Search 105,200+ Vacation Rentals
✕

Kailua-Kona Vacation Rentals & Apartments with Swimming Pool - 138 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

138 Vacation rentals

Filters applied: Swimming pool

(8)

1 / 105

Kailua-Kona House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

$395

Excellent (8 reviews)

Book

from $395 / night

Book
1 / 27

Kailua-Kona House

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

$199

Book

from $199 / night

Book

(19)

1 / 19

Kailua-Kona Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Enjoyed the view of the ocean and wildlife while staying at this condo. The amenities were more than we expected! Boogie boards, snorkeling equipment, cheese slicer, and a bedroom right off the deck so you could leave the doors open and hear the...”
- Review left on 03/12/2017

$183

Excellent (19 reviews)

Book

from $183 / night

Book
1 / 26

Kailua-Kona House

  • 5
  • 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$500

Book

from $500 / night

Book

(1)

1 / 24

Kailua-Kona House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children

$560

Excellent (1 reviews)

Inquire

from $560 / night

Inquire

(2)

1 / 16

Kailua-Kona House

  • 5
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The property was beautiful. We had lots of beach/fun in the sun equipment for us to use including towels and boggie boards. We did not have a view of the ocean which was implied in the ad but we had easy beach access across the street in both...”
- Review left on 03/13/2017

$509

Very Good (2 reviews)

Inquire

from $509 / night

Inquire
1 / 25

Kailua-Kona House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$685

Inquire

from $685 / night

Inquire

(2)

1 / 39

Kailua-Kona House

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

$299

Excellent (2 reviews)

Book

from $299 / night

Book

(7)

1 / 13

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This is a beautiful spot to stay at. We watched the sunset from the lanai and the white sands beach across the street. This is a nice and quiet location. The condo was perfect and had everything we needed. To be able to listen to the waves crash...”
- Review left on 03/13/2017

$130

Excellent (7 reviews)

Book

from $130 / night

Book
1 / 12

Kailua-Kona House

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

$575

Inquire

from $575 / night

Inquire

(1)

1 / 12

Kailua-Kona Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$159

Excellent (1 reviews)

Book

from $159 / night

Book

(12)

1 / 12

Kailua-Kona Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was my 4th reservations with Rita at Kona Islander Inn. There was a little rearranging so my boyfriend (his first stay) and I ended up staying in another condo than previously thought which was pleasant but not Rita's room. It all worked out ( I...”
- Review left on 02/09/2017

$79

Very Good (12 reviews)

Book

from $79 / night

Book

(4)

1 / 8

Kailua-Kona House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
“You can not find a better location for your stay on the big island. Large private home with a backyard you would never want to leave. We picked fresh bananas from the tree out back! Great home for people of all ages and large families. Fabulous floor...”
- Review left on 02/14/2017

$335

Excellent (4 reviews)

Inquire

from $335 / night

Inquire

(1)

1 / 24

Kailua-Kona House

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

$386

Excellent (1 reviews)

Inquire

from $386 / night

Inquire
1 / 11

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly

$249

Book

from $249 / night

Book

(3)

1 / 23

Kailua-Kona House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“8 of us came to Kona on a family vacation and the home was perfect. Located very conveniently to everything in Kona, but nestled in a quiet neighborhood we couldn't not have enjoyed it more. Beautiful, well-appointed home, comfortable and spacious....”
- Review left on 06/24/2016

$595

Excellent (3 reviews)

Inquire

from $595 / night

Inquire

(5)

1 / 51

Kailua-Kona House

  • 5
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I really enjoyed the stay at this property. The setting and the facilities are perfect for an active family. The location and weather was perfect. We would not hesitate to recommend this property to our friends and family. We would also...”
- Review left on 10/17/2016

$395

Very Good (5 reviews)

Book

from $395 / night

Book
1 / 13

Kailua-Kona Condo

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

$140

Book

from $140 / night

Book

(1)

1 / 12

Kailua-Kona Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children

$800

Excellent (1 reviews)

Inquire

from $800 / night

Inquire
1 / 36

Kailua-Kona Apartment

  • 10
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1150

Inquire

from $1150 / night

Inquire
1 / 29

Kailua-Kona Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children

$800

Inquire

from $800 / night

Inquire

(1)

