110 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Cottages
Estates
Homes
Studios
Villas
Barns
Boats
Cabins
Castles
Chalets
Condos
Farmhouses
Hotels
Lodges
Townhomes
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

110 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Kailua Vacation Rentals(110)

110 Results
$1,500 - $1,800
per night
5 - 14 night min stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
5 - 14 night min stay
(29)
  • Studio,
  • 1 BA,
  • Sleeps 3
3 night min stay
(30)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 night min stay
(26)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(29)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 night min stay
(10)
$5,250 - $6,825
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
(11)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 14
1 - 7 night min stay
2 Reviews
$250 - $350
per night
5 - 14 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
5 - 14 night min stay
(8)
$385 - $500
per night
5 - 14 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night min stay
(11)
  • 6 BR,
  • 3 BA,
  • Sleeps 13
5 - 10 night min stay
(3)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(20)
$4,865 - $8,750
per week
7 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
(7)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(4)
$650 - $850
per night
5 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 14 night min stay
(3)
$3,465 - $4,900
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 - 14 night min stay
(13)
$9,100 - $14,000
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
1 Review
$1,743 - $2,303
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night min stay
$250 - $425
per night
5 - 14 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
5 - 14 night min stay
1 Review
$18,340 - $37,100
per week
7 - 14 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 - 14 night min stay
$17,500 - $35,000
per week
7 night min stay
  • 6 BR,
  • 6 BA,
  • Sleeps 12
7 night min stay
$15,000 - $21,000
per month
7 - 30 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 13
7 - 30 night min stay
$7,700 - $15,400
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 6
7 - 14 night min stay
$7,000 - $12,600
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
$8,750 - $15,400
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 - 14 night min stay
$750 - $925
per night
5 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
5 - 14 night min stay
(12)
$950 - $1,600
per night
5 - 14 night min stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
5 - 14 night min stay
(7)
$14,000 - $24,500
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
$18,000 - $22,000
per month
30 night min stay
  • 5 BR,
  • 6 BA,
  • Sleeps 12
30 night min stay
1 Review
$6,000 - $12,000
per night
7 night min stay
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 14
7 night min stay
 View map Map
Advertisement
 

Recent Kailua Reviews

great vacation rental!

5 of 5
Very nice, clean, comfortable, and spacious vacation rental. Great place vic, thank you for sharing your rental with us! We hope to stay there next year as well.
  • Submitted: Apr 10, 2015
  • Stayed: Apr 2015

Beautiful Condo Inside and Out! Highly recommended

5 of 5
We stayed at this condo in March. The unit was clearly remodeled recently and was beautiful inside. There was a combination lock on the front door, so there was no need to fumble with keys. The ocean in the back yard was beautiful, and the pool was great (and very large). We had a great time!
  • Submitted: Mar 30, 2015
  • Stayed: Mar 2015

The best kept secret on the Windward side of Oahu

5 of 5
This marvelous property is aptly named “Coconut Hideaway” as it is located at the end of a quiet residential street on a cul-de-sac. The tropical setting, surrounded by greenery, is enchanting and relaxing. The apartment is spacious, airy and extremely private, and is well situated to take advantage of the cool breezes. We spent a week here during the Christmas holidays and we couldn’t have been happier. The unit is beautifully furnished (and impeccably clean) with great attention to detail, and has all the accessories one could need. Loved enjoying our morning coffee outdoors on our private lanai. The location is ideal; a quiet, secluded retreat, yet close to the shopping and dining options of Kailua. And of course, it is minutes away from the best beaches on the island. (Parking, free wi-fi, washer/dryer, fully equipped kitchen, additional half-bath. . . ) Our hosts Karla and Vic are 2 of the nicest and accommodating people you can imagine. Needless to say, this property comes with my highest recommendation. We look forward to returning to Coconut Hideaway very soon.
  • Submitted: Feb 25, 2015
  • Stayed: Dec 2014