21 days in Los Angeles, Hawaii & Las Vegas Itinerary

21 days in Los Angeles, Hawaii & Las Vegas Itinerary

Created using Inspirock United States tour itinerary planner

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Route & dates

21 days in Los Angeles, Hawaii & Las Vegas Itinerary

Start: Houston
Fly:  5​h 45​min
1
Los Angeles
— 2 nights
Fly:  8​h 30​min
2
Kailua, Oahu
— 1 night
bus + Fly:  3​h 15​min
3
Lahaina, Maui
— 3 nights
Drive:  2​h 15​min
4
Kipahulu, Maui
— 2 nights
Travel:  4​h
5
Waimea, Island of Hawaii
— 1 night
Fly:  4​h 15​min
6
Hanalei, Kauai
— 3 nights
Drive:  1​h 15​min
7
Poipu, Kauai
— 3 nights
Fly:  10​h 15​min
8
Las Vegas
— 3 nights
Fly:  5​h 45​min
End: Houston

2
nights
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
You'll get in some beach time at Venice Beach and Boardwalk and Will Rogers State Beach. When in Los Angeles, make a side trip to see Disneyland Park in Anaheim, approximately 30 minutes away. There's still lots to do: examine the collection at The Getty Center, shop like a local with Abbot Kinney Boulevard, and admire the landmark architecture of Walt Disney Concert Hall.

For ratings, reviews, more things to do, and more tourist information, you can read our Los Angeles trip planner .

Houston to Los Angeles is an approximately 6-hour flight. You can also do a combination of bus and flight; or drive. Due to the time zone difference, you'll gain 2 hours traveling from Houston to Los Angeles. Traveling from Houston in October, Los Angeles is little chillier at night with lows of 62°F. Finish up your sightseeing early on the 27th (Sat) so you can travel to Kailua.

Things to do in Los Angeles

Theme Parks Parks Beaches

Side Trip

Disneyland Park
Highlights from your plan
Disneyland Park ©
Disneyland Park
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk
Will Rogers State Beach ©
Will Rogers State Beach

1
night
Kailua, Oahu

Kailua ©
Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. Kick off your visit on the 28th (Sun): tour the pleasant surroundings at Makapu'u Beach, kick back and relax at Lanikai Beach, and then look for gifts at Kalapawai Historic Market. On your second day here, kick back and relax at Kalama Beach Park and then enjoy the sand and surf at Kailua Beach Park.

To see ratings, photos, other places to visit, and other tourist information, go to the Kailua holiday planner.

You can do a combination of flight and bus from Los Angeles to Kailua in 8.5 hours. Alternatively, you can do a combination of tram, flight, and bus; or do a combination of train, flight, and bus. Traveling from Los Angeles to Kailua, you'll gain 2 hours due to the time zone difference. Traveling from Los Angeles in October, expect somewhat warmer with lows of 74°F in Kailua. Wrap up your sightseeing on the 29th (Mon) to allow time to travel to Lahaina.

Things to do in Kailua

Parks Beaches Outdoors

Side Trip

Makapu'u Beach
Highlights from your plan
Lanikai Beach ©
Lanikai Beach
Kailua Beach Park ©
Kailua Beach Park
Kalama Beach Park ©
Kalama Beach Park

3
nights
Lahaina, Maui

Lahaina ©
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.
Give yourself a bit of retail therapy at Honolulu Cookie Company Whaler's Village and Glass Mango Designs. Your itinerary includes some good beach time at Wailea Beach and Ho'okipa Beach Park. You'll find plenty of places to visit near Lahaina: Helicopter Tours (in Kahului) and Dolphin & Whale Watching (in Kihei). The adventure continues: kick back and relax at Napili Beach, wander the streets of Lahaina Front Street, and tour the pleasant surroundings at Kapalua Beach.

To find out how to plan a trip to Lahaina, use our trip itinerary maker.

Traveling by combination of bus and flight from Kailua to Lahaina takes 3.5 hours. In October, daytime highs in Lahaina are 84°F, while nighttime lows are 73°F. Wrap up your sightseeing on the 1st (Thu) to allow time to travel to Kipahulu.

Things to do in Lahaina

Parks Beaches Outdoors

Side Trips

Ho'okipa Beach Park, Kapalua Beach, Wailea Beach, Helicopter Tours
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Wailea Beach ©
Wailea Beach
Kapalua Beach ©
Kapalua Beach

2
nights
Kipahulu, Maui

Kipahulu ©
Kick off your visit on the 2nd (Fri): relax in the rural setting at Hana Tropicals, then admire the majestic nature at Wai'anapanapa State Park, and then stop by Hasegawa's General Store. On the next day, explore by horseback at Pipiwai Trail, then explore the different monuments and memorials at Wananalua Congregational Church, and then enjoy the sand and surf at Red Sand Beach (Kaihalulu Beach).

Planning Kipahulu trip won't be overwheling when you use's Insprock itinerary maker.

