29 days in Hawaii Itinerary

29 days in Hawaii Itinerary

Created using Inspirock Hawaii itinerary builder

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Hilo, Island of Hawaii
— 5 nights
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2
Kihei, Maui
— 6 nights
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3
Lihue, Kauai
— 5 nights
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4
Honolulu, Oahu
— 11 nights
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Hilo, Island of Hawaii

— 5 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.
Family-friendly places like Akaka Falls State Park and Liliuokalani Gardens will thrill your kids. Explore the numerous day-trip ideas around Hilo: Hawaii Volcanoes National Park (Volcano Art Center Gallery, Kilauea Iki Trailhead, &more), Kailua-Kona (Mokuaikaua Church & Swim with Dolphins) and Jagger Museum (in Volcano). There's still lots to do: observe the fascinating underwater world at Mokupapapa Discovery Center, get a taste of the local shopping with Hilo Farmers Market, admire the majestic nature at Hapuna Beach State Recreation Area, and explore the wealth of natural beauty at Puukohola National Historic Park.

To see other places to visit, reviews, maps, and more tourist information, go to the Hilo online trip builder.

Dubai, United Arab Emirates to Hilo is an approximately 22.5-hour flight. Traveling from Dubai to Hilo, you'll gain 14 hours due to the time zone difference. Traveling from Dubai in June, expect nights in Hilo to be little chillier, around 24°C, while days are cooler, around 33°C. Wrap up your sightseeing on the 9th (Tue) to allow time to travel to Kihei.

Things to do in Hilo

Parks · Outdoors · Nature · Museums

Side Trips

Kihei, Maui

— 6 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.
You'll visit kid-friendly attractions like Maui Ocean Center and Scuba & Snorkeling. Change things up with these side-trips from Kihei: Lahaina (Lahaina Banyan Court, Maui Hands, &more), Haleakala Crater (in Haleakala National Park) and Kapalua Beach (in Kapalua). Next up on the itinerary: take a memorable drive along Hana Highway - Road to Hana, kick back and relax at Makena Beach, see the interesting displays at Hale Ho'ike'ike at the Bailey House, and stroll through Kalepolepo Beach Park.

To see photos, traveler tips, and tourist information, you can read our Kihei itinerary maker app.

Traveling by flight from Hilo to Kihei takes 3 hours. June in Kihei sees daily highs of 36°C and lows of 25°C at night. Wrap up your sightseeing on the 15th (Mon) to allow time to travel to Lihue.

Things to do in Kihei

Parks · Outdoors · Beaches · Nature

Side Trips

Lihue, Kauai

— 5 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Kids will appreciate attractions like Waimea Canyon State Park and Hanalei Beach. Get out of town with these interesting Lihue side-trips: Na Pali Coast State Park (in Wainiha), Puu Hinahina Lookout (in Waimea) and Boat Tours & Water Sports (in Kekaha). The adventure continues: enjoy the sand and surf at Poipu Beach Park, stroll through Tunnels Beach, hit the best photo ops around with an inspiring photography tour, and take in the dramatic natural features at Spouting Horn.

For more things to do, maps, photos, and other tourist information, refer to the Lihue trip planner.

Traveling by flight from Kihei to Lihue takes 4.5 hours. In June, plan for daily highs up to 33°C, and evening lows to 26°C. Finish your sightseeing early on the 20th (Sat) so you can travel to Honolulu.

Things to do in Lihue

Parks · Outdoors · Beaches · Tours

Side Trips

Honolulu, Oahu

— 11 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.
Attractions like Waikiki Beach and Diamond Head State Monument make great kid-friendly stops. Explore the numerous day-trip ideas around Honolulu: Polynesian Cultural Center (in Laie), Pupukea (Ehukai Beach Park & Pu’u O Mahuka Heiau State Monument) and Opana Radar Site (in Kawela Bay). And it doesn't end there: stroll the grounds of USS Arizona Memorial, contemplate the waterfront views at Hanauma Bay Nature Preserve, look for all kinds of wild species at Wildlife Areas, and see the interesting displays at Bishop Museum.

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

Fly from Lihue to Honolulu in 2.5 hours. June in Honolulu sees daily highs of 35°C and lows of 27°C at night. On the 1st (Wed), you'll have the morning to explore before heading 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.