29 days in Hawaii Itinerary

29 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary planner

Plan created by another user. Make it yours
Fly
1
Lihue, Kauai
— 3 nights
Fly
2
Kailua-Kona, Island of Hawaii
— 4 nights
Drive
3
Hilo, Island of Hawaii
— 5 nights
Fly
4
Kihei, Maui
— 7 nights
Fly
5
Honolulu, Oahu
— 9 nights
Fly

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nights
Lihue, Kauai

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Explore the numerous day-trip ideas around Lihue: Waimea (Polihale State Park & Waimea Canyon State Park). There's much more to do: get interesting insight from Tours, get a new perspective on nature at Kauai Museum, take an unforgettable tour with a helicopter tour, and hit the best photo ops around with an inspiring photography tour.

To find where to stay, more things to do, ratings, and tourist information, go to the Lihue online trip maker.

Manila, Philippines to Lihue is an approximately 15-hour flight. You'll gain 18 hours traveling from Manila to Lihue due to the time zone difference. In December, Lihue is little chillier than Manila - with highs of 30°C and lows of 22°C. Wrap up your sightseeing on the 5th (Sat) to allow time to travel to Kailua-Kona.

Things to do in Lihue

Parks · Tours · Outdoors · Nature

Side Trips

4
nights
Kailua-Kona, Island of Hawaii

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.
Venture out of the city with trips to Puukohola National Historic Park (in Kawaihae), Hapuna Beach State Recreation Area (in Puako) and Pu'uhonua O Honaunau National Historical Park (in Honaunau). There's lots more to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, kick back and relax at Papakōlea Green Sand Beach, relax in the rural setting at Heavenly Hawaiian Kona Coffee Farm, and get engrossed in the history at Kona Coffee Living History Farm.

To find reviews, more things to do, and tourist information, use the Kailua-Kona online journey planner.

Fly from Lihue to Kailua-Kona in 2.5 hours. December in Kailua-Kona sees daily highs of 32°C and lows of 24°C at night. Wrap up your sightseeing on the 9th (Wed) to allow time to drive to Hilo.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Wildlife

Side Trips

5
nights
Hilo, Island of Hawaii

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.
Venture out of the city with trips to Volcano (Jagger Museum & Akatsuka Orchid Gardens) and Hawaii Volcanoes National Park (Kalapana, Pu'u Loa Petroglyphs, &more). And it doesn't end there: take in nature's colorful creations at Liliuokalani Gardens, see the world from above with a helicopter tour, admire the sheer force of Akaka Falls State Park, and pick up some local products at Hilo Farmers Market.

For maps, traveler tips, other places to visit, and more tourist information, you can read our Hilo online attractions planner.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in December, you can expect nighttime temperatures to be little chillier in Hilo, with lows of 21°C. Finish your sightseeing early on the 14th (Mon) to allow enough time to travel to Kihei.

Things to do in Hilo

Parks · Outdoors · Trails · Tours

Side Trips

7
nights
Kihei, Maui

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 find plenty of places to visit near Kihei: Lahaina (Whalers Village Museum, Scuba & Snorkeling, &more), Haleakala Crater (in Haleakala National Park) and Zipline (in Ka'anapali). Spend the 17th (Thu) exploring the striking scenery along Hana Highway - Road to Hana. Next up on the itinerary: admire the majestic nature at Iao Valley, look for all kinds of wild species at Ahihi-Kinau Natural Area Reserve, observe the fascinating underwater world at Maui Ocean Center, and stroll through Kamaole Beach Park III.

For reviews, more things to do, maps, and more tourist information, read our Kihei trip planner.

Fly from Hilo to Kihei in 3 hours. Expect a daytime high around 32°C in December, and nighttime lows around 22°C. Cap off your sightseeing on the 21st (Mon) early enough to travel to Honolulu.

Things to do in Kihei

Parks · Outdoors · Beaches · Nature

Side Trips

9
nights
Honolulu, Oahu

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.
Explore Honolulu's surroundings by going to Polynesian Cultural Center (in Laie), Pupukea (Pu’u O Mahuka Heiau State Monument & Ehukai Beach Park) and Kailua Beach Park (in Kailua). There's much more to do: pause for some photo ops at USS Arizona Memorial, admire the sheer force of Manoa Falls, browse the different shops at Ala Moana Center, and take a memorable tour with Tours.

For reviews, ratings, other places to visit, and other tourist information, you can read our Honolulu trip planner.

Getting from Kihei to Honolulu by flight takes about 3 hours. In December, daily temperatures in Honolulu can reach 32°C, while at night they dip to 24°C. Cap off your sightseeing on the 30th (Wed) early enough to travel back home.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Hawaii travel guide

4.3
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.