21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary planner
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Fly
1
Honolulu, Oahu
— 8 nights
Fly
2
Lihue, Kauai
— 3 nights
Fly
3
Kailua-Kona, Island of Hawaii
— 3 nights
Drive
4
Hilo, Island of Hawaii
— 2 nights
Fly
5
Kihei, Maui
— 2 nights
Fly

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Honolulu, Oahu — 8 nights

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Relax by the water at Lanikai Beach and Sunset Beach Park. Get in touch with nature at Koko Crater Railway Trail and Kailua Beach Park. You'll find plenty of places to visit near Honolulu: Pillbox Hike (in Kailua), Waimanalo (Bellows Field Beach Park & Waimanalo Beach) and Kapolei (Ko Olina Lagoons & Stars Above Hawaii). And it doesn't end there: surround yourself with nature on a nature and wildlife tour, test your team's savvy at popular escape rooms, enjoy the sand and surf at Kuhio Beach, and appreciate the views at Nu’uanu Pali.

For traveler tips, other places to visit, reviews, and tourist information, you can read our Honolulu planner.

Lisbon, Portugal to Honolulu is an approximately 23.5-hour flight. The time zone changes from Western European Standard Time to Hawaii-Aleutian Standard Time, which is usually a -10 hour difference. Plan for somewhat warmer nights when traveling from Lisbon in August since evenings lows in Honolulu dip to 28°C. Finish your sightseeing early on the 9th (Tue) so you can fly to Lihue.
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Outdoors · Parks · Beaches · Wildlife
Side Trips

Lihue, Kauai — 3 nights

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Eschew the tourist crowds and head to Garden Isle Divers and Spas. Take a break from the city and head to Tree Tunnel and Menehune Fishpond. And it doesn't end there: enjoy the sea views from Ninini Point Lighthouse Cache Site, look for gifts at Kapaia Stitchery, see the interesting displays at Grove Farm Sugar Plantation Museum, and admire the majestic nature at Wailua River State Park.

To see more things to do, ratings, photos, and other tourist information, you can read our Lihue vacation planner.

You can fly from Honolulu to Lihue in 2.5 hours. In August, daytime highs in Lihue are 35°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 12th (Fri) early enough to fly to Kailua-Kona.
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Outdoors · Wildlife · Tours · Historic Sites
Side Trips

Kailua-Kona, Island of Hawaii — 3 nights

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.
Take a break from the city and head to Pu'uhonua O Honaunau National Historical Park and Honaunau Bay. You'll enjoy a bit of beach vacationing at Manini'owali Beach (Kua Bay) and White Sand Beach. There's lots more to do: explore the activities along Kahaluu Bay, stroll through Makalawena/Pu'u Ali'i, kick back and relax at Magic Sands, and stop by Mountain Thunder Coffee Plantation.

To find ratings, more things to do, maps, and other tourist information, go to the Kailua-Kona travel planning website.

Getting from Lihue to Kailua-Kona by flight takes about 2.5 hours. In August in Kailua-Kona, expect temperatures between 36°C during the day and 29°C at night. Cap off your sightseeing on the 15th (Mon) early enough to go by car to Hilo.
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Parks · Outdoors · Beaches · Nature
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.
Start off your visit on the 16th (Tue): take a memorable drive along Devastation Trail, then contemplate the geological forces at Kīlauea, and then hike along Sulphur Banks. On your second day here, browse the fresh offerings at Hilo Farmers Market, take in nature's colorful creations at Liliuokalani Gardens, then kick back and relax at Richardson Beach Park, and finally kick back and relax at Carlsmith Beach Park.

To see reviews, where to stay, photos, and other tourist information, you can read our Hilo tour itinerary planner.

You can drive from Kailua-Kona to Hilo in 2 hours. Another option is to take a bus. Traveling from Kailua-Kona in August, Hilo is slightly colder at night with lows of 25°C. Cap off your sightseeing on the 17th (Wed) early enough to catch the flight to Kihei.
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Parks · Outdoors · Beaches · Nature
Side Trip

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.
Start off your visit on the 18th (Thu): stroll through Palauea Beach, stroll through Po'olenalena Beach, and then enjoy the sand and surf at Polo Beach. On the next day, pause for some photo ops at Lahaina Jodo Mission, then tour the pleasant surroundings at Baby Beach, Sprecklesville Area, and then kick back and relax at HA Baldwin Beach Park.

For where to stay, reviews, other places to visit, and other tourist information, you can read our Kihei trip itinerary planner.

Traveling by flight from Hilo to Kihei takes 2.5 hours. In August, plan for daily highs up to 38°C, and evening lows to 26°C. Finish your sightseeing early on the 19th (Fri) to allow enough time to fly back home.
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Beaches · Outdoors · Parks · Historic Sites
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.
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