Search 105,200+ Vacation Rentals

Kailua Homes & Apartments with Swimming Pool - 13 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

13 Vacation rentals

Filters applied: Swimming pool

(2)

1 / 29

Kailua House

  • 1
  • 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My stay was delightful in this one bedroom apartment. My view of the ocean was spectacular. Everything was meticulous and I couldn't have been more pleased. The full obscure blinds on the windows when the sun was shining in were a real benefit to...”
- Review left on 01/07/2017

$199

Excellent (2 reviews)

Book

from $199 / night

1 / 16

Kailua House

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$240

Book

from $240 / night

1 / 24

Kailua House

  • 3
  • 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$550

Book

from $550 / night

(5)

1 / 40

Kailua House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We rented this beautiful house for 10 days over Christmas, it was an absolutely wonderful vacation in a perfect home!! Wanda was an absolute sweetheart, thank you for all the wonderful gifts when we arrived!! I requested a Christmas tree because we...”
- Review left on 01/27/2016

$1500

Very Good (5 reviews)

Inquire

from $1500 / night

(1)

1 / 37

Kailua House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
“We walked into the home and all 8 of us were stoked! The indoor spaciousness, the rooming out door meeting area was the ultimate and where we spend most if not all of our time while on site. I hope we have an opportunity to stay again in the future....”
- Review left on 02/06/2016

$1240

Very Good (1 reviews)

Inquire

from $1240 / night

(1)

1 / 21

Kailua House

  • 5
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Perfect location, right on the ocean which made for spectacular views. The house was large and accommodating, and mostly clean. The sliding doors/screens to the outside were definitely worn and old and hard to open/close. We did find a few (dead)...”
- Review left on 01/04/2017

$1015

Very Good (1 reviews)

Inquire

from $1015 / night

1 / 28

Kailua House

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $850 / night

1 / 38

Kailua Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$6250

Inquire

from $6250 / night

1 / 35

Kailua House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

$2895

Inquire

from $2895 / night

1 / 28

Kailua House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

from $650 / night

1 / 25

Kailua House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1500

Inquire

from $1500 / night

1 / 30

Kailua House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1500

Inquire

from $1500 / night

1 / 44

Kailua House

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly

$8000

Inquire

from $8000 / night

Your search has been expanded 9.3 miles to include more rentals

1 / 39

Hawaii House - 0.1 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1050

Inquire

from $1050 / night

1 / 53

Kaneohe House - 3.6 miles away

  • 10
  • 24
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1995

Inquire

from $1995 / night

(8)

1 / 52

Kaneohe House - 3.6 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Beautiful house.. Great for families.. All the amenities one could wish for.. Every detail considered for a stress free stay. Neighborhood where house is located is less than desirable.. Some of the fixtures were a bit low making for some accidental...”
- Review left on 07/20/2016

$1195

Excellent (8 reviews)

Inquire

from $1195 / night

1 / 60

Kaneohe Manor house - 4.4 miles away

  • 9
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1200

Inquire

from $1200 / night

1 / 48

Waimanalo House - 5 miles away

  • 13
  • 26
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$5199

Inquire

from $5199 / night

1 / 28

Honolulu House - 7.6 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

from $715 / night

(2)

1 / 33

Honolulu House - 7.6 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly

$450

Very Good (2 reviews)

Inquire

from $450 / night

1 / 34

Honolulu House - 7.8 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

$1250

Inquire

from $1250 / night

1 / 20

Honolulu House - 7.9 miles away

  • 5
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1000

Inquire

from $1000 / night

1 / 19

Honolulu House - 7.9 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

from $826 / night

1 / 31

Honolulu House - 7.9 miles away

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly

$1340

Inquire

from $1340 / night

1 / 18

Honolulu House - 8 miles away

  • 4
  • 11
  • Min stay varies
  • Swimming pool
  • Child friendly

from $700 / night

1 / 33

Honolulu House - 8 miles away

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly

$2776

Inquire

from $2776 / night

1 / 24

Honolulu House - 8 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $875 / night

1 / 16

Honolulu House - 8 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly

$1000

Inquire

from $1000 / night

1 / 17

Honolulu House - 8 miles away

  • 3
  • 8
  • 30 nights min
  • Swimming pool
  • Child friendly

from $233 / night

1 / 14

Honolulu Villa - 8.7 miles away

  • 4
  • 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1500

Inquire

from $1500 / night

1 / 24

Honolulu House - 8.8 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children

from $505 / night

1 / 34

Honolulu House - 8.9 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

from $889 / night

1 / 27

Honolulu House - 8.9 miles away

  • 2
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

from $475 / night

1 / 41

Honolulu House - 9 miles away

  • 5
  • 16
  • 10 nights min
  • Swimming pool
  • Child friendly

$2500

Inquire

from $2500 / night

1 / 31

Honolulu House - 9 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly

from $550 / night

(1)

1 / 24

Honolulu House - 9 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We have a party of 11 and fit in this 5 bedroom house nicely. The neighborhood is good. The owner manage the house on their own. They are very honest, trustful, reasonable and organized nice couple. We had a good experience. The location is great and...”
- Review left on 07/06/2016

$1450

Very Good (1 reviews)

Inquire

from $1450 / night

1 / 62

Honolulu House - 9 miles away

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly

$1155

Inquire

from $1155 / night

1 / 37

Honolulu Villa - 9 miles away

  • 5
  • 22
  • Min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly

from $800 / night

1 / 19

Honolulu House - 9.2 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

from $950 / night

1 / 40

Honolulu House - 9.3 miles away

  • 6
  • 14
  • 10 nights min
  • Swimming pool
  • Child friendly

$3000

Inquire

from $3000 / night