30 days in Hawaii Itinerary

Created using Klarna Trips Hawaii attractions planner
Make it your trip
Fly
1
Honolulu, Oahu
— 8 nights
Fly
2
Hanalei, Kauai
— 3 nights
Fly
3
Kailua-Kona, Island of Hawaii
— 5 nights
Drive
4
Volcano, Island of Hawaii
— 4 nights
Fly
5
Lahaina, Maui
— 9 nights
Fly

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Honolulu, Oahu — 8 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.
Change things up with these side-trips from Honolulu: Malaekahana State Recreation Area (in Laie), Kailua Beach Park (in Kailua) and Turtle Bay Beach (in Kahuku). There's still lots to do: explore the different monuments and memorials at USS Arizona Memorial, take in the pleasant sights at Diamond Head State Monument, enjoy the sand and surf at Sunset Beach Park, and buy something for everyone on your list at Ala Moana Center.

For maps, other places to visit, where to stay, and more tourist information, go to the Honolulu trip itinerary maker.

New York City to Honolulu is an approximately 12.5-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from New York City to Honolulu. Traveling from New York City in January, expect Honolulu to be warmer, temps between 81°F and 67°F. Finish up your sightseeing early on the 15th (Sun) so you can catch the flight to Hanalei.
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Side Trips
Find places to stay Jan 7 — 15:

Hanalei, Kauai — 3 nights

Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Change things up with these side-trips from Hanalei: Kapaa (Kauai Path & Kayaking & Canoeing) and Waimea (Waimea Canyon State Park & Koke'e Mountains). And it doesn't end there: identify plant and animal life at Na Pali Coast State Park, admire the sheer force of Opaekaa Falls, admire the natural beauty at Na Aina Kai Botanical Gardens, and take a memorable drive along Hanalei Valley Lookout.

To see more things to do, other places to visit, ratings, and other tourist information, go to the Hanalei itinerary planner.

Traveling by flight from Honolulu to Hanalei takes 2.5 hours. Expect a daytime high around 79°F in January, and nighttime lows around 65°F. Wrap up your sightseeing on the 18th (Wed) to allow time to fly to Kailua-Kona.
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Parks · Outdoors · Nature · Beaches
Side Trips
Find places to stay Jan 15 — 18:

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.
Explore Kailua-Kona's surroundings by going to Hawaiian Vanilla Company (in Paauilo), Waipiʻo Valley Lookout (in Honokaa) and Pu'uhonua O Honaunau National Historical Park (in Honaunau). There's still lots to do: fulfill a lifelong dream with a swim-with-the-dolphins experience, take a stroll through Holualoa Village, enjoy the sand and surf at Mauna Kea Beach, and explore the wealth of natural beauty at Puukohola National Historic Park.

To find where to stay, ratings, other places to visit, and tourist information, go to the Kailua-Kona driving holiday planner.

You can fly from Hanalei to Kailua-Kona in 2.5 hours. In January in Kailua-Kona, expect temperatures between 80°F during the day and 67°F at night. Wrap up your sightseeing on the 23rd (Mon) to allow time to drive to Volcano.
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Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Jan 18 — 23:

Volcano, Island of Hawaii — 4 nights

Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Explore Volcano's surroundings by going to Hilo (Lyman Museum, Akaka Falls State Park, &more), Hawaii Tropical Bioreserve and Garden (in Papaikou) and Hawaii Volcanoes National Park (Kalapana & Holei Sea Arch). There's much more to do: explore the striking landscape at Thurston Lava Tube (Nahuku), surround yourself with nature on a nature and wildlife tour, trek along Pu'u Huluhulu trail, and explore the fascinating underground world of Kazumura Cave Tours.

To find ratings, traveler tips, maps, and more tourist information, use the Volcano trip maker website.

You can drive from Kailua-Kona to Volcano in 2.5 hours. Alternatively, you can take a bus. In January, daytime highs in Volcano are 81°F, while nighttime lows are 64°F. Finish your sightseeing early on the 27th (Fri) so you can fly to Lahaina.
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Parks · Outdoors · Nature · Wildlife
Side Trips
Find places to stay Jan 23 — 27:

Lahaina, Maui — 9 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.
Change things up with these side-trips from Lahaina: Ho'okipa Beach Park (in Paia), Ho'omana Spa Maui (in Makawao) and Wailea (Wailea Beach & Oneloa Beach). Spend the 28th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. The adventure continues: see some colorful creatures with a scuba or snorkeling tour, observe the fascinating underwater world at Maui Ocean Center, take a memorable tour with Tours, and walk around Lahaina Banyan Court.

To find reviews, traveler tips, photos, and more tourist information, refer to the Lahaina holiday builder site.

Fly from Volcano to Lahaina in 2.5 hours. Expect a daytime high around 78°F in January, and nighttime lows around 67°F. Wrap up your sightseeing on the 5th (Sun) to allow time to fly back home.
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Outdoors · Parks · Beaches · Scenic Drive
Side Trips
Find places to stay Jan 27 — Feb 5:

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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