31 days in Hawaii Itinerary

31 days in Hawaii Itinerary

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Route & dates

31 days in Hawaii Itinerary

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

1
night
Waimea, Kauai

Waimea ©
Start off your visit on the 1st (Sat): take in breathtaking views at Waimea Canyon State Park.

Discover how to plan a Waimea trip in just a few steps with Inspirock's itinerary builder.

San Francisco to Waimea is an approximately 8-hour combination of flight and taxi. You can also do a combination of subway, flight, and taxi; or do a combination of train, flight, and taxi. The time zone changes from Pacific Standard Time to Hawaii Standard Time, which is usually a -2 hour difference. Traveling from San Francisco in December, expect nights in Waimea to be warmer, around 66°F, while days are a bit warmer, around 79°F. Wrap up your sightseeing on the 2nd (Sun) to allow time to travel to Honolulu.

Things to do in Waimea

Outdoors Parks Wildlife

Side Trips

Poipu, Swinging Bridge, Dolphin & Whale Watching
Highlights from your plan
Poipu Beach Park ©
Poipu Beach Park
Waimea Canyon State Park ©
Waimea Canyon State Park
Dolphin & Whale Watching

7
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.
You'll find plenty of places to visit near Honolulu: Kailua Beach Park (in Kailua) and Haleiwa (Sunset Beach Park & Waimea Bay). There's lots more to do: stroll the grounds of USS Arizona Memorial, let your taste buds guide you at a local gastronomic tour, steep yourself in history at Battleship Missouri Memorial, and identify plant and animal life at Wildlife Areas.

To find other places to visit, ratings, photos, and other tourist information, you can read our Honolulu vacation maker website .

Traveling by combination of taxi and flight from Waimea to Honolulu takes 3 hours. December in Honolulu sees daily highs of 82°F and lows of 69°F at night. Finish up your sightseeing early on the 9th (Sun) so you can travel to Lahaina.

Things to do in Honolulu

Parks Outdoors Museums

Side Trips

Haleiwa, Kailua Beach Park, Kawaiahao Church
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

4
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.
Venture out of the city with trips to Wailea Beach (in Wailea), Stand-Up Paddleboarding (in Kihei) and Iao Valley (in Wailuku). And it doesn't end there: get up close to creatures of the deep with a dolphin and whale watching tour, tour the pleasant surroundings at Ka'anapali Beach, kick back and relax at Kapalua Beach, and admire nature's wide array of creatures at Maui Ocean Center.

To see more things to do, where to stay, and more tourist information, read Lahaina visit planner.

You can do a combination of flight and bus from Honolulu to Lahaina in 3 hours. Alternatively, you can do a combination of flight, taxi, and ferry. In December in Lahaina, expect temperatures between 78°F during the day and 68°F at night. Finish your sightseeing early on the 13th (Thu) so you can travel to Kipahulu.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Wailuku, Wailea Beach, Stand-Up Paddleboarding, Kapalua Beach, Dolphin & Whale Watching
Highlights from your plan
Stand-Up Paddleboarding
Dolphin & Whale Watching
Ka'anapali Beach ©
Ka'anapali Beach

3
nights
Kipahulu, Maui

Kipahulu ©
Explore the numerous day-trip ideas around Kipahulu: Haleakala Crater (in Haleakala National Park) and Wai'anapanapa State Park (in Hana). Spend the 14th (Fri) exploring the striking scenery along Hana Highway - Road to Hana.

To see other places to visit, reviews, where to stay, and other tourist information, read our Kipahulu route planner.

Getting from Lahaina to Kipahulu by car takes about 3 hours. In December, daytime highs in Kipahulu are 82°F, while nighttime lows are 66°F. Finish your sightseeing early on the 16th (Sun) so you can travel to Volcano.

Things to do in Kipahulu

Outdoors Parks Nature

Side Trips

Maui, Hana, Haleakala Crater
Highlights from your plan
Hamoa Beach ©
Hamoa Beach
Haleakala Crater ©
Haleakala Crater
Hana Coast Gallery ©
Hana Coast Gallery

7
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.
Explore the numerous day-trip ideas around Volcano: Hawaii Tropical Botanical Garden (in Papaikou), Hawaii Volcanoes National Park (Mauna Loa Scenic Drive & Pu'u Huluhulu trail) and Hilo (Imiloa Astronomy Center, Rainbow Falls, & more). Spend the 18th (Tue) among the fascinating landscape of Kulanaokuaiki Campground. The adventure continues: stroll through Kilauea Iki Trailhead, hike along Napau-Makaopuhi Crater Trail, get outside with Keanakakoi Crater Overlook, and see the interesting displays at Jagger Museum.

To find reviews and tourist information, read Volcano road trip planning tool .

Explore your travel options from Kipahulu to Volcano with the Route module. In December, daily temperatures in Volcano can reach 80°F, while at night they dip to 65°F. Finish up your sightseeing early on the 23rd (Sun) so you can go by car to Kailua-Kona.

Things to do in Volcano

Parks Outdoors Trails

Side Trips

Hawaii Volcanoes National Park, Hilo, Hawaii Tropical Botanical Garden
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

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.
Change things up with these side-trips from Kailua-Kona: Waikoloa (Waikoloa Beach Resort & Anaehoomalu), Puukohola National Historic Park (in Kawaihae) and Hapuna Beach State Recreation Area (in Puako). The adventure continues: look for all kinds of wild species at Wildlife Areas, hike along Kealia Ranch, get outside with Aloha Rail Company, and explore the striking landscape of Pu'uhonua O Honaunau National Historical Park.

To find more things to do, where to stay, reviews, and more tourist information, read Kailua-Kona trip planner .

You can drive from Volcano to Kailua-Kona in 2.5 hours. Alternatively, you can take a bus. In December in Kailua-Kona, expect temperatures between 82°F during the day and 70°F at night. Wrap up your sightseeing by early afternoon on the 31st (Mon) to allow time for travel back home.

Things to do in Kailua-Kona

Outdoors Parks Nature

Side Trips

Captain Cook, Honaunau, Waikoloa, Sunshower Farms, Kahaluu Beach
Highlights from your plan
Swim with Dolphins
Dolphin & Whale Watching
Hapuna Beach State Recreation Area ©

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