21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

Make it your trip
Bus to Marta Civic Center Station - Nb, Fly to Kapolei
1
Kapolei, Oahu
— 2 nights
Drive
2
Honolulu, Oahu
— 2 nights
Drive
3
Kailua, Oahu
— 2 nights
Ferry
4
Kihei, Maui
— 2 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
— 6 nights
Drive
8
Kailua-Kona, Island of Hawaii
— 1 day
Fly to Knoxville, Drive to Chattanooga

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Kapolei, Oahu

— 2 nights
Kapolei is a master-planned community in Honolulu County, Hawaii, United States, on the island of Oahu. Start off your visit on the 2nd (Wed): appreciate the views at Waimea Valley, kick back and relax at Sunset Beach Park, and then take a memorable tour with Tours. Keep things going the next day: explore the fascinating underground world of Mermaid Caves, then revel in the low prices at Waikele Premium Outlets, and then kick back and relax at Ko Olina Lagoons.

For ratings, maps, and more tourist information, use the Kapolei visit planner.

Chattanooga to Kapolei is an approximately 14.5-hour flight. You can also do a combination of bus and flight. Traveling from Chattanooga to Kapolei, you'll gain 5 hours due to the time zone difference. June in Kapolei sees daily highs of 86°F and lows of 71°F at night. Wrap up your sightseeing on the 4th (Fri) to allow time to drive to Honolulu.

Things to do in Kapolei

Parks · Outdoors · Beaches · Tours

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.
Start off your visit on the 4th (Fri): steep yourself in history at Iolani Palace, take in the pleasant sights at Diamond Head State Monument, then explore the activities along Hanauma Bay Nature Preserve, and finally discover the deep blue sea with a scuba or snorkeling tour. Here are some ideas for day two: examine the collection at USS Bowfin Submarine Museum & Park, then contemplate the long history of USS Arizona Memorial, and then buy something for everyone on your list at Ala Moana Center.

To find ratings, more things to do, other places to visit, and tourist information, read our Honolulu trip planning app.

Traveling by car from Kapolei to Honolulu takes an hour. Alternatively, you can take a bus. Expect a daytime high around 86°F in June, and nighttime lows around 74°F. Finish your sightseeing early on the 6th (Sun) to allow enough time to drive to Kailua.

Things to do in Honolulu

Museums · Historic Sites · Outdoors · Parks

Kailua, Oahu

— 2 nights
Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. On the 6th (Sun), browse the fresh offerings at Kailua Town Farmers Market and then enjoy the sand and surf at Kailua Beach Park. Keep things going the next day: kick back and relax at Lanikai Beach, discover the deep blue sea with a scuba or snorkeling tour, contemplate in the serene atmosphere at Valley of the Temples, then take in the spiritual surroundings of Byodo-In Temple, and finally buy something for everyone on your list at Windward Mall.

For other places to visit, where to stay, reviews, and other tourist information, read Kailua day trip planning site.

Traveling by car from Honolulu to Kailua takes an hour. Alternatively, you can take a bus. In June in Kailua, expect temperatures between 83°F during the day and 74°F at night. Finish your sightseeing early on the 8th (Tue) to allow enough time to fly to Kihei.

Things to do in Kailua

Outdoors · Beaches · Parks · Shopping

Side Trips

Kihei, Maui

— 2 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.
On the 8th (Tue), contemplate the long history of Old Lahaina Courthouse and then kick back and relax at Ka'anapali Beach. On the 9th (Wed), you'll have a packed day of sightseeing: wander the streets of Lahaina Front Street, whizz through the canopy at some of the top local zipline courses and adventure parks, then see the interesting displays at Whalers Village Museum, and finally see some colorful creatures with a scuba or snorkeling tour.

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

Ride a ferry from Kailua to Kihei in 2.5 hours. Alternatively, you can fly. In June, plan for daily highs up to 87°F, and evening lows to 71°F. Cap off your sightseeing on the 10th (Thu) early enough to catch the flight to Hilo.

