31 days in Hawaii Itinerary

31 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary maker
Make it your trip
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 Kilauea Point National Wildlife Refuge. 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, stroll through Ke'e Beach, 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
Find places to stay Sep 30 — Oct 4:

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: Sleeping Giant Trail (in Kapaa) and Waimea Canyon State Park (in Waimea). 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
Find places to stay Oct 4 — 8:

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 Shark Diving. You'll discover tucked-away gems like Honolua Bay and Kamaole Beach Park II. You'll find plenty of places to visit near Lahaina: Ho'okipa Beach Park (in Paia), Wailea (Wailea Beach, Makena Beach, &more) and Story of Hawaii Museum (in Kahului). There's lots more to do: explore the striking landscape at Nakalele Blowhole, get impressive views of Haleakala Crater, admire the majestic nature at Iao Valley, and trek along Kapalua Coastal Trail.

To see reviews, traveler tips, photos, and tourist information, read Lahaina route site.

Getting from Koloa to Lahaina by flight takes about 2.5 hours. In October, daytime highs in Lahaina are 34°C, while nighttime lows are 26°C. Finish up your sightseeing early on the 14th (Fri) so you can catch the flight to Kailua-Kona.
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Side Trips
Find places to stay Oct 8 — 14:

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 Hawaii Tropical Bioreserve and Garden. Escape the urban bustle at Kanaloa Octopus Farm and Kona Cloud Forest. Explore the numerous day-trip ideas around Kailua-Kona: Pele Plantations (in Waimea), Honaunau (Pu'uhonua O Honaunau National Historical Park & The 1871 Trail) and Kealakekua Bay (in Captain Cook). And it doesn't end there: appreciate the views at Waipio Valley, take your sightseeing to a higher altitude at Mauna Kea, enjoy the sand and surf at Hapuna Beach State Recreation Area, and take in the dramatic scenery at Wailuku River State Park.

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
Find places to stay Oct 14 — 20:

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 Koko Crater Railway Trail. Your cultural itinerary includes sights like USS Arizona Memorial and Makapuu Lighthouse Trail. Change things up with these side-trips from Honolulu: Horseback Riding Tours (in Waialua), Byodo-In Temple (in Kaneohe) and Kailua (Lanikai Beach, Pillbox Hike, &more). There's still lots to do: kick back and relax at Shark's Cove, contemplate the waterfront views at Hanauma Bay Nature Preserve, examine the collection at USS Bowfin Submarine Museum & Park, and stroll the grounds of National Memorial Cemetery of the Pacific.

For more things to do, ratings, maps, and tourist information, go to the Honolulu day trip planner.

Fly from Kailua-Kona to Honolulu in 2.5 hours. In October in Honolulu, expect temperatures between 36°C during the day and 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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Side Trips
Find places to stay Oct 20 — 30:

Hawaii travel guide

4.4
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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