13 days in Oahu Itinerary

13 days in Oahu Itinerary

Created using Inspirock Oahu tour itinerary maker
Make it your trip
Fly
1
Laie
— 1 night
Drive
2
Kaaawa
— 1 night
Drive
3
Pearl City
— 1 night
Drive
4
Kailua
— 2 nights
Drive
5
Hawaii Kai
— 1 night
Drive
6
Honolulu
— 5 nights
Fly

S M T W T F S
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Laie — 1 night

Laie is a census-designated place (CDP) located in the Koolauloa District on the island of Oahu in Honolulu County, Hawaii, United States. Your day by day itinerary now includes Polynesian Cultural Center as well as Ehukai Pillbox Hike. On the 6th (Fri), celebrate the Hawaiian way at Polynesian Cultural Center, stroll through Ehukai Pillbox Hike, then contemplate the waterfront views at Waimea Bay, and finally kick back and relax at Shark's Cove. On your second day here, stroll through Waimea Valley, then kick back and relax at Sunset Beach Park, and then enjoy the sand and surf at Turtle Bay Beach.

To see maps, other places to visit, where to stay, and other tourist information, read our Laie trip planner.

Portland to Laie is an approximately 8-hour flight. Traveling from Portland to Laie, you'll gain 2 hours due to the time zone difference. Prepare for somewhat warmer weather when traveling from Portland in May: high temperatures in Laie hover around 79°F and lows are around 65°F. Finish your sightseeing early on the 7th (Sat) so you can drive to Kaaawa.
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Parks · Outdoors · Beaches · Nature
Side Trips

Kaaawa — 1 night

Kaaawa is a small community and census-designated place (CDP) located in the windward district of Koolauloa, City & County of Honolulu on the island of Oahu, Hawaii, United States. On the 8th (Sun), enjoy the sand and surf at Kualoa Regional Park.

To find reviews, more things to do, photos, and tourist information, read Kaaawa trip itinerary maker website.

Kaaawa is just a short distance from Laie. Traveling from Laie in May, Kaaawa is somewhat warmer at night with lows of 72°F. Finish your sightseeing early on the 8th (Sun) to allow enough time to travel to Pearl City.
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Beaches · Parks · Outdoors
Side Trip

Pearl City — 1 night

Pearl City is a census-designated place (CDP) located in the Ewa District and City & County of Honolulu on the Island of Oahu. On the 9th (Mon), trek along Waimano Ridge Trail and then trek along Waimano Pool Trail.

To find traveler tips, where to stay, other places to visit, and other tourist information, you can read our Pearl City online trip builder.

You can drive from Kaaawa to Pearl City in an hour. Alternatively, you can drive. In May, daily temperatures in Pearl City can reach 84°F, while at night they dip to 71°F. Cap off your sightseeing on the 9th (Mon) early enough to travel to Kailua.
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Trails · Parks · Outdoors

Kailua — 2 nights

Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. On the 10th (Tue), tour the pleasant surroundings at Kailua Beach Park. On the 11th (Wed), you'll have a packed day of sightseeing: see some colorful creatures with a scuba or snorkeling tour.

For where to stay, reviews, more things to do, and more tourist information, read our Kailua tour planner.

Kailua is just a short distance from Pearl City. In May, plan for daily highs up to 82°F, and evening lows to 72°F. On the 11th (Wed), wrap the sightseeing up by early afternoon so you can travel to Hawaii Kai.
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Outdoors · Beaches · Parks · Adventure
Side Trip

Hawaii Kai — 1 night

Start off your visit on the 12th (Thu): get close to the beloved marine mammals with Dolphin Quest, kick back and relax at Kaiona Beach Park, then see the vivid underwater world at Pele's Chair, and finally explore the striking landscape at Halona Blowhole.

To see photos, traveler tips, where to stay, and other tourist information, read our Hawaii Kai holiday builder app.

Traveling by car from Kailua to Hawaii Kai takes an hour. Alternatively, you can drive. In May, plan for daily highs up to 82°F, and evening lows to 72°F. Finish your sightseeing early on the 12th (Thu) to allow enough time to travel to Honolulu.
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Outdoors · Parks · Wildlife · Beaches
Side Trips

Honolulu — 5 nights

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 Judd Trail, Manoa Falls, Kuliouou Ridge Hike, and other attractions you added. Deepen your sense of the past at sights like USS Arizona Memorial and Makapuu Lighthouse Trail. Your itinerary includes some good beach time at Lanikai Beach and Waimanalo Beach. There's still lots to do: trek along Koko Crater Railway Trail, explore the different monuments and memorials at National Memorial Cemetery of the Pacific, take in the pleasant sights at Diamond Head State Monument, and take some stellar pictures from Nu’uanu Pali.

To find other places to visit, where to stay, reviews, and more tourist information, use the Honolulu vacation planner.

Honolulu is just a short distance from Hawaii Kai. In May, daytime highs in Honolulu are 84°F, while nighttime lows are 71°F. Wrap up your sightseeing by early afternoon on the 17th (Tue) to allow enough time to fly back home.
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Parks · Outdoors · Trails · Historic Sites
Side Trips

Oahu travel guide

4.3
Beaches · Cemeteries · Scuba & Snorkeling
The Gathering Place
A top cultural and vacation destination within the Hawaiian Islands, Oahu is home to over 85 percent of the state's population. Aptly nicknamed the "Gathering Place," the island is truly at the heart of Hawaii, featuring the busy city of Honolulu and its surrounding districts. Visitors to Oahu can enjoy all the modern conveniences of a large city, while remaining within walking distance of secluded beaches, picturesque parks, high mountain peaks, and quaint little towns. To experience the laid-back side of Hawaii, take a trip away from the tourist hotspot of Waikiki, the island's most crowded neighborhood.
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