38 days in Hawaii Itinerary

38 days in Hawaii Itinerary

Created using Inspirock Hawaii sightseeing planner

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Route & dates

38 days in Hawaii Itinerary

Start: Melbourne
Fly:  13​h 30​min
1
Hilo, Island of Hawaii
— 5 nights
Drive:  1​h 45​min
2
Kailua-Kona, Island of Hawaii
— 7 nights
Fly:  4​h
3
Lahaina, Maui
— 8 nights
Fly:  3​h 15​min
4
Honolulu, Oahu
— 10 nights
Fly:  2​h 30​min
5
Poipu, Kauai
— 6 nights
Fly:  13​h 30​min
End: Melbourne

5
nights
Hilo, Island of Hawaii

Hilo ©
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.
Explore the numerous day-trip ideas around Hilo: Hawaii Volcanoes National Park (Kīlauea, Volcano Art Center, & more) and Volcano (Jagger Museum & Akatsuka Orchid Gardens). Next up on the itinerary: take in the dramatic scenery at Akaka Falls State Park, take an unforgettable tour with a helicopter tour, admire the natural beauty at Liliuokalani Gardens, and learn more about the world around you at Mokupapapa Discovery Center.

Ask Inspirock to suggest an itinerary and make planning a trip to Hilo fast, fun, and easy.

Melbourne, Australia to Hilo is an approximately 13.5-hour flight. You can also do a combination of shuttle and flight; or do a combination of train and flight. Due to the time zone difference, you'll gain 20 hours traveling from Melbourne to Hilo. Traveling from Melbourne in June, expect Hilo to be much hotter, temps between 33°C and 24°C. Cap off your sightseeing on the 25th (Tue) early enough to go by car to Kailua-Kona.

Things to do in Hilo

Parks Outdoors Trails

Side Trips

Hawaii Volcanoes National Park, Volcano, Hawaii Tropical Botanical Garden
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Liliuokalani Gardens ©
Liliuokalani Gardens
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

7
nights
Kailua-Kona, Island of Hawaii

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.
Get out of town with these interesting Kailua-Kona side-trips: Mauna Loa Scenic Drive (in Hawaii Volcanoes National Park), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Hawaii Cigar & Ukulele (in Hawi). There's still lots to do: see some colorful creatures with a scuba or snorkeling tour, appreciate the views at Pololu Valley Lookout, enjoy the sand and surf at Papakōlea Green Sand Beach, and take your sightseeing to a higher altitude at Mauna Kea.

Quickly create a custom-made itinerary for Kailua-Kona using our trip planner.

You can drive from Hilo to Kailua-Kona in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 34°C in June, and nighttime lows around 27°C. Wrap up your sightseeing on the 2nd (Tue) to allow time to travel to Lahaina.

Things to do in Kailua-Kona

Outdoors Parks Nature

Side Trips

Island of Hawaii, Waipio Valley Lookout, Mauna Lani Resort , Hawaii Cigar & Ukulele, Hapuna Beach State Recreation Area
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Mauna Kea ©
Mauna Kea

8
nights
Lahaina, 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.
Get out of town with these interesting Lahaina side-trips: Kihei (Kalepolepo Beach Park, Stand-Up Paddleboarding, & more), Wailuku (Hale Ho'ike'ike at the Bailey House & Iao Valley) and Haleakala Crater (in Haleakala National Park). Spend the 3rd (Wed) exploring the striking scenery along Hana Highway - Road to Hana. The adventure continues: kick back and relax at Ka'anapali Beach, get interesting insight from Tours, tour the pleasant surroundings at Wailea Beach, and observe the fascinating underwater world at Maui Ocean Center.

For photos, ratings, other places to visit, and more tourist information, go to the Lahaina trip planner .

You can fly from Kailua-Kona to Lahaina in 4 hours. Other options are to do a combination of taxi, flight, and bus; or do a combination of flight and bus. In July, plan for daily highs up to 35°C, and evening lows to 26°C. Finish up your sightseeing early on the 10th (Wed) so you can travel to Honolulu.

Things to do in Lahaina

Outdoors Parks Tours

Side Trips

Kihei, Wailuku, Maui, Parasailing & Paragliding, Wailea Beach
Highlights from your plan
Zipline
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater

10
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Change things up with these side-trips from Honolulu: Pu’u O Mahuka Heiau State Monument (in Pupukea), Kailua (Kailua Beach Park & Lanikai Beach) and Haleiwa (Sunset Beach Park, Waimea Bay, & more). Next up on the itinerary: explore the different monuments and memorials at USS Arizona Memorial, take a stroll around Polynesian Cultural Center, make a trip to Battleship Missouri Memorial, and take in the dramatic scenery at Manoa Falls.

For maps, traveler tips, photos, and tourist information, read our Honolulu online road trip planner .

Traveling by flight from Lahaina to Honolulu takes 3.5 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of bus and flight. July in Honolulu sees daily highs of 36°C and lows of 28°C at night. Wrap up your sightseeing on the 20th (Sat) early enough to travel to Poipu.

Things to do in Honolulu

Outdoors Parks Museums

Side Trips

Haleiwa, Kailua, Kawaiahao Church, Pu’u O Mahuka Heiau State Monument, Polynesian Cultural Center
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

6
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. Change things up with these side-trips from Poipu: Na Pali Coast State Park (in Wainiha), Na Aina Kai Botanical Gardens (in Kilauea) and Waimea Canyon State Park (in Waimea). There's still lots to do: kick back and relax at Poipu Beach Park, see some colorful creatures with a scuba or snorkeling tour, add some adventure to your tour with a kayaking and canoeing tour, and admire the sheer force of Opaekaa Falls.

For more things to do, traveler tips, and other tourist information, you can read our Poipu trip maker tool .

You can fly from Honolulu to Poipu in 2.5 hours. July in Poipu sees daily highs of 34°C and lows of 27°C at night. Wrap up your sightseeing by early afternoon on the 26th (Fri) to allow enough time to travel back home.

Things to do in Poipu

Parks Outdoors Tours

Side Trips

Kauai, Hanalei, Kapaa, Helicopter Tours, Na Pali Coast State Park
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Waimea Canyon State Park ©
Waimea Canyon State Park
Poipu Beach Park ©
Poipu Beach Park

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