25 days in Hawaii Itinerary

25 days in Hawaii Itinerary

Created using Inspirock Hawaii route maker

Make it your trip
Shuttle to Trieste, Fly to Honolulu
1
Honolulu, Oahu
— 4 nights
Fly
2
Poipu, Kauai
— 6 nights
Fly
3
Lahaina, Maui
— 8 nights
Fly
4
Kailua-Kona, Island of Hawaii
— 4 nights
Fly to Trieste, Shuttle to Ljubljana

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Honolulu, Oahu

— 4 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.
You'll discover tucked-away gems like Lanikai Beach and National Memorial Cemetery of the Pacific. Makapuu Lighthouse Trail and Iolani Palace are good opportunities to explore the local culture. Venture out of the city with trips to Kailua Beach Park (in Kailua) and Ko Olina Lagoons (in Kapolei). Next up on the itinerary: trek along Koko Crater Railway Trail, see the interesting displays at USS Bowfin Submarine Museum & Park, buy something for everyone on your list at Ala Moana Center, and admire the sheer force of Manoa Falls.

For photos, reviews, ratings, and other tourist information, go to the Honolulu road trip app.

Ljubljana, Slovenia to Honolulu is an approximately 25-hour combination of shuttle and flight. The time zone difference moving from Central European Standard Time (CET) to Hawaii-Aleutian Standard Time (HST) is minus 11 hours. Traveling from Ljubljana in September, expect nights in Honolulu to be much warmer, around 76°F, while days are a bit warmer, around 88°F. Wrap up your sightseeing on the 9th (Wed) to allow time to fly to Poipu.

Things to do in Honolulu

Parks · Outdoors · Beaches · Trails

Side Trips

Poipu, Kauai

— 6 nights
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. state of Hawaii. Explore hidden gems such as Poipu Beach Park and Shipwreck Beach. Take a break from the city and head to Na Pali Coast State Park and Kalalau Trail. Explore the numerous day-trip ideas around Poipu: Kayaking & Canoeing (in Kapaa) and Waimea (Waimea Canyon State Park & Aunty Liliko'i). There's still lots to do: experience rural life at Kauai Coffee Company, look for gifts at Hanalima Bakery, and discover the deep blue sea with a scuba or snorkeling tour.

For where to stay, maps, reviews, and tourist information, read our Poipu planner.

You can fly from Honolulu to Poipu in 2.5 hours. In September, daily temperatures in Poipu can reach 86°F, while at night they dip to 76°F. Wrap up your sightseeing on the 15th (Tue) to allow time to fly to Lahaina.

Things to do in Poipu

Outdoors · Parks · Wildlife · Tours

Side Trips

Lahaina, Maui

— 8 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.
Relax by the water at Napili Beach and Kapalua Beach. Explore hidden gems such as Ho'okipa Beach Park and Maui Mike's Beach House. Venture out of the city with trips to Wailea (Wailea Beach & Sweet Paradise Chocolatier), Kihei (Kamaole Beach Park III & Kamaole Beach Park II) and Proteas of Hawaii (in Kula). And it doesn't end there: look for gifts at Honolulu Cookie Company, wander the streets of Lahaina Front Street, stroll around Lahaina Banyan Court, and pause for some photo ops at Lahaina Jodo Mission.

To see ratings, traveler tips, photos, and other tourist information, read Lahaina trip site.

You can fly from Poipu to Lahaina in 2.5 hours. In September, daily temperatures in Lahaina can reach 86°F, while at night they dip to 74°F. You'll set off for Kailua-Kona on the 23rd (Wed).

Things to do in Lahaina

Outdoors · Parks · Beaches · Shopping

Side Trips

Kailua-Kona, Island of Hawaii

— 4 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.
Your itinerary includes some good beach time at Hapuna Beach State Recreation Area and Manini Kapahukapu Beach. Do some cultural sightseeing at Pu'uhonua O Honaunau National Historical Park and Puako Petroglyph Archaeological Preserve. You'll find plenty of places to visit near Kailua-Kona: Hilo Coffee Mill (in Mountain View), Kilauea Iki Trailhead (in Hawaii Volcanoes National Park) and Big Island Bees (in Captain Cook). Next up on the itinerary: stroll through Manini'owali Beach (Kua Bay), take your sightseeing to a higher altitude at Mauna Kea, stop by The Cindy Coats Gallery, and experience rural life at Hula Daddy Kona Coffee.

Inspirock's itinerary builder makes planning a Kailua-Kona trip simple and quick.

You can fly from Lahaina to Kailua-Kona in 2.5 hours. In September in Kailua-Kona, expect temperatures between 87°F during the day and 76°F at night. Finish your sightseeing early on the 27th (Sun) to allow enough time to travel back home.

Things to do in Kailua-Kona

Parks · Outdoors · Beaches · Nature

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.