36 days in Hawaii Itinerary

36 days in Hawaii Itinerary

Created using Inspirock United States itinerary builder

©
Plan created by another user. Make it yours
1
Volcano, Island of Hawaii
— 3 nights
2
Wainiha, Kauai
— 2 nights
3
Kalaheo, Kauai
— 2 nights
4
Kilauea, Kauai
— 2 nights
5
Poipu, Kauai
— 4 nights
6
Kapaa, Kauai
— 2 nights
7
Princeville, Kauai
— 4 nights
8
Kekaha, Kauai
— 2 nights
9
Lihue, Kauai
— 2 nights
10
Wailea
— 5 nights
11
Kapalua
— 2 nights
12
Hana
— 3 nights

S M T W T F S
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Learn more about your trip

3
nights
Volcano, Island of Hawaii

Volcano ©
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Your day by day itinerary now includes Thurston Lava Tube (Nahuku) as well as Jagger Museum. You'll explore the less-touristy side of things at Kilauea Iki Trailhead and Sulphur Banks. There's still lots to do: admire all the interesting features of Chain of Craters Rd.

To see traveler tips, reviews, photos, and tourist information, use the Volcano day trip planning tool.

Chicago to Volcano is an approximately 15-hour flight. The time zone changes from Central Standard Time to Hawaii-Aleutian Standard Time, which is usually a -4 hour difference. Traveling from Chicago in April, things will get much warmer in Volcano: highs are around 32°C and lows about 22°C. You will leave for Wainiha on the 28th (Tue).

Things to do in Volcano

Outdoors · Parks · Trails · Scenic Drive

Side Trips

Highlights from your trip
©
Must see
Sulphur Banks
4.6

2
nights
Wainiha, Kauai

Wainiha ©
Your day by day itinerary now includes Hanakapiai Falls as well as Na Pali Coast State Park. Start off your visit on the 29th (Wed): take in the dramatic scenery at Hanakapiai Falls, then make a trip to Kalalau Lookout, then take your sightseeing to a higher altitude at Koke'e Mountains, and finally get great views at Puuo Kila. Here are some ideas for day two: admire the majestic nature at Na Pali Coast State Park.

For more things to do, ratings, photos, and tourist information, read our Wainiha trip planner.

Use the Route module to find suitable travel options from Volcano to Wainiha. In April, daytime highs in Wainiha are 31°C, while nighttime lows are 24°C. Wrap up your sightseeing by early afternoon on the 30th (Thu) to allow time for travel to Kalaheo.

Things to do in Wainiha

Nature · Parks · Wildlife · Historic Sites

Side Trips

Highlights from your trip
©
Must see
Kalalau Lookout
4.8
©
Waterfall
Hanakapiai Falls
4.6

2
nights
Kalaheo, Kauai

Kalaheo ©
Kalāheo is an unincorporated census-designated place in Kauai County, island of Kauai, Hawaii, United States. Kick off your visit on the 1st (Fri): tour the pleasant surroundings at Polihale State Park, then explore the stunning scenery at Waimea Canyon State Park, and then steep yourself in history at Lawai International Center. Get ready for a full day of sightseeing on the next day: head outdoors with Tree Tunnel.

For reviews, more things to do, traveler tips, and other tourist information, go to the Kalaheo route planner.

Traveling by car from Wainiha to Kalaheo takes 1.5 hours. In April, daytime highs in Kalaheo are 31°C, while nighttime lows are 24°C. Wrap up your sightseeing by early afternoon on the 2nd (Sat) to allow enough time to drive to Kilauea.

Things to do in Kalaheo

Outdoors · Nature · Parks · Beaches

Side Trip

Highlights from your trip
©
Outdoor Activity
Tree Tunnel
4.3

2
nights
Kilauea, Kauai

Kilauea ©
Kilauea is a small town on the northeastern shore of Kauai, one of the eight islands that make up the state of Hawaii. Start off your visit on the 3rd (Sun): stroll through North Aliomanu Beach. Get ready for a full day of sightseeing on the 4th (Mon): admire the natural beauty at Princeville Botanical Gardens.

