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.

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Self-catering holiday homes in Kailua(114)

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5 Bedrooms, 5 Bathrooms, 1 Separate WC, Sleeps 10

Priced from £2,213 per night
Priced from £47,423 per month
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4 Bedrooms, 3 Bathrooms, 1 Separate WC, Sleeps 6

Priced from £3,762 per week
  • Viewed
1 Bedrooms, 1 Bathroom, Sleeps 2

Priced from £101 per night
Priced from £642 per week
Priced from £2,466 per month
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3 Bedrooms, 2 Bathrooms, Sleeps 6

No rental rates available - please contact the owner
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4 Bedrooms, 3 Bathrooms, 1 Separate WC, Sleeps 8

Priced from £4,647 per week
Priced from £14,543 per month
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5 Bedrooms, 2 Bathrooms, 1 Separate WC, Sleeps 12

No rental rates available - please contact the owner
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1 Bedrooms, 1 Bathroom, Sleeps 2

Priced from £51 per night
Priced from £354 per week
Priced from £1,375 per month
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5 Bedrooms, 4 Bathrooms, Sleeps 15

No rental rates available - please contact the owner
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1 Bedrooms, 1 Bathroom, Sleeps 4

No rental rates available - please contact the owner
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3 Bedrooms, 3 Bathrooms, Sleeps 8

Priced from £348 per night
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1 Bedrooms, 1 Bathroom, Sleeps 2

Priced from £92 per night
Priced from £85 per week
Priced from £76 per month
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1 Bedrooms, 1 Bathroom, Sleeps 3

Priced from £79 per night
Priced from £474 per week
Priced from £1,739 per month
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3 Bedrooms, 2 Bathrooms, Sleeps 8

Priced from £2,656 per week
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Studio, Sleeps 2

Priced from £598 per week
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4 Bedrooms, 3 Bathrooms, Sleeps 9

No rental rates available - please contact the owner
  • Viewed
1 Bedrooms, Sleeps 3

Priced from £101 per night
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1 Bedrooms, 1 Bathroom, Sleeps 2

No rental rates available - please contact the owner
  • Viewed
2 Bedrooms, 2 Bathrooms, Sleeps 4

Priced from £187 per night
Priced from £1,306 per week
Priced from £4,110 per month
  • Viewed
1 Bedrooms, 1 Bathroom, Sleeps 4

Priced from £70 per night
Priced from £506 per week
Priced from £1,897 per month
  • Viewed
2 Bedrooms, 2 Bathrooms, Sleeps 5

No rental rates available - please contact the owner
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1 Bedrooms, 1 Bathroom, Sleeps 2

No rental rates available - please contact the owner
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1 Bedrooms, 1 Bathroom, Sleeps 3

No rental rates available - please contact the owner
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3 Bedrooms, 3 Bathrooms, Sleeps 6

Priced from £2,102 per week
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1 Bedrooms, Sleeps 3

No rental rates available - please contact the owner
  • Viewed
Studio, 1 Bathroom, Sleeps 4

Priced from £89 per night
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2 Bedrooms, 1 Bathroom, Sleeps 5

Priced from £139 per night
Priced from £948 per week
  • Viewed
Studio, 1 Bathroom, Sleeps 2

Priced from £57 per night
Priced from £379 per week
Priced from £126 per month
  • Viewed
3 Bedrooms, 3 Bathrooms, Sleeps 6

No rental rates available - please contact the owner
  • Viewed
Studio, 1 Bathroom, Sleeps 4

Priced from £60 per night
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2 Bedrooms, 1 Bathroom, Sleeps 6

No rental rates available - please contact the owner
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