34 days in Honolulu, Island of Hawaii & Lahaina Itinerary

34 days in Honolulu, Island of Hawaii & Lahaina Itinerary

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Route & dates

34 days in Honolulu, Island of Hawaii & Lahaina Itinerary

Start: New York City
bus + Fly:  9​h 30​min
1
Honolulu
— 3 nights
Fly:  3​h 45​min
2
Kailua-Kona
— 14 nights
Drive:  1​h 45​min
3
Hilo
— 4 nights
Fly + bus:  3​h 15​min
4
Lahaina
— 7 nights
Fly:  3​h 15​min
5
Honolulu
— 4 nights
Fly + bus:  13​h 45​min
End: New York City

3
nights
Honolulu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your day-by-day itinerary now includes Lanikai Beach. Visit Sunset Beach Park and Banzai Pipeline for some beach relaxation. Shop till you drop at Ala Moana Center and Foodland Ala Moana. Venture out of the city with trips to Haleiwa (Waimea Bay & Stand Up Paddle Lessons -- Rainbow Watersports Adventures). And it doesn't end there: have unforgettable encounters with Reef Pirates Diving, see Gone Surfing Hawaii, and see some colorful creatures with Kaimana Divers.

To find other places to visit, more things to do, maps, and more tourist information, you can read our Honolulu trip planner.

New York City to Honolulu is an approximately 14-hour combination of bus and flight. You can also fly. Due to the time zone difference, you'll gain 5 hours traveling from New York City to Honolulu. Traveling from New York City in January, expect Honolulu to be warmer, temps between 81°F and 67°F. Wrap up your sightseeing on the 17th (Sun) early enough to travel to Kailua-Kona.

Things to do in Honolulu

Outdoors Parks Tours

Side Trips

Haleiwa, Lanikai Beach, Banzai Pipeline
Highlights from your plan
Lanikai Beach ©
Lanikai Beach
Sunset Beach Park ©
Sunset Beach Park
Banzai Pipeline ©
Banzai Pipeline

14
nights
Kailua-Kona

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.
Visit Hapuna Beach State Recreation Area and Honaunau Bay for some beach relaxation. For shopping fun, head to Ho'oulu Community Farmers Market or Queens' Market Place. Explore the numerous day-trip ideas around Kailua-Kona: Waimea (Samuel M. Spencer Beach Park, Waialea Beach, & more), Waikoloa (The Shops At Mauna Lani & Kings' Shops) and Captain Cook (The Captain Cook Monument & Adventures in Paradise Kayak & Snorkel). Next up on the itinerary: enjoy the sand and surf at Manini'owali Beach (Kua Bay), browse the different shops at Keauhou Shopping Center, see Kona Boys, and relax in the rural setting at Greenwell Farms.

To find ratings, traveler tips, reviews, and tourist information, read Kailua-Kona tour itinerary tool .

Fly from Honolulu to Kailua-Kona in 4 hours. Expect a daytime high around 80°F in January, and nighttime lows around 67°F. Finish your sightseeing early on the 31st (Sun) to allow enough time to drive to Hilo.

Things to do in Kailua-Kona

Outdoors Tours Parks

Side Trips

Kealakekua, Honaunau, Waimea, Waikoloa, Captain Cook
Highlights from your plan
Hapuna Beach State Recreation Area ©
Honaunau Bay ©
Honaunau Bay
Manini'owali Beach (Kua Bay) ©
Manini'owali Beach (Kua Bay)

4
nights
Hilo

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.
For shopping fun, head to Hilo Hatties or Extreme Exposure Fine Art Gallery. You'll explore the less-touristy side of things at Richardson Beach Park and Keaukaha Beach Park. There's still lots to do: step off the mainland to explore Coconut Island, discover the deep blue sea with Hilo Ocean Adventures, take in the dramatic scenery at Akaka Falls State Park, and kick back and relax at Onomea Bay.

To find maps, reviews, where to stay, and tourist information, refer to the Hilo trip itinerary maker site .

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 81°F in January, and nighttime lows around 64°F. Finish your sightseeing early on the 4th (Thu) to allow enough time to travel to Lahaina.

Things to do in Hilo

Outdoors Parks Beaches

Side Trips

Hakalau Beach, Onomea Bay
Highlights from your plan
Richardson Beach Park ©
Richardson Beach Park
Onomea Bay ©
Onomea Bay
Hilo Hatties ©
Hilo Hatties

7
nights
Lahaina

Lahaina ©
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.
Head to Hana Fresh and Honolulu Cookie Company Front Streetfor plenty of shopping. Eschew the tourist crowds and head to Wai'anapanapa State Park and Kamaole Beach Park II. Explore the numerous day-trip ideas around Lahaina: Kihei (Tutu's Pantry, Boss Frog's Dive & Surf, & more) and Wailea (The Shops at Wailea & Wailea Beach). There's lots more to do: let the river carry you with Hawaii Ocean Rafting, see Maui Surfer Girls, enjoy the sand and surf at Ka'anapali Beach, and get all the equipment you need at Maui Mike's Beach House.

For reviews, where to stay, more things to do, and tourist information, read our Lahaina driving holiday planner.

You can do a combination of flight and bus from Hilo to Lahaina in 3.5 hours. Other options are to fly; or do a combination of bus and flight. February in Lahaina sees daily highs of 78°F and lows of 67°F at night. Cap off your sightseeing on the 11th (Thu) early enough to travel to Honolulu.

Things to do in Lahaina

Outdoors Beaches Parks

Side Trips

Kihei, Wailea, Hana
Highlights from your plan
Wai'anapanapa State Park ©
Wai'anapanapa State Park
Wailea Beach ©
Wailea Beach
Kamaole Beach Park II ©
Kamaole Beach Park II

4
nights
Honolulu

Honolulu ©
Waikiki Beach Walk has been added to your itinerary. You'll enjoy a bit of beach vacationing at Kailua Beach Park and Waikiki Beach. Explore hidden gems such as Royal Hawaiian Center and King's Village Shopping Center. Explore Honolulu further: buy something for everyone on your list at Don Quijote, stop by 88 Tees, browse the range of quality goods at Food Pantry, and identify plant and animal life at Hanauma Bay Nature Preserve.

To see more things to do, reviews, where to stay, and more tourist information, go to the Honolulu trip site .

Traveling by flight from Lahaina to Honolulu takes 3.5 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of bus and flight. Finish your sightseeing early on the 15th (Mon) to allow enough time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trip

Kailua Beach Park
Highlights from your plan
Kailua Beach Park ©
Kailua Beach Park
Waikiki Beach ©
Waikiki Beach
Royal Hawaiian Center ©
Royal Hawaiian Center

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