15 days in Hawaii Itinerary

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

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Lahaina, Maui — 3 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.
You've now added Shark Diving to your itinerary. Eschew the tourist crowds and head to Kapalua Coastal Trail and Kapalua Beach. Your itinerary includes some good beach time at Kamaole Beach Park II and Kamaole Beach Park III. Take a break from Lahaina with a short trip to Story of Hawaii Museum in Kahului, about 40 minutes away. There's more to do: walk around D.T. Fleming Park and don't miss a visit to Hale Pa'ahao - Old Lahaina Prison.

To find ratings, reviews, where to stay, and more tourist information, use the Lahaina trip planner.

Phoenix to Lahaina is an approximately 7.5-hour flight. The time zone difference when traveling from Phoenix to Lahaina is minus 3 hours. While traveling from Phoenix, expect slightly colder days and somewhat warmer nights in Lahaina, ranging from highs of 84°F to lows of 73°F. Finish up your sightseeing early on the 5th (Wed) so you can catch the flight to Kailua-Kona.
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Find places to stay Oct 2 — 5:

Kailua-Kona, Island of Hawaii — 2 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.
Keep things going the next day: contemplate the long history of Puako Petroglyph Archaeological Preserve, kick back and relax at Hapuna Beach State Recreation Area, and then enjoy the sand and surf at Manini'owali Beach (Kua Bay).

To see ratings, photos, and more tourist information, use the Kailua-Kona trip planner.

You can fly from Lahaina to Kailua-Kona in 2.5 hours. October in Kailua-Kona sees daily highs of 86°F and lows of 75°F at night. Finish your sightseeing early on the 7th (Fri) so you can fly to Hanalei.
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Find places to stay Oct 5 — 7:

Hanalei, Kauai — 2 nights

Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Start off your visit on the 8th (Sat): stroll through Anini Beach, tour the pleasant surroundings at Hanalei Beach, and then kick back and relax at Ke'e Beach. Keep things going the next day: take a memorable drive along Hanalei Valley Lookout, identify plant and animal life at Na Pali Coast State Park, and then take a tour by water with Boat Tours & Water Sports.

To see reviews, where to stay, and more tourist information, read our Hanalei day trip planning app.

Fly from Kailua-Kona to Hanalei in 2.5 hours. In October, daytime highs in Hanalei are 84°F, while nighttime lows are 74°F. Wrap up your sightseeing on the 9th (Sun) early enough to drive to Koloa.
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Find places to stay Oct 7 — 9:

Koloa, Kauai — 2 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Kick off your visit on the 10th (Mon): get some fabulous bargains at Original Red Dirt Shirts, experience rural life at Kauai Coffee Company, then enjoy the sand and surf at Poipu Beach Park, and finally discover the deep blue sea with a scuba or snorkeling tour. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Kauai Museum, then admire the sheer force of Wailua Falls, and then kick back and relax at Kalapaki Beach.

To find maps, more things to do, and tourist information, you can read our Koloa visit planning tool.

You can drive from Hanalei to Koloa in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 84°F in October, and nighttime lows around 74°F. Wrap up your sightseeing on the 11th (Tue) to allow time to fly to Honolulu.
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Find places to stay Oct 9 — 11:

Honolulu, Oahu — 5 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 enjoy a bit of beach vacationing at Waimanalo Beach and Banzai Pipeline. Saint Augustine by-the-Sea and Aloha Pearl Harbor Tours are good opportunities to explore the local culture. You'll find plenty of places to visit near Honolulu: Waimanalo (Bellows Field Beach Park & Makapu'u Beach), Shark's Cove (in Pupukea) and Haleiwa Alii Beach Park (in Haleiwa). And it doesn't end there: explore the striking landscape at Halona Blowhole, enjoy the sand and surf at Sans Souci Beach Park, stop by Shirokiya Japan Village Walk, and tour the pleasant surroundings at Kaimana Beach.

For more things to do, traveler tips, where to stay, and tourist information, refer to the Honolulu road trip tool.

You can fly from Koloa to Honolulu in 2.5 hours. In October, daytime highs in Honolulu are 87°F, while nighttime lows are 74°F. Finish up your sightseeing early on the 16th (Sun) so you can catch the flight back home.
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Find places to stay Oct 11 — 16:

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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