21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

Created using Inspirock Hawaii Trip Planner

This plan was created by another user. Make it your plan

Route & dates

21 days in Hawaii Itinerary

Start: Prague
Fly + Drive:  30 h
1
Wailea, Maui
— 9 nights
Bus + Fly:  2 h
2
Poipu, Kauai
— 4 nights
Fly:  2 h 45 min
3
Honolulu, Oahu
— 5 nights
Fly:  29 h
End: Prague

9
nights
Wailea, Maui

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Do some cultural sightseeing at Lahaina Front Street and Maui Wine, Ulupalakua Vineyards. Get in touch with nature at Wailea Beach and Ka'anapali Beach. Get out of town with these interesting Wailea side-trips: Haleakala Crater (in Haleakala National Park), Kapalua Beach (in Kapalua), Proteas of Hawaii (in Kula), Ho'okipa Beach Park (in Paia), Lahaina (Whalers Village Museum, Napili Beach, & more), Helicopter Tours (in Kahului) and Maui Tropical Plantation (in Wailuku). And it doesn't end there: discover the deep blue sea with a scuba or snorkeling tour, stop by Sweet Paradise Chocolatier, enjoy the sand and surf at Ulua Beach, and tour the pleasant surroundings at Keawakapu Beach.

For other places to visit, where to stay, reviews, and tourist information, you can read our Wailea travel itinerary planner.

Prague, Czech Republic to Wailea is an approximately 30-hour combination of car and flight. Traveling from Prague to Wailea, you'll gain 11 hours due to the time zone difference. In January, Wailea is much hotter than Prague - with highs of 32°C and lows of 20°C. Finish your sightseeing early on the 26th (Thu) so you can travel to Poipu.

Things to do in Wailea

Outdoors Parks Beaches

Side Trips

Lahaina, Kihei, Kula, Maui Tropical Plantation, La Perouse Bay
Highlights from your plan
Napili Beach ©
Napili Beach
Keawakapu Beach ©
Keawakapu Beach
Ho'okipa Beach Park ©
Ho'okipa Beach Park

4
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Step off the beaten path and head to Na Pali Coast State Park and Poipu Beach Park. Wai'oli Hui'ia Church and Prince Kuhio Park will appeal to history buffs. Explore Poipu's surroundings by going to Kayaking & Canoeing (in Kapaa) and Waimea (Waimea Canyon State Park & Aunty Liliko'i). And it doesn't end there: discover the deep blue sea with a scuba or snorkeling tour, take in the dramatic natural features at Spouting Horn, experience rural life at Kauai Coffee Company, and kick your exploration up a notch at some of the top local zipline courses and adventure parks.

To find other places to visit, traveler tips, where to stay, and other tourist information, read Poipu itinerary planner.

You can do a combination of taxi and flight from Wailea to Poipu in 2 hours. In January, daily temperatures in Poipu can reach 30°C, while at night they dip to 22°C. Finish your sightseeing early on the 30th (Mon) so you can travel to Honolulu.

Things to do in Poipu

Outdoors Tours Parks

Side Trips

Waimea, Kayaking & Canoeing, Wai`oli Hui`ia Church, Na Pali Coast State Park, Kauai Coffee Company
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Kauai Coffee Company ©
Kauai Coffee Company
Waimea Canyon State Park ©
Waimea Canyon State Park

5
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Get some historical perspective at USS Arizona Memorial and Makapuu Lighthouse Trail. Get some cultural insight at Battleship Missouri Memorial and Iolani Palace. Get out of town with these interesting Honolulu side-trips: Ko Olina Lagoons (in Kapolei), Sunset Beach Park (in Haleiwa) and Kailua (Lanikai Beach & Kailua Beach Park). There's still lots to do: enjoy the sand and surf at Hanauma Bay Nature Preserve, stroll the grounds of National Memorial Cemetery-Pacific, tour the pleasant surroundings at Kapiolani Regional Park, and admire the sheer force of Manoa Falls.

To see traveler tips, maps, and tourist information, go to the Honolulu itinerary maker.

Do a combination of taxi, flight, and bus from Poipu to Honolulu in 3 hours. Expect a daytime high around 31°C in January, and nighttime lows around 22°C. Cap off your sightseeing on the 4th (Sat) early enough to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Kailua, Ko Olina Lagoons, Sunset Beach Park, Nu’uanu Pali
Highlights from your plan
Lanikai Beach ©
Lanikai Beach
Kailua Beach Park ©
Kailua Beach Park
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail

Similar Plans

24 days in Hawaii BY A USER FROM INDIA November, popular sights PREFERENCES: November ATTRACTION STYLE: Popular sights PACE: Medium 23 days in Hawaii BY A USER FROM AUSTRALIA December, culture, outdoors, historic sites, shopping, fast-paced, popular sights PREFERENCES: December, culture, outdoors, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Fast-paced 23 days in Hawaii BY A USER FROM UNITED KINGDOM November, popular sights PREFERENCES: November ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Hawaii BY A USER FROM INDIA December, culture, outdoors, romantic, beaches, shopping, slow & easy, popular sights PREFERENCES: December, culture, outdoors, romantic, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Slow & easy 23 days in Hawaii BY A USER FROM CANADA November, culture, outdoors, beaches, historic sites, museums, hidden gems PREFERENCES: November, culture, outdoors, beaches, historic sites, museums ATTRACTION STYLE: Hidden gems PACE: Medium 25 days in Hawaii BY A USER FROM SRI LANKA October, culture, outdoors, slow & easy, popular sights PREFERENCES: October, culture, outdoors ATTRACTION STYLE: Popular sights PACE: Slow & easy 23 days in Hawaii BY A USER FROM MONGOLIA December, romantic, beaches, popular sights PREFERENCES: December, romantic, beaches ATTRACTION STYLE: Popular sights PACE: Medium 24 days in Hawaii BY A USER FROM PAKISTAN April, romantic, popular sights PREFERENCES: April, romantic ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Rio de Janeiro, Hawaii & Scandinavia BY A USER FROM TUNISIA November, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights PREFERENCES: November, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Hawaii BY A USER FROM CANADA June, relaxing, romantic, beaches, slow & easy, popular & hidden gems PREFERENCES: June, relaxing, romantic, beaches ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 22 days in Hawaii BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 23 days in Hawaii BY A USER FROM BELGIUM July, culture, outdoors, beaches, historic sites, slow & easy, popular & hidden gems PREFERENCES: July, culture, outdoors, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy
See more plans