13 days in Hawaii Itinerary

13 days in Hawaii Itinerary

Created using Inspirock Hawaii attractions planner
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Kailua, Oahu
— 2 nights
Fly to Lihue, Taxi to Poipu
Poipu, Kauai
— 1 night
Taxi to Lihue, Fly to Lahaina
Lahaina, Maui
— 5 nights
Hilo, Island of Hawaii
— 2 nights
Kailua-Kona, Island of Hawaii
— 1 night


Kailua, Oahu — 2 nights

Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. Start off your visit on the 24th (Sat): explore the gorgeous colors at Pele's Chair, take in the dramatic scenery at Maunawili Falls, and then trek along Olomana Three Peaks Trail. On the next day, take a memorable drive along Makapu'u Point, stroll through Pillbox Hike, and then kick back and relax at Kalama Beach Park.

To find out how to plan a trip to Kailua, use our trip itinerary maker.

Louisville to Kailua is an approximately 13.5-hour flight. The time zone difference when traveling from Louisville to Kailua is minus 5 hours. Plan for a bit warmer nights when traveling from Louisville in June since evenings lows in Kailua dip to 74°F. Finish your sightseeing early on the 26th (Mon) to allow enough time to travel to Poipu.
Parks · Outdoors · Trails · Nature
Side Trip

Poipu, Kauai — 1 night

Start off your visit on the 26th (Mon): kick back and relax at Poipu Beach Park and then paddle through the water with a kayaking and canoeing tour. Get ready for a full day of sightseeing on the 27th (Tue): take in the dramatic natural features at Spouting Horn and then see some colorful creatures with a scuba or snorkeling tour.

To see photos, more things to do, and more tourist information, read our Poipu vacation builder tool.

Traveling by combination of flight and taxi from Kailua to Poipu takes 3 hours. In June, plan for daily highs up to 83°F, and evening lows to 73°F. Finish your sightseeing early on the 27th (Tue) to allow enough time to travel to Lahaina.
Outdoors · Tours · Wildlife · Adventure
Side Trips

Lahaina, Maui — 5 nights

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 hidden gems such as Kapalua Beach and Baby Beach. Visiting Honolua Bay and Shark Diving will get you outdoors. The adventure continues: enjoy the sand and surf at Kahekili Beach Park, hike along Kapalua Coastal Trail, get outside with Mobility Scooters Maui, and see the interesting displays at Whalers Village Museum.

To find traveler tips, more things to do, other places to visit, and other tourist information, read our Lahaina travel planning tool.

Traveling by combination of taxi and flight from Poipu to Lahaina takes 3 hours. In June in Lahaina, expect temperatures between 84°F during the day and 72°F at night. Wrap up your sightseeing on the 2nd (Sun) early enough to fly to Hilo.
Outdoors · Parks · Wildlife · Beaches
Side Trips

Hilo, Island of Hawaii — 2 nights

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.
Discover out-of-the-way places like Richardson Beach Park and Coconut Island. We've included these beaches for you: Carlsmith Beach Park and Laupahoehoe Beach Park. You'll find plenty of places to visit near Hilo: Sulphur Banks (in Hawaii Volcanoes National Park) and Akatsuka Orchid Gardens (in Volcano). The adventure continues: admire the natural beauty at Liliuokalani Gardens, take a memorable drive along Chain of Craters Rd, and see some colorful creatures with a scuba or snorkeling tour.

For maps, ratings, and tourist information, go to the Hilo road trip planning website.

Getting from Lahaina to Hilo by flight takes about 2.5 hours. In July, daytime highs in Hilo are 85°F, while nighttime lows are 71°F. Cap off your sightseeing on the 4th (Tue) early enough to go by car to Kailua-Kona.
Outdoors · Parks · Beaches · Nature
Side Trips

Kailua-Kona, Island of Hawaii — 1 night

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.
You've now added Kona Ocean Experience to your itinerary. Kick off your visit on the 5th (Wed): look for all kinds of wild species at Kona Ocean Experience, then stroll through Kona Cloud Forest, then have unforgettable encounters with a shark diving experience, and finally look for gifts at The Original Donkey Ball Store.

For ratings, where to stay, maps, and more tourist information, you can read our Kailua-Kona attractions site.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. In July, plan for daily highs up to 86°F, and evening lows to 76°F. Finish your sightseeing early on the 6th (Thu) to allow enough time to fly back home.
Wildlife · Outdoors · Tours · Nightlife
Side Trip

Hawaii travel guide

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.