14 days in Oahu, Kauai & Island of Hawaii Itinerary

14 days in Oahu, Kauai & Island of Hawaii Itinerary

Created using Inspirock Hawaii journey maker

Plan created by another user. Make it yours
Fly
1
Honolulu
— 4 nights
Fly
2
Lihue
— 3 nights
Fly
3
Kailua-Kona
— 1 night
Drive
4
Hawaii Volcanoes National Park
— 3 nights
Drive
5
Hilo
— 2 nights
Fly

S M T W T F S
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26

4
nights
Honolulu

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Explore the numerous day-trip ideas around Honolulu: Gunstock Ranch (in Laie), Kailua Beach Park (in Kailua) and Waimea Bay (in Haleiwa). There's much more to do: stroll the grounds of USS Arizona Memorial, appreciate the history behind Pu’u O Mahuka Heiau State Monument, contemplate the waterfront views at Hanauma Bay Nature Preserve, and take in the pleasant sights at Diamond Head State Monument.

To see reviews, traveler tips, and more tourist information, you can read our Honolulu online route maker.

New York City to Honolulu is an approximately 14-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Hawaii-Aleutian Standard Time (HST) is minus 5 hours. Traveling from New York City in December, things will get much hotter in Honolulu: highs are around 82°F and lows about 69°F. Wrap up your sightseeing on the 14th (Mon) early enough to travel to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

3
nights
Lihue

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Get out of town with these interesting Lihue side-trips: Waimea (Polihale State Park & Waimea Canyon State Park). There's much more to do: kick your exploration up a notch at Koloa Zipline, see Kipu Ranch Adventures, kick back and relax at Poipu Beach Park, and capture your vacation like a pro with an inspiring photography tour.

To find more things to do, where to stay, reviews, and tourist information, use the Lihue route app.

Getting from Honolulu to Lihue by flight takes about 2.5 hours. In December in Lihue, expect temperatures between 79°F during the day and 67°F at night. Finish your sightseeing early on the 17th (Thu) to allow enough time to travel to Kailua-Kona.

Things to do in Lihue

Tours · Outdoors · Parks · Nature

Side Trips

1
night
Kailua-Kona

Heart of the Kona Coast

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.
On the 18th (Fri), experience rural life at Heavenly Hawaiian Kona Coffee Farm, kick back and relax at Kahaluu Beach, then take a memorable tour with Tours, and finally take in the spiritual surroundings of Mokuaikaua Church.

To see traveler tips, reviews, maps, and tourist information, refer to the Kailua-Kona tour planner.

Traveling by flight from Lihue to Kailua-Kona takes 2.5 hours. December in Kailua-Kona sees daily highs of 82°F and lows of 70°F at night. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Hawaii Volcanoes National Park.

Things to do in Kailua-Kona

Outdoors · Wildlife · Tours · Parks

Side Trips

3
nights
Hawaii Volcanoes National Park

Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.
Hawaii Volcanoes National Park is known for nature, trails, and scenic drive. Your plan includes some of its best attractions: hike along Kilauea Iki Trailhead, get outside with Keanakakoi Crater Overlook, take in the dramatic natural features at Holei Sea Arch, and get interesting insight from Tours.

To find photos, more things to do, and more tourist information, read our Hawaii Volcanoes National Park trip planner.

You can drive from Kailua-Kona to Hawaii Volcanoes National Park in 2.5 hours. Another option is to do a combination of bus and taxi. Traveling from Kailua-Kona in December, expect little chillier with lows of 65°F in Hawaii Volcanoes National Park. Finish up your sightseeing early on the 21st (Mon) so you can go by car to Hilo.

Things to do in Hawaii Volcanoes National Park

Outdoors · Parks · Trails · Wildlife

2
nights
Hilo

America's Wettest City

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.
Kick off your visit on the 22nd (Tue): take in the dramatic scenery at Rainbow Falls, browse the fresh offerings at Hilo Farmers Market, take in nature's colorful creations at Liliuokalani Gardens, then view the masterpieces at Banyan Gallery, and finally take in the dramatic scenery at Akaka Falls State Park.

To see maps, traveler tips, and more tourist information, you can read our Hilo trip builder.

Traveling by car from Hawaii Volcanoes National Park to Hilo takes 1.5 hours. Alternatively, you can do a combination of taxi and bus. In December, daily temperatures in Hilo can reach 80°F, while at night they dip to 65°F. Finish your sightseeing early on the 23rd (Wed) to allow enough time to travel back home.

Things to do in Hilo

Parks · Nature · Shopping · Museums

Oahu travel guide

4.3
Beaches · Cemeteries · Scuba & Snorkeling
The Gathering Place
A top cultural and vacation destination within the Hawaiian Islands, Oahu is home to over 85 percent of the state's population. Aptly nicknamed the "Gathering Place," the island is truly at the heart of Hawaii, featuring the busy city of Honolulu and its surrounding districts. Visitors to Oahu can enjoy all the modern conveniences of a large city, while remaining within walking distance of secluded beaches, picturesque parks, high mountain peaks, and quaint little towns. To experience the laid-back side of Hawaii, take a trip away from the tourist hotspot of Waikiki, the island's most crowded neighborhood.

Kauai travel guide

4.5
Scuba & Snorkeling · Zipline · Beaches
The Garden Isle
The northernmost of Hawaii's major islands, Kauai earned the nickname "Garden Island" because of its abundance of lush greenery and tropical plants, watered frequently with plentiful rainfall. Kauai's landscape continues to suffer from powerful erosion, resulting in natural attractions that include plunging canyons, tall mountain peaks, and the longest sandy coastline of all the Hawaiian islands. Offering a mild tropical climate and pristine wilderness areas largely unspoiled by mass tourism, Kauai is a great vacation destination for visitors eager to escape Hawaii's more crowded tourist resorts. For a genuine Kauai experience, join the locals for one of their famous traditional meat and vegetable feasts, prepared in underground pits lined with hot rocks.

Island of Hawaii travel guide

4.5
Swim with Dolphins · Scuba & Snorkeling · Beaches
The Big Island
Aptly nicknamed the "Big Island," the Island of Hawaii features sunny, black-sand beaches on the western side by Kona and a tropical rain forest on the eastern by Hilo. In between, the massive mountain Maunaloa covers half the island, and Kilauea, one of the world's most active volcanoes, erupts continuously. Twice as large as all the other Hawaiian Islands combined, this big chunk of land in the Pacific manages to retain a laid-back atmosphere despite its immense popularity with tourists. Instead of spending your entire vacation at one of the island's luxurious tourist resorts, go on tours of this Pacific haven's coffee and macadamia nut plantations and working ranches, or explore its nature reserves and rugged trails.