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Kailua-Kona Waterfront Vacation Rentals, Apartments & More - 272 Rentals Available.

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272 Vacation rentals

Filters applied: Waterfront

(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)

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from $183 / night

(9)

1 / 105

Kailua-Kona House

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

$395

Very Good (9 reviews)

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from $395 / night

1 / 23

Kailua-Kona Villa

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

from $650 / 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

(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 / 16

Kailua-Kona Townhouse

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

$225

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from $225 / night

(7)

1 / 19

Kailua-Kona Apartment

  • 2
  • 4
  • 6 nights min
  • Nearest beach 5 mi
  • Ask about children
“Quiet location with a nice garden full of song birds. Attentive, fun host who did everything possible to make us feel at home. A great place away from the buzz of the city yet close to beaches and restaurants. Good place to go for morning walks or...”
- Review left on 01/02/2017

$55

Excellent (7 reviews)

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from $55 / night

1 / 27

Kailua-Kona House

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

$399

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from $399 / 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

$375

Very Good (5 reviews)

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from $375 / 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

(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)

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from $288 / 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 / 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 / 18

Kailua-Kona Condo

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

from $160 / 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

$79

Very Good (12 reviews)

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from $79 / night

(1)

1 / 12

Kailua-Kona Villa

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

$800

Excellent (1 reviews)

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from $800 / night

1 / 11

Kailua-Kona House

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

$249

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from $249 / 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

$130

Very Good (11 reviews)

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from $130 / night

(3)

1 / 14

Kailua-Kona House

  • 2
  • 4
  • 7 nights min
  • Ask about children
“Excellent stay. Modern furniture, very nice and private lanai with a sea and sunset view. Perfect for a family of 4 like us...”
- Review left on 05/16/2015

$275

Excellent (3 reviews)

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from $275 / night

(1)

1 / 49

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)

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from $990 / night

(6)

1 / 21

Kailua-Kona House

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
“Our family of five enjoyed three nights at this wonderful ocean-view site. Cathleen was great to work with, and we even had a gorgeous bouquet of fresh flowers there to greet us! For us, the house was more of a base of operations than a place to hang...”
- Review left on 07/23/2016

$300

Excellent (6 reviews)

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from $300 / night

1 / 25

Kailua-Kona House

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

from $310 / night

1 / 12

Kailua-Kona House

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

from $500 / night

(1)

1 / 21

Kailua-Kona House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1500

Excellent (1 reviews)

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from $1500 / night

1 / 24

Kailua-Kona House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1875

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from $1875 / night

(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)

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from $295 / night

1 / 12

Kailua-Kona House

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

from $590 / 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

1 / 24

Kailua-Kona House

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

from $499 / night

1 / 24

Kailua-Kona House

  • 3
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$525

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from $525 / night

1 / 23

Kailua-Kona House

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

from $479 / night

(10)

1 / 14

Kailua-Kona House

  • 4
  • 10
  • Min stay varies
  • Ask about children
“A child friendly home with lots of space. Well equipped with a great view and great location. Had everything we needed! A little work needed in the house-screens to fit, leaky fridge, but everything was wonderful ... nice barbecue and lanai was...”
- Review left on 01/30/2017

$130

Very Good (10 reviews)

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from $130 / night

1 / 20

Kailua-Kona House

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

from $815 / night

1 / 29

Kailua-Kona Villa

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

from $800 / night

1 / 36

Kailua-Kona Apartment

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

$1185

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from $1185 / night

1 / 24

Kailua-Kona House

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

$800

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from $800 / night

1 / 28

Kailua-Kona House

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

$1379

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from $1379 / night

1 / 17

Kailua-Kona House

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

from $600 / 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

(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

$335

Excellent (5 reviews)

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from $335 / night