60 days in Hawaii Itinerary

60 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

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

S M T W T F S
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12

Kailua-Kona, Island of Hawaii

— 11 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.
Explore Kailua-Kona's surroundings by going to Hapuna Beach State Recreation Area (in Puako), Waimea (Parker Ranch & Waialea Beach) and Honaunau (Pele Plantations, Pu'uhonua O Honaunau National Historical Park, &more). There's much more to do: fulfill a lifelong dream with a swim-with-the-dolphins experience, stroll through Papakōlea Green Sand Beach, contemplate the long history of Kohala Historical Sites State Monument, and enjoy the sand and surf at Anaehoomalu.

To find other places to visit, maps, traveler tips, and tourist information, read our Kailua-Kona tour itinerary builder.

Wichita to Kailua-Kona is an approximately 11-hour flight. Due to the time zone difference, you'll gain 4 hours traveling from Wichita to Kailua-Kona. While traveling from Wichita, expect a bit warmer days and much warmer nights in Kailua-Kona, ranging from highs of 83°F to lows of 72°F. Finish your sightseeing early on the 24th (Sat) so you can drive to Hilo.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Beaches

Side Trips

Hilo, Island of Hawaii

— 10 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.
Explore Hilo's surroundings by going to Hawaii Volcanoes National Park (Nature & Wildlife Tours, Keanakakoi Crater Overlook, &more), Honokaa (Mauna Kea Tea & Waipiʻo Valley Lookout) and Jagger Museum (in Volcano). There's much more to do: admire the sheer force of Akaka Falls State Park, kick back and relax at Laupahoehoe Beach Park, browse the fresh offerings at Hilo Farmers Market, and learn more about the world around you at Mokupapapa Discovery Center.

To find traveler tips, reviews, other places to visit, and more tourist information, read Hilo day trip planner.

You can drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Plan for slightly colder nights when traveling from Kailua-Kona in April since evenings lows in Hilo dip to 67°F. Wrap up your sightseeing on the 4th (Tue) early enough to fly to Lahaina.

Things to do in Hilo

Parks · Outdoors · Museums · Trails

Side Trips

Lahaina, Maui

— 13 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.
Change things up with these side-trips from Lahaina: Makawao (Maui Veterans Cemetery, Bike Park Maui, &more), Haleakala Crater (in Haleakala National Park) and Helicopter Tours (in Kahului). Spend the 7th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. There's still lots to do: discover the deep blue sea with a scuba or snorkeling tour, tour the pleasant surroundings at Napili Beach, pause for some serene contemplation at Maria Lanakila Catholic Church, and kick back and relax at Wailea Beach.

For maps, more things to do, where to stay, and more tourist information, go to the Lahaina trip planning app.

You can fly from Hilo to Lahaina in 2.5 hours. In May in Lahaina, expect temperatures between 81°F during the day and 70°F at night. Wrap up your sightseeing on the 17th (Mon) early enough to fly to Lihue.

Things to do in Lahaina

Parks · Outdoors · Beaches · Nature

Side Trips

Lihue, Kauai

— 9 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Explore the numerous day-trip ideas around Lihue: Kilauea Point National Wildlife Refuge (in Kilauea), Waimea (Aunty Liliko'i, Polihale State Park, &more) and Na Pali Coast State Park (in Wainiha). The adventure continues: whizz through the canopy at some of the top local zipline courses and adventure parks, hit the best photo ops around with an inspiring photography tour, kick back and relax at Kalapaki Beach, and stroll around Poipu Beach Park.

To see ratings, photos, traveler tips, and more tourist information, go to the Lihue trip itinerary planning website.

Traveling by flight from Lahaina to Lihue takes 2.5 hours. In May, daytime highs in Lihue are 82°F, while nighttime lows are 71°F. Wrap up your sightseeing on the 26th (Wed) early enough to fly to Honolulu.

Things to do in Lihue

Parks · Outdoors · Beaches · Nature

Side Trips

Honolulu, Oahu

— 16 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.
Change things up with these side-trips from Honolulu: Pupukea (Pu’u O Mahuka Heiau State Monument & Ehukai Beach Park), Kailua (Kailua Beach Park, Lanikai Beach, &more) and Waianae (Pokai Bay Beach Park & Swim with Dolphins). Next up on the itinerary: kick back and relax at Waikiki Beach, explore the activities along Hanauma Bay Nature Preserve, stroll through Sunset Beach Park, and get some jogging in at Ala Moana Beach Park.

For maps, ratings, reviews, and more tourist information, you can read our Honolulu day trip app.

Traveling by flight from Lihue to Honolulu takes 2.5 hours. Expect a daytime high around 84°F in May, and nighttime lows around 71°F. Cap off your sightseeing on the 11th (Fri) early enough to catch the flight back home.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

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.