30 days in Hawaii Itinerary

30 days in Hawaii Itinerary

Created using Inspirock Hawaii vacation maker

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Route & dates

30 days in Hawaii Itinerary

Start: San Francisco
Fly:  8​h 30​min
1
Kailua-Kona, Island of Hawaii
— 5 nights
Drive:  1​h 45​min
2
Hilo, Island of Hawaii
— 4 nights
Fly + bus:  3​h 15​min
3
Lahaina, Maui
— 6 nights
Fly:  3​h 15​min
4
Honolulu, Oahu
— 8 nights
Fly:  2​h 15​min
5
Lihue, Kauai
— 6 nights
Fly:  7​h 15​min
End: San Francisco

5
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
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: Hawaii Cigar & Ukulele (in Hawi), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Hapuna Beach State Recreation Area (in Puako). There's lots more to do: fulfill a lifelong dream with a swim-with-the-dolphins experience, cruise along Mauna Loa Scenic Drive, enjoy the sand and surf at Kahaluu Beach, and tour the pleasant surroundings at Papakōlea Green Sand Beach.

To see reviews, other places to visit, and tourist information, use the Kailua-Kona travel route planner.

San Francisco to Kailua-Kona is an approximately 8.5-hour flight. You can also do a combination of train and flight; or do a combination of flight and bus. You'll gain 2 hours traveling from San Francisco to Kailua-Kona due to the time zone difference. When traveling from San Francisco in November, plan for a bit warmer days in Kailua-Kona, with highs around 84°F, while nights are much hotter with lows around 73°F. Wrap up your sightseeing on the 6th (Wed) early enough to drive to Hilo.

Things to do in Kailua-Kona

Parks Outdoors Nature

Side Trips

Island of Hawaii, Mauna Loa Scenic Drive, Hula Daddy Kona Coffee, Puukohola National Historic Park, Hawaii Cigar & Ukulele
Highlights from your plan
Kula Kai Caverns ©
Kula Kai Caverns
Swim with Dolphins
Hapuna Beach State Recreation Area ©

4
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.
Get out of town with these interesting Hilo side-trips: Jagger Museum (in Volcano), Steam Vents (in Pahoa) and Hawaii Volcanoes National Park (Kilauea Iki Trailhead, Kipuka Puaulu (Bird Park) Trail, & more). There's still lots to do: take in the dramatic scenery at Akaka Falls State Park and take in nature's colorful creations at Liliuokalani Gardens.

Planning Hilo trip won't be overwheling when you use's Insprock itinerary maker.

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in November, Hilo is a bit cooler at night with lows of 68°F. Wrap up your sightseeing on the 10th (Sun) early enough to travel to Lahaina.

Things to do in Hilo

Parks Outdoors Nature

Side Trips

Hawaii Volcanoes National Park, Jagger Museum, Steam Vents
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park
Liliuokalani Gardens ©
Liliuokalani Gardens

6
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.
You'll find plenty of places to visit near Lahaina: Ho'okipa Beach Park (in Paia), Haleakala Crater (in Haleakala National Park) and Iao Valley (in Wailuku). The adventure continues: see some colorful creatures with a scuba or snorkeling tour, observe the fascinating underwater world at Maui Ocean Center, cruise along Hana Highway - Road to Hana, and enjoy the sand and surf at Napili Beach.

Plan my day in Lahaina using traveler tips and tourist information provided by Inspirock.

Getting from Hilo to Lahaina by combination of flight and bus takes about 3.5 hours. Other options: fly; or do a combination of bus and flight. In November, daily temperatures in Lahaina can reach 81°F, while at night they dip to 71°F. Wrap up your sightseeing on the 16th (Sat) to allow time to travel to Honolulu.

Things to do in Lahaina

Parks Outdoors Beaches

Side Trips

Maui, Wailuku, Kapalua, Haleakala Crater, Wailea Beach
Highlights from your plan
Punakea Palms Coconut Farm ©
Punakea Palms Coconut Farm
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Scuba & Snorkeling

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.
Explore Honolulu's surroundings by going to Kailua Beach Park (in Kailua), Haleiwa (Waimea Bay & Sunset Beach Park) and Laie (Malaekahana State Recreation Area & Polynesian Cultural Center). There's lots more to do: steep yourself in history at USS Arizona Memorial, enjoy the sand and surf at Waikiki Beach, examine the collection at Bishop Museum, and go for a walk through Diamond Head State Monument.

To find other places to visit, traveler tips, and other tourist information, use the Honolulu day trip planning site .

You can fly from Lahaina to Honolulu in 3.5 hours. Other options are to do a combination of ferry and flight; or do a combination of bus and flight. In November, daily temperatures in Honolulu can reach 84°F, while at night they dip to 72°F. Wrap up your sightseeing on the 24th (Sun) early enough to travel to Lihue.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Laie, Haleiwa, Pu’u O Mahuka Heiau State Monument, Kailua Beach Park
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

6
nights
Lihue, Kauai

Lihue ©
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Venture out of the city with trips to Hanalei (Hanalei Beach, Hanalei Valley Lookout, & more), Na Aina Kai Botanical Gardens (in Kilauea) and Na Pali Coast State Park (in Wainiha). There's much more to do: take in breathtaking views at Waimea Canyon State Park, enjoy the sand and surf at Tunnels Beach, paddle through the water with a kayaking and canoeing tour, and see the world from above with a helicopter tour.

To find traveler tips, ratings, photos, and other tourist information, read our Lihue trip maker tool .

You can fly from Honolulu to Lihue in 2.5 hours. In November, daily temperatures in Lihue can reach 81°F, while at night they dip to 71°F. Wrap up your sightseeing by early afternoon on the 30th (Sat) to allow time for travel back home.

Things to do in Lihue

Parks Outdoors Tours

Side Trips

Kapaa, Kauai, Poipu, Hanalei, 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
Helicopter Tours

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