Things to do in Kihei

Outdoors · Beaches · Parks · Tours

Side Trip

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.
Kick off your visit on the 10th (Thu): browse the fresh offerings at Hilo Farmers Market, then see the interesting displays at Lyman Museum, then enjoy the sand and surf at Laupahoehoe Beach Park, and finally take in the dramatic scenery at Akaka Falls State Park. Get ready for a full day of sightseeing on the next day: observe the fascinating underwater world at Mokupapapa Discovery Center, see the interesting displays at Pacific Tsunami Museum, then admire the natural beauty at Liliuokalani Gardens, then stroll through Reeds Bay Beach Park, and finally kick back and relax at Richardson Beach Park.

To find photos, ratings, maps, and other tourist information, use the Hilo online trip builder.

Traveling by bus from Kihei to Hilo takes 1.5 hours. Alternatively, you can fly. In June, daytime highs in Hilo are 83°F, while nighttime lows are 69°F. Wrap up your sightseeing on the 12th (Sat) to allow time to drive to Hawaii Volcanoes National Park.

Things to do in Hilo

Parks · Museums · Beaches · Outdoors

Side Trip

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.
Kick off your visit on the 12th (Sat): stroll through Devastation Trail, trek along Kilauea Iki Trailhead, then view the masterpieces at Volcano Art Center Gallery, and finally trek along Kipuka Puaulu (Bird Park) Trail. Get ready for a full day of sightseeing on the next day: appreciate the extensive heritage of Pu'u Loa Petroglyphs, then make a trip to Holei Sea Arch, then take a stroll through Kalapana, and finally hike along Pu'u Huluhulu trail.

To find photos, reviews, and more tourist information, read our Hawaii Volcanoes National Park trip site.

You can drive from Hilo to Hawaii Volcanoes National Park in 1.5 hours. Another option is to do a combination of bus and taxi. In June, daytime highs in Hawaii Volcanoes National Park are 83°F, while nighttime lows are 69°F. Cap off your sightseeing on the 14th (Mon) early enough to go by car to Naalehu.

Things to do in Hawaii Volcanoes National Park

Parks · Outdoors · Trails · Museums

Naalehu, Island of Hawaii

— 6 nights
Naalehu is a census-designated place in Hawaii County, Hawaii. Escape the urban bustle at Kula Kai Caverns and Punalu‘U Beach. Relax by the water at Papakōlea Green Sand Beach and Honomalino Bay. Explore the numerous day-trip ideas around Naalehu: Spinzone Laundry (in Ocean View) and Miloli'i Beach County Park (in Milolii). There's still lots to do: tour the pleasant surroundings at South Point Complex, contemplate in the serene atmosphere at Wood Valley Temple, enjoy the sea views from Ka Lae Light, and look for gifts at Malama Market Ocean View.

To find reviews, where to stay, maps, and other tourist information, read our Naalehu trip itinerary maker.

You can drive from Hawaii Volcanoes National Park to Naalehu in an hour. Traveling from Hawaii Volcanoes National Park in June, you will find days in Naalehu are a bit cooler (71°F), and nights are cooler (48°F). On the 20th (Sun), you'll travel to Kailua-Kona.

Things to do in Naalehu

Parks · Beaches · Outdoors · Nature

Side Trips

Kailua-Kona, Island of Hawaii

— 1 day

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.
Start off your visit on the 20th (Sun): stop by Mountain Thunder Coffee Plantation and then get close to the beloved marine mammals with a swim-with-the-dolphins experience.

For traveler tips, other places to visit, where to stay, and more tourist information, go to the Kailua-Kona itinerary planner.

Traveling by car from Naalehu to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. Traveling from Naalehu in June, you will find days in Kailua-Kona are a bit warmer (85°F), and nights are much warmer (74°F). Wrap up your sightseeing on the 20th (Sun) early enough to travel back home.

Things to do in Kailua-Kona

Wildlife · Outdoors · Tours · Shopping

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.