39 days in Hawaii Itinerary

39 days in Hawaii Itinerary

Created using Inspirock Hawaii tour planner

Make it your trip
Fly
1
Honolulu, Oahu
— 1 night
Drive
2
Waianae, Oahu
— 1 day
Drive
3
Laie, Oahu
— 2 nights
+2
Drive to Daniel K Inouye International Airport, Fly to Hilo International Airport, Drive to Pahala
4
Pahala, Island of Hawaii
— 5 nights
Drive
5
Hawaii Volcanoes National Park, Island of Hawaii
— 2 nights
Drive
6
Volcano, Island of Hawaii
— 1 night
Drive
7
Hilo, Island of Hawaii
— 5 nights
Drive
8
Kukuihaele, Island of Hawaii
Drive
9
Kapaau, Island of Hawaii
— 3 nights
Drive
10
Kailua-Kona, Island of Hawaii
— 3 nights
Fly
11
Haleakala National Park, Maui
— 1 night
Drive
12
Lahaina, Maui
— 3 nights
Drive
13
Wailea, Maui
— 5 nights
Fly
14
Waimea, Kauai
— 2 nights
Drive
15
Wainiha, Kauai
— 1 night
Drive
16
Lihue, Kauai
— 3 nights
Fly

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Honolulu, Oahu

— 1 night

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.
To see photos, traveler tips, and more tourist information, use the Honolulu online day trip planner.

Toronto, Canada to Honolulu is an approximately 13.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Hawaii-Aleutian Standard Time (HST) is minus 5 hours. Traveling from Toronto in February, expect Honolulu to be warmer, temps between 32°C and 24°C. On the 19th (Fri), you'll travel to Waianae.

Things to do in Honolulu

Outdoors · Tours · Parks · Adventure

Waianae, Oahu

— 1 day
Waianae is a census-designated place (CDP) in Honolulu County, Hawaii, United States. For photos, more things to do, where to stay, and more tourist information, read Waianae tour itinerary planner.

Traveling by car from Honolulu to Waianae takes an hour. Alternatively, you can take a bus. Traveling from Honolulu in February, things will get slightly colder in Waianae: highs are around 28°C and lows about 20°C. You'll set off for Laie on the 19th (Fri).

Things to do in Waianae

Outdoors · Tours · Parks · Wildlife

Laie, Oahu

— 2 nights
Laie is a census-designated place (CDP) located in the Koolauloa District on the island of Oahu in Honolulu County, Hawaii, United States. Your day by day itinerary now includes Banzai Pipeline as well as Polynesian Cultural Center. On the 20th (Sat), kick back and relax at Kualoa Regional Park, then tour the pleasant surroundings at Sunset Beach Park, and then make a trip to Polynesian Cultural Center. Get ready for a full day of sightseeing on the next day: steep yourself in history at Waimea Valley, then see the vivid underwater world at Banzai Pipeline, and then explore the activities along Waimea Bay.

To find more things to do, reviews, maps, and tourist information, you can read our Laie online trip builder.

Traveling by car from Waianae to Laie takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 28°C in February, and nighttime lows around 20°C. Finish your sightseeing early on the 21st (Sun) to allow enough time to travel to Pahala.

Things to do in Laie

Parks · Beaches · Outdoors · Nature

Side Trips

Pahala, Island of Hawaii

— 5 nights
Pahala is a census-designated place in Hawaii County, Hawaii, United States. Your day by day itinerary now includes Punalu‘U Beach as well as Mauna Loa. You'll find plenty of places to visit near Pahala: Papakōlea Green Sand Beach (in Naalehu) and Hawaii Volcanoes National Park (Kilauea Iki Trailhead & Thurston Lava Tube (Nahuku)). The adventure continues: contemplate the geological forces at Kīlauea.

Plan a Pahala trip in moments using our itinerary builder.

The Route module can help you plan travel from Laie to Pahala. Traveling from Laie in February, things will get slightly colder in Pahala: highs are around 22°C and lows about 7°C. Finish your sightseeing early on the 26th (Fri) to allow enough time to travel to Hawaii Volcanoes National Park.

Things to do in Pahala

Parks · Outdoors · Nature · Beaches

Side Trips

Hawaii Volcanoes National Park, Island of Hawaii

— 2 nights
Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.
Hawaii Volcanoes National Park is known for nature, trails, and scenic drive. Your plan includes some of its best attractions: cruise along Chain of Craters Rd.