Drive from Lahaina to Kipahulu in 3 hours. In November, daily temperatures in Kipahulu can reach 84°F, while at night they dip to 68°F. Wrap up your sightseeing on the 3rd (Sat) early enough to travel to Waimea.

Things to do in Kipahulu

Parks Outdoors Beaches

Side Trips

Hana, Pipiwai Trail
Highlights from your plan
Wai'anapanapa State Park ©
Wai'anapanapa State Park
Hasegawa's General Store ©
Hasegawa's General Store

1
night
Waimea, Island of Hawaii

Waimea ©
A vast agricultural land with one of the largest cattle ranches in the United States, Waimea embraces its ranching roots.
Kick off your visit on the 4th (Sun): stroll through Waialea Beach and then admire the majestic nature at Hapuna Beach State Recreation Area.

To see photos, other places to visit, more things to do, and more tourist information, go to the Waimea trip itinerary planning tool .

Use the Route module to find suitable travel options from Kipahulu to Waimea. When traveling from Kipahulu in November, plan for little chillier days and cooler nights in Waimea: temperatures range from 69°F by day to 46°F at night. Finish up your sightseeing early on the 4th (Sun) so you can travel to Hanalei.

Things to do in Waimea

Parks Beaches Outdoors

Side Trip

Hapuna Beach State Recreation Area
Highlights from your plan
Hapuna Beach State Recreation Area ©
Waialea Beach ©
Waialea Beach

3
nights
Hanalei, Kauai

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Head to Hanalei Strings and Ching Young Village Shopping Centerfor some retail therapy. Discover out-of-the-way places like Hanalei Beach and Na Pali Coast State Park. And it doesn't end there: kick back and relax at Tunnels Beach, tour the pleasant surroundings at Hanalei Bay, admire all the interesting features of Hanalei Valley Lookout, and hike along Kalalau Trail.

For maps, traveler tips, other places to visit, and other tourist information, you can read our Hanalei trip tool .

Traveling by combination of taxi and flight from Waimea to Hanalei takes 4.5 hours. Alternatively, you can do a combination of bus, flight, and taxi. Expect a bit warmer weather when traveling from Waimea in November: highs in Hanalei hover around 81°F, while lows dip to 71°F. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Poipu.

Things to do in Hanalei

Parks Outdoors Beaches

Side Trips

Kauai, Na Pali Coast State Park, Ke'e Beach
Highlights from your plan
Ke'e Beach ©
Ke'e Beach
Hanalei Beach ©
Hanalei Beach
Hanalei Bay ©
Hanalei Bay

3
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. Head to Talk Story Bookstore and Kauai Community Marketfor plenty of shopping. You'll enjoy a bit of beach vacationing at Poipu Beach Park and Shipwreck Beach. Change things up with these side-trips from Poipu: Polihale State Park (in Waimea) and Wailua Falls (in Lihue). And it doesn't end there: experience rural life at Kauai Coffee Company, view the masterpieces at Tabora Gallery, browse the fresh offerings at Kauai Culinary Market, and enjoy the sand and surf at Kalapaki Beach.

To find where to stay, more things to do, other places to visit, and other tourist information, refer to the Poipu trip itinerary builder tool .

Getting from Hanalei to Poipu by car takes about 1.5 hours. In November, daily temperatures in Poipu can reach 81°F, while at night they dip to 71°F. Finish up your sightseeing early on the 10th (Sat) so you can travel to Las Vegas.

Things to do in Poipu

Parks Beaches Outdoors

Side Trips

Lihue, Island Soap and Candle Works, Kauai Coffee Company, Talk Story Bookstore, Polihale State Park
Highlights from your plan
Shipwreck Beach ©
Shipwreck Beach
Polihale State Park ©
Polihale State Park
Kalapaki Beach ©
Kalapaki Beach

3
nights
Las Vegas

Las Vegas ©
Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
Head to The Strip and The Grand Canal Shoppes at The Venetianfor plenty of shopping. Eschew the tourist crowds and head to Valley of Fire State Park and Las Vegas Downtown. There's much more to do: take in a show at Bellagio Fountains, try your luck at Casino at the Venetian, explore the stunning scenery at Red Rock Canyon National Conservation Area, and stop by Las Vegas North Premium Outlets.

To find more things to do, other places to visit, ratings, and tourist information, read our Las Vegas itinerary planner.

Traveling by combination of taxi and flight from Poipu to Las Vegas takes 10.5 hours. The time zone difference moving from Hawaii Standard Time to Pacific Standard Time is 2 hours. When traveling from Poipu in November, plan for a bit cooler days in Las Vegas, with highs around 68°F, while nights are much colder with lows around 47°F. Wrap up your sightseeing by early afternoon on the 14th (Wed) to allow enough time to travel back home.

Things to do in Las Vegas

Parks Nature Shopping

Side Trip

Valley of Fire State Park
Highlights from your plan
The Strip ©
The Strip
Las Vegas Downtown ©
Las Vegas Downtown
Las Vegas North Premium Outlets ©
Las Vegas North Premium Outlets

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