To see ratings, traveler tips, and tourist information, read Kilauea tour planning app.

You can drive from Kalaheo to Kilauea in 1.5 hours. In May, daytime highs in Kilauea are 32°C, while nighttime lows are 25°C. On the 4th (Mon), wrap the sightseeing up by early afternoon so you can drive to Poipu.

Things to do in Kilauea

Parks · Beaches · Outdoors

Side Trips

Highlights from your trip

4
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. You've added Ancient Kauai Excursions, Allerton Garden, Shipwreck Beach, and other attractions to your itinerary. Get some historical perspective at Ninini Point Lighthouse Cache Site and Old Koloa Town. You'll discover tucked-away gems like Baby Beach and National Tropical Botanical Garden. Next up on the itinerary: kick back and relax at Poipu Beach Park, take an in-depth tour of Koloa History Center, tour the pleasant surroundings at Lawa'i Beach, and take in the dramatic natural features at Spouting Horn.

Start your trip to Poipu by creating a personalized itinerary on Inspirock.

You can drive from Kilauea to Poipu in 1.5 hours. Expect a daytime high around 32°C in May, and nighttime lows around 25°C. Wrap up your sightseeing by early afternoon on the 8th (Fri) to allow time for the car ride to Kapaa.

Things to do in Poipu

Parks · Outdoors · Beaches · Wildlife

Side Trips

Highlights from your trip
©
Must see
Shipwreck Beach
4.4
©
Must see
Baby Beach
4.2

2
nights
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.
Kick off your visit on the 9th (Sat): hike along Ho'opi'i Falls. Get ready for a full day of sightseeing on the next day: learn about winemaking at Nani Moon Mead LLC and then hike along Kuilau Ridge Trail.

Use Inspirock's suggestions to plan your Kapaa trip and find the best activities and attractions for your vacation.

Traveling by car from Poipu to Kapaa takes an hour. May in Kapaa sees daily highs of 32°C and lows of 25°C at night. Wrap up your sightseeing on the 10th (Sun) to allow time to drive to Princeville.

Things to do in Kapaa

Trails · Outdoors · Parks · Wineries

Side Trip

Highlights from your trip
©
Hiking Trail
Ho'opi'i Falls
4.2
©
Winery / Vineyard
Nani Moon Mead LLC
4.4

4
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. Queen's Bath has been added to your itinerary. Visiting Pali Ke Kua Beach (Hideaway s Beach) and Puu Poa Beach will get you outdoors. Eschew the tourist crowds and head to Hanalei Valley Lookout and Hanalei National Wildlife Refuge. There's more to do: stop by Hanalei Farmer’s Market and examine the collection at Waioli Mission House.

For more things to do, traveler tips, ratings, and other tourist information, use the Princeville online journey planner.

You can drive from Kapaa to Princeville in an hour. In May, daily temperatures in Princeville can reach 32°C, while at night they dip to 25°C. On the 14th (Thu), you'll travel to Kekaha.

Things to do in Princeville

Parks · Outdoors · Beaches · Nature

Side Trips

Highlights from your trip
©
Must see
Queen's Bath
4.2
©
Scenic Drive
Hanalei Valley Lookout
4.6

2
nights
Kekaha, Kauai

Kekaha ©
Kekaha is a census-designated place in Kauai County, Hawaii, United States. You've now added Na Pali Experience to your itinerary. On the 15th (Fri), you'll have a packed day of sightseeing: take a tour by water with Na Pali Experience.

To see ratings, photos, other places to visit, and other tourist information, you can read our Kekaha road trip planning app.

Drive from Princeville to Kekaha in 1.5 hours. In May in Kekaha, expect temperatures between 34°C during the day and 26°C at night. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Lihue.

