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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 120 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 900 sq. ft.
Wonderful! 4.9/5
(13 reviews)
avg/night
Cottage #298395
13
Viewed 277 times in the last 48 hours
Premier Partner
  • Studio
  • 1 BA
  • 250 sq. ft.
Excellent! 4.6/5
(12 reviews)
avg/night
Cottage #276773vb
12
Viewed 372 times in the last 48 hours
  • Studio
  • 1 BA
  • 300 sq. ft.
Excellent! 4.7/5
(7 reviews)
avg/night
Studio #1153795vb
7
Viewed 113 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2000 sq. ft.
avg/night
House #1138132vb
1
Viewed 66 times in the last 48 hours
  • Studio
  • 1 BA
  • 850 sq. ft.
Wonderful! 4.8/5
(51 reviews)
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Studio #153919
51
Viewed 47 times in the last 48 hours
Premier Partner
  • Studio
  • 1 BA
  • 700 sq. ft.
Excellent! 4.7/5
(61 reviews)
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Studio #7798vb
61
Viewed 111 times in the last 48 hours
  • Studio
avg/night
Studio #4662577
1
Viewed 77 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 600 sq. ft.
avg/night
House #1203510vb
1
Viewed 161 times in the last 48 hours
  • 2 BR
  • 1 BA
Excellent! 4.4/5
(51 reviews)
avg/night
Apartment #49514vb
51
Viewed 73 times in the last 48 hours
  • 1 BR
  • 1 BA
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Apartment #1122931vb
Viewed 121 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 55 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 2000 sq. ft.
Wonderful! 4.8/5
(28 reviews)
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House #266779
28
Viewed 174 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Wonderful! 4.8/5
(57 reviews)
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House #439128vb
57
Viewed 113 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • 1500 sq. ft.
avg/night
Townhome #1205910vb
2
Viewed 14 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 1000 sq. ft.
Wonderful! 4.9/5
(16 reviews)
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Guest House #672101vb
16
Viewed 75 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
  • 750 sq. ft.
Wonderful! 4.9/5
(48 reviews)
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Cottage #108144vb
48
Viewed 170 times in the last 48 hours
  • Studio
  • 1 BA
  • 600 sq. ft.
Excellent! 4.7/5
(62 reviews)
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House #222948
62
Viewed 105 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • 2200 sq. ft.
Excellent! 4.6/5
(7 reviews)
avg/night
House #4564699
7
Viewed 31 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Separate Toilet
  • 1350 sq. ft.
Excellent! 4.3/5
(11 reviews)
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House #3904733
11
Viewed 24 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 650 sq. ft.
Wonderful! 4.8/5
(35 reviews)
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Studio #3008037
35
Viewed 196 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 260 sq. ft.
avg/night
Guest House #1219606vb
2
Viewed 95 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1600 sq. ft.
Excellent! 4.4/5
(26 reviews)
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Cottage #557396vb
26
Viewed 34 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 1100 sq. ft.
Exceptional! 5/5
(50 reviews)
avg/night
Bungalow #491890vb
50
Viewed 64 times in the last 48 hours
Premier Partner
  • 6 BR
  • 4 BA
  • 4000 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
House #4479121
6
Viewed 68 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 900 sq. ft.
Wonderful! 4.8/5
(23 reviews)
avg/night
Apartment #276587vb
23
Viewed 46 times in the last 48 hours
  • 2 BR
  • 2 BA
Excellent! 4.6/5
(8 reviews)
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Cottage #316689vb
8
Viewed 128 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 25 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 600 sq. ft.
Wonderful! 4.8/5
(40 reviews)
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Cottage #7522vb
40
Viewed 49 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 1100 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
House #1028269vb
7
Viewed 34 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 500 sq. ft.
Exceptional! 5/5
(30 reviews)
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Cottage #591608vb
30
Viewed 83 times in the last 48 hours
  • Studio
  • 1 BA
  • 400 sq. ft.
Excellent! 4.7/5
(65 reviews)
avg/night
Studio #601845vb
65
Viewed 30 times in the last 48 hours
  • 2 BR
  • 1 BA
Wonderful! 4.9/5
(30 reviews)
avg/night
House #826558vb
30
Viewed 72 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 3000 sq. ft.
Wonderful! 4.8/5
(61 reviews)
avg/night
House #279139vb
61
Viewed 118 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 600 sq. ft.
Wonderful! 4.9/5
(59 reviews)
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Cottage #385643vb
59
Viewed 109 times in the last 48 hours
Premier Partner
  • 4 BR
  • 3 BA
  • 3200 sq. ft.
Wonderful! 4.8/5
(12 reviews)
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House #1010410vb
12
Viewed 20 times in the last 48 hours
  • 1 BR
  • 1 BA
Wonderful! 4.9/5
(67 reviews)
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Apartment #41544vb
67
Viewed 16 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 640 sq. ft.
Wonderful! 4.9/5
(56 reviews)
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Cottage #456548vb
56
Viewed 43 times in the last 48 hours
  • Studio
  • 1 BA
  • 300 sq. ft.
Wonderful! 4.8/5
(50 reviews)
avg/night
Studio #468649vb
50
Viewed 78 times in the last 48 hours
Premier Partner
  • Studio
  • 1 BA
  • 700 sq. ft.
Wonderful! 4.9/5
(54 reviews)
avg/night
Apartment #507297vb
54
Viewed 53 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 400 sq. ft.
Wonderful! 4.9/5
(53 reviews)
avg/night
Cottage #553479vb
53
Viewed 118 times in the last 48 hours
Premier Partner
  • 4 BR
  • 2 BA
  • 3900 sq. ft.
avg/night
House #4727413
3
Viewed 66 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2000 sq. ft.
Wonderful! 4.9/5
(48 reviews)
avg/night
House #749489vb
48
Viewed 76 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 600 sq. ft.
Exceptional! 5/5
(29 reviews)
avg/night
Apartment #4328892
29
Viewed 86 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 450 sq. ft.
Wonderful! 4.8/5
(16 reviews)
avg/night
House #4322033
16
Viewed 80 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
  • Separate Toilet
  • 750 sq. ft.
Excellent! 4.7/5
(20 reviews)
avg/night
Cottage #4079827
20
Viewed 56 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1000 sq. ft.
Excellent! 4.5/5
(31 reviews)
avg/night
House #17519vb
31
Viewed 38 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 550 sq. ft.
Exceptional! 5/5
(34 reviews)
avg/night
Cottage #744270vb
34
Viewed 72 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 1000 sq. ft.
Wonderful! 4.8/5
(37 reviews)
avg/night
House #685437vb
37
Viewed 17 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 200 sq. ft.
Wonderful! 4.9/5
(36 reviews)
avg/night
Villa #3513317
36
Viewed 135 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
Wonderful! 4.8/5
(64 reviews)
avg/night
House #439113vb
64

Kailua Holiday Rentals & Homes (300+)