For more things to do, traveler tips, reviews, and other tourist information, you can read our Hawaii Volcanoes National Park trip itinerary maker tool.

You can drive from Pahala to Hawaii Volcanoes National Park in an hour. Traveling from Pahala in February, you will find days in Hawaii Volcanoes National Park are somewhat warmer (32°C), and nights are much warmer (21°C). You will leave for Volcano on the 28th (Sun).

Things to do in Hawaii Volcanoes National Park

Outdoors · Scenic Drive

Side Trip

Highlights from your trip

Volcano, Island of Hawaii

— 1 night
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
To see reviews, photos, traveler tips, and more tourist information, read Volcano trip planner.

Volcano is just a stone's throw from Hawaii Volcanoes National Park. In February, plan for daily highs up to 32°C, and evening lows to 21°C. On the 1st (Mon), you're off to Hilo.

Things to do in Volcano

Outdoors · Parks · Tours · Nature

Hilo, Island of Hawaii

— 5 nights

America's Wettest City

One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
Your day by day itinerary now includes Akaka Falls State Park. There's still lots to do: identify plant and animal life at Hawaii Tropical Botanical Garden, admire the sheer force of Rainbow Falls, and appreciate the views at Waipio Valley.

To find maps, ratings, more things to do, and other tourist information, go to the Hilo tour planner.

Getting from Volcano to Hilo by car takes about an hour. Other options: take a bus. March in Hilo sees daily highs of 31°C and lows of 22°C at night. You will leave for Kukuihaele on the 6th (Sat).

Things to do in Hilo

Parks · Nature · Historic Sites · Wildlife

Side Trips

Kukuihaele, Island of Hawaii

Kukuihaele is a census-designated place (CDP) in Hawaii County, Hawaii, United States. To see reviews and more tourist information, you can read our Kukuihaele online travel route planner.

Traveling by car from Hilo to Kukuihaele takes 1.5 hours. Expect slightly colder weather when traveling from Hilo in March: highs in Kukuihaele hover around 22°C, while lows dip to 7°C. On the 6th (Sat), you'll travel to Kapaau.

Things to do in Kukuihaele

Outdoors · Tours · Parks · Nature

Kapaau, Island of Hawaii

— 3 nights
Kapaau is a census-designated place (CDP) in Hawaii County, Hawaii, United States, at the northern tip of the big island of Hawaii. Pololu Valley Lookout has been added to your itinerary. Next up on the itinerary: contemplate in the serene atmosphere at Kohala Historical Sites State Monument, take your sightseeing to a higher altitude at Kohala Mountain Range, admire all the interesting features of Kohala Mountain Road, and admire the majestic nature at Keokea Beach Park.

For traveler tips, photos, reviews, and more tourist information, you can read our Kapaau journey builder site.

Getting from Kukuihaele to Kapaau by car takes about 1.5 hours. In March, plan for daily highs up to 22°C, and evening lows to 7°C. On the 9th (Tue), wrap the sightseeing up by early afternoon so you can drive to Kailua-Kona.

Things to do in Kapaau

Parks · Nature · Outdoors · Scenic Drive

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.
Your day by day itinerary now includes Mauna Kea, Kealakekua Bay and Kaloko-Honokohau National Historical Park. Step out of Kailua-Kona to go to Honaunau and see Pu'uhonua O Honaunau National Historical Park, which is approximately 44 minutes away. There's still lots to do: stop by Kailua Pier.

For reviews, maps, photos, and other tourist information, you can read our Kailua-Kona travel route planner.

Getting from Kapaau to Kailua-Kona by car takes about 1.5 hours. Traveling from Kapaau in March, expect nights in Kailua-Kona to be much hotter, around 24°C, while days are somewhat warmer, around 32°C. Finish your sightseeing early on the 12th (Fri) to allow enough time to travel to Haleakala National Park.

Things to do in Kailua-Kona

Parks · Nature · Historic Sites · Wildlife

Side Trips

Haleakala National Park, Maui

— 1 night

A Rare and Sacred Landscape

Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
Your day by day itinerary now includes Pools at Ohe'o as well as Red Sand Beach - Kaihalulu Beach. On the 13th (Sat), kick back and relax at Red Sand Beach - Kaihalulu Beach and then look for all kinds of wild species at Pools at Ohe'o.

