Kailua Vacation Rentals

Our Favorite Vacation Rentals in Kailua (Oahu)

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Kailua (Oahu) Vacation Rentals with Wi-Fi

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Kailua (Oahu) Pet Friendly Vacation Rentals

Excellent
KICK BACK & RELAX BEACH BUNGALOW!
Bedroom
Wifi,
Smoking,
Pets OK,
Parking
Oceanfront luxury private boutique villa with pool
10br Country House
Wifi,
Gym,
Smoking,
Pets OK,
Parking,
Pool

See all deals in Kailua (Oahu) that allow pets

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)

Most expensive

Most availability

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

82º 64º

4.15

84º 63º

1.17

86º 60º

5.82

84º 63º

1.17

85º 64º

5.38

87º 67º

2.14

87º 74º

2.44

89º 64º

1.11

88º 75º

1.77

91º 71º

0.61

90º 45º

2.57

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Rainy days

This climate histogram shows you the weather patterns in Kailua (Oahu). The warmest months in Kailua (Oahu) are April and March, when temperatures reach 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)

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate VRBO, Airbnb, Homeaway and more. We have 2928 vacation rentals, hotels and other accommodation types in Kailua (Oahu) ranging from budget options to luxury places to stay. For those trying to keep costs down, the lowest priced place to stay in Kailua (Oahu) comes in at $37 per night. The average price of accommodation in is $589 per night.

If you need an internet connection during your stay in Kailua (Oahu), then you can choose from over 1286 places to stay that provide WiFi internet. We have 10 accommodations that come with a breakfast included. Fitness addicts can get a workout in during their stay by choosing from 50 accommodations that have gym facilities. If you are driving to Kailua (Oahu), you'll want to pick from 1236 places to stay that provide parking. We have 168 places to stay that have a pool or jacuzzi.

AllTheRooms has 70 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 620 places to stay from VRBO, 96 accommodations from Airbnb and 96 places to stay from Homeaway.

2620 of our accommodations in Kailua (Oahu) have been reviewed and rated. 80% are rated excellent or good. 1032 places to stay in are instantly bookable.

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