1 / 24

Kailua-Kona House

  • 5
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children

$845

Excellent (1 reviews)

Inquire

from $845 / night

Inquire
1 / 46

Kailua-Kona House

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

$299

Book

from $299 / night

Book
1 / 17

Kailua-Kona House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children

$600

Inquire

from $600 / night

Inquire

(1)

1 / 25

Kailua-Kona House

  • 5
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
“We had 19 family members and we found plenty of space in this house to not feel cramped at all. We were creative in our sleeping arrangements, but we all found places (some more comfortable than others!) Great pool, laundry machines, tons of outdoor...”
- Review left on 12/01/2016

$750

Very Good (1 reviews)

Inquire

from $750 / night

Inquire
1 / 34

Kailua-Kona House

  • 4
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

$699

Book

from $699 / night

Book

(1)

1 / 23

Kailua-Kona Villa

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
“Family from Australia, Chicago and Vermont -17 in all- spent 6 days in this truly stunning villa. This very spacious residence is beautifully decorated and very well equipped. The pool was happily occupied by young and old alike most of the day....”
- Review left on 07/10/2016

$745

Excellent (1 reviews)

Inquire

from $745 / night

Inquire
1 / 23

Kailua-Kona House

  • 3
  • 8
  • 5 nights min
  • Swimming pool
  • Ask about children

$410

Inquire

from $410 / night

Inquire
1 / 26

Kailua-Kona House

  • 4
  • 10
  • 3 nights min
  • Swimming pool
  • Ask about children

$440

Inquire

from $440 / night

Inquire

(5)

1 / 20

Kailua-Kona House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The pictures do not do this rental justice. We walked in and were in awe. Speechless. It is beautiful inside. Extremely spacious. The landscaping is luscious and gorgeous. Very private. An added plus is the private pool which we used at least two to...”
- Review left on 10/10/2015

$295

Excellent (5 reviews)

Inquire

from $295 / night

Inquire
1 / 20

Kailua-Kona House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children

$815

Inquire

from $815 / night

Inquire

(9)

1 / 97

Kailua-Kona Condo

  • 2
  • 6
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“We stayed with our two kids as the last stop in a month of travel - this was a wonderful, luxurious way to finish our trip! The kids loved snorkeling across the street at Kahaluu beach and playing in the pool, and the boogie boards and beach chairs...”
- Review left on 07/31/2016

$185

Excellent (9 reviews)

Inquire

from $185 / night

Inquire
1 / 28

Kailua-Kona House

  • 10
  • 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1375

Inquire

from $1375 / night

Inquire

(1)

1 / 25

Kailua-Kona House

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

$1100

Excellent (1 reviews)

Inquire

from $1100 / night

Inquire

(11)

1 / 15

Kailua-Kona House

  • 4
  • 10
  • 6 nights min
  • Swimming pool
  • Ask about children
“The Hibiscus Pool Home was an awesome fit for our vacation in Kona. We were close to the beaches, to town, and family was nearby. The kids loved the pool and all the beach gear was much appreciated. The sunsets from the lanai were stunning every...”
- Review left on 02/26/2016

$180

Excellent (11 reviews)

Inquire

from $180 / night

Inquire

(1)

1 / 52

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“the neighbourhood is quiet and very peaceful especially at night . watching the sun set in the evening while sitting on the pool deck is a pleasant way to end the day . the view is unobstructed and you can tell what day of the week it is by observing...”
- Review left on 05/17/2016

$990

Excellent (1 reviews)

Inquire

from $990 / night

Inquire

(1)

1 / 21

Kailua-Kona House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1500

Excellent (1 reviews)

Inquire

from $1500 / night

Inquire
1 / 17

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Air conditioning

$141

Book

from $141 / night

Book

(3)

1 / 18

Kailua-Kona Manor house

  • 2
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$200

Very Good (3 reviews)

Inquire

from $200 / night

Inquire
1 / 24

Kailua-Kona House

  • 5
  • 10
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$800

Inquire

from $800 / night

Inquire