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
+2
Fly to Lihue, Bus to Lawai Post Office, Shuttle to Poipu
2
Poipu, Kauai
— 6 nights
+2
Shuttle to Lawai Post Office, Bus to Lihue, Fly to Lahaina
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 Koko Crater Railway Trail. Makapuu Lighthouse Trail and Iolani Palace are good opportunities to explore the local culture. Venture out of the city with trips to Ko Olina Lagoons (in Ko Olina) and Kailua Beach Park (in Kailua). Next up on the itinerary: explore the different monuments and memorials at National Memorial Cemetery of the Pacific, buy something for everyone on your list at Ala Moana Center, cruise along Makapu'u Point, and examine the collection at USS Bowfin Submarine Museum & Park.

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 travel to Poipu.
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Parks · Outdoors · Beaches · Trails
Side Trips
Find places to stay Sep 5 — 9:

Poipu, Kauai — 6 nights

Explore hidden gems such as Poipu Beach Park and Scuba & Snorkeling. Take a break from the city and head to Na Pali Coast State Park and Shipwreck Beach. Explore the numerous day-trip ideas around Poipu: Kayaking & Canoeing (in Kapaa) and Waimea (Waimea Canyon State Park & Aunty Liliko'i).

Discover how to plan a Poipu trip in just a few steps with Inspirock's itinerary builder.

Do a combination of flight, bus, and shuttle from Honolulu to Poipu in 4 hours. Expect a daytime high around 86°F in September, and nighttime lows around 76°F. Finish up your sightseeing early on the 15th (Tue) so you can travel to Lahaina.
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Outdoors · Parks · Wildlife · Tours
Side Trips
Find places to stay Sep 9 — 15:

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 Kamaole Beach Park II. Explore hidden gems such as Ho'okipa Beach Park and Kamaole Beach Park III. Venture out of the city with trips to Wailea (Wailea Beach & Sweet Paradise Chocolatier) and Proteas of Hawaii (in Kula). There's still lots to do: stroll through Kapalua Beach, stop by Glass Mango Designs, get a taste of the local shopping with Maui Mike's Beach House, and take a tour by water with Boat Tours & Water Sports.

To find ratings, where to stay, reviews, and more tourist information, read Lahaina day trip planner.

Traveling by combination of shuttle, bus, and flight from Poipu to Lahaina takes 4.5 hours. In September, plan for daily highs up to 86°F, and evening lows to 74°F. You will leave for Kailua-Kona on the 23rd (Wed).
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Outdoors · Parks · Beaches · Shopping
Side Trips
Find places to stay Sep 15 — 23:

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 Pu'uhonua O Honaunau National Historical Park and Manini Kapahukapu Beach. Discover out-of-the-way places like Hapuna Beach State Recreation Area and The Cindy Coats Gallery. Venture out of the city with trips to Kilauea Iki Trailhead (in Hawaii Volcanoes National Park), Big Island Bees (in Captain Cook) and Hilo Coffee Mill (in Mountain View). The adventure continues: tour the pleasant surroundings at Manini'owali Beach (Kua Bay), take in the awesome beauty at Mauna Kea, relax in the rural setting at Hula Daddy Kona Coffee, and look for gifts at Kailua Candy Company.

For photos, other places to visit, ratings, and tourist information, you can read our Kailua-Kona sightseeing planner.

Traveling by flight from Lahaina to Kailua-Kona takes 2.5 hours. In September, daytime highs in Kailua-Kona are 87°F, while nighttime lows are 76°F. Cap off your sightseeing on the 27th (Sun) early enough to travel back home.
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Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Sep 23 — 27:

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.
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