22 days in Hawaii, Anaheim & Houston Itinerary

22 days in Hawaii, Anaheim & Houston Itinerary

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Route & dates

22 days in Hawaii, Anaheim & Houston Itinerary

Start: Melbourne
Fly:  14​h
1
Hanalei, Kauai
— 2 nights
Fly:  2​h
2
Kihei, Maui
— 3 nights
Fly:  2​h 15​min
3
Kailua-Kona, Island of Hawaii
— 2 nights
Fly:  9​h
4
Anaheim
— 3 nights
Fly:  5​h 45​min
5
Houston
— 2 nights
Fly:  10​h 15​min
6
Honolulu, Oahu
— 4 nights
Fly:  13​h 30​min
End: Melbourne

2
nights
Hanalei, Kauai

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Kids will appreciate attractions like Na Pali Coast State Park and Dolphin & Whale Watching. Go for a jaunt from Hanalei to Waimea to see Waimea Canyon State Park about 42 minutes away. There's lots more to do: kick back and relax at Hanalei Beach, admire the natural beauty at Na Aina Kai Botanical Gardens, stroll through Anini Beach, and admire the sheer force of Hanakapiai Falls.

Discover how to plan a Hanalei trip in just a few steps with Inspirock's itinerary builder.

Melbourne, Australia to Hanalei is an approximately 14-hour flight. You can also do a combination of train and flight. The time zone changes from Australian Eastern Standard Time (Victoria) to Hawaii Standard Time, which is usually a -20 hour difference. Plan for warmer temperatures traveling from Melbourne in September, with highs in Hanalei at 35°C and lows at 28°C. Wrap up your sightseeing on the 20th (Fri) to allow time to travel to Kihei.

Things to do in Hanalei

Parks Outdoors Beaches

Side Trips

Kauai, Na Pali Coast State Park, Na Aina Kai Botanical Gardens, Waimea Canyon State Park
Highlights from your plan
Waimea Canyon State Park ©
Waimea Canyon State Park
Hanalei Beach ©
Hanalei Beach
Dolphin & Whale Watching

3
nights
Kihei, Maui

Kihei ©
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.
Bring the kids along to Maui Ocean Center and Iao Valley. Change things up with these side-trips from Kihei: Lahaina (Lahaina Banyan Court, Baldwin Home Museum, & more). There's much more to do: take a memorable tour with Tours, enjoy the sand and surf at Wailea Beach, admire all the interesting features of Maui Tropical Plantation, and pause for some serene contemplation at Kihei Baptist Chapel.

For where to stay, photos, more things to do, and other tourist information, you can read our Kihei route planner .

You can do a combination of taxi and flight from Hanalei to Kihei in 2 hours. Expect a daytime high around 38°C in September, and nighttime lows around 26°C. Wrap up your sightseeing on the 23rd (Mon) early enough to travel to Kailua-Kona.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Wailuku, Lahaina, Wailea Beach, Dolphin & Whale Watching
Highlights from your plan
Maui Ocean Center ©
Maui Ocean Center
Dolphin & Whale Watching
Ka'anapali Beach ©
Ka'anapali Beach

2
nights
Kailua-Kona, Island of Hawaii

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.
On the 24th (Tue), get close to the beloved marine mammals with a swim-with-the-dolphins experience, get engrossed in the history at Kona Coffee Living History Farm, then explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, and finally kick back and relax at Kahaluu Beach. On the next day, tour the pleasant surroundings at Mauna Kea Beach and then admire the majestic nature at Hapuna Beach State Recreation Area.

For more things to do, where to stay, traveler tips, and other tourist information, go to the Kailua-Kona trip itinerary planning app .

Fly from Kihei to Kailua-Kona in 2.5 hours. Alternatively, you can do a combination of taxi and flight; or do a combination of flight and bus. In September in Kailua-Kona, expect temperatures between 36°C during the day and 28°C at night. Finish up your sightseeing early on the 25th (Wed) so you can travel to Anaheim.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Kona Coffee Living History Farm, Mauna Kea Beach, Pu'uhonua O Honaunau National Historical Park, Hapuna Beach State Recreation Area, Kahaluu Beach
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©

3
nights
Anaheim

Anaheim ©
Anaheim's major attractions are its world-famous Disney entertainment complex, sports teams, and convention center.
Kids will enjoy Disneyland Park and World of Color - Celebrate. Have a day of magic on the 27th (Fri) at Disney California Adventure Park. There's lots more to do: make an unforgettable trip to Downtown Disney, get in on the family fun at Adventure City, pause for some serene contemplation at Christ Cathedral, and admire the landmark architecture of The Packing House.

Plan my Anaheim trip by asking Inpirock to come up with tips and suggestions.

You can fly from Kailua-Kona to Anaheim in 9 hours. Alternatively, you can do a combination of flight and train; or do a combination of flight and bus. Due to the time zone difference, you'll lose 2 hours traveling from Kailua-Kona to Anaheim. Traveling from Kailua-Kona in September, expect a bit cooler with lows of 22°C in Anaheim. Finish up your sightseeing early on the 29th (Sun) so you can travel to Houston.

Things to do in Anaheim

Theme Parks Fun & Games Shopping
Highlights from your plan
Disneyland Park ©
Disneyland Park
Disney California Adventure Park ©
Disney California Adventure Park
Downtown Disney ©
Downtown Disney

2
nights
Houston

Houston ©
Although urban sprawl remains synonymous with Houston, most of the city's tourist attractions lie within the relatively small downtown area, surrounded by diverse neighborhoods housing the nation's biggest African-American, Asian-American, and Latino communities.
Attractions like The Houston Museum of Natural Science and Houston Zoo make great kid-friendly stops. There's much more to do: get your game on at The Escape Game Houston, engage your brain at Cockrell Butterfly Center, admire the striking features of The Heights Theater, and don't miss a visit to Water Wall.

To see reviews, ratings, photos, and more tourist information, you can read our Houston driving holiday planner .

Getting from Anaheim to Houston by flight takes about 6 hours. Other options: do a combination of bus and flight; or drive. Due to the time zone difference, you'll lose 2 hours traveling from Anaheim to Houston. Expect a bit warmer evenings in Houston when traveling from Anaheim in September, with lows around 28°C. Finish your sightseeing early on the 2nd (Wed) to allow enough time to travel to Honolulu.

Things to do in Houston

Museums Parks Childrens Museums
Highlights from your plan
Space Center Houston ©
Space Center Houston
Houston Zoo ©
Houston Zoo

4
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.
Attractions like Waikiki Beach and USS Arizona Memorial make great kid-friendly stops. You'll find plenty of places to visit near Honolulu: Haleiwa (Waimea Bay & Sunset Beach Park), Kailua Beach Park (in Kailua) and Pu’u O Mahuka Heiau State Monument (in Pupukea). There's much more to do: go for a walk through Diamond Head State Monument, see some colorful creatures with a scuba or snorkeling tour, make a trip to Battleship Missouri Memorial, and pause for some photo ops at King Kamehameha Statue.

To see photos, maps, other places to visit, and other tourist information, go to the Honolulu road trip planning app .

Traveling by flight from Houston to Honolulu takes 10.5 hours. Alternatively, you can do a combination of car and flight; or do a combination of bus and flight. You'll gain 4 hours traveling from Houston to Honolulu due to the time zone difference. Traveling from Houston in October, expect a bit warmer with lows of 27°C in Honolulu. Wrap up your sightseeing on the 7th (Mon) to allow time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Pu’u O Mahuka Heiau State Monument, Kailua Beach Park
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

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