14 days in Hawaii Itinerary

14 days in Hawaii Itinerary

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Route & dates

14 days in Hawaii Itinerary

Start: New York City
Bus + Fly:  14 h 45 min
1
Hilo, Island of Hawaii
— 2 nights
Fly + Bus:  3 h
2
Kihei, Maui
— 4 nights
Taxi + Fly:  1 h 15 min
3
Lihue, Kauai
— 2 nights
Fly:  2 h 15 min
4
Honolulu, Oahu
— 5 nights
Fly + Bus:  13 h 45 min
End: New York City

2
nights
Hilo, Island of Hawaii

Hilo ©
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.
Keep things going the next day: take a memorable drive along Saddle Road, take in the dramatic scenery at Rainbow Falls, then see the interesting displays at Lyman Museum, then admire the natural beauty at Hawaii Tropical Botanical Garden, and finally take in nature's colorful creations at Liliuokalani Gardens.

Use Inspirock's suggestions to plan your Hilo trip and find the best activities and attractions for your vacation.

New York City to Hilo is an approximately 15-hour combination of bus and flight. You can also fly; or do a combination of bus and flight. The time zone difference when traveling from New York City to Hilo is minus 5 hours. In June, plan for daily highs up to 83°F, and evening lows to 69°F. Cap off your sightseeing on the 16th (Tue) early enough to travel to Kihei.

Things to do in Hilo

Parks Nature Outdoors

Side Trips

Hawaii Volcanoes National Park, Saddle Road, Hawaii Tropical Botanical Garden, Jagger Museum
Highlights from your plan
Hawaii Tropical Botanical Garden ©
Hawaii Tropical Botanical Garden
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Thurston Lava Tube (Nahuku) ©
Thurston Lava Tube (Nahuku)

4
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.
Appreciate the collections at Maui On Metal and Baldwin Home Museum. Attractions like Kapalua Beach and Wailea Beach Path make great kid-friendly stops. Change things up with these side-trips from Kihei: Lahaina (Kahekili Beach Park, Baby Beach, &more) and D.T. Fleming Park (in Kapalua). There's lots more to do: see some colorful creatures with a scuba or snorkeling tour, enjoy the sand and surf at Polo Beach, stroll through Kalepolepo Beach Park, and walk around Cove Park.

Plan a Kihei trip in moments using our itinerary builder.

You can fly from Hilo to Kihei in 3 hours. Alternatively, you can do a combination of bus and flight. June in Kihei sees daily highs of 87°F and lows of 71°F at night. Finish your sightseeing early on the 20th (Sat) so you can travel to Lihue.

Things to do in Kihei

Outdoors Beaches Parks

Side Trips

Wailea, Lahaina, Kapalua
Highlights from your plan
Wailea Beach Path ©
Wailea Beach Path
Keawakapu Beach ©
Keawakapu Beach
Kapalua Beach ©
Kapalua Beach

2
nights
Lihue, Kauai

Lihue ©
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Start off your visit on the 21st (Sun): steep yourself in history at Kilohana, then stroll through Shipwreck Beach, and then hike along Maha'ulepu Heritage Trail. Here are some ideas for day two: take an in-depth tour of Kauai Museum, then take an unforgettable tour with a helicopter tour, then visit a coastal fixture at Ninini Point Lighthouse Cache Site, and finally enjoy the sand and surf at Kalapaki Beach.

To see where to stay, more things to do, photos, and more tourist information, read Lihue itinerary site.

Getting from Kihei to Lihue by combination of taxi and flight takes about 1.5 hours. Other options: fly. In June, daily temperatures in Lihue can reach 83°F, while at night they dip to 73°F. Cap off your sightseeing on the 22nd (Mon) early enough to travel to Honolulu.

Things to do in Lihue

Outdoors Parks Beaches

Side Trip

Poipu
Highlights from your plan
Shipwreck Beach ©
Shipwreck Beach
Maha'ulepu Heritage Trail
Maha'ulepu Heritage Trail
Kalapaki Beach ©
Kalapaki Beach

5
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.
Eschew the tourist crowds and head to USS Bowfin Submarine Museum & Park and Lanikai Beach. You'll enjoy a bit of beach vacationing at Laniakea Beach and Sharks Cove. When in Honolulu, make a side trip to see Sunset Beach Park in Haleiwa, approximately Haleiwa away. Next up on the itinerary: get a dose of the wild on a nature and wildlife tour, get a taste of the local shopping with Island Treasures, stroll through Lanikai Pillboxes, and enjoy the sand and surf at Kapiolani Regional Park.

To see ratings, reviews, where to stay, and more tourist information, you can read our Honolulu vacation builder tool.

Getting from Lihue to Honolulu by flight takes about 2.5 hours. June in Honolulu sees daily highs of 86°F and lows of 74°F at night. Wrap up your sightseeing on the 27th (Sat) early enough to travel back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Kailua, Haleiwa, Sharks Cove
Highlights from your plan
Lanikai Beach ©
Lanikai Beach
Scuba & Snorkeling
Nature & Wildlife Tours

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