31 days in Hawaii Itinerary

31 days in Hawaii Itinerary

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Route & dates

31 days in Hawaii Itinerary

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

5
nights
Hanalei, Kauai

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Step off the beaten path and head to Na Pali Coast State Park and Hanalei Beach. There's still lots to do: trek along Kalalau Trail, enjoy the sea views from Kilauea Point National Wildlife Refuge, appreciate the extensive heritage of Kalalau Lookout, and explore the striking landscape at Queen's Bath.

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

San Francisco to Hanalei is an approximately 8-hour combination of subway, flight, and taxi. You can also do a combination of flight and taxi. You'll gain 2 hours traveling from San Francisco to Hanalei due to the time zone difference. When traveling from San Francisco in December, plan for somewhat warmer days in Hanalei, with highs around 79°F, while nights are warmer with lows around 67°F. Finish your sightseeing early on the 6th (Thu) to allow enough time to drive to Koloa.

Things to do in Hanalei

Parks Outdoors Wildlife

Side Trips

Kauai, Princeville, Na Pali Coast State Park, Kilauea Point National Wildlife Refuge
Highlights from your plan
Kalalau Trail ©
Kalalau Trail
Hanalei Beach ©
Hanalei Beach
Queen's Bath ©
Queen's Bath

2
nights
Koloa, Kauai

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Start off your visit on the 7th (Fri): experience rural life at Kauai Coffee Company, take in nature's colorful creations at National Tropical Botanical Garden, and then take a tour by water with Boat Tours & Water Sports. On the 8th (Sat), you'll have a packed day of sightseeing: admire the natural beauty at Allerton Garden, then hike along Maha'ulepu Heritage Trail, then view the masterpieces at Art House Hawaii, and finally look for gifts at Pohaku T's.

To find photos, traveler tips, and more tourist information, go to the Koloa road trip site .

Traveling by car from Hanalei to Koloa takes 1.5 hours. Expect a daytime high around 79°F in December, and nighttime lows around 67°F. Cap off your sightseeing on the 8th (Sat) early enough to travel to Honolulu.

Things to do in Koloa

Parks Outdoors Tours

Side Trips

Poipu, Kauai Coffee Company
Highlights from your plan
Scuba & Snorkeling
Kauai Coffee Company ©
Kauai Coffee Company
Allerton Garden ©
Allerton Garden

7
nights
Honolulu, Oahu

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Explore hidden gems such as Koko Crater Railway Trail and Makapuu Lighthouse Trail. You'll find plenty of places to visit near Honolulu: Kailua (Kailua Beach Park & Lanikai Beach), Ko Olina Lagoons (in Kapolei) and Byodo-In Temple (in Kaneohe). The adventure continues: indulge in some culinary diversions at a local gastronomic tour, discover the deep blue sea with a scuba or snorkeling tour, appreciate the history behind Statue of Duke Kahanamoku, and test your team's savvy at popular escape rooms.

Start your trip to Honolulu by creating a personalized itinerary on Inspirock.

Getting from Koloa to Honolulu by combination of taxi and flight takes about 2.5 hours. In December, plan for daily highs up to 82°F, and evening lows to 69°F. Cap off your sightseeing on the 15th (Sat) early enough to travel to Lahaina.

Things to do in Honolulu

Outdoors Parks Tours

Side Trips

Oahu, Kailua, Haleiwa, Ko Olina Lagoons, Green World Coffee Farms
Highlights from your plan
Food Tours
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail

7
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.
Step off the beaten path and head to Napili Beach and Wailea Beach. Get out of town with these interesting Lahaina side-trips: Kihei (Kamaole Beach Park II, Maui's World Gallery, & more), Ho'okipa Beach Park (in Paia) and Wailuku (Iao Valley & Zipline). There's much more to do: take a memorable tour with Tours, kick back and relax at Kapalua Beach, take in the exciting artwork at Kai Pua Artist Studio, and relax and rejuvenate at some of the top local wellness centers.

To see traveler tips, maps, photos, and tourist information, use the Lahaina online travel 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. Expect a daytime high around 78°F in December, and nighttime lows around 68°F. Finish your sightseeing early on the 22nd (Sat) so you can travel to Volcano.

Things to do in Lahaina

Outdoors Parks Tours

Side Trips

Kihei, Wailuku, Ho'okipa Beach Park, Ocean Vodka Organic Farm and Distillery, Wailea Beach
Highlights from your plan
Stand-Up Paddleboarding
Napili Beach ©
Napili Beach
Wailea Beach ©
Wailea Beach

1
night
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.
Kick off your visit on the 23rd (Sun): take in nature's colorful creations at Liliuokalani Gardens, take in nature's colorful creations at Hawaii Tropical Botanical Garden, then get to know the fascinating history of Basically Books, then hike along Kilauea Iki Trailhead, and finally see the interesting displays at Jagger Museum. On your second day here, take in the exciting artwork at 2400 Fahrenheit Art Glass, contemplate the geological forces at Kīlauea, and then take in the dramatic natural features at Thurston Lava Tube (Nahuku).

To find more things to do, photos, where to stay, and other tourist information, go to the Volcano trip maker .

You can do a combination of bus and flight from Lahaina to Volcano in 5.5 hours. Another option is to do a combination of flight and bus. In December, plan for daily highs up to 80°F, and evening lows to 65°F. Cap off your sightseeing on the 24th (Mon) early enough to go by car to Kailua-Kona.

Things to do in Volcano

Parks Nature Outdoors

Side Trips

Hawaii Volcanoes National Park, Hilo, Hawaii Tropical Botanical Garden
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Jagger Museum ©
Jagger Museum
Hawaii Tropical Botanical Garden ©
Hawaii Tropical Botanical Garden

7
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.
Explore hidden gems such as Hapuna Beach State Recreation Area and Pu'uhonua O Honaunau National Historical Park. Step out of Kailua-Kona to go to Waikoloa and see Swim with Dolphins, which is approximately 44 minutes away. There's lots more to do: cast your line with a fishing tour, relax in the rural setting at Mountain Thunder Coffee Plantation, see the world from above with a helicopter tour, and meet the residents at Ocean Rider Seahorse Farm.

Plan a Kailua-Kona trip in moments using our itinerary builder.

Traveling by car from Volcano to Kailua-Kona takes 2.5 hours. Alternatively, you can take a bus. In December, plan for daily highs up to 82°F, and evening lows to 70°F. On the 31st (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Kailua-Kona

Parks Outdoors Nature

Side Trips

Captain Cook, Kealakekua, Swim with Dolphins, Hapuna Beach State Recreation Area, Pu'uhonua O Honaunau National Historical Park
Highlights from your plan
Hapuna Beach State Recreation Area ©
Fishing Charters & Tours

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