Quickly create a custom-made itinerary for Haleakala National Park using our trip planner.

Fly from Kailua-Kona to Haleakala National Park in 3 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in March, expect slightly colder with lows of 21°C in Haleakala National Park. Wrap up your sightseeing on the 13th (Sat) early enough to travel to Lahaina.

Things to do in Haleakala National Park

Parks · Beaches · Outdoors · Wildlife

Side Trip

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.
Your day by day itinerary now includes Honolua Bay, Ka'anapali Beach and Iao Valley. When in Lahaina, make a side trip to see Haleakala Crater in Haleakala National Park, approximately Haleakala National Park away.

To find reviews, where to stay, more things to do, and other tourist information, refer to the Lahaina trip itinerary planning website.

Use the Route module to find suitable travel options from Haleakala National Park to Lahaina. In March, daytime highs in Lahaina are 30°C, while nighttime lows are 22°C. Finish your sightseeing early on the 16th (Tue) to allow enough time to drive to Wailea.

Things to do in Lahaina

Parks · Nature · Beaches · Outdoors

Side Trips

Wailea, Maui

— 5 nights
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. You've added Makena State Park, Iao Valley, Kamaole Beach Park III, and other attractions to your itinerary. Next up on the itinerary: kick back and relax at Wailea Beach.

To find reviews, other places to visit, maps, and other tourist information, read Wailea trip itinerary planner.

Traveling by car from Lahaina to Wailea takes an hour. Alternatively, you can take a bus. March in Wailea sees daily highs of 32°C and lows of 21°C at night. You will leave for Waimea on the 21st (Sun).

Things to do in Wailea

Parks · Nature · Beaches · Outdoors

Side Trips

Waimea, Kauai

— 2 nights
Your day by day itinerary now includes Hapuna Beach State Recreation Area as well as Waimea Canyon State Park. Kick off your visit on the 21st (Sun): enjoy the sand and surf at Polihale State Park and then enjoy the sand and surf at Hapuna Beach State Recreation Area. On the 22nd (Mon), you'll have a packed day of sightseeing: explore the stunning scenery at Waimea Canyon State Park.

For reviews, traveler tips, more things to do, and more tourist information, read Waimea trip itinerary builder.

You can fly from Wailea to Waimea in 5.5 hours. March in Waimea sees daily highs of 30°C and lows of 22°C at night. Wrap up your sightseeing by early afternoon on the 23rd (Tue) to allow enough time to travel to Wainiha.

Things to do in Waimea

Parks · Nature · Beaches · Outdoors

Side Trip

Wainiha, Kauai

— 1 night
Your day by day itinerary now includes Anini Beach, Ke'e Beach, Kilauea Lighthouse, and other attractions you added. On the 23rd (Tue), tour the pleasant surroundings at Hanalei Bay, get outside with Kilauea Lighthouse, and then tour the pleasant surroundings at Anini Beach. On the next day, admire the majestic nature at Na Pali Coast State Park, then tour the pleasant surroundings at Ke'e Beach, and then enjoy the sand and surf at Tunnels Beach.

For where to stay, reviews, ratings, and tourist information, read our Wainiha driving holiday planning tool.

Drive from Waimea to Wainiha in 2 hours. In March, daytime highs in Wainiha are 30°C, while nighttime lows are 22°C. Finish up your sightseeing early on the 24th (Wed) so you can travel to Lihue.

Things to do in Wainiha

Parks · Outdoors · Beaches · Nature

Side Trips

Lihue, Kauai

— 3 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. You've added Spouting Horn, Mt. Waialeale, Poipu Beach Park, and other attractions to your itinerary. Kick off your visit on the 25th (Thu): kick back and relax at Poipu Beach Park, then take in the dramatic natural features at Spouting Horn, and then Head underground at Fern Grotto. On your second day here, take in the dramatic scenery at Wailua Falls, then take in the awesome beauty at Mt. Waialeale, and then take in the dramatic scenery at Opaekaa Falls.

For ratings, reviews, photos, and other tourist information, read Lihue online trip itinerary builder.

You can drive from Wainiha to Lihue in 1.5 hours. In March, daytime highs in Lihue are 30°C, while nighttime lows are 22°C. On the 27th (Sat), you're off to home.

Things to do in Lihue

Parks · Nature · Beaches · Outdoors

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.