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Holiday Rentals in Kailua, Hawaii - Oahu

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  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 88 Rentals in Kailua
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$5,831
Per Night
10 Bedrooms, 11 Bathrooms, Sleeps 18
37 photos Details
Reviews (4) Make Enquiry
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$1,113
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
31 photos Details
Reviews (3) Make Enquiry
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$186
Per Night
Studio, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (34) Make Enquiry
Also consider
Coconut Cabana: Elegant Designer Studio Near Beach
Sleeps 2
$127 - $159 / night
Beautiful Lanikai Home
3 Bedrooms, sleeps 8
$451 / night
Beautiful Fully Furnished 2 BR/2BA Kailua Home in Garden Setting
2 Bedrooms, sleeps 6
$239 / night
Quaint tropical cottage walk to beach covered lanai
Sleeps 2
$101 / night
From
$200
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
15 photos Details
Reviews (1) Make Enquiry
From
$769
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 10
26 photos Details
Reviews (1) Make Enquiry
From
$1,696
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 14
29 photos Details
Reviews (12) Make Enquiry
From
$154
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
32 photos Details
Reviews (9) Make Enquiry
From
$848
Per Night
8 Bedrooms, 4 Bathrooms, Sleeps 18
18 photos Details
Reviews (3) Make Enquiry
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From
$159
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (8) Make Enquiry
From
$155
Per Night
Studio, 1 Bathroom, Sleeps 2
7 photos Details
Reviews (1) Make Enquiry
From
$134
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
16 photos Details
Reviews (5) Make Enquiry
From
$318
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (15) Make Enquiry
From
$133
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
20 photos Details
Reviews (15) Make Enquiry
From
$419
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (7) Make Enquiry
From
$504
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Reviews (2) Make Enquiry
From
$2,067
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 7
22 photos Details
Reviews (1) Make Enquiry
From
$1,405
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 14
29 photos Details
Reviews (1) Make Enquiry
From
$264
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
13 photos Details
Reviews (1) Make Enquiry
From
$106
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details
Reviews (28) Make Enquiry
From
$1,325
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
12 photos Details
Reviews (4) Make Enquiry
From
$207
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
19 photos Details
Reviews (6) Make Enquiry
From
$101
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
11 photos Details
Reviews (18) Make Enquiry
From
$186
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (4) Make Enquiry
From
$737
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
26 photos Details
Reviews (21) Make Enquiry
From
$186
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
41 photos Details
Reviews (10) Make Enquiry
From
$350
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (5) Make Enquiry
From
$1,166
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 15
24 photos Details
Reviews (3) Make Enquiry
From
$583
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (4) Make Enquiry
From
$954
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
19 photos Details
Reviews (1) Make Enquiry
From
$156
Per Night
Studio, 1 Bathroom, Sleeps 3
17 photos Details
Reviews (20) Make Enquiry
From
$302
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 20
26 photos Details
Reviews (12) Make Enquiry
From
$170
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
28 photos Details
Reviews (3) Make Enquiry
From
$114
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
7 photos Details
Reviews (18) Make Enquiry
From
$281
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (13) Make Enquiry
From
$233
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
18 photos Details
Reviews (4) Make Enquiry
From
$5,194
Per Week
6 Bedrooms, 3 Bathrooms, Sleeps 11
17 photos Details
Reviews (1) Make Enquiry
From
$689
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
19 photos Details
Reviews (3) Make Enquiry
From
$419
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 7
16 photos Details
Reviews (23) Make Enquiry
From
$84
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
25 photos Details
Reviews (1) Make Enquiry
From
$101
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
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Book Online(41)
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Suitability

  • Wheelchair access (8)
  • Elder access (29)
  • Suitable for children (36)
  • Pet friendly (2)
  • Smoking allowed (0)

Amenities

  • Internet (74)
  • Grill (67)
  • Other outdoor space (59)
  • Parking (52)
  • Washer/Dryer (52)
  • View all amenities
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Kailua holiday rentals

Kailua is a town on the Windward Coast of Oahu in Hawaii. The coast in general is renowned as an area of outstanding natural beauty, and Kailua is a great place to see some spectacular sunrises. With some great beaches and a laidback lifestyle, Kailua is the ideal destination for a relaxed family holiday. And with a huge amount of self-catered accommodation available in the town, you can find a home from home in this idyllic island setting. A trip to Hawaii might not sound like a money saving holiday, but there are rental homes available to suit every budget, and free up cash to enjoy the rest of your family holiday.

What to do in Kailua

Kailua Beach Park will be the first stop for many tourists, and this amazing ocean beach is bound to take up a few days of your visit. Work on your tan, and admire the sea turtles which can be seen in the area. Also, watersports enthusiasts will love the opportunities provided by Kailua Beach, including kayaking, windsurfing, kiteboarding and scuba diving. All necessary equipment can be hired nearby for some unforgettable holiday experiences. Quite apart from exploring the rest of the Windward Coast and Oahu in general, you will also have to take a boat out to the Mokulua Islands, two small islands just off Oahu's coast which provide great surfing opportunities and slightly less crowded white sandy beaches.

Renting an apartment in Kailua

With a huge variety of family friendly rental homes available in and around Kailua, it is easy to find deals on luxurious apartment rentals. With rental costs starting from just £390 for apartments large enough to accommodate a family of four or more, it can work out much less expensive than booking hotel rooms for the entire family. Many of the apartments come with spectacular ocean views, as well as access to private pools, tennis courts and other facilities, so it will certainly not feel like a low cost option! The extra privacy and space that comes with a rented holiday property also means that they're great for kids - the youngest members of your family can run around and let off steam without you having to worry about them disturbing the neighbours!