31 days in Hawaii Itinerary

31 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary maker
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Fly
1
Hanalei, Kauai
— 4 nights
Drive
2
Koloa, Kauai
— 4 nights
Fly
3
Lahaina, Maui
— 6 nights
Fly
4
Kailua-Kona, Island of Hawaii
— 6 nights
Fly
5
Honolulu, Oahu
— 10 nights
Fly

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Hanalei, Kauai — 4 nights

Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Get in touch with nature at Na Pali Coast State Park and Kalalau Trail. You'll discover tucked-away gems like Scuba & Snorkeling and Ke'e Beach. Get out of town with these interesting Hanalei side-trips: Waimea (Koke'e Mountains & Polihale State Park). There's much more to do: enjoy the sand and surf at Hanalei Beach, look for all kinds of wild species at Kilauea Point National Wildlife Refuge, take a memorable drive along Hanalei Valley Lookout, and take in the architecture and atmosphere at Wai`oli Hui`ia Church.

For traveler tips, where to stay, more things to do, and other tourist information, use the Hanalei trip tool.

Sydney, Australia to Hanalei is an approximately 15.5-hour flight. Due to the time zone difference, you'll gain 20 hours traveling from Sydney to Hanalei. Traveling from Sydney in September, you will find days in Hanalei are a bit warmer (35°C), and nights are warmer (28°C). Finish up your sightseeing early on the 4th (Tue) so you can go by car to Koloa.
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Parks · Outdoors · Wildlife · Beaches
Side Trips

Koloa, Kauai — 4 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Kalalau Lookout and Menehune Fishpond are good opportunities to explore the local culture. Take a break from the city and head to Kauai Path and Wailua Falls. Get out of town with these interesting Koloa side-trips: Waimea Canyon State Park (in Waimea) and Sleeping Giant Trail (in Kapaa). The adventure continues: enjoy the sand and surf at Poipu Beach Park, experience rural life at Kauai Coffee Company, take in the dramatic scenery at Opaekaa Falls, and take in the dramatic natural features at Spouting Horn.

You can plan Koloa trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Hanalei to Koloa takes 1.5 hours. Alternatively, you can take a bus. In October, daytime highs in Koloa are 34°C, while nighttime lows are 27°C. Wrap up your sightseeing on the 8th (Sat) early enough to fly to Lahaina.
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Parks · Outdoors · Trails · Beaches
Side Trips

Lahaina, Maui — 6 nights

Crown Jewel of Maui

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Get in touch with nature at Zipline and Nakalele Blowhole. You'll discover tucked-away gems like Shark Diving and Keawakapu Beach. You'll find plenty of places to visit near Lahaina: Wailea (Wailea Beach, Makena Beach, &more), Story of Hawaii Museum (in Kahului) and Ho'okipa Beach Park (in Paia). Next up on the itinerary: identify plant and animal life at Honolua Bay, enjoy the sand and surf at Kapalua Beach, walk around Lahaina Banyan Court, and contemplate the geological forces at Molokini Crater.

For reviews, traveler tips, where to stay, and tourist information, you can read our Lahaina trip planner.

Fly from Koloa to Lahaina in 2.5 hours. Expect a daytime high around 34°C in October, and nighttime lows around 26°C. Finish your sightseeing early on the 14th (Fri) so you can fly to Kailua-Kona.
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Parks · Outdoors · Beaches · Nature
Side Trips

Kailua-Kona, Island of Hawaii — 6 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 Fishing Charters & Tours and Kanaloa Octopus Farm. Escape the urban bustle at Kona Cloud Forest and Pu'uhonua O Honaunau National Historical Park. Explore the numerous day-trip ideas around Kailua-Kona: Pele Plantations (in Waimea), The 1871 Trail (in Honaunau) and Kealakekua Bay (in Captain Cook). And it doesn't end there: admire the natural beauty at Hawaii Tropical Bioreserve and Garden, cruise along Saddle Road, admire the verdant scenery at Waipio Valley, and take an in-depth tour of Hulihe'e Palace.

To see maps, traveler tips, more things to do, and other tourist information, read Kailua-Kona day trip app.

Traveling by flight from Lahaina to Kailua-Kona takes 2.5 hours. October in Kailua-Kona sees daily highs of 35°C and lows of 28°C at night. Finish your sightseeing early on the 20th (Thu) so you can fly to Honolulu.
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Parks · Nature · Outdoors · Wildlife
Side Trips

Honolulu, Oahu — 10 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 Swim with Dolphins and Lanikai Beach. Your cultural itinerary includes sights like USS Arizona Memorial and National Memorial Cemetery of the Pacific. Change things up with these side-trips from Honolulu: Kailua (Pillbox Hike & Kailua Beach Park), Byodo-In Temple (in Kaneohe) and Horseback Riding Tours (in Waialua). There's lots more to do: enjoy the sand and surf at Shark's Cove, see the interesting displays at Pearl Harbor Aviation Museum, go for a walk through Diamond Head State Monument, and tour the pleasant surroundings at Laniakea Beach.

To see ratings, other places to visit, maps, and other tourist information, you can read our Honolulu trip itinerary planning site.

You can fly from Kailua-Kona to Honolulu in 2.5 hours. October in Honolulu sees daily highs of 36°C and lows of 27°C at night. Wrap up your sightseeing by early afternoon on the 30th (Sun) to allow time for the flight back home.
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Parks · Outdoors · Beaches · Historic Sites
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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