14 days in Hawaii Itinerary

14 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

Make it your trip
Fly
1
Kailua-Kona, Island of Hawaii
— 3 nights
Drive
2
Volcano, Island of Hawaii
— 2 nights
Fly
3
Honolulu, Oahu
— 5 nights
Fly
4
Kihei, Maui
— 3 nights
Fly

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Kailua-Kona, Island of Hawaii

— 3 nights

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.
We've included these beaches for you: Manini'owali Beach (Kua Bay) and Kikaua Point Park. Explore hidden gems such as Fishing Charters & Tours and Waialea Beach. You'll find plenty of places to visit near Kailua-Kona: Puukohola National Historic Park (in Kawaihae), Mau'umae Beach (in Waimea) and Ka'Awaloa Trail (in Captain Cook). The adventure continues: explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, enjoy the sand and surf at Mahai'ula Beach, tee off at Four Seasons Resort Hualalai Golf Course, and browse the exhibits of Kona Coffee Living History Farm.

To find ratings, more things to do, photos, and more tourist information, go to the Kailua-Kona trip planner.

Huntsville to Kailua-Kona is an approximately 12-hour flight. You can also fly. Traveling from Huntsville to Kailua-Kona, you'll gain 4 hours due to the time zone difference. Plan for somewhat warmer nights when traveling from Huntsville in August since evenings lows in Kailua-Kona dip to 77°F. Finish your sightseeing early on the 1st (Tue) to allow enough time to drive to Volcano.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Historic Sites

Side Trips

Volcano, Island of Hawaii

— 2 nights
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 2nd (Wed): get a taste of the local shopping with Volcano Garden Arts, admire the natural beauty at Akatsuka Orchid Gardens, tour the pleasant surroundings at Sulphur Banks, examine the collection at Jagger Museum, then get impressive views of Kīlauea, and finally stroll through Kilauea Iki Trailhead. Get ready for a full day of sightseeing on the next day: view the masterpieces at 2400 Fahrenheit Art Glass, wander the streets of Kalapana, take in the dramatic natural features at Holei Sea Arch, then admire all the interesting features of Pu'u Loa Petroglyphs, and finally tour the pleasant surroundings at Devastation Trail.

For more things to do, where to stay, other places to visit, and other tourist information, go to the Volcano trip itinerary app.

You can drive from Kailua-Kona to Volcano in 2.5 hours. Alternatively, you can take a bus. Plan for little chillier nights when traveling from Kailua-Kona in September since evenings lows in Volcano dip to 71°F. Finish your sightseeing early on the 3rd (Thu) so you can travel to Honolulu.

Things to do in Volcano

Parks · Outdoors · Trails · Museums

Side Trip

Honolulu, Oahu

— 5 nights

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.
Get a sense of the local culture at USS Arizona Memorial and Saint Augustine by-the-Sea. Deepen your sense of the past at sights like Makapuu Lighthouse Trail and National Memorial Cemetery of the Pacific. Venture out of the city with trips to Ko Olina Lagoons (in Kapolei), Sunset Beach Park (in Haleiwa) and Pupukea (Sharks Cove & Banzai Pipeline). There's lots more to do: tour the pleasant surroundings at Koko Crater Railway Trail, kick back and relax at Kuhio Beach, hike along Lanikai Pillboxes, and see the interesting displays at USS Bowfin Submarine Museum & Park.

To see maps, traveler tips, more things to do, and other tourist information, refer to the Honolulu visit planner.

Traveling by flight from Volcano to Honolulu takes 4.5 hours. In September, plan for daily highs up to 88°F, and evening lows to 76°F. Wrap up your sightseeing on the 8th (Tue) to allow time to travel to Kihei.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Kihei, Maui

— 3 nights
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.
Start off your visit on the 9th (Wed): get outside with Maui Diamond Sea Sports, kick back and relax at Kamaole Beach Park III, then enjoy the sand and surf at Kamaole Beach Park II, then kick back and relax at Charley Young Beach, and finally identify plant and animal life at Wildlife Areas. On the next day, tour the pleasant surroundings at Polo Beach, stroll through Wailea Beach Path, tour the pleasant surroundings at Ulua Beach, then enjoy the sand and surf at Cove Park, and finally pause for some serene contemplation at Saint Theresa Roman Catholic Church.

To see reviews, ratings, and more tourist information, use the Kihei route planner.

You can fly from Honolulu to Kihei in 4.5 hours. In September, daily temperatures in Kihei can reach 90°F, while at night they dip to 72°F. Finish your sightseeing early on the 11th (Fri) to allow enough time to travel back home.

Things to do in Kihei

Outdoors · Beaches · Parks · Historic Sites

Side Trip

Hawaii travel guide

4.4
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.