30 days in Hawaii Itinerary

30 days in Hawaii Itinerary

Created using Inspirock Hawaii sightseeing planner

Make it your trip
Fly
1
Honolulu, Oahu
— 4 nights
Fly
2
Princeville, Kauai
— 6 nights
Drive
3
Poipu, Kauai
— 5 nights
Fly
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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1

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.
Step off the beaten path and head to Helicopter Tours and Ko Olina Lagoons. Explore Honolulu's surroundings by going to Haleiwa (Waimea Valley, Waimea Bay, &more), Byodo-In Temple (in Kaneohe) and Turtle Bay Beach (in Kahuku). There's lots more to do: don't miss a visit to North Shore, paddle through the water with a kayaking and canoeing tour, steep yourself in history at Queen Emma Summer Palace, and pause for some photo ops at King Kamehameha Statue.

For maps, other places to visit, and tourist information, use the Honolulu tour itinerary planner.

Cincinnati to Honolulu is an approximately 13-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from Cincinnati to Honolulu. Prepare for warmer weather when traveling from Cincinnati in December: high temperatures in Honolulu hover around 82°F and lows are around 69°F. On the 5th (Sun), you'll have the morning to explore before heading off to Princeville.

Things to do in Honolulu

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 Princeville Botanical Gardens and Kalalau Trail. Explore Princeville's surroundings by going to Ke'e Beach (in Haena) and Kapaa (Sleeping Giant Trail, Photography Tours, &more). There's still lots to do: take in the waterfront at Hanalei Pier, take in nature's colorful creations at Limahuli Garden and Preserve, examine the collection at Waioli Mission House, and explore the striking landscape at Queen's Bath.

To see ratings, where to stay, reviews, and other tourist information, read Princeville online sightseeing planner.

You can fly from Honolulu to Princeville in 4.5 hours. Expect a daytime high around 79°F in December, and nighttime lows around 67°F. Wrap up your sightseeing on the 11th (Sat) early enough to drive to Poipu.

Things to do in Princeville

Parks · Outdoors · Beaches · Trails

Side Trips

Poipu, Kauai

— 5 nights
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. state of Hawaii. Eschew the tourist crowds and head to Maha'ulepu Heritage Trail and Allerton Garden. Get out of town with these interesting Poipu side-trips: Lydgate State Park (in Wailua) and Polihale State Park (in Waimea). There's lots more to do: experience rural life at Kauai Coffee Company, kick back and relax at Shipwreck Beach, contemplate the long history of Kilohana, and take an unforgettable tour with a helicopter tour.

For other places to visit, more things to do, and other tourist information, go to the Poipu trip maker website.

Getting from Princeville to Poipu by car takes about 1.5 hours. In December, plan for daily highs up to 79°F, and evening lows to 67°F. Finish up your sightseeing early on the 16th (Thu) so you can travel to Kihei.

Things to do in Poipu

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 Zipline and Kayaking & Canoeing. Venture out of the city with trips to Parasailing & Paragliding (in Ka'anapali), Hui No‘eau Visual Arts Center (in Makawao) and Lahaina (Stand-Up Paddleboarding, Glass Mango Designs, &more). There's still lots to do: stroll through Kamaole Beach Park II, see some colorful creatures with a scuba or snorkeling tour, kick back and relax at Ho'okipa Beach Park, and look for gifts at Ali'i Kula Lavender Farm.

To find maps, photos, reviews, and tourist information, go to the Kihei sightseeing planner.

Fly from Poipu to Kihei in 3.5 hours. December in Kihei sees daily highs of 82°F and lows of 66°F at night. Finish your sightseeing early on the 22nd (Wed) to allow enough time to travel to Volcano.

Things to do in Kihei

Outdoors · Parks · Beaches · Tours

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.
Eschew the tourist crowds and head to Kilauea Iki Trailhead and Hawaii Tropical Botanical Garden. Get out of town with these interesting Volcano side-trips: Hilo (Extreme Exposure Fine Art Gallery & Liliuokalani Gardens) and Punalu‘U Beach (in Pahala). There's still lots to do: get impressive views of Kīlauea, see the interesting displays at Jagger Museum, and take in the dramatic natural features at Thurston Lava Tube (Nahuku).

For traveler tips, ratings, photos, and tourist information, read Volcano trip planner.

Getting from Kihei to Volcano by flight takes about 4.5 hours. December in Volcano sees daily highs of 80°F and lows of 65°F at night. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Kailua-Kona.

Things to do in Volcano

Parks · Nature · Outdoors · Beaches

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.
You'll explore the less-touristy side of things at Manini'owali Beach (Kua Bay) and Kohala Zipline. Explore the numerous day-trip ideas around Kailua-Kona: Pu'uhonua O Honaunau National Historical Park (in Honaunau), Waipiʻo Valley Lookout (in Honokaa) and Kealakekua Bay (in Captain Cook). And it doesn't end there: admire the verdant scenery at Waipio Valley, look for gifts at Mountain Thunder Coffee Plantation, get close to the beloved marine mammals with Jack's Diving Locker, and sample the tasty concoctions at Kona Brewing Company.

To see ratings, where to stay, maps, and more tourist information, use the Kailua-Kona trip itinerary builder app.

Traveling by car from Volcano to Kailua-Kona takes 2.5 hours. Alternatively, you can take a bus. In December in Kailua-Kona, expect temperatures between 82°F during the day and 70°F at night. Wrap up your sightseeing on the 29th (Wed) early enough to travel back home.

Things to do in Kailua-Kona

Tours · Outdoors · Parks · Wildlife

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.