31 days in Hawaii Itinerary

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

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Kailua-Kona, Island of Hawaii — 4 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 discover tucked-away gems like Mauna Kea and Ocean Rider Inc. Explore Kailua-Kona's surroundings by going to Hawaii Tropical Bioreserve and Garden (in Papaikou), Hapuna Beach State Recreation Area (in Puako) and Hilo (Rainbow Falls & Subaru Telescope). There's much more to do: relax in the rural setting at Mountain Thunder Coffee Plantation, tour the pleasant surroundings at Manini'owali Beach (Kua Bay), see the sky in a new way at Mauna Kea Observatories, and see the world from above with a helicopter tour.

For traveler tips, photos, reviews, and tourist information, read Kailua-Kona online visit planner.

Newark to Kailua-Kona is an approximately 13-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from Newark to Kailua-Kona. Traveling from Newark in June, you can expect nighttime temperatures to be a bit warmer in Kailua-Kona, with lows of 74°F. Finish your sightseeing early on the 4th (Tue) to allow enough time to fly to Lahaina.
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Lahaina, Maui — 7 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.
Step off the beaten path and head to Zipline and Old Lahaina Courthouse. Change things up with these side-trips from Lahaina: Maui Brewing Company (in Kihei), Wailea (Ulua Beach, Wailea Beach, &more) and Haleakala Crater (in Haleakala National Park). There's much more to do: fly like a bird with a parasailing or paragliding tour, get up close and personal with brilliant marine life at Maui Ocean Center, experience rural life at Maui Tropical Plantation, and tour the pleasant surroundings at Kapalua Coastal Trail.

To see where to stay, ratings, traveler tips, and other tourist information, use the Lahaina holiday maker tool.

Getting from Kailua-Kona to Lahaina by flight takes about 2.5 hours. Expect a daytime high around 86°F in July, and nighttime lows around 73°F. Finish up your sightseeing early on the 11th (Tue) so you can catch the flight to Hanalei.
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Hanalei, Kauai — 4 nights

Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Explore hidden gems such as Scuba & Snorkeling and Na Pali Coast State Park. Take a break from Hanalei with a short trip to Lydgate Farms Kauai Chocolate in Kapaa, about 36 minutes away. The adventure continues: enjoy the sand and surf at Pali Ke Kua Beach (Hideaway s Beach), take some stellar pictures from Hanalei Valley Lookout, tour the pleasant surroundings at Tunnels Beach, and admire the natural beauty at Limahuli Garden and Preserve.

For other places to visit, ratings, traveler tips, and other tourist information, go to the Hanalei driving holiday planner.

You can fly from Lahaina to Hanalei in 2.5 hours. Expect a daytime high around 84°F in July, and nighttime lows around 74°F. Cap off your sightseeing on the 15th (Sat) early enough to go by car to Koloa.
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Koloa, Kauai — 5 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Step off the beaten path and head to Scuba & Snorkeling and Kalalau Lookout. Change things up with these side-trips from Koloa: Kapaa (Sleeping Giant Trail, Kauai Path, &more) and Waimea Canyon State Park (in Waimea). The adventure continues: enjoy the sand and surf at Poipu Beach Park, steep yourself in history at Prince Kuhio Park, take an unforgettable tour with a helicopter tour, and stroll around Lydgate State Park.

To find where to stay, photos, traveler tips, and more tourist information, go to the Koloa travel route planner.

You can drive from Hanalei to Koloa in 1.5 hours. Another option is to take a bus. In July, daytime highs in Koloa are 84°F, while nighttime lows are 74°F. Finish up your sightseeing early on the 20th (Thu) so you can catch the flight to Honolulu.
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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.
Discover out-of-the-way places like Photography Tours and Helicopter Tours. You'll find plenty of places to visit near Honolulu: Haleiwa (Waimea Valley & Sunset Beach Park), Shark's Cove (in Pupukea) and Lanikai Beach (in Kailua). There's much more to do: take in the pleasant sights at Diamond Head State Monument, walk around Fort DeRussy Beach Park, see the interesting displays at USS Bowfin Submarine Museum & Park, and test your problem-solving skills at popular escape rooms.

For ratings, where to stay, photos, and other tourist information, read our Honolulu trip itinerary maker tool.

Fly from Koloa to Honolulu in 2.5 hours. In July, daytime highs in Honolulu are 88°F, while nighttime lows are 75°F. Finish your sightseeing early on the 30th (Sun) so you can fly back home.
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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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