29 days in Hawaii Itinerary

29 days in Hawaii Itinerary

Created using Inspirock Hawaii trip maker

Plan created by another user. Make it yours
1
Lahaina, Maui
— 7 nights
2
Honolulu, Oahu
— 8 nights
3
Lihue, Kauai
— 5 nights
4
Kailua-Kona, Island of Hawaii
— 4 nights
5
Hilo, Island of Hawaii
— 4 nights

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7
nights
Lahaina, Maui

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.
Venture out of the city with trips to The Awakening Church (in Kihei), Maui Pineapple Tours (in Makawao) and Haleakala Crater (in Haleakala National Park). Spend the 23rd (Sun) exploring the striking scenery along Hana Highway - Road to Hana. There's lots more to do: discover the deep blue sea with a scuba or snorkeling tour, enjoy the sand and surf at Wailea Beach, stroll through Kapalua Beach, and stroll around Lahaina Banyan Court.

To see photos, traveler tips, maps, and tourist information, read Lahaina trip planner.

Fargo to Lahaina is an approximately 12.5-hour flight. The time zone difference when traveling from Fargo to Lahaina is minus 4 hours. Traveling from Fargo in August, expect a bit warmer with lows of 74°F in Lahaina. Wrap up your sightseeing on the 29th (Sat) early enough to travel to Honolulu.

Things to do in Lahaina

Outdoors · Parks · Beaches · Nature

Side Trips

Highlights from your plan
Scuba & Snorkeling
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Ka'anapali Beach ©
Ka'anapali Beach

8
nights
Honolulu, Oahu

Honolulu ©

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 the numerous day-trip ideas around Honolulu: Kailua (Kailua Beach Park & Lanikai Beach), Malaekahana State Recreation Area (in Laie) and CLIMB Works Keana Farms (in Kahuku). The adventure continues: take in the pleasant sights at Diamond Head State Monument, buy something for everyone on your list at Ala Moana Center, look for all kinds of wild species at Hanauma Bay Nature Preserve, and discover the deep blue sea with a scuba or snorkeling tour.

To see other places to visit and more tourist information, you can read our Honolulu travel planner.

Fly from Lahaina to Honolulu in 3.5 hours. August in Honolulu sees daily highs of 88°F and lows of 75°F at night. Wrap up your sightseeing on the 6th (Sun) to allow time to travel to Lihue.

Things to do in Honolulu

Outdoors · Parks · Beaches · Tours

Side Trips

Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
USS Arizona Memorial ©
USS Arizona Memorial

5
nights
Lihue, Kauai

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. You'll find plenty of places to visit near Lihue: Boat Tours & Water Sports (in Kekaha), Waimea (Waimea Canyon State Park & Polihale State Park) and Hanapepe (Swinging Bridge & Skydive Kauai). Next up on the itinerary: see Kipu Ranch Adventures, whizz through the canopy at Koloa Zipline, hit the best photo ops around with an inspiring photography tour, and kick back and relax at Kalapaki Beach.

For traveler tips, more things to do, other places to visit, and other tourist information, read our Lihue itinerary planner.

Fly from Honolulu to Lihue in 2.5 hours. In September, plan for daily highs up to 86°F, and evening lows to 76°F. Finish up your sightseeing early on the 11th (Fri) so you can travel to Kailua-Kona.

Things to do in Lihue

Outdoors · Tours · Parks · Beaches

Side Trips

Highlights from your plan
Boat Tours & Water Sports
Waimea Canyon State Park ©
Waimea Canyon State Park
Kipu Ranch Adventures ©
Kipu Ranch Adventures

4
nights
Kailua-Kona, Island of Hawaii

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 Puukohola National Historic Park (in Kawaihae), Big Island Eco Adventures II Zipline Canopy Tour (in Kapaau) and Papakōlea Green Sand Beach (in Naalehu). And it doesn't end there: get interesting insight from Tours, relax in the rural setting at Heavenly Hawaiian Kona Coffee Farm, contemplate the long history of Puako Petroglyph Archaeological Preserve, and immerse yourself in nature at Hapuna Beach State Recreation Area.

To see photos, reviews, where to stay, and tourist information, you can read our Kailua-Kona driving holiday planning app.

You can fly from Lihue to Kailua-Kona in 2.5 hours. In September in Kailua-Kona, expect temperatures between 87°F during the day and 76°F at night. Finish up your sightseeing early on the 15th (Tue) so you can go by car to Hilo.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

Side Trips

Highlights from your plan
Swim with Dolphins
Kula Kai Caverns ©
Kula Kai Caverns
Hapuna Beach State Recreation Area ©
Hapuna Beach State Recreation Area

4
nights
Hilo, Island of Hawaii

Hilo ©

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.
You'll find plenty of places to visit near Hilo: Hawaii Volcanoes National Park (Volcano Art Center Gallery, Kilauea Iki Trailhead, &more) and Jagger Museum (in Volcano). There's much more to do: whizz through the canopy at Zip Line Through Paradise, take in nature's colorful creations at Liliuokalani Gardens, take in the dramatic scenery at Rainbow Falls, and admire the majestic nature at Akaka Falls State Park.

For more things to do, reviews, photos, and tourist information, you can read our Hilo trip website.

You can drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Plan for little chillier nights when traveling from Kailua-Kona in September since evenings lows in Hilo dip to 71°F. Cap off your sightseeing on the 19th (Sat) early enough to travel back home.

Things to do in Hilo

Parks · Outdoors · Trails · Nature

Side Trips

Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Zip Line Through Paradise ©
Zip Line Through Paradise
Akaka Falls State Park ©
Akaka Falls State Park

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