14 days in Hawaii Itinerary

14 days in Hawaii Itinerary

Created using Inspirock Hawaii vacation planner

Plan created by another user. Make it yours
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1
Honolulu, Oahu
— 6 nights
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2
Kailua-Kona, Island of Hawaii
— 3 nights
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3
Honolulu, Oahu
— 3 nights
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6
nights
Honolulu, Oahu

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 itinerary includes some good beach time at Waikiki Beach and Sunset Beach Park. Escape the urban bustle at Kailua Beach Park and CLIMB Works Keana Farms. Change things up with these side-trips from Honolulu: Turtle Bay Beach (in Kahuku), Haleiwa (Waimea Valley & Waimea Bay) and Pupukea (Pu’u O Mahuka Heiau State Monument & Ehukai Beach Park). Next up on the itinerary: contemplate the long history of USS Arizona Memorial, stroll through Diamond Head State Monument, get some jogging in at Ala Moana Beach Park, and explore the different monuments and memorials at National Memorial Cemetery of the Pacific.

To see where to stay, traveler tips, maps, and other tourist information, read Honolulu trip itinerary maker site.

Detroit to Honolulu is an approximately 13.5-hour flight. Traveling from Detroit to Honolulu, you'll gain 5 hours due to the time zone difference. In September, Honolulu is a bit warmer than Detroit - with highs of 88°F and lows of 76°F. Finish up your sightseeing early on the 1st (Thu) so you can travel to Kailua-Kona.

Things to do in Honolulu

Outdoors · Parks · Beaches · Tours

Side Trips

3
nights
Kailua-Kona, Island of Hawaii

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.
Visiting Swim with Dolphins and Papakōlea Green Sand Beach will get you outdoors. You'll enjoy a bit of beach vacationing at Hapuna Beach State Recreation Area and Punalu‘U Beach. Get out of town with these interesting Kailua-Kona side-trips: Puukohola National Historic Park (in Kawaihae), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Hilo (Liliuokalani Gardens, Akaka Falls State Park, &more). There's still lots to do: explore the striking landscape at Kula Kai Caverns, kick your exploration up a notch at Hawaii Forest and Trail, stroll through Makalawena/Pu'u Ali'i, and cruise along Saddle Road.

For more things to do, reviews, traveler tips, and more tourist information, go to the Kailua-Kona tour itinerary planner.

You can fly from Honolulu to Kailua-Kona in 4 hours. Expect a daytime high around 86°F in October, and nighttime lows around 75°F. Finish your sightseeing early on the 4th (Sun) to allow enough time to travel to Honolulu.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Beaches

Side Trips

3
nights
Honolulu, Oahu

Big Pineapple

Get a sense of the local culture at USS Arizona Memorial and USS Bowfin Submarine Museum & Park. Relax by the water at Waikiki Beach and Sandy Beach Park. Step out of Honolulu with an excursion to Lanikai Beach in Kailua--about 34 minutes away. See some other sides of Honolulu: admire all the interesting features of Diamond Head State Monument, glide peacefully along the water with some of the best stand-up paddleboarding in the area, explore the activities along Hanauma Bay Nature Preserve, and admire the sheer force of Manoa Falls.

To find out how to plan a trip to Honolulu, use our trip itinerary maker.

Traveling by flight from Kailua-Kona to Honolulu takes 4 hours. Finish your sightseeing early on the 7th (Wed) so you can travel back home.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

Hawaii travel guide

4.3
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.