Search 105,200+ Vacation Rentals

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

268 Vacation rentals

1 / 26

Kailua-Kona House

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

$499

Book

from $499 / night

1 / 27

Kailua-Kona House

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

$199

Book

from $199 / night

(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

1 / 25

Kailua-Kona House

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

from $685 / night

(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

(23)

1 / 27

Kailua-Kona House

  • 3
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
“Warm and inviting family home. I could have spent the whole vacation on the balcony watching the ocean and spotting whales. Great location for exploring the rest of Hawai'i too! Owner was delightful in arranging our stay, very accommodating...”
- Review left on 03/02/2017

$288

Excellent (23 reviews)

Inquire

from $288 / night

1 / 29

Kailua-Kona Villa

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

from $800 / night

(1)

1 / 16

Kailua-Kona House

  • 5
  • 12
  • Min stay varies
  • Ask about children
“very good rental house with a good pool, nice yard, full kitchen, beer coolers and boogie boards to use at the beach. I would stay again...”
- Review left on 01/09/2014

$600

Excellent (1 reviews)

Inquire

from $600 / night

1 / 24

Kailua-Kona Villa

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

from $555 / night

(4)

1 / 105

Kailua-Kona House

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

$395

Very Good (4 reviews)

Book

from $395 / night

(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

(1)

1 / 12

Kailua-Kona Villa

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

$800

Excellent (1 reviews)

Inquire

from $800 / night

1 / 12

Kailua-Kona House

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children

from $500 / night

(1)

1 / 23

Kailua-Kona Villa

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
“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

(7)

1 / 30

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“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

$99

Very Good (7 reviews)

Inquire

from $99 / night

(2)

1 / 19

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

(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

1 / 26

Kailua-Kona House

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

from $439 / night

1 / 22

Kailua-Kona House

  • 3
  • 8
  • Min stay varies
  • Child friendly

from $340 / night

1 / 36

Kailua-Kona Apartment

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

$1150

Inquire

from $1150 / night

1 / 24

Kailua-Kona Condo

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $100 / night

(11)

1 / 14

Kailua-Kona House

  • 3
  • 8
  • 6 nights min
  • Ask about children
“What a great place to live while in paradise. Very cute place maybe 50 yards to the beach and the waves. Tom and Gidget have the home really stocked up. Upgraded kitchen with a dishwasher and lots of counter space. Plenty of pillows blankets and...”
- Review left on 01/18/2017

$100

Very Good (11 reviews)

Inquire

from $100 / night

1 / 26

Kailua-Kona House

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

from $685 / night

(5)

1 / 20

Kailua-Kona House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • 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

(1)

1 / 24

Kailua-Kona House

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

$560

Excellent (1 reviews)

Inquire

from $560 / night

(1)

1 / 24

Kailua-Kona House

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$385

Excellent (1 reviews)

Inquire

from $385 / night

1 / 24

Kailua-Kona House

  • 3
  • 7
  • 3 nights min
  • Nearest beach 3 mi
  • Ask about children

$132

Book

from $132 / night

1 / 24

Kailua-Kona House

  • 5
  • 18
  • Min stay varies
  • Ask about children
  • Air conditioning

from $375 / night

(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

(1)

1 / 23

Kailua-Kona House

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

$1100

Excellent (1 reviews)

Inquire

from $1100 / night

1 / 25

Kailua-Kona House

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

from $439 / night

1 / 16

Kailua-Kona Townhouse

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

$185

Book

from $185 / night

1 / 24

Kailua-Kona Apartment

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$169

Book

from $169 / night

1 / 34

Kailua-Kona House

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

$700

Book

from $700 / night

1 / 24

Kailua-Kona House

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

from $810 / night

(1)

1 / 24

Kailua-Kona House

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

$749

Excellent (1 reviews)

Inquire

from $749 / night

(1)

1 / 14

Kailua-Kona House

  • 4
  • 22
  • Min stay varies
  • Swimming pool
  • Ask about children
“This house could not have been better for our group. It is such a great space, open yet with private rooms and floors to accommodate our group of sixteen teenagers(eight boys and eight girls) with three adults.The view from the deck is amazing, and...”
- Review left on 06/19/2015

$300

Excellent (1 reviews)

Inquire

from $300 / night

1 / 36

Kailua-Kona Cottage

  • 2
  • 6
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from $950 / night

1 / 20

Kailua-Kona House

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

from $815 / night

(1)

1 / 44

Kailua-Kona Condo

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“From beginning the planning to sadly turning in the keys, the process was seemless making the stay even more enjoyable. This property is truely a sanctuary. The owners and management see to every need and nature does the rest, from the ocean view to...”
- Review left on 01/07/2013

$129

Excellent (1 reviews)

Inquire

from $129 / night