21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

Created using Inspirock Hawaii journey planner

Make it your trip
Fly to Daniel K Inouye International Airport, Drive to Kapolei
1
Kapolei, Oahu
— 3 nights
Drive
2
Honolulu, Oahu
— 2 nights
Drive
3
Kailua, Oahu
— 2 nights
Ferry
4
Kihei, Maui
— 3 nights
Bus
5
Hilo, Island of Hawaii
— 2 nights
Drive
6
Hawaii Volcanoes National Park, Island of Hawaii
— 2 nights
Drive
7
Naalehu, Island of Hawaii
— 2 nights
Drive
8
Kailua-Kona, Island of Hawaii
— 2 nights
Fly

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Kapolei, Oahu

— 3 nights
Kapolei is a master-planned community in Honolulu County, Hawaii, United States, on the island of Oahu. Opana Radar Site and Kukaniloko Birthing Stones are good opportunities to explore the local culture. Step off the beaten path and head to Banzai Pipeline and Go Fishing Hawaii Day Trips. Explore the numerous day-trip ideas around Kapolei: Green World Coffee Farms (in Wahiawa) and Ehukai Beach Park (in Pupukea). It doesn't end there: kick back and relax at Kahe Point Beach Park and stroll through Ko'Olina Beach Park.

To see more things to do, traveler tips, where to stay, and other tourist information, read Kapolei trip planning website.

Cape Town, South Africa to Kapolei is an approximately 34.5-hour combination of flight and car. You can also fly. Traveling from Cape Town to Kapolei, you'll gain 12 hours due to the time zone difference. In November, Kapolei is a bit warmer than Cape Town - with highs of 83°F and lows of 69°F. Wrap up your sightseeing on the 7th (Sat) to allow time to drive to Honolulu.

Things to do in Kapolei

Outdoors · Parks · Beaches · Wildlife

Side Trips

Honolulu, Oahu

— 2 nights

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.
Kick off your visit on the 8th (Sun): explore the galleries of Queen Emma Summer Palace, enjoy the sand and surf at Kuhio Beach, and then contemplate in the serene atmosphere at Saint Augustine by-the-Sea. Get ready for a full day of sightseeing on the next day: kick back and relax at Kaimana Beach, tour the pleasant surroundings at Sans Souci Beach Park, and then appreciate the history behind Queen Kapiolani Statue.

To find maps, traveler tips, and other tourist information, you can read our Honolulu road trip website.

Traveling by car from Kapolei to Honolulu takes an hour. Alternatively, you can take a bus. In November, daytime highs in Honolulu are 84°F, while nighttime lows are 72°F. Wrap up your sightseeing on the 9th (Mon) early enough to drive to Kailua.

Things to do in Honolulu

Beaches · Outdoors · Parks · Historic Sites

Kailua, Oahu

— 2 nights
Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. On the 10th (Tue), tour the pleasant surroundings at Kalama Beach Park, then steep yourself in history at Valley of the Temples, and then see the interesting displays at Hawaii Loves Barbie Dolls Museum. Get ready for a full day of sightseeing on the 11th (Wed): get a taste of the local shopping with Island Treasures and then stroll through Lanikai Pillbox Hike.

To find more things to do, maps, reviews, and tourist information, use the Kailua trip planner.

Traveling by car from Honolulu to Kailua takes an hour. Alternatively, you can take a bus. Expect a daytime high around 81°F in November, and nighttime lows around 73°F. Wrap up your sightseeing on the 11th (Wed) early enough to fly to Kihei.

Things to do in Kailua

Outdoors · Parks · Museums · Beaches

Side Trip

Kihei, Maui

— 3 nights
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.
Here are some ideas for day two: head outdoors with Maui Diamond Sea Sports, then kick back and relax at Cove Park, and then pause for some serene contemplation at Saint Theresa Roman Catholic Church.

To find where to stay, more things to do, and tourist information, you can read our Kihei day trip planner.

Traveling by ferry from Kailua to Kihei takes 2.5 hours. Alternatively, you can fly. Traveling from Kailua in November, Kihei is little chillier at night with lows of 68°F. Finish your sightseeing early on the 14th (Sat) to allow enough time to fly to Hilo.

