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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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Viewed 79 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 360 sq. ft.
Exceptional! 5/5
(10 reviews)
avg/night
Studio #1090805vb
10
Viewed 80 times in the last 48 hours
  • Studio
  • 1 BA
Exceptional! 5/5
(44 reviews)
avg/night
House #259142vb
44
Viewed 117 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
  • 1050 sq. ft.
Wonderful! 4.9/5
(60 reviews)
avg/night
Apartment #652533vb
60
Viewed 40 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2008 sq. ft.
Wonderful! 4.9/5
(117 reviews)
avg/night
House #207816
117
Viewed 68 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1013 sq. ft.
Excellent! 4.7/5
(18 reviews)
avg/night
Cottage #910791vb
18
Viewed 89 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 550 sq. ft.
Exceptional! 5/5
(34 reviews)
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Cottage #744270vb
34
Viewed 72 times in the last 48 hours
Premier Partner
  • Studio
  • 1 BA
  • 600 sq. ft.
avg/night
Studio #4807945
Viewed 179 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
Wonderful! 4.8/5
(66 reviews)
avg/night
House #439113vb
66
Viewed 40 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
avg/night
House #1135078vb
2
Viewed 60 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 3400 sq. ft.
Wonderful! 4.8/5
(62 reviews)
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House #279139vb
62
Viewed 70 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 720 sq. ft.
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Apartment #4807964
1
Viewed 22 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 1000 sq. ft.
Wonderful! 4.8/5
(25 reviews)
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Cottage #312728
25
Viewed 28 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 600 sq. ft.
Exceptional! 5/5
(84 reviews)
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Cottage #402303vb
84
Viewed 68 times in the last 48 hours
Premier Partner
  • 4 BR
  • 3 BA
  • 3200 sq. ft.
Wonderful! 4.8/5
(13 reviews)
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House #1010410vb
13
Viewed 110 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 1800 sq. ft.
Wonderful! 4.9/5
(18 reviews)
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House #867153vb
18
Viewed 49 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 2600 sq. ft.
Wonderful! 4.8/5
(37 reviews)
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House #576430vb
37
Viewed 52 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1900 sq. ft.
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House #4738357
1
Viewed 30 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 900 sq. ft.
Wonderful! 4.9/5
(14 reviews)
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Cottage #298395
14
Viewed 39 times in the last 48 hours
  • 2 BR
  • 2 BA
Excellent! 4.6/5
(8 reviews)
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Cottage #316689vb
8
Viewed 18 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 400 sq. ft.
Wonderful! 4.9/5
(13 reviews)
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Bungalow #511784vb
13
Viewed 24 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • Separate Toilet
  • 2700 sq. ft.
Exceptional! 5/5
(6 reviews)
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House #344240vb
6
Viewed 30 times in the last 48 hours
Premier Partner
  • Studio
  • 2 BA
  • 320 sq. ft.
Excellent! 4.7/5
(27 reviews)
avg/night
Studio #88295vb
27
Viewed 53 times in the last 48 hours
Premier Partner
  • 4 BR
  • 3 BA
  • 2500 sq. ft.
Exceptional! 5/5
(18 reviews)
avg/night
House #966607vb
18
Viewed 37 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 2200 sq. ft.
Wonderful! 4.9/5
(51 reviews)
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House #660930vb
51
Viewed 55 times in the last 48 hours
Premier Partner
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 5000 sq. ft.
Excellent! 4.4/5
(32 reviews)
avg/night
House #798591vb
32
Viewed 43 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 529 sq. ft.
Wonderful! 4.9/5
(102 reviews)
avg/night
Cottage #468087vb
102
Viewed 39 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2000 sq. ft.
Wonderful! 4.9/5
(52 reviews)
avg/night
House #749489vb
52
Viewed 75 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1800 sq. ft.
Excellent! 4.7/5
(76 reviews)
avg/night
House #292670vb
76
Viewed 70 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • Separate Toilet
Wonderful! 4.9/5
(103 reviews)
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Apartment #413896vb
103
Viewed 40 times in the last 48 hours
  • Studio
  • 1 BA
  • 650 sq. ft.
avg/night
Studio #1240267vb
2
Viewed 127 times in the last 48 hours
  • Studio
  • 1 BA
  • 600 sq. ft.
Excellent! 4.7/5
(64 reviews)
avg/night
House #222948
64
Viewed 73 times in the last 48 hours
  • 3 BR
  • 2 BA
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House #1212432vb
Viewed 66 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 980 sq. ft.
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House #1095817vb
4
Viewed 43 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1600 sq. ft.
Excellent! 4.4/5
(27 reviews)
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Cottage #557396vb
27
Viewed 55 times in the last 48 hours
  • 4 BR
  • 2 BA
Excellent! 4.7/5
(9 reviews)
avg/night
House #444313vb
9
Viewed 47 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 500 sq. ft.
Wonderful! 4.9/5
(60 reviews)
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Cottage #87207vb
60
Viewed 102 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 260 sq. ft.
Exceptional! 5/5
(5 reviews)
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5
Viewed 70 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1300 sq. ft.
Excellent! 4.6/5
(51 reviews)
avg/night
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51
Viewed 56 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 400 sq. ft.
avg/night
Studio #4713696
Viewed 48 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 900 sq. ft.
Excellent! 4.4/5
(12 reviews)
avg/night
Apartment #579463vb
12
Viewed 71 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 470 sq. ft.
Excellent! 4.4/5
(51 reviews)
avg/night
House #49514vb
51
Viewed 66 times in the last 48 hours
Premier Partner
  • Studio
  • 1 BA
  • 700 sq. ft.
Excellent! 4.7/5
(43 reviews)
avg/night
Cottage #779846vb
43
Viewed 26 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 950 sq. ft.
Wonderful! 4.9/5
(50 reviews)
avg/night
Cottage #501134vb
50
Viewed 66 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 600 sq. ft.
Wonderful! 4.8/5
(49 reviews)
avg/night
House #282479vb
49
Viewed 63 times in the last 48 hours
Premier Partner
  • 3 BR
  • 1 BA
  • 1100 sq. ft.
avg/night
House #4807939
1
Viewed 39 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 1100 sq. ft.
Exceptional! 5/5
(10 reviews)
avg/night
House #1028269vb
10
Viewed 69 times in the last 48 hours
  • 3 BR
  • 4 BA
  • 3200 sq. ft.
Wonderful! 4.8/5
(53 reviews)
avg/night
House #2407vb
53
Viewed 25 times in the last 48 hours
  • Studio
  • 1 BA
  • 450 sq. ft.
Wonderful! 4.8/5
(72 reviews)
avg/night
Studio #907925
72
Viewed 104 times in the last 48 hours
  • 2 BR
  • 1 BA
Exceptional! 5/5
(5 reviews)
avg/night
House #4350435
5
Viewed 39 times in the last 48 hours
Premier Partner
  • Studio
  • 1 BA
  • 500 sq. ft.
Exceptional! 5/5
(63 reviews)
avg/night
Guest House #776335vb
63

Kailua Holiday Rentals & Homes (300+)