Kauai in Kauai County, Hawaii. Step off the beaten path and head to Puu Poa Beach and Pali Ke Kua Beach (Hideaway s Beach). You'll find plenty of places to visit near Princeville: Waimea (Puuo Kila, Koke'e Mountains, &more) and Kekaha (Koke`e State Park & Awa'awapuhi Trail Parking). The adventure continues: don't miss a visit to Sealodge, trek along Kalepa Ridge Trail, experience rural life at Sugarloaf Pineapple Farm, and tour the pleasant surroundings at Nu'alolo Trail.

To find other places to visit, more things to do, photos, and more tourist information, read our Princeville trip planner.

You can fly from Honolulu to Princeville in 2.5 hours. In December in Princeville, expect temperatures between 79°F during the day and 67°F at night. Cap off your sightseeing on the 11th (Sun) early enough to go by car to Poipu.
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Outdoors · Parks · Trails · Nature
Side Trips

Poipu, Kauai — 5 nights

You'll explore the less-touristy side of things at Maha'ulepu Heritage Trail and Polihale State Park. Step out of Poipu to go to Wailua and see Lydgate State Park, which is approximately 32 minutes away.

To find reviews, ratings, maps, and more tourist information, use the Poipu day trip planner.

You can drive from Princeville to Poipu in 1.5 hours. Another option is to do a combination of bus and shuttle. December in Poipu sees daily highs of 79°F and lows of 67°F at night. Wrap up your sightseeing on the 16th (Fri) to allow time to travel to Kihei.
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Parks · Outdoors · Beaches · Trails
Side Trips

Kihei, Maui — 6 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.
You'll explore the less-touristy side of things at Pipiwai Trail and Kamaole Beach Park II. Venture out of the city with trips to Waihee Ridge Trail (in Waihee) and Lahaina (Punakea Palms, Maria Lanakila Catholic Church, &more). The adventure continues: tour the pleasant surroundings at Wailea Beach Path, get up close to creatures of the deep with Maui Kayaks, enjoy the sand and surf at Kamaole Beach Park III, and head outdoors with Tiki Team Adventures.

To find maps, where to stay, other places to visit, and more tourist information, you can read our Kihei online trip itinerary planner.

Getting from Poipu to Kihei by combination of shuttle, bus, and flight takes about 4.5 hours. In December, daytime highs in Kihei are 82°F, while nighttime lows are 66°F. Finish your sightseeing early on the 22nd (Thu) so you can fly to Volcano.
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Outdoors · Parks · Beaches · Wildlife
Side Trips

Volcano, Island of Hawaii — 2 nights

Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
You'll discover tucked-away gems like Kīlauea and Pu'u Loa Petroglyphs. Explore Volcano's surroundings by going to Hawaii Volcanoes National Park (Kalapana & Holei Sea Arch) and Hilo (Carlsmith Beach Park, Liliuokalani Gardens, &more). There's still lots to do: trek along Sulphur Banks, look for all kinds of wild species at Epic Lava Tours, admire the natural beauty at Akatsuka Orchid Gardens, and don't miss a visit to Cooper Center.

Planning Volcano trip won't be overwhelming when you use Inspirock's itinerary maker.

Traveling by flight from Kihei to Volcano takes 2.5 hours. Expect a daytime high around 80°F in December, and nighttime lows around 65°F. Finish your sightseeing early on the 24th (Sat) so you can drive to Kailua-Kona.
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Parks · Outdoors · Nature · Trails
Side Trips

Kailua-Kona, Island of Hawaii — 5 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.
Discover out-of-the-way places like Kaloko-Honokohau National Historical Park and Magic Sands. Get out of town with these interesting Kailua-Kona side-trips: Hapuna Beach State Recreation Area (in Puako), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Waipiʻo Valley Lookout (in Honokaa). There's still lots to do: kick back and relax at Manini'owali Beach (Kua Bay), look for all kinds of wild species at Kanaloa Octopus Farm, look for gifts at Kona Joe Coffee, and relax in the rural setting at Hula Daddy Kona Coffee.

For maps, reviews, photos, and tourist information, refer to the Kailua-Kona trip planning app.

Getting from Volcano to Kailua-Kona by car takes about 2.5 hours. Other options: take a bus. In December, daytime highs in Kailua-Kona are 82°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 29th (Thu) to allow time to fly back home.
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Parks · Nature · Outdoors · Beaches
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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