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Kailua Vacation Rentals

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Our Favorite Vacation Rentals in Kailua (Oahu)

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Kailua (Oahu) Vacation Rentals with Pool

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Kailua (Oahu) Vacation Rentals with Wi-Fi

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Kailua (Oahu) Pet Friendly Vacation Rentals

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Kailua Oahu Travel Guide

This Hawaiian paradise town is perfect for any beach lover’s vacation. The town is known as a resort town on the island of Oahu along the shore. Hawaii’s picturesque beaches have clear turquoise waters and soft white sand, as well as excellent surf or swim spots up and down the coast. Top beaches in Kailua include Lanikai Beach, ranked as one of the best beaches in the world, and Kailua Beach, once ranked as the number one beach in the United States.

Things to Do in Kailua Oahu

Hike the Lanikai Pillbox Trail or the Kaiwa Ridge Trail to get the best views of the ocean all around. The Maunawili Falls Trail is another popular hiking spot in town. The 2.5-mile trail leads you to the stunning swimming hole and scenery at Maunawili Falls. The Kailua Farmer’s Market is something you truly can’t miss for all the locally grown fruits and veggies, as well as the handmade souvenir crafts.

Best Time to Visit Kailua Oahu

Hawaii is beautiful and warm all year round, but the best time to visit Kailua is from January through May. Kailua is full of sleepy, relaxed beach town vibes all around. Locals in town are relaxed and open-minded, and most residents work hard to preserve the environment and local culture.

Price and Availability Index in Kailua (Oahu)

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The most expensive month to stay in a vacation rental in Kailua (Oahu) is in July, while the cheapest month is in October. The most popular time to book a vacation rental in Kailua (Oahu) is in the high season in February. Kailua (Oahu) has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Kailua (Oahu) tends to be Thursday, while the most expensive day tends to be Saturday. Vacation homes in Kailua (Oahu) tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.

The weather in Kailua (Oahu)

84º 63º
1.17
86º 60º
5.82
84º 63º
1.17
85º 64º
5.38
87º 67º
2.14
87º 74º
2.44
84º 63º
1.17
88º 75º
1.77
91º 71º
0.61
90º 45º
2.57
87º 47º
3.42
82º 64º
4.15
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Rainy days
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This climate histogram shows you the weather patterns in Kailua (Oahu). The hottest month in Kailua (Oahu) is April, when temperatures peak at 91 ˚F. The coolest month is October, when temperatures drop to 45 ˚F. The wettest month in Kailua (Oahu) is February with 5.82 inches of rain, while the driest month is September with 0.61 inches of rain.

Vacation Rentals in Kailua (Oahu)

At AllTheRooms.com we have accommodations from all of your favourite providers - VRBO, Airbnb, Homeaway and more. AllTheRooms has 2812 vacation rentals, hotels and other great places to stay during your time in Kailua (Oahu), with everything from cheap hostels and homestays to luxury Airbnbs and hotels. For those trying to keep costs down, the lowest priced place to stay in Kailua (Oahu) comes in at $45 per night. A typical accommodation in Kailua (Oahu) costs on average $587 per night.

Those looking to get some work done during their trip to Kailua (Oahu) can pick from 1226 places to stay that provide WiFi. 10 of our accommodations in include a breakfast in the price. You can keep up with your workout regime by staying at one of 50 accommodations that provide gym facilities. Driving to Kailua (Oahu)? Then choose one of the 1194 places to stay that comes with a parking spot included. We have 160 places to stay that have a pool or jacuzzi.

AllTheRooms has 64 pet-friendly places to stay in Kailua (Oahu), so if you're travelling with your cat or dog you won't have any trouble.

In Kailua (Oahu) AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 5 providers, including 584 places to stay from VRBO, 88 accommodations from Airbnb and 88 places to stay from Homeaway.

2516 of our places to stay in Kailua (Oahu) have been rated by previous guests. They rated 82% as excellent or good. You can instantly book any of 1056 places to stay right now.

Destinations near Kailua (Oahu)

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