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Kailua-Kona Waterfront Vacation Rentals, Apartments & More - 268 Rentals Available.

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268 Vacation rentals

Filters applied: Waterfront

1 / 27

Kailua-Kona House

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

$199

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from $199 / night

1 / 26

Kailua-Kona House

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

$499

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from $499 / night

(1)

1 / 12

Kailua-Kona Condo

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

$159

Excellent (1 reviews)

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from $159 / 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)

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from $99 / night

(1)

1 / 24

Kailua-Kona House

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

$385

Excellent (1 reviews)

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from $385 / 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)

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from $130 / 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)

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from $745 / night

1 / 26

Kailua-Kona House

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

from $685 / night

1 / 29

Kailua-Kona Villa

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

from $800 / night

1 / 25

Kailua-Kona House

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

from $685 / night

(3)

1 / 17

Kailua-Kona Condo

  • 2
  • 6
  • 4 nights min
  • Ask about children
“Our stay in this unit was very satisfactory. Pam made us feel very welcomed with her personal attention whch included flowers and food! We were impressed with the extent of kitchen equipment and just about everything else one needs for an active...”
- Review left on 01/27/2012

$160

Excellent (3 reviews)

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from $160 / night

1 / 36

Kailua-Kona Apartment

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

$1150

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from $1150 / night

1 / 24

Kailua-Kona House

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

from $375 / night

1 / 26

Kailua-Kona House

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

from $439 / night

1 / 24

Kailua-Kona Villa

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

from $555 / night

1 / 12

Kailua-Kona House

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

from $500 / night

1 / 11

Kailua-Kona Apartment

  • 1
  • 4
  • 4 nights min
  • Swimming pool
  • Ask about children

from $200 / night

(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)

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from $335 / 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)

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from $300 / night

(2)

1 / 39

Kailua-Kona House

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

$299

Excellent (2 reviews)

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from $299 / night

(3)

1 / 18

Kailua-Kona Manor house

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

$200

Very Good (3 reviews)

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from $200 / night

1 / 24

Kailua-Kona Condo

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

from $100 / 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)

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from $395 / night

1 / 23

Kailua-Kona House

  • 4
  • 17
  • Min stay varies
  • Ask about children

from $435 / night

1 / 22

Kailua-Kona House

  • 3
  • 8
  • Min stay varies
  • Child friendly

from $340 / night

1 / 13

Kailua-Kona Condo

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

$140

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from $140 / 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)

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from $395 / night

(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

$89

Very Good (12 reviews)

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from $89 / night

1 / 34

Kailua-Kona House

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

$700

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from $700 / night

1 / 46

Kailua-Kona House

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

$299

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from $299 / night

1 / 24

Kailua-Kona House

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

$132

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from $132 / night

1 / 28

Kailua-Kona House

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

$1375

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from $1375 / 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)

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from $129 / night

1 / 24

Kailua-Kona Apartment

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

$169

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from $169 / 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)

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from $600 / night

(1)

1 / 24

Kailua-Kona House

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

$560

Excellent (1 reviews)

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from $560 / night

1 / 16

Kailua-Kona Townhouse

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

$185

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from $185 / night

1 / 23

Kailua-Kona Villa

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

from $650 / night

(1)

1 / 24

Kailua-Kona House

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

$749

Excellent (1 reviews)

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from $749 / night

1 / 19

Kailua-Kona House

  • 3
  • 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

$199

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from $199 / night