14 days in Honolulu, Kailua-Kona & Kapaa Itinerary

14 days in Honolulu, Kailua-Kona & Kapaa Itinerary

Created using Inspirock Hawaii trip itinerary maker

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Honolulu
— 2 nights
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Kailua-Kona
— 5 nights
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Kapaa
— 4 nights
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Honolulu
— 1 night
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Honolulu

— 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.
Your day by day itinerary now includes Waikiki Beach as well as Diamond Head State Monument. Get ready for a full day of sightseeing on the 13th (Fri): take in the pleasant sights at Diamond Head State Monument and then stroll through Waikiki Beach.

For where to stay, traveler tips, reviews, and more tourist information, read Honolulu online trip itinerary maker.

Orlando to Honolulu is an approximately 14.5-hour flight. The time zone changes from Eastern Standard Time to Hawaii-Aleutian Standard Time, which is usually a -5 hour difference. August in Honolulu sees daily highs of 88°F and lows of 75°F at night. You'll have a few hours on the 14th (Sat) to wrap things up before traveling to Kailua-Kona.

Things to do in Honolulu

Outdoors · Parks · Trails · Beaches

Kailua-Kona

— 5 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.
Your list of things to see and do now includes Legends of the Pacific Luau, Kona Brewing Company, Papakōlea Green Sand Beach, and other attractions.

For maps, photos, more things to do, and more tourist information, go to the Kailua-Kona trip itinerary app.

You can fly from Honolulu to Kailua-Kona in 2.5 hours. Expect a daytime high around 87°F in August, and nighttime lows around 77°F. Finish your sightseeing early on the 19th (Thu) so you can fly to Kapaa.

Things to do in Kailua-Kona

Parks · Outdoors · Tours · Nature

Side Trips

Kapaa

— 4 nights
Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
Your day by day itinerary now includes Hanalei Beach, Wailua Kayak & Canoe and Jack Harter Helicopters - Tours.

Plan a Kapaa trip in moments using our itinerary builder.

Getting from Kailua-Kona to Kapaa by flight takes about 2.5 hours. In August, daytime highs in Kapaa are 86°F, while nighttime lows are 76°F. Wrap up your sightseeing on the 23rd (Mon) to allow time to fly to Honolulu.

Things to do in Kapaa

Tours · Outdoors · Adventure · Beaches

Side Trips

Honolulu

— 1 night

Big Pineapple

For traveler tips, other places to visit, maps, and more tourist information, read Honolulu road trip planning site.

Fly from Kapaa to Honolulu in 2.5 hours. You'll have a few hours on the 24th (Tue) to wrap things up before traveling home.

Things to do in Honolulu

Outdoors · Tours · Parks · Adventure

Kauai travel guide

4.5
Scuba & Snorkeling · Zipline · Beaches
The Garden Isle
The northernmost of Hawaii's major islands, Kauai earned the nickname "Garden Island" because of its abundance of lush greenery and tropical plants, watered frequently with plentiful rainfall. Kauai's landscape continues to suffer from powerful erosion, resulting in natural attractions that include plunging canyons, tall mountain peaks, and the longest sandy coastline of all the Hawaiian islands. Offering a mild tropical climate and pristine wilderness areas largely unspoiled by mass tourism, Kauai is a great vacation destination for visitors eager to escape Hawaii's more crowded tourist resorts. For a genuine Kauai experience, join the locals for one of their famous traditional meat and vegetable feasts, prepared in underground pits lined with hot rocks.