21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

Created using Inspirock Hawaii route maker

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

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Kailua-Kona, Island of Hawaii

— 1 night

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.
Kick off your visit on the 4th (Sun): take in the exciting artwork at Kona Henna and then get close to the beloved marine mammals with a swim-with-the-dolphins experience. Keep things going the next day: kick back and relax at Hapuna Beach State Recreation Area, then explore the wealth of natural beauty at Puukohola National Historic Park, and then contemplate the long history of Puako Petroglyph Archaeological Preserve.

For where to stay, reviews, ratings, and other tourist information, refer to the Kailua-Kona trip itinerary builder tool.

Detroit to Kailua-Kona is an approximately 13.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Hawaii-Aleutian Standard Time (HST) is minus 5 hours. Traveling from Detroit in June, things will get a bit warmer in Kailua-Kona: highs are around 85°F and lows about 74°F. Finish your sightseeing early on the 5th (Mon) to allow enough time to drive to Hilo.

Things to do in Kailua-Kona

Outdoors · Parks · Nature · Beaches

Side Trips

Hilo, Island of Hawaii

— 2 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.
On the 6th (Tue), hike along Kipuka Puaulu (Bird Park) Trail, then trek along Kilauea Iki Trailhead, and then head outdoors with Keanakakoi Crater Overlook. On the next day, admire the sheer force of Rainbow Falls, get up close and personal with brilliant marine life at Mokupapapa Discovery Center, then take in nature's colorful creations at Liliuokalani Gardens, then pick up some local products at Hilo Farmers Market, and finally take in the dramatic scenery at Akaka Falls State Park.

To find reviews, photos, maps, and tourist information, use the Hilo driving holiday planner.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in June, Hilo is little chillier at night with lows of 69°F. Finish your sightseeing early on the 7th (Wed) so you can travel to Lahaina.

Things to do in Hilo

Parks · Outdoors · Trails · Nature

Side Trip

Lahaina, Maui

— 6 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: Wailea (Wailea Beach & Maluaka Beach), Makawao (Wisdom Flow Yoga & Maui Veterans Cemetery) and Haleakala Crater (in Haleakala National Park). Spend the 12th (Mon) exploring the striking scenery along Hana Highway - Road to Hana. And it doesn't end there: see some colorful creatures with a scuba or snorkeling tour, stroll around Lahaina Banyan Court, get up close and personal with brilliant marine life at Maui Ocean Center, and enjoy the sand and surf at Ka'anapali Beach.

For more things to do, photos, traveler tips, and other tourist information, you can read our Lahaina online driving holiday planner.

You can fly from Hilo to Lahaina in 4.5 hours. In June, daytime highs in Lahaina are 84°F, while nighttime lows are 72°F. Finish up your sightseeing early on the 13th (Tue) so you can travel to Honolulu.

Things to do in Lahaina

Parks · Outdoors · Beaches · Scenic Drive

Side Trips

Honolulu, Oahu

— 7 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.
Explore Honolulu's surroundings by going to Haleiwa (Waimea Bay, Sunset Beach Park, &more), Byodo-In Temple (in Kaneohe) and Pu’u O Mahuka Heiau State Monument (in Pupukea). And it doesn't end there: explore and take pictures at Diamond Head State Monument, see the interesting displays at Bishop Museum, explore the different monuments and memorials at USS Arizona Memorial, and see some colorful creatures with a scuba or snorkeling tour.

To find reviews, photos, maps, and tourist information, read our Honolulu trip maker tool.

Fly from Lahaina to Honolulu in 4 hours. In June in Honolulu, expect temperatures between 86°F during the day and 74°F at night. Finish your sightseeing early on the 20th (Tue) to allow enough time to travel to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

Lihue, Kauai

— 4 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Explore Lihue's surroundings by going to Kekaha (Boat Tours & Water Sports & Na Pali Makai), Na Pali Coast State Park (in Wainiha) and Waimea Canyon State Park (in Waimea). Next up on the itinerary: capture your vacation like a pro with an inspiring photography tour, enjoy the sand and surf at Poipu Beach Park, tour the pleasant surroundings at Hanalei Beach, and take an unforgettable tour with a helicopter tour.

For traveler tips, photos, more things to do, and more tourist information, you can read our Lihue road trip site.

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. Wrap up your sightseeing on the 24th (Sat) to allow time to travel back home.

Things to do in Lihue

Parks · Outdoors · Tours · Beaches

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.