21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

Created using Inspirock Hawaii tour planner
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1
Koloa, Kauai
— 1 night
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2
Honolulu, Oahu
— 8 nights
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3
Lahaina, Maui
— 7 nights
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4
Hilo, Island of Hawaii
— 2 nights
Drive
5
Kailua-Kona, Island of Hawaii
— 2 nights
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Koloa, Kauai — 1 night

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Start off your visit on the 5th (Sun): get outside with Outdoor Activities and then take in breathtaking views at Waimea Canyon State Park. On the 6th (Mon), you'll have a packed day of sightseeing: stroll around Poipu Beach Park, then get a dose of the wild on Kauai Safaris, and then see the world from above with a helicopter tour.

To see where to stay, traveler tips, reviews, and more tourist information, go to the Koloa travel route planner.

San Francisco to Koloa is an approximately 7.5-hour flight. The time zone difference when traveling from San Francisco to Koloa is minus 2 hours. Plan for somewhat warmer temperatures traveling from San Francisco in June, with highs in Koloa at 83°F and lows at 73°F. Cap off your sightseeing on the 6th (Mon) early enough to catch the flight to Honolulu.
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Tours · Outdoors · Parks · Nature
Side Trips

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.
Venture out of the city with trips to Stars Above Hawaii (in Kapolei), Haleiwa (Sunset Beach Park & Waimea Bay) and Pu’u O Mahuka Heiau State Monument (in Pupukea). There's lots more to do: admire all the interesting features of Diamond Head State Monument, take in the dramatic scenery at Manoa Falls, stroll through Hanauma Bay Nature Preserve, and buy something for everyone on your list at Ala Moana Center.

For other places to visit, traveler tips, reviews, and more tourist information, read Honolulu trip tool.

Traveling by flight from Koloa to Honolulu takes 2.5 hours. June in Honolulu sees daily highs of 86°F and lows of 74°F at night. Cap off your sightseeing on the 14th (Tue) early enough to catch the flight to Lahaina.
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Parks · Outdoors · Beaches · Historic Sites
Side Trips

Lahaina, Maui — 7 nights

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Venture out of the city with trips to Wailuku (Maui Tropical Plantation, Iao Valley, &more), Wailea (Wailea Beach & Maluaka Beach) and Karen Lei's Gallery (in Kahakuloa). Spend the 17th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. The adventure continues: discover the deep blue sea with a scuba or snorkeling tour, stroll around Lahaina Banyan Court, pause for some photo ops at Lahaina Jodo Mission, and contemplate the geological forces at Haleakala Crater.

For other places to visit, photos, ratings, and other tourist information, refer to the Lahaina day trip app.

Traveling by flight from Honolulu to Lahaina takes 2.5 hours. June in Lahaina sees daily highs of 84°F and lows of 72°F at night. Cap off your sightseeing on the 21st (Tue) early enough to catch the flight to Hilo.
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Outdoors · Parks · Beaches · Scenic Drive
Side Trips

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.
On the 22nd (Wed), get up close and personal with brilliant marine life at Mokupapapa Discovery Center, take in the dramatic scenery at Rainbow Falls, then trek along Kilauea Iki Trailhead, and finally head outdoors with Keanakakoi Crater Overlook. Get ready for a full day of sightseeing on the next day: examine the collection at Pacific Tsunami Museum, take in the dramatic scenery at Akaka Falls State Park, then shop like a local with Hilo Farmers Market, then take in nature's colorful creations at Liliuokalani Gardens, and finally see the world from above with a helicopter tour.

To find ratings, traveler tips, and tourist information, refer to the Hilo trip planner.

You can fly from Lahaina to Hilo in 2.5 hours. Expect a daytime high around 83°F in June, and nighttime lows around 69°F. Cap off your sightseeing on the 23rd (Thu) early enough to go by car to Kailua-Kona.
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Parks · Outdoors · Tours · Museums
Side Trip

Kailua-Kona, Island of Hawaii — 2 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.
Kick off your visit on the 24th (Fri): stroll through Kona Cloud Forest, explore the wealth of natural beauty at Puukohola National Historic Park, and then stroll through Hapuna Beach State Recreation Area.

To plan Kailua-Kona vacation without wasting time, ask Inspirock to design an itinerary.

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. In June in Kailua-Kona, expect temperatures between 85°F during the day and 74°F at night. Wrap up your sightseeing by early afternoon on the 25th (Sat) to allow enough time to fly back home.
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Parks · Wildlife · Outdoors · Nature
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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