15 days in Hawaii Itinerary

15 days in Hawaii Itinerary

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Route & dates

15 days in Hawaii Itinerary

Start: New York City
+2
Drive + Fly + Drive:  14​h 45​min
1
Lanai City, Lanai
— 1 day
+2
Drive + Fly + Drive:  4​h 30​min
2
Volcano, Island of Hawaii
— 2 nights
Drive:  2​h 30​min
3
Kailua-Kona, Island of Hawaii
— 2 nights
Fly + bus:  2​h 15​min
4
Kihei, Maui
— 2 nights
Fly:  2​h 30​min
5
Honolulu, Oahu
— 6 nights
Fly + bus:  13​h 45​min
End: New York City

1
day
Lanai City, Lanai

Lanai City ©
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. On the 22nd (Sun), take in the exciting artwork at Mike Carroll Gallery, look for gifts at The Local Gentry, look for all kinds of wild species at Lanai Cat Sanctuary, then don't miss a visit to Sweetheart Rock, and finally stroll through Hulopoe Beach.

To find traveler tips, more things to do, and tourist information, use the Lanai City trip itinerary planner.

New York City to Lanai City is an approximately 15-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from New York City to Lanai City. Prepare for warmer weather when traveling from New York City in December: high temperatures in Lanai City hover around 76°F and lows are around 63°F. Finish your sightseeing early on the 22nd (Sun) so you can travel to Volcano.

Things to do in Lanai City

Parks Outdoors Shopping

Side Trip

Lanai
Highlights from your plan
Mike Carroll Gallery ©
Mike Carroll Gallery
Lanai Cat Sanctuary ©
Lanai Cat Sanctuary
Hulopoe Beach ©
Hulopoe Beach

2
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.
On the 23rd (Mon), trek along Kilauea Iki Trailhead, tour the pleasant surroundings at Sulphur Banks, take in the exciting artwork at Volcano Art Center, then trek along Kipuka Puaulu (Bird Park) Trail, and finally see the interesting displays at Jagger Museum. On the 24th (Tue), you'll have a packed day of sightseeing: stroll through Kulanaokuaiki Campground.

For traveler tips, maps, other places to visit, and other tourist information, go to the Volcano road trip app .

Use the Route module to find suitable travel options from Lanai City to Volcano. Expect a daytime high around 80°F in December, and nighttime lows around 65°F. Finish your sightseeing early on the 24th (Tue) to allow enough time to drive to Kailua-Kona.

Things to do in Volcano

Trails Parks Outdoors

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Kulanaokuaiki Campground ©
Kulanaokuaiki Campground
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

2
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.
Kick off your visit on the 25th (Wed): get close to the beloved marine mammals with a swim-with-the-dolphins experience, experience rural life at Kona Coffee Living History Farm, then explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, then relax in the rural setting at Big Island Bees, and finally stroll through Kahaluu Beach. On your second day here, immerse yourself in nature at Hapuna Beach State Recreation Area and then take a memorable tour with Tours.

To see where to stay, more things to do, traveler tips, and tourist information, you can read our Kailua-Kona trip itinerary builder website .

Traveling by car from Volcano to Kailua-Kona takes 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. Finish your sightseeing early on the 26th (Thu) to allow enough time to travel to Kihei.

Things to do in Kailua-Kona

Outdoors Tours Wildlife

Side Trips

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

2
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
On the 27th (Fri), enjoy the sand and surf at Ka'anapali Beach and then see majestic marine mammals with a dolphin and whale watching tour. On your second day here, take a tour by water with Boat Tours & Water Sports, then tour the pleasant surroundings at Maluaka Beach, and then tour the pleasant surroundings at Wailea Beach.

To find maps, more things to do, where to stay, and more tourist information, you can read our Kihei route app .

Getting from Kailua-Kona to Kihei by combination of flight and taxi takes about 2.5 hours. Other options: do a combination of bus, taxi, and flight; or do a combination of bus, flight, and taxi. In December in Kihei, expect temperatures between 82°F during the day and 66°F at night. Finish your sightseeing early on the 28th (Sat) so you can travel to Honolulu.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Wailea, Ka'anapali Beach
Highlights from your plan
Ka'anapali Beach ©
Ka'anapali Beach
Wailea Beach ©
Wailea Beach
Maluaka Beach ©
Maluaka Beach

6
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.
Step out of the city life by going to Waikiki Beach and Hanauma Bay Nature Preserve. Your inner history buff will appreciate USS Arizona Memorial and National Memorial Cemetery of the Pacific. Explore Honolulu's surroundings by going to Polynesian Cultural Center (in Laie), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Haleiwa (Waimea Bay & Sunset Beach Park). The adventure continues: go for a walk through Diamond Head State Monument, get to know the fascinating history of Makapuu Lighthouse Trail, steep yourself in history at Iolani Palace, and get some fabulous bargains at Waikele Premium Outlets.

To see ratings, more things to do, maps, and other tourist information, read Honolulu trip itinerary planner .

You can do a combination of taxi and flight from Kihei to Honolulu in 2.5 hours. Alternatively, you can do a combination of car and flight. In December, daily temperatures in Honolulu can reach 82°F, while at night they dip to 69°F. Finish up your sightseeing early on the 3rd (Fri) so you can travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Kailua, Haleiwa, Waikele Premium Outlets, Polynesian Cultural Center, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach

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