20 days in Hawaii & Los Angeles Itinerary

20 days in Hawaii & Los Angeles Itinerary

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Route & dates

20 days in Hawaii & Los Angeles Itinerary

Start: Sydney
Fly:  13​h
1
Honolulu, Oahu
— 3 nights
Fly:  2​h 30​min
2
Poipu, Kauai
— 2 nights
Fly:  2​h 45​min
3
Kailua-Kona, Island of Hawaii
— 2 nights
Drive:  1​h 45​min
4
Hilo, Island of Hawaii
— 2 nights
Fly:  1​h 15​min
5
Kihei, Maui
— 3 nights
Fly:  7​h 30​min
6
Los Angeles
— 5 nights
Fly:  17​h 45​min
End: Sydney

3
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.
Venture out of the city with trips to Kailua Beach Park (in Kailua), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Haleiwa (Sunset Beach Park & Waimea Bay). Next up on the itinerary: enjoy the sand and surf at Waikiki Beach, identify plant and animal life at Hanauma Bay Nature Preserve, explore the different monuments and memorials at USS Arizona Memorial, and stroll through Diamond Head State Monument.

For maps, other places to visit, and more tourist information, go to the Honolulu road trip site .

Sydney, Australia to Honolulu is an approximately 13-hour flight. The time zone changes from Australian Eastern Standard Time (New South Wales) to Hawaii Standard Time, which is usually a -20 hour difference. In November, Honolulu is a bit warmer than Sydney - with highs of 34°C and lows of 26°C. Finish up your sightseeing early on the 27th (Wed) so you can travel to Poipu.

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
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
USS Arizona Memorial ©
USS Arizona Memorial

2
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. Kick off your visit on the 28th (Thu): explore the striking landscape at Spouting Horn, walk around Poipu Beach Park, then take in breathtaking views at Waimea Canyon State Park, and finally take in the dramatic scenery at Opaekaa Falls. Get ready for a full day of sightseeing on the 29th (Fri): take an unforgettable tour with a helicopter tour and then get up close to creatures of the deep with a dolphin and whale watching tour.

For other places to visit, photos, where to stay, and more tourist information, use the Poipu trip planner .

Traveling by flight from Honolulu to Poipu takes 2.5 hours. Expect a daytime high around 32°C in November, and nighttime lows around 25°C. Wrap up your sightseeing on the 29th (Fri) early enough to travel to Kailua-Kona.

Things to do in Poipu

Parks Nature Tours

Side Trips

Helicopter Tours, Waimea Canyon State Park, Opaekaa Falls
Highlights from your plan
Waimea Canyon State Park ©
Waimea Canyon State Park
Poipu Beach Park ©
Poipu Beach Park
Spouting Horn ©
Spouting Horn

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 30th (Sat), explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, get close to the beloved marine mammals with a swim-with-the-dolphins experience, and then contemplate in the serene atmosphere at Mokuaikaua Church. Here are some ideas for day two: kick back and relax at Mauna Kea Beach and then kick back and relax at Hapuna Beach State Recreation Area.

Plan trip to Kailua-Kona with our itinerary maker to find out where to go and what to do.

Traveling by flight from Poipu to Kailua-Kona takes 3 hours. Expect a daytime high around 34°C in November, and nighttime lows around 26°C. Cap off your sightseeing on the 1st (Sun) early enough to go by car to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

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

2
nights
Hilo, Island of Hawaii

Hilo ©
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.
On the 2nd (Mon), immerse yourself in nature at Akaka Falls State Park, take in nature's colorful creations at Liliuokalani Gardens, then tour the pleasant surroundings at Kilauea Iki Trailhead, and finally trek along Kipuka Puaulu (Bird Park) Trail. Here are some ideas for day two: learn more about the world around you at Mokupapapa Discovery Center and then explore the wealth of natural beauty at Kulanaokuaiki Campground.

For ratings, more things to do, and more tourist information, refer to the Hilo trip itinerary builder .

Getting from Kailua-Kona to Hilo by car takes about 2 hours. Other options: take a bus. Expect a bit cooler evenings in Hilo when traveling from Kailua-Kona in December, with lows around 21°C. Cap off your sightseeing on the 3rd (Tue) early enough to travel to Kihei.

Things to do in Hilo

Parks Outdoors Trails

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park
Kulanaokuaiki Campground ©
Kulanaokuaiki Campground

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.
Get out of town with these interesting Kihei side-trips: Haleakala Crater (in Haleakala National Park), Lahaina (Lahaina Banyan Court & Ka'anapali Beach) and Wailua Valley State Wayside Park (in Kula). And it doesn't end there: cruise along Hana Highway - Road to Hana, kick back and relax at Ho'okipa Beach Park, tour the pleasant surroundings at Kalepolepo Beach Park, and get up close and personal with brilliant marine life at Maui Ocean Center.

To find other places to visit, photos, and other tourist information, go to the Kihei online tour builder .

You can do a combination of flight and taxi from Hilo to Kihei in 1.5 hours. Another option is to do a combination of bus and flight. In December in Kihei, expect temperatures between 32°C during the day and 22°C at night. Wrap up your sightseeing on the 6th (Fri) to allow time to travel to Los Angeles.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

Lahaina, Wailua Valley State Wayside Park, Haleakala Crater, Hana Highway - Road to Hana, Ho'okipa Beach Park
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater
Maui Ocean Center ©
Maui Ocean Center

5
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 find plenty of places to visit near Los Angeles: Anaheim (Disney California Adventure Park, Sleeping Beauty Castle Walkthrough, & more). Next up on the itinerary: find something for the whole family at Universal Studios Hollywood, examine the collection at The Getty Center, take a leisurely stroll along Santa Monica Pier, and kick back and relax at Venice Beach and Boardwalk.

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

You can fly from Kihei to Los Angeles in 7.5 hours. Alternatively, you can do a combination of flight and train. The time zone difference when traveling from Kihei to Los Angeles is 2 hours. Prepare for little chillier weather when traveling from Kihei in December: high temperatures in Los Angeles hover around 24°C and lows are around 11°C. You will leave for home on the 12th (Thu).

Things to do in Los Angeles

Theme Parks Fun & Games Parks

Side Trips

Anaheim, Santa Monica Pier
Highlights from your plan
Disneyland Park ©
Disneyland Park
Disney California Adventure Park ©
Disney California Adventure Park
Universal Studios Hollywood ©
Universal Studios Hollywood

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