Search 105,200+ Vacation Rentals
✕

Kailua-Kona Vacation Rentals & Apartments with Swimming Pool - 161 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

161 Vacation rentals

Filters applied: Swimming pool

1 / 17

Kailua-Kona Condo

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

$162.00

Book

from $162.00 / night

Book

(9)

1 / 12

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This condo is truly on the ocean. The surf drowns out any other sound and sings you to sleep. There is something magical about that! We ate in almost exclusively and the kitchen had everything we needed to prepare lovely meals. I mean, what...”
- Review left on 02/28/2018

$136.00

Excellent (9 reviews)

Book

from $136.00 / night

Book

(12)

1 / 15

Kailua-Kona House

  • 4
  • 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$215.00

Excellent (12 reviews)

Book

from $215.00 / night

Book

(1)

1 / 25

Kailua-Kona Condo

  • 1
  • 4
  • 6 nights min
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$170.00

Excellent (1 reviews)

Book

from $170.00 / night

Book

(5)

1 / 51

Kailua-Kona House

  • 5
  • 13
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“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

$395.00

Very Good (5 reviews)

Book

from $395.00 / night

Book

(1)

1 / 36

Kailua-Kona House

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

$599.00

Excellent (1 reviews)

Book

from $599.00 / night

Book

(1)

1 / 12

Kailua-Kona Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$159.00

Excellent (1 reviews)

Book

from $159.00 / night

Book

(2)

1 / 39

Kailua-Kona House

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

$399.00

Excellent (2 reviews)

Book

from $399.00 / night

Book
1 / 25

Kailua-Kona House

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

$355.00

Book

from $355.00 / night

Book

(25)

1 / 19

Kailua-Kona Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Kona Bali Kai #220 was exactly as it was pictured online. We enjoyed our stay here very much. This is the 4th time we've stayed at the Kona Bali Kai (every time in a different unit). We love being able to fall asleep to the sound of the ocean...”
- Review left on 04/01/2018

$205.00

Excellent (25 reviews)

Book

from $205.00 / night

Book

(1)

1 / 21

Kailua-Kona House

  • 4
  • 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$2,200.00

Excellent (1 reviews)

Inquire

from $2,200.00 / night

Inquire
1 / 23

Kailua-Kona House

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

$505.00

Book

from $505.00 / night

Book

(4)

1 / 18

Kailua-Kona Manor house

  • 2
  • 7
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$200.00

Excellent (4 reviews)

Book

from $200.00 / night

Book

(10)

1 / 105

Kailua-Kona House

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

$449.00

Very Good (10 reviews)

Book

from $449.00 / night

Book

(1)

1 / 50

Kailua-Kona House

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

$599.00

Excellent (1 reviews)

Book

from $599.00 / night

Book
1 / 64

Kailua-Kona House

  • 5
  • 17
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$499.00

Book

from $499.00 / night

Book

(15)

1 / 12

Kailua-Kona Condo

  • 1
  • 4
  • 1 night min
  • 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

$99.00

Very Good (15 reviews)

Book

from $99.00 / night

Book

(8)

1 / 30

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Being at the Sea cliff is my first experience at a resort, on The Big Island of Hawaii. I walked back and forth to Kailua, while getting to know the area. Loved the markets, shopping spots and the helpful local Hawaiian people. The entertainment...”
- Review left on 10/14/2016

$119.00

Very Good (8 reviews)

Book

from $119.00 / night

Book
1 / 45

Kailua-Kona House

  • 4
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

$599.00

Book

from $599.00 / night

Book
1 / 20

Kailua-Kona House

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

$859.00

Book

from $859.00 / night

Book
1 / 13

Kailua-Kona Condo

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

$140.00

Book

from $140.00 / night

Book
1 / 25

Kailua-Kona House

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

$889.00

Book

from $889.00 / night

Book

(5)

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

$350.00

Excellent (5 reviews)

Book

from $350.00 / night

Book
1 / 23

Kailua-Kona Manor house

  • 4
  • 12
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1,575.00

Book

from $1,575.00 / night

Book

(1)

1 / 49

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children
“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

$1,000.00

Excellent (1 reviews)

Book

from $1,000.00 / night

Book
1 / 11

Kailua-Kona House

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

$249.00

Book

from $249.00 / night

Book
1 / 25

Kailua-Kona House

  • 4
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$465.00

Book

from $465.00 / night

Book

(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

$470.00

Very Good (2 reviews)

Book

from $470.00 / 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

$625.00

Excellent (3 reviews)

Book

from $625.00 / night

Book
1 / 25

Kailua-Kona House

  • 4
  • 10
  • 3 nights min
  • Swimming pool
  • Child friendly

$465.00

Book

from $465.00 / night

Book

(1)

1 / 24

Kailua-Kona House

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$405.00

Excellent (1 reviews)

Book

from $405.00 / night

Book
1 / 24

Kailua-Kona House

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

$986.00

Book

from $986.00 / night

Book
1 / 28

Kailua-Kona House

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,965.00

Book

from $1,965.00 / night

Book

(12)

1 / 23

Kailua-Kona House

  • 5
  • 15
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“We enjoyed a family reunion at this comfortable, well equipped home. The family with the baby slept downstairs where he could nap quietly. It was a very safe set-up for little ones with a convenient high-chair, crib, and appropriate pool toys. We...”
- Review left on 05/28/2016

$350.00

Very Good (12 reviews)

Book

from $350.00 / night

Book

(1)

1 / 12

Kailua-Kona Villa

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

Inquire for Rates

Excellent (1 reviews)

Inquire

Pricing unknown

Inquire

(1)

1 / 24

Kailua-Kona House

  • 5
  • 18
  • 7 nights min
  • Swimming pool
  • Child friendly

$887.00

Excellent (1 reviews)

Book

from $887.00 / night

Book

(11)

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

$205.00

Excellent (11 reviews)

Book

from $205.00 / night

Book
1 / 63

Kailua-Kona House

  • 7
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,399.00

Book

from $2,399.00 / night

Book
1 / 36

Kailua-Kona Apartment

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,245.00

Book

from $1,245.00 / night

Book
1 / 29

Kailua-Kona Villa

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

Inquire for Rates

Inquire

Pricing unknown

Inquire