16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

Created using Inspirock Hawaii planner

Plan created by another user.Make it yours

Route & dates

1
Kapaa, Kauai
— 1 night
2
Princeville, Kauai
— 6 nights
3
Lahaina, Maui
— 5 nights
4
Wailea, Maui
— 2 nights

1
night
Kapaa, Kauai

Kapaa ©
Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
Lydgate State Park has been added to your itinerary.

To see ratings, where to stay, photos, and other tourist information, refer to the Kapaa trip site.

Boston to Kapaa is an approximately 15.5-hour flight. The time zone difference when traveling from Boston to Kapaa is minus 5 hours. Traveling from Boston in May, expect nights in Kapaa to be warmer, around °F, while days are a bit warmer, around °F. On the 11th (Mon), wrap the sightseeing up by early afternoon so you can drive to Princeville.

Things to do in Kapaa

Parks

Side Trip

Lydgate State Park
Find places to stay May 10 — 11:
Highlights from your plan
Lydgate State Park ©
Lydgate State Park

6
nights
Princeville, Kauai

Princeville ©
Princeville is a 9,000acre, upscale, unincorporated, master-planned community of vacation homes and condos on the north shore of the island of Kauai in Kauai County, Hawaii. Your day-by-day itinerary now includes Hanalei Day Spa, Hanalei Beach, Hanalei Bay, and other attractions you added. Get in touch with nature at Waimea Canyon State Park and Koke`e State Park. Step off the beaten path and head to Pali Ke Kua Beach (Hideaway s Beach) and Hanalei National Wildlife Refuge. Step out of Princeville with an excursion to Pihea Trail in Kekaha--about 1h 5 min away. There's lots more to do: get great views at Hanalei Valley Lookout, look for gifts at Tahiti Nui, and admire the majestic nature at Hāʻena State Park.

For maps, reviews, other places to visit, and more tourist information, read Princeville trip app.

Drive from Kapaa to Princeville in an hour. In May, daily temperatures in Princeville can reach °F, while at night they dip to °F. You'll have a few hours on the 17th (Sun) to wrap things up before traveling to Lahaina.

Things to do in Princeville

Parks Outdoors Beaches

Side Trips

Kauai, Hanalei, Kekaha, Waimea Canyon State Park, Ke'e Beach
Find places to stay May 11 — 17:
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Ke'e Beach ©
Ke'e Beach
Hanalei Beach ©
Hanalei Beach

5
nights
Lahaina, Maui

Lahaina ©
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.
Your day-by-day itinerary now includes Ho'okipa Beach Park, Lahaina Banyan Court, Napili Beach, and other attractions you added. Eschew the tourist crowds and head to Kapalua Beach and D.T. Fleming Park. And it doesn't end there: relax and rejuvenate at some of the best spas, see the interesting displays at Whale Center of the Pacific, kick your exploration up a notch at some of the top local zipline courses and adventure parks, and stop by The Jewelry Stand Maui.

Before you visit Lahaina, use our trip planner to discover what you can do and see there.

You can fly from Princeville to Lahaina in 4 hours. Expect a daytime high around °F in May, and nighttime lows around °F. You will have some time to spend on the 22nd (Fri) before leaving for Wailea.

Things to do in Lahaina

Parks Outdoors Beaches

Side Trips

Hana, Kapalua, Lanai, Nakalele Blowhole, Lanai Cat Sanctuary
Find places to stay May 17 — 22:
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Kapalua Beach ©
Kapalua Beach
Lanai Cat Sanctuary ©
Lanai Cat Sanctuary

2
nights
Wailea, Maui

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes Wailea Beach Path, Iao Valley, Wailea Beach, and other attractions you added. Kick off your visit on the 22nd (Fri): stroll through Ho'okipa Beach Park and then admire the majestic nature at Iao Valley. Keep things going the next day: enjoy the sand and surf at Wailea Beach, thenrelax and rejuvenate at some of the best spas, thenstroll through Polo Beach, and finally kick back and relax at Wailea Beach Path.

To see more things to do, maps, and more tourist information, go to the Wailea trip planner.

Drive from Lahaina to Wailea in an hour. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around °F in May, and nighttime lows around °F. You will have some time to spend on the 24th (Sun) before leaving for home.

Things to do in Wailea

Parks Outdoors Beaches

Side Trips

Ho'okipa Beach Park, Iao Valley
Find places to stay May 22 — 24:
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Wailea Beach ©
Wailea Beach
Wailea Beach Path ©
Wailea Beach Path

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