25 days in Hawaii Itinerary

25 days in Hawaii Itinerary

Created using Inspirock Hawaii tour itinerary planner

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

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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.
Visiting Swim with Dolphins and Hapuna Beach State Recreation Area will get you outdoors. Your cultural itinerary includes sights like Kealakekua Bay and Pu'uhonua O Honaunau National Historical Park. Step out of Kailua-Kona to go to Honaunau and see Honaunau Bay, which is approximately 44 minutes away. And it doesn't end there: make a trip to Saddle Road, look for all kinds of wild species at Kanaloa Octopus Farm, take in the awesome beauty at Mauna Kea, and savor a delicious cup with Greenwell Farms.

For traveler tips, where to stay, more things to do, and other tourist information, read Kailua-Kona trip maker tool.

Denver to Kailua-Kona is an approximately 9.5-hour flight. The time zone changes from Mountain Standard Time (MST) to Hawaii-Aleutian Standard Time (HST), which is usually a -3 hour difference. When traveling from Denver in May, plan for somewhat warmer days and warmer nights in Kailua-Kona: temperatures range from 83°F by day to 73°F at night. Finish up your sightseeing early on the 25th (Wed) so you can go by car 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.
Visiting Hawaii Tropical Botanical Garden and Richardson Beach Park will get you outdoors. Get some cultural insight at Liliuokalani Gardens and Pacific Tsunami Museum. Change things up with these side-trips from Hilo: Jagger Museum (in Volcano), Punalu‘U Beach (in Pahala) and Hawaii Volcanoes National Park (Kilauea Iki Trailhead & Devastation Trail). The adventure continues: get a dose of the wild on a nature and wildlife tour, admire the sheer force of Akaka Falls State Park, explore the different monuments and memorials at Alae Cemetery, and shop like a local with Banyan Gallery.

Plan my Hilo trip by asking Inspirock to come up with tips and suggestions.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Expect slightly colder evenings in Hilo when traveling from Kailua-Kona in May, with lows around 67°F. Cap off your sightseeing on the 28th (Sat) early enough to travel to Honolulu.

Things to do in Hilo

Parks · Outdoors · Nature · Wildlife

Side Trips

Honolulu, Oahu

— 9 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.
Do some cultural sightseeing at USS Arizona Memorial and USS Bowfin Submarine Museum & Park. Step off the beaten path and head to Lanikai Beach and Koko Crater Railway Trail. Get out of town with these interesting Honolulu side-trips: Pupukea (Sharks Cove & Pu’u O Mahuka Heiau State Monument), Ko Olina Lagoons (in Kapolei) and Haleiwa (Waimea Valley, Waimea Bay, &more). The adventure continues: trek along Diamond Head State Monument, enjoy the sand and surf at Waikiki Beach, get to know the fascinating history of Makapuu Lighthouse Trail, and take a memorable tour with Tours.

To find other places to visit, reviews, where to stay, and other tourist information, use the Honolulu trip itinerary builder tool.

You can fly from Hilo to Honolulu in 3.5 hours. In May, daytime highs in Honolulu are 84°F, while nighttime lows are 71°F. Finish your sightseeing early on the 6th (Mon) so you can travel to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Lihue, Kauai

— 3 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Eschew the tourist crowds and head to Wailua Falls and Maha'ulepu Heritage Trail. Step out of the city life by going to Scuba & Snorkeling and Ke'e Beach. Get out of town with these interesting Lihue side-trips: Hanalei (Hanalei Beach & Hanalei Valley Lookout) and Na Pali Coast State Park (in Wainiha). The adventure continues: kick back and relax at Shipwreck Beach, explore the striking landscape at Spouting Horn, stroll through Tunnels Beach, and admire the sheer force of Opaekaa Falls.

To find traveler tips, more things to do, maps, and other tourist information, refer to the Lihue online itinerary planner.

You can fly from Honolulu to Lihue in 2.5 hours. In June, daily temperatures in Lihue can reach 83°F, while at night they dip to 73°F. Finish up your sightseeing early on the 9th (Thu) so you can travel to Kihei.

Things to do in Lihue

Parks · Outdoors · Beaches · Nature

Side Trips

Kihei, Maui

— 5 nights
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Your itinerary includes some good beach time at Ho'okipa Beach Park and Keawakapu Beach. Step off the beaten path and head to Kapalua Beach and Kamaole Beach Park III. You'll find plenty of places to visit near Kihei: Lahaina (Napili Beach & Lahaina Banyan Court). There's much more to do: see some colorful creatures with a scuba or snorkeling tour, stroll through Wailea Beach, sample the fine beverages at Ocean Vodka Organic Farm and Distillery, and enjoy the sand and surf at Ulua Beach.

To see traveler tips and more tourist information, use the Kihei trip maker website.

Fly from Lihue to Kihei in 4.5 hours. June in Kihei sees daily highs of 87°F and lows of 71°F at night. Finish up your sightseeing early on the 14th (Tue) so you can travel back home.

Things to do in Kihei

Outdoors · Parks · Beaches · Tours

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.