Kailua, HI, USA

Kailua, HI, USA

We found 3,565 holiday rentals — enter your dates for availability


Find the best place to stay — Kailua

Where to stay around Kailua?

Our 2018 accommodation listings offer a large selection of 3,565 holiday lettings near Kailua. From 1,684 condos to 792 houses, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Kailua for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Kailua?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Kailua:

  • Lanikai: 190 holiday homes
  • Kuulei Tract: 313 holiday homes
  • Enchanted Lake: 254 holiday homes
  • Keolu Hills: 318 holiday homes
  • Coconut Grove: 253 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Kailua?

HomeAway offers a large selection of holiday accommodations near great places in Kailua. From HomeAway travelers, the most popular points of interest to stay near are:

  • Kailua Beach: 3,846 holiday lettings
  • Bellows Air Force Station: 3,646 holiday lettings
  • Diamond Head State Monument: 3,662 holiday lettings
  • Honolulu Zoo: 3,690 holiday lettings
  • Fort DeRussy: 4,211 holiday lettings

But there are many other points of interest around Kailua listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent condos in Kailua?

Yes, of course. HomeAway offers 1,684 condos in Kailua. Our other popular types of Kailua holiday rentals include:

  • Houses: 792 self catering accommodations
  • Apartments: 395 self catering accommodations
  • Cottages: 110 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including villas and more.

Can I find a holiday accommodation with pool in Kailua?

Yes, you can select your preferred holiday accommodation with pool among our 1,958 holiday homes with pool available in Kailua. Please use our search bar to access the selection of holiday rentals available.

    Make a holiday rental beach house or self-catering holiday home in Kailua, Hawaii your home away from home

    The small beach town of Kailua is located on the beautiful windward side of Hawaii’s Oahu Island. The Koolau Mountains create a stunning backdrop to the town, which stretches along some of the most beautiful beaches in Hawaii. From white sandy beaches and tall volcanic peaks to lush tropical forests, Kailua holidays are the perfect solution for visitors looking for luxury, tranquility and good surfing.

    Things to do on holiday in Kailua, Hawaii, USA

    The beautiful sandy Kailua beach has consistently been voted one of the best beaches in the world and it’s easy to understand why. The soft white sandy beach is perfect for a walk in the morning, and the clear blue waters are ideal for surfing. Located on the windward side of Oahu, Kailua beach has perfect windsurfing conditions. Other water sports in the area include snorkeling, scuba diving, sailing, jet skiing and parasailing. If you’re feeling adventurous you can rent a kayak and explore the 3 deserted islands located just off the Kailua coast.

    The Koolau Mountains that surround Kailua are perfect for hiking. The lush tropical vegetation that covers the mountainside is punctuated by dozens of picturesque waterfalls.

    There are 6 world-class golf courses within 10 miles of Kailua villas. After a day on the golf course visitors can enjoy typical Hawaiian cuisine at a Kailua restaurant. A cross between east and west, Hawaiian cuisine includes dishes such as poi, Kalua pig and laulau, and of course, fresh fish.

    Places to visit on holiday in Kailua, Hawaii, USA

    No visit to Oahu would be complete without a trip to the world’s most famous surfing beach – the Pipeline on the North Shore, which hosts some of the biggest surfing competitions in the world. Even if you don’t plan to surf, just watching the spectacular 30ft waves make it worth the trip.

    The bustling cities of Waikiki and Honolulu are both within an hour’s driving distance of beach cottages in Kailua. Both cities are excellent spots for shopping and have vibrant nightlife to suit a variety of tastes.

    Another must-see on Oahu is the historic town of Pearl Harbor. Here visitors can see the USS Arizona Memorial that marks the resting place of sailors who lost their lives in the 1941 attack on Pearl Harbor.

    Weather in Kailua, Hawaii, USA

    The island of Oahu is blessed with warm, sunny weather throughout the year. Temperatures in the middle of winter can reach as high as 27°C. Kailua is located on the windward side of the island, which frequently has afternoon showers.

    Flights to Kailua, Hawaii, USA

    Reaching Kailua accommodation has never been easier. Honolulu International Airport (HNL) is 14 miles away from beach houses in Kailua. There are no direct flights from the UK to Hawaii, however British Airways offers flights from London to Honolulu via Los Angeles. It is recommended that visitors to Oahu rent a car and drive to their Kailua accommodation.