39 days in Hawaii Itinerary

39 days in Hawaii Itinerary

Created using Inspirock Hawaii sightseeing planner

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Route & dates

39 days in Hawaii Itinerary

Start: Sydney
Fly:  12​h 45​min
1
Lihue, Kauai
— 4 nights
Fly:  2​h 15​min
2
Honolulu, Oahu
— 8 nights
Fly:  3​h 15​min
3
Lahaina, Maui
— 8 nights
Fly:  4​h
4
Kailua-Kona, Island of Hawaii
— 8 nights
Drive:  1​h 45​min
5
Hilo, Island of Hawaii
— 8 nights
Fly:  13​h
End: Sydney

4
nights
Lihue, Kauai

Lihue ©
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Change things up with these side-trips from Lihue: Hanalei (Hanalei Beach & Hanalei Valley Lookout), Waimea Canyon State Park (in Waimea) and Na Pali Coast State Park (in Wainiha). There's much more to do: see the world from above with a helicopter tour, stroll through Kalapaki Beach, learn more about the world around you at Kauai Museum, and enjoy the sand and surf at Poipu Beach Park.

To find out how to plan a trip to Lihue, use our trip itinerary maker.

Sydney, Australia to Lihue is an approximately 13-hour flight. The time zone difference when traveling from Sydney to Lihue is minus 20 hours. Traveling from Sydney in July, you will find days in Lihue are a bit warmer (34°C), and nights are much warmer (27°C). Cap off your sightseeing on the 12th (Fri) early enough to travel to Honolulu.

Things to do in Lihue

Outdoors Parks Tours

Side Trips

Poipu, Hanalei, Kapaa, Na Pali Coast State Park, Dolphin & Whale Watching
Find places to stay Jul 7 — 12:
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Waimea Canyon State Park ©
Waimea Canyon State Park
Helicopter Tours

8
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.
Venture out of the city with trips to Kailua (Kailua Beach Park & Lanikai Beach), Haleiwa (Waimea Bay & Sunset Beach Park) and Pu’u O Mahuka Heiau State Monument (in Pupukea). Next up on the itinerary: explore the different monuments and memorials at USS Arizona Memorial, examine the collection at Bishop Museum, take in the dramatic scenery at Manoa Falls, and steep yourself in history at Battleship Missouri Memorial.

To find maps, reviews, and tourist information, read Honolulu trip itinerary maker site .

Traveling by flight from Lihue to Honolulu takes 2.5 hours. In July, daytime highs in Honolulu are 36°C, while nighttime lows are 28°C. Cap off your sightseeing on the 20th (Sat) early enough to travel to Lahaina.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua, Kawaiahao Church, Pu’u O Mahuka Heiau State Monument
Find places to stay Jul 12 — 20:
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

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.
You'll find plenty of places to visit near Lahaina: Haleakala Crater (in Haleakala National Park), Stand-Up Paddleboarding (in Kihei) and Wailea Beach (in Wailea). Spend the 22nd (Mon) exploring the striking scenery along Hana Highway - Road to Hana. The adventure continues: enjoy the sand and surf at Ka'anapali Beach, relax in the rural setting at Punakea Palms Coconut Farm, admire nature's wide array of creatures at Maui Ocean Center, and admire the majestic nature at Iao Valley.

For ratings, traveler tips, maps, and more tourist information, go to the Lahaina online holiday planner .

You can fly from Honolulu to Lahaina in 3.5 hours. Alternatively, you can do a combination of flight and ferry; or do a combination of flight and bus. July in Lahaina sees daily highs of 35°C and lows of 26°C at night. Finish your sightseeing early on the 28th (Sun) to allow enough time to travel to Kailua-Kona.

Things to do in Lahaina

Outdoors Parks Tours

Side Trips

Wailuku, Hana Highway - Road to Hana, Haleakala Crater, Kapalua Beach, Stand-Up Paddleboarding
Find places to stay Jul 20 — 28:
Highlights from your plan
Zipline
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater

8
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: Hapuna Beach State Recreation Area (in Puako), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Waipio Valley Lookout (in Honokaa). And it doesn't end there: get close to the beloved marine mammals with a swim-with-the-dolphins experience, tee off at Mauna Lani Resort , stroll through Papakōlea Green Sand Beach, and contemplate the long history of Puukohola National Historic Park.

To see other places to visit, maps, traveler tips, and other tourist information, read Kailua-Kona trip itinerary planner.

Fly from Lahaina to Kailua-Kona in 4 hours. Alternatively, you can do a combination of bus, flight, and taxi; or do a combination of bus and flight. Expect a daytime high around 35°C in July, and nighttime lows around 28°C. Cap off your sightseeing on the 5th (Mon) early enough to go by car to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Nature

Side Trips

Island of Hawaii, Hawi, Waipio Valley Lookout, Anaehoomalu, Statue "King Kamehameha"
Find places to stay Jul 28 — Aug 5:
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Mauna Kea ©
Mauna Kea

8
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.
You'll find plenty of places to visit near Hilo: Hawaii Volcanoes National Park (Kilauea Iki Trailhead, Thurston Lava Tube (Nahuku), & more), Steam Vents (in Pahoa) and Jagger Museum (in Volcano). There's much more to do: admire the sheer force of Akaka Falls State Park, learn more about the world around you at Mokupapapa Discovery Center, take in the architecture and atmosphere at St. Joseph Catholic Church,, and browse the fresh offerings at Hilo Farmers Market.

To find other places to visit, ratings, more things to do, and tourist information, you can read our Hilo travel itinerary planner.

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in August, expect slightly colder with lows of 25°C in Hilo. Wrap up your sightseeing on the 13th (Tue) to allow time to travel back home.

Things to do in Hilo

Parks Outdoors Trails

Side Trips

Hawaii Volcanoes National Park, Hawaii Tropical Botanical Garden, Jagger Museum, Steam Vents
Find places to stay Aug 5 — 13:
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Liliuokalani Gardens ©
Liliuokalani Gardens
Helicopter Tours

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