Things to do in Kekaha

Outdoors · Parks · Nature · Beaches

Side Trip

Highlights from your trip
©
Boat Tour
Na Pali Experience
5.0

2
nights
Lihue, Kauai

Lihue ©
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Your day by day itinerary now includes Koloa Rum Company as well as Kilohana. On the 17th (Sun), brush up on your knowledge of spirits at Koloa Rum Company, then steep yourself in history at Kilohana, and then kick back and relax at Kalapaki Beach. Here are some ideas for day two: immerse yourself in nature at Wailua River State Park.

To see other places to visit, more things to do, reviews, and more tourist information, go to the Lihue trip builder tool.

Traveling by car from Kekaha to Lihue takes an hour. In May in Lihue, expect temperatures between 32°C during the day and 25°C at night. Wrap up your sightseeing by early afternoon on the 18th (Mon) to allow enough time to travel to Wailea.

Things to do in Lihue

Parks · Historic Sites · Beaches · Outdoors

Side Trip

Highlights from your trip
©
Distillery
Koloa Rum Company
4.6
©
Historic Site
Kilohana
4.2

5
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. You'll enjoy a bit of beach vacationing at Maluaka Beach and Ahihi Bay. Take a break from the city and head to Palauea Beach and Oneuli Beach. Step out of Wailea with an excursion to Sliding Sands Trail in Haleakala National Park--about 38 minutes away. Next up on the itinerary: stroll through Mokapu Beach Park, pause for some serene contemplation at Keawala'i Congregational Church, do a tasting at Maui Wine, Ulupalakua Vineyards, and get impressive views of Molokini Crater.

To find ratings, other places to visit, more things to do, and tourist information, read Wailea tour itinerary builder.

Traveling by flight from Lihue to Wailea takes 3 hours. Expect a daytime high around 35°C in May, and nighttime lows around 23°C. Finish your sightseeing early on the 23rd (Sat) so you can drive to Kapalua.

Things to do in Wailea

Parks · Outdoors · Beaches · Trails

Side Trips

Highlights from your trip
©
Must see
Maluaka Beach
4.9

2
nights
Kapalua

Kapalua ©
Kapalua is a census-designated place (CDP) in Maui County, Hawaii, United States. On the 24th (Sun), stroll through Napili Beach, then kick back and relax at Honokeana Bay, and then hike along Acid War Zone Trail. On your second day here, kick back and relax at Kapalua Beach, head outdoors with The Ocean Project On Maui, then relax and rejuvenate at some of the top local wellness centers, and finally trek along Village Walking Trails.

For reviews, maps, more things to do, and tourist information, go to the Kapalua trip itinerary planner.

Traveling by car from Wailea to Kapalua takes 1.5 hours. Alternatively, you can take a bus. Traveling from Wailea in May, you will find days in Kapalua are little chillier (32°C), and nights are about the same (24°C). Wrap up your sightseeing on the 25th (Mon) early enough to drive to Hana.

Things to do in Kapalua

Outdoors · Parks · Beaches · Trails

Side Trips

Highlights from your trip
©
Beach
Napili Beach
4.7
©
Hiking Trail
Acid War Zone Trail
4.6

3
nights
Hana

Hana ©
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
On the 26th (Tue), take in the dramatic scenery at Wailua Falls, then take in the architecture and atmosphere at Palapala Ho'omau Church, then get impressive views of Haleakala Crater, and finally view the masterpieces at Laura Mango Art Gallery. Get ready for a full day of sightseeing on the 27th (Wed): explore the striking landscape at Ke‘anae Point, then take in the dramatic scenery at Hanawi Falls, then take in the dramatic scenery at Waimoku Falls, and finally explore by horseback at Pipiwai Trail.

To see where to stay, ratings, traveler tips, and more tourist information, you can read our Hana trip itinerary builder website.

You can drive from Kapalua to Hana in 3 hours. Another option is to do a combination of bus and taxi. In May in Hana, expect temperatures between 35°C during the day and 23°C at night. On the 28th (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Hana

Parks · Nature · Outdoors · Beaches

Side Trips

Highlights from your trip
©
Must see
Haleakala Crater
4.7
©
Geologic Formation
Ke‘anae Point
5.0

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