16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

Created using Inspirock Hawaii route planner

Make it your trip
Fly
1
Kihei, Maui
— 3 nights
Fly
2
Volcano, Island of Hawaii
— 3 nights
Drive
3
Kailua-Kona, Island of Hawaii
— 3 nights
Fly
4
Poipu, Kauai
— 2 nights
Drive
5
Hanalei, Kauai
— 4 nights
Fly

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Kihei, Maui

— 3 nights
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
We've included these beaches for you: Napili Beach and Wailea Beach. Get in touch with nature at Ho'okipa Beach Park and Kapalua Coastal Trail. You'll find plenty of places to visit near Kihei: Lahaina (Lahaina Banyan Court & Baldwin Home Museum) and Zipline (in Ka'anapali). There's still lots to do: stroll through Kamaole Beach Park II, enjoy the sand and surf at Kamaole Beach Park III, and examine the collection at Hale Ho'ike'ike at the Bailey House.

To see maps, traveler tips, reviews, and other tourist information, use the Kihei trip planner.

Philadelphia to Kihei is an approximately 12.5-hour flight. The time zone difference when traveling from Philadelphia to Kihei is minus 5 hours. When traveling from Philadelphia in April, plan for a bit warmer days and much warmer nights in Kihei: temperatures range from 85°F by day to 68°F at night. Cap off your sightseeing on the 3rd (Tue) early enough to catch the flight to Volcano.

Things to do in Kihei

Outdoors · Parks · Beaches · Adventure

Side Trips

Volcano, Island of Hawaii

— 3 nights
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Step off the beaten path and head to Hawaii Tropical Bioreserve and Garden and Kilauea Iki Trailhead. Get outdoors at Papakōlea Green Sand Beach and Liliuokalani Gardens. Change things up with these side-trips from Volcano: Punalu‘U Beach (in Pahala) and Rainbow Falls (in Hilo). There's still lots to do: get impressive views of Kīlauea, explore the striking landscape at Thurston Lava Tube (Nahuku), hike along Kipuka Puaulu (Bird Park) Trail, and examine the collection at Jagger Museum.

To see maps, traveler tips, ratings, and more tourist information, read our Volcano travel route planner.

Getting from Kihei to Volcano by flight takes about 2.5 hours. In May, daytime highs in Volcano are 82°F, while nighttime lows are 67°F. Finish up your sightseeing early on the 6th (Fri) so you can go by car to Kailua-Kona.

Things to do in Volcano

Parks · Outdoors · Nature · Beaches

Side Trips

Kailua-Kona, Island of Hawaii

— 3 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 Hapuna Beach State Recreation Area and Pu'uhonua O Honaunau National Historical Park. Take a break from the city and head to Manini'owali Beach (Kua Bay) and Mauna Kea. Change things up with these side-trips from Kailua-Kona: Puukohola National Historic Park (in Kawaihae), Anaehoomalu (in Waikoloa) and Kealakekua Bay (in Captain Cook). There's still lots to do: cast your line with a fishing tour.

To find other places to visit, where to stay, maps, and tourist information, refer to the Kailua-Kona online sightseeing planner.

You can drive from Volcano to Kailua-Kona in 2.5 hours. Alternatively, you can take a bus. Traveling from Volcano in May, expect a bit warmer with lows of 73°F in Kailua-Kona. Finish up your sightseeing early on the 9th (Mon) so you can travel to Poipu.

Things to do in Kailua-Kona

Parks · Nature · Outdoors · Beaches

Side Trips

Poipu, Kauai

— 2 nights
Kick off your visit on the 10th (Tue): admire the sheer force of Wailua Falls, admire the sheer force of Opaekaa Falls, then explore the striking landscape at Spouting Horn, and finally get outside with Outdoor Activities. Keep things going the next day: enjoy the sand and surf at Poipu Beach Park, hike along Maha'ulepu Heritage Trail, and then enjoy the sand and surf at Shipwreck Beach.

To find traveler tips, where to stay, reviews, and more tourist information, refer to the Poipu day trip planner.

Fly from Kailua-Kona to Poipu in 2.5 hours. Alternatively, you can do a combination of flight and taxi. In May, plan for daily highs up to 82°F, and evening lows to 71°F. Finish up your sightseeing early on the 11th (Wed) so you can go by car to Hanalei.

Things to do in Poipu

Parks · Outdoors · Beaches · Nature

Side Trips

Hanalei, Kauai

— 4 nights
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Relax by the water at Hanalei Beach and Polihale State Park. Visiting Waimea Canyon State Park and Na Pali Coast State Park will get you outdoors. There's still lots to do: get outside with Outdoor Activities, look for all kinds of wild species at Kalalau Trail, and take some stellar pictures from Hanalei Valley Lookout.

To see reviews, photos, where to stay, and more tourist information, you can read our Hanalei online trip itinerary planner.

Getting from Poipu to Hanalei by car takes about 1.5 hours. In May, daytime highs in Hanalei are 82°F, while nighttime lows are 71°F. Finish up your sightseeing early on the 15th (Sun) so you can catch the flight back home.

Things to do in Hanalei

Parks · Outdoors · Wildlife · Nature

Side Trips

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.