Things to do in Kihei

Outdoors · Beaches · Parks · Historic Sites

Side Trips

Hilo, Island of Hawaii

— 2 nights

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.
Start off your visit on the 14th (Sat): examine the collection at Pacific Tsunami Museum, enjoy the sand and surf at Carlsmith Beach Park, then take in nature's colorful creations at Liliuokalani Gardens, and finally take in the exciting artwork at Extreme Exposure Fine Art Gallery. Here are some ideas for day two: take in the spiritual surroundings of Hilo Daijingu, see the sky in a new way at Mauna Loa Observatory, and then explore the different monuments and memorials at Alae Cemetery.

To find other places to visit, more things to do, maps, and more tourist information, refer to the Hilo trip site.

Take a bus from Kihei to Hilo in 1.5 hours. Alternatively, you can fly. In November in Hilo, expect temperatures between 82°F during the day and 68°F at night. Cap off your sightseeing on the 16th (Mon) early enough to go by car to Hawaii Volcanoes National Park.

Things to do in Hilo

Museums · Childrens Museums · Historic Sites · Parks

Hawaii Volcanoes National Park, Island of Hawaii

— 2 nights
Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.
Start off your visit on the 16th (Mon): take a stroll through Kalapana and then appreciate the extensive heritage of Pu'u Loa Petroglyphs. Keep things going the next day: trek along Sulphur Banks, then cruise along Devastation Trail, and then explore and take pictures at Crater Rim Drive.

Before you visit Hawaii Volcanoes National Park, use our trip planner to discover what you can do and see there.

Drive from Hilo to Hawaii Volcanoes National Park in 1.5 hours. Alternatively, you can do a combination of bus and taxi. In November, daily temperatures in Hawaii Volcanoes National Park can reach 82°F, while at night they dip to 68°F. Cap off your sightseeing on the 18th (Wed) early enough to go by car to Naalehu.

Things to do in Hawaii Volcanoes National Park

Outdoors · Parks · Trails · Scenic Drive

Side Trip

Naalehu, Island of Hawaii

— 2 nights
Naalehu is a census-designated place in Hawaii County, Hawaii. Start off your visit on the 18th (Wed): explore the fascinating underground world of Kula Kai Caverns, experience rural life at Paradise Meadows Orchard & Bee Farm Home of Hawaii's Local Buzz, and then contemplate in the serene atmosphere at Wood Valley Temple. Get ready for a full day of sightseeing on the next day: stroll through South Point Complex, then take a memorable drive along Ka Lae, then visit a coastal fixture at Ka Lae Light, and finally kick back and relax at Punalu‘U Beach.

To see traveler tips, ratings, reviews, and more tourist information, read Naalehu online trip itinerary planner.

You can drive from Hawaii Volcanoes National Park to Naalehu in an hour. Traveling from Hawaii Volcanoes National Park in November, expect nights in Naalehu to be much colder, around 46°F, while days are little chillier, around 69°F. Wrap up your sightseeing on the 20th (Fri) to allow time to drive to Kailua-Kona.

Things to do in Naalehu

Parks · Nature · Historic Sites · Wildlife

Side Trips

Kailua-Kona, Island of Hawaii

— 2 nights

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.
Satisfy your inner culture vulture at Kona Coffee Living History Farm and St. Michael the Archangel Church. Get outdoors at Manta Adventures and Mahai'ula Beach. There's still lots to do: kick back and relax at Makalawena/Pu'u Ali'i, take in the spiritual surroundings of Mokuaikaua Church, and admire the majestic nature at Kekaha Kai State Park.

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

You can drive from Naalehu to Kailua-Kona in 2 hours. Another option is to take a bus. Expect somewhat warmer weather when traveling from Naalehu in November: highs in Kailua-Kona hover around 84°F, while lows dip to 73°F. Wrap up your sightseeing on the 22nd (Sun) early enough to fly back home.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Wildlife

Side Trips

Hawaii travel guide

4.4
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.