23 days in Hawaii Itinerary

23 days in Hawaii Itinerary

Created using Inspirock Hawaii route planner

Make it your trip
Fly
1
Honolulu, Oahu
— 7 nights
Fly
2
Lihue, Kauai
— 3 nights
Fly
3
Kailua-Kona, Island of Hawaii
— 2 nights
Drive
4
Hilo, Island of Hawaii
— 3 nights
Fly
5
Lahaina, Maui
— 7 nights
Fly

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Honolulu, Oahu

— 7 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 out of town with these interesting Honolulu side-trips: Kailua Beach Park (in Kailua), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Haleiwa (Pupukea Beach Park, Sunset Beach Park, &more). There's much more to do: stroll the grounds of USS Arizona Memorial, go for a walk through Diamond Head State Monument, discover the deep blue sea with a scuba or snorkeling tour, and explore the world behind art at Shangri La.

For other places to visit, photos, reviews, and tourist information, read Honolulu trip itinerary planning tool.

New York City to Honolulu is an approximately 14-hour flight. Traveling from New York City to Honolulu, you'll gain 5 hours due to the time zone difference. Traveling from New York City in February, things will get warmer in Honolulu: highs are around 81°F and lows about 69°F. Wrap up your sightseeing on the 13th (Sat) to allow time to travel to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

Lihue, Kauai

— 3 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. You'll find plenty of places to visit near Lihue: Na Aina Kai Botanical Gardens (in Kilauea) and Waimea Canyon State Park (in Waimea). There's lots more to do: whizz through the canopy at some of the top local zipline courses and adventure parks, capture your vacation like a pro with an inspiring photography tour, get to know the fascinating history of Kalalau Lookout, and enjoy the sand and surf at Shipwreck Beach.

For more things to do, other places to visit, reviews, and more tourist information, use the Lihue sightseeing planning site.

You can fly from Honolulu to Lihue in 2.5 hours. Expect a daytime high around 78°F in February, and nighttime lows around 66°F. Finish up your sightseeing early on the 16th (Tue) so you can travel to Kailua-Kona.

Things to do in Lihue

Parks · Outdoors · Tours · Beaches

Side Trips

Kailua-Kona, Island of Hawaii

— 2 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.
On the 17th (Wed), explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, then experience rural life at Heavenly Hawaiian Kona Coffee Farm, and then get a new perspective on things with Boat Tours & Water Sports. On the 18th (Thu), you'll have a packed day of sightseeing: stroll through Hapuna Beach State Recreation Area, then steep yourself in history at Puukohola National Historic Park, and then contemplate the long history of Puako Petroglyph Archaeological Preserve.

For reviews, where to stay, more things to do, and other tourist information, refer to the Kailua-Kona online trip builder.

You can fly from Lihue to Kailua-Kona in 2.5 hours. In February in Kailua-Kona, expect temperatures between 81°F during the day and 69°F at night. Finish your sightseeing early on the 18th (Thu) so you can drive to Hilo.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Beaches

Side Trips

Hilo, Island of Hawaii

— 3 nights

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.
Venture out of the city with trips to Jagger Museum (in Volcano) and Hawaii Volcanoes National Park (Volcano Art Center Gallery, Thurston Lava Tube (Nahuku), &more). There's still lots to do: take in the dramatic scenery at Akaka Falls State Park, admire the natural beauty at Liliuokalani Gardens, and look and learn at Imiloa Astronomy Center.

Plan my trip to Hilo with suggested itineraries provided by Inspirock.

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. In February, daily temperatures in Hilo can reach 81°F, while at night they dip to 65°F. Wrap up your sightseeing on the 21st (Sun) to allow time to travel to Lahaina.

Things to do in Hilo

Parks · Outdoors · Museums · Nature

Side Trips

Lahaina, Maui

— 7 nights

Crown Jewel of Maui

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.
Explore Lahaina's surroundings by going to Wailuku (Hale Ho'ike'ike at the Bailey House & Iao Valley), Kalepolepo Beach Park (in Kihei) and Haleakala Crater (in Haleakala National Park). Spend the 27th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. There's still lots to do: look for all kinds of wild species at Wildlife Areas, wander the streets of Lahaina Front Street, observe the fascinating underwater world at Maui Ocean Center, and stroll through Napili Beach.

Start your trip to Lahaina by creating a personalized itinerary on Inspirock.

You can fly from Hilo to Lahaina in 4.5 hours. In February, plan for daily highs up to 78°F, and evening lows to 67°F. Wrap up your sightseeing on the 28th (Sun) early enough to travel back home.

Things to do in Lahaina

Parks · Outdoors · Beaches · Scenic Drive

Side Trips

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.