17 days in Hawaii Itinerary

17 days in Hawaii Itinerary

Created using Inspirock Hawaii vacation builder

Make it your trip
Fly
1
Hanalei, Kauai
— 6 nights
Drive
2
Wainiha, Kauai
— 2 nights
Drive
3
Lihue, Kauai
Fly
4
Honolulu, Oahu
— 2 nights
Fly
5
Lahaina, Maui
— 1 night
Drive
6
Wailea, Maui
— 2 nights
Drive
7
Hana, Maui
— 1 day
Fly
8
Kailua-Kona, Island of Hawaii
— 2 nights
Fly

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Hanalei, Kauai

— 6 nights
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Escape the urban bustle at Hanalei Beach and Secret Beach. Discover out-of-the-way places like Hanalei Bay and Princeville Botanical Gardens. Explore the numerous day-trip ideas around Hanalei: Moloa'a Beach (in Kilauea) and Waimea Canyon State Park (in Waimea). There's lots more to do: kick back and relax at Pali Ke Kua Beach (Hideaway s Beach), take a tour by water with Boat Tours & Water Sports, examine the collection at Waioli Mission House, and relax in the rural setting at Kauai Kunana Dairy Farm Tour.

To find where to stay, more things to do, traveler tips, and other tourist information, go to the Hanalei vacation planning app.

Charleston to Hanalei is an approximately 14.5-hour flight. The time zone changes from Eastern Standard Time (EST) to Hawaii-Aleutian Standard Time (HST), which is usually a -5 hour difference. Expect somewhat warmer evenings in Hanalei when traveling from Charleston in May, with lows around 71°F. Wrap up your sightseeing on the 17th (Mon) to allow time to travel to Wainiha.

Things to do in Hanalei

Parks · Outdoors · Beaches · Nature

Side Trips

Wainiha, Kauai

— 2 nights
On the 18th (Tue), take in the dramatic scenery at Hanakapiai Falls, then tour the pleasant surroundings at Ke'e Beach, and then trek along Kalalau Trail. Here are some ideas for day two: stroll through Tunnels Beach, appreciate the extensive heritage of Kalalau Lookout, and then immerse yourself in nature at Na Pali Coast State Park.

To find reviews, more things to do, and tourist information, use the Wainiha route planner.

Wainiha is very close to Hanalei. May in Wainiha sees daily highs of 82°F and lows of 71°F at night. Finish up your sightseeing early on the 19th (Wed) so you can travel to Lihue.

Things to do in Wainiha

Parks · Outdoors · Wildlife · Beaches

Side Trips

Lihue, Kauai

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. For maps, traveler tips, where to stay, and tourist information, read our Lihue tour itinerary planner.

Traveling by car from Wainiha to Lihue takes 1.5 hours. Expect a daytime high around 82°F in May, and nighttime lows around 71°F. On the 19th (Wed), you'll travel to Honolulu.

Things to do in Lihue

Outdoors · Tours · Parks · Wildlife

Honolulu, Oahu

— 2 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.
Kick off your visit on the 20th (Thu): enjoy the sand and surf at Kuhio Beach, kick back and relax at Kahala Beach, then hike along Kuliouou Ridge Hike, then trek along Lanikai Pillbox Hike, and finally hike along Manoa Falls Trail.

To find reviews, photos, other places to visit, and more tourist information, use the Honolulu travel itinerary planner.

You can fly from Lihue to Honolulu in 2.5 hours. May in Honolulu sees daily highs of 84°F and lows of 71°F at night. Finish your sightseeing early on the 21st (Fri) to allow enough time to fly to Lahaina.

Things to do in Honolulu

Parks · Outdoors · Trails · Beaches

Side Trip

Highlights from your trip

Lahaina, Maui

— 1 night

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.
Your day by day itinerary now includes Kapalua Coastal Trail. On the 21st (Fri), trek along Kapalua Coastal Trail, then head outdoors with Oneloa Bay, and then kick back and relax at Honokeana Bay.

To find ratings, more things to do, reviews, and other tourist information, read Lahaina trip itinerary builder tool.

You can fly from Honolulu to Lahaina in 2.5 hours. May in Lahaina sees daily highs of 81°F and lows of 70°F at night. Finish your sightseeing early on the 22nd (Sat) so you can drive to Wailea.

Things to do in Lahaina

Outdoors · Parks · Beaches · Trails

Side Trips

Wailea, Maui

— 2 nights
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Start off your visit on the 22nd (Sat): hike along Hoapili Trail, enjoy the sand and surf at Pa'ako Beach (Secret Cove), immerse yourself in nature at Makena State Park, tour the pleasant surroundings at Po'olenalena Beach, then tour the pleasant surroundings at Palauea Beach, and finally enjoy the sand and surf at Mokapu Beach Park. On the 23rd (Sun), you'll have a packed day of sightseeing: tour the pleasant surroundings at King's Highway, surround yourself with nature on Haleakala Sunrise Tours, and then take in the dramatic natural features at Lava Fields.

To find ratings, maps, photos, and other tourist information, you can read our Wailea road trip planner.

Getting from Lahaina to Wailea by car takes about an hour. Other options: take a bus. In May, plan for daily highs up to 86°F, and evening lows to 68°F. Finish up your sightseeing early on the 24th (Mon) so you can go by car to Hana.

Things to do in Wailea

Outdoors · Parks · Beaches · Tours

Side Trips

Hana, Maui

— 1 day
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
Start off your visit on the 24th (Mon): make a trip to Kalaloa Point, admire the sheer force of Wailua Falls, admire the sheer force of Waimoku Falls, then admire the sheer force of Hanawi Falls, and finally kick back and relax at Honokalani Black Sand Beach.

For more things to do, photos, where to stay, and tourist information, read our Hana trip planning website.

Traveling by car from Wailea to Hana takes 2.5 hours. May in Hana sees daily highs of 86°F and lows of 68°F at night. Cap off your sightseeing on the 24th (Mon) early enough to catch the flight to Kailua-Kona.

Things to do in Hana

Parks · Nature · Beaches · Outdoors

Side Trip

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.
Start off your visit on the 25th (Tue): contemplate in the serene atmosphere at Puukohola Heiau.

For more things to do, other places to visit, ratings, and tourist information, you can read our Kailua-Kona trip planner.

Fly from Hana to Kailua-Kona in 2.5 hours. In May, daily temperatures in Kailua-Kona can reach 83°F, while at night they dip to 73°F. You will have some time to spend on the 26th (Wed) before leaving for home.

Things to do in Kailua-Kona

Historic Sites

Side Trip

Highlights from your trip

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.