39 days in Hawaii Itinerary

39 days in Hawaii Itinerary

Created using Inspirock Hawaii tour builder

Plan created by another user. Make it yours

Route & dates

1
Honolulu, Oahu
— 8 nights
2
Lahaina, Maui
— 8 nights
3
Volcano, Island of Hawaii
— 5 nights
4
Kailua-Kona, Island of Hawaii
— 7 nights
5
Hanalei, Kauai
— 8 nights

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.
Satisfy your inner culture vulture at USS Arizona Memorial and Makapuu Lighthouse Trail. US Army Museum of Hawaii and Bishop Museum will appeal to museum buffs. Change things up with these side-trips from Honolulu: Haleiwa (Scuba & Snorkeling, Waimea Valley, &more), Kailua (Kayaking & Canoeing, Lanikai Beach, &more) and Byodo-In Temple (in Kaneohe). There's much more to do: tour the pleasant surroundings at Diamond Head State Monument, trek along Koko Crater Railway Trail, capture your vacation like a pro with an inspiring photography tour, and fulfill a lifelong dream with a swim-with-the-dolphins experience.

To find traveler tips, other places to visit, where to stay, and tourist information, read our Honolulu tour itinerary builder site.

Melbourne, Australia to Honolulu is an approximately 14-hour flight. The time zone changes from Australian Eastern Standard Time to Hawaii Standard Time, which is usually a -20 hour difference. Plan for warmer temperatures traveling from Melbourne in August, with highs in Honolulu at °C and lows at °C. Finish your sightseeing early on the 31st (Sat) to allow enough time to travel to Lahaina.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua, Ka'ena Point State Park, Byodo-In Temple
Find places to stay Aug 23 — 31:
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail
Photography Tours

8
nights
Lahaina, Maui

Lahaina ©
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.
Satisfy your inner culture vulture at Lahaina United Methodist Church and Old Lahaina Courthouse. Take a break from the city and head to Napili Beach and Parasailing & Paragliding. Change things up with these side-trips from Lahaina: Wailea Beach (in Wailea), Wailuku (Scuba & Snorkeling & Iao Valley) and Zipline (in Haiku). There's lots more to do: identify plant and animal life at Honolua Bay, get a new perspective on things with Boat Tours & Water Sports, kick back and relax at Kamaole Beach Park II, and take in the dramatic natural features at Nakalele Blowhole.

To find where to stay, reviews, photos, and tourist information, go to the Lahaina route app.

Fly from Honolulu to Lahaina in 3.5 hours. In August, daily temperatures in Lahaina can reach °C, while at night they dip to °C. Cap off your sightseeing on the 8th (Sun) early enough to travel to Volcano.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Maui, Wailuku, Kihei, Wailea Beach, Ho'okipa Beach Park
Find places to stay Aug 31 — Sep 8:
Highlights from your plan
Napili Beach ©
Napili Beach
Zipline
Parasailing & Paragliding

5
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.
Do some cultural sightseeing at Jagger Museum and Liliuokalani Gardens. Step off the beaten path and head to Hawaii Tropical Botanical Garden and Kīlauea. You'll find plenty of places to visit near Volcano: Papakōlea Green Sand Beach (in Naalehu), Punalu‘U Beach (in Pahala) and Hilo (Coconut Island, Richardson Beach Park, &more). The adventure continues: stroll through Kilauea Iki Trailhead, take in the dramatic natural features at Holei Sea Arch, and look for all kinds of wild species at Devastation Trail.

To see traveler tips, ratings, other places to visit, and other tourist information, read Volcano travel site.

Traveling by flight from Lahaina to Volcano takes 5 hours. In September in Volcano, expect temperatures between °C during the day and °C at night. You will leave for Kailua-Kona on the 13th (Fri).

Things to do in Volcano

Parks Nature Outdoors

Side Trips

Hawaii Volcanoes National Park, Hilo, Papakōlea Green Sand Beach, Punalu‘U Beach, Hawaii Tropical Botanical Garden
Find places to stay Sep 8 — 13:
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Hawaii Tropical Botanical Garden ©
Hawaii Tropical Botanical Garden
Thurston Lava Tube (Nahuku) ©
Thurston Lava Tube (Nahuku)

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.
Waipio Valley and Kealakekua Bay are good opportunities to explore the local culture. Museum-lovers will get to explore Kona Coffee Living History Farm and Ackerman Galleries. Get out of town with these interesting Kailua-Kona side-trips: The Painted Church (in Captain Cook), Waipiʻo Valley Lookout (in Honokaa) and Puako (Stand-Up Paddleboarding & Hapuna Beach State Recreation Area). The adventure continues: take a tour by water with Boat Tours & Water Sports, enjoy the sand and surf at Manini'owali Beach (Kua Bay), explore the wealth of natural beauty at Kaloko-Honokohau National Historical Park, and identify plant and animal life at Kanaloa Octopus Farm.

To see more things to do, maps, traveler tips, and other tourist information, read our Kailua-Kona trip planner.

Drive from Volcano to Kailua-Kona in 2.5 hours. Alternatively, you can take a bus. In September, plan for daily highs up to °C, and evening lows to °C. Wrap up your sightseeing on the 20th (Fri) to allow time to travel to Hanalei.

Things to do in Kailua-Kona

Outdoors Parks Nature

Side Trips

Captain Cook, Island of Hawaii, Honaunau, Puako, Waipiʻo Valley Lookout
Find places to stay Sep 13 — 20:
Highlights from your plan
Fishing Charters & Tours
Pu'uhonua O Honaunau National Historical Park ©
Swim with Dolphins

8
nights
Hanalei, Kauai

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Deepen your sense of the past at sights like Wai`oli Hui`ia Church and Kauai's Hindu Monastery. Step off the beaten path and head to Na Pali Coast State Park and Hanalei Beach. Change things up with these side-trips from Hanalei: Poipu (Shipwreck Beach & Maha'ulepu Heritage Trail), Waimea (Waimea Canyon State Park & Polihale State Park) and Queen's Bath (in Princeville). The adventure continues: look for all kinds of wild species at Kalalau Trail, enjoy the sand and surf at Hanalei Bay, tour the pleasant surroundings at Tunnels Beach, and get great views at Sleeping Giant Trail.

To find traveler tips, ratings, reviews, and more tourist information, read our Hanalei day trip planning website.

Traveling by flight from Kailua-Kona to Hanalei takes 3.5 hours. September in Hanalei sees daily highs of °C and lows of °C at night. Finish your sightseeing early on the 28th (Sat) to allow enough time to travel back home.

Things to do in Hanalei

Parks Outdoors Beaches

Side Trips

Kauai, Kapaa, Poipu, Waimea, Kalapaki Beach
Find places to stay Sep 20 — 28:
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Maha'ulepu Heritage Trail
Maha'ulepu Heritage Trail
Kilauea Point National Wildlife Refuge ©
Kilauea Point National Wildlife Refuge

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