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 get outside with Outdoor Activities. 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 16.5-hour combination of bus and flight. You can also fly. 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.
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Parks · Outdoors · Beaches · Tours
Side Trips

Honolulu, Oahu — 2 nights

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.
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Museums · Historic Sites · Outdoors · Wildlife

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.
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Outdoors · Parks · Beaches · 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, and then see some colorful creatures with a scuba or snorkeling tour.

For ratings, other places to visit, traveler tips, and other tourist information, use the Kihei day trip website.

Ride a ferry from Kailua to Kihei in 2.5 hours. Alternatively, you can fly. June in Kihei sees daily highs of 87°F and lows of 71°F at night. Finish your sightseeing early on the 10th (Thu) so you can fly to Hilo.
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Outdoors · Parks · Beaches · Tours
Side Trip

Hilo, Island of Hawaii — 2 nights

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 travel to Hawaii Volcanoes National Park.
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Parks · Outdoors · Museums · Beaches
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 drive. 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.
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Parks · Outdoors · Trails · Historic Sites

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 Papakōlea Green Sand Beach. Relax by the water at Ka Lae and Holoholokai Beach Park. Explore the numerous day-trip ideas around Naalehu: Milolii (Miloli'i Beach County Park & Honomalino Bay). There's still lots to do: tour the pleasant surroundings at South Point Complex, stop by Malama Market Ocean View, relax in the rural setting at Ka'u Coffee Mill, and don't miss a visit to Spinzone Laundry.

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.
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Parks · Outdoors · Beaches · Nature
Side Trips

Kailua-Kona, Island of Hawaii — 1 day

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.
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Outdoors · Wildlife · 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.
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