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Kailua-Kona Waterfront Vacation Rentals, Apartments & More - 292 Rentals Available.

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292 Vacation rentals

Filters applied: Waterfront

(24)

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

$250.00

Excellent (24 reviews)

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from $250.00 / 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

$275.00

Excellent (3 reviews)

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from $275.00 / night

(1)

1 / 36

Kailua-Kona House

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

$599.00

Excellent (1 reviews)

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from $599.00 / night

(1)

1 / 12

Kailua-Kona Condo

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

$159.00

Excellent (1 reviews)

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from $159.00 / night

(1)

1 / 25

Kailua-Kona House

  • 5
  • 22
  • 7 nights min
  • Nearest beach 10 mi
  • 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

$900.00

Very Good (1 reviews)

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from $900.00 / 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

$325.00

Excellent (6 reviews)

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from $325.00 / night

(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)

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from $395.00 / night

(20)

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

$205.00

Excellent (20 reviews)

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from $205.00 / night

1 / 13

Kailua-Kona Condo

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

$140.00

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from $140.00 / night

(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)

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from $599.00 / night

1 / 24

Kailua-Kona House

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

$132.00

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from $132.00 / night

(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)

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from $449.00 / night

1 / 24

Kailua-Kona House

  • 5
  • 18
  • Min stay varies
  • Child friendly
  • Air conditioning

$630.00

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from $630.00 / night

(5)

1 / 20

Kailua-Kona House

  • 4
  • 8
  • 1 night min
  • 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

$295.00

Excellent (5 reviews)

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from $295.00 / night

(1)

1 / 14

Kailua-Kona Apartment

  • 2
  • 6
  • Min stay varies
  • Ask about children

$125.00

Excellent (1 reviews)

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from $125.00 / night

1 / 25

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Child friendly

$330.00

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from $330.00 / night

(1)

1 / 25

Kailua-Kona Condo

  • 1
  • 4
  • Min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$170.00

Excellent (1 reviews)

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from $170.00 / night

(8)

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

$136.00

Excellent (8 reviews)

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from $136.00 / night

(24)

1 / 14

Kailua-Kona House

  • 8
  • 18
  • 7 nights min
  • Ask about children
“The Ohana Retreat on the Big Island is an excellent property. With 8 bedrooms and nine bathrooms and two separate kitchens, one on upper floor and one on lower floor, it is wonderful for families and extended family/friends. We enjoyed all of the...”
- Review left on 01/10/2017

$1,072.00

Excellent (24 reviews)

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from $1,072.00 / night

(2)

1 / 39

Kailua-Kona House

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

$399.00

Excellent (2 reviews)

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from $399.00 / night

1 / 17

Kailua-Kona Condo

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

$162.00

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from $162.00 / night

1 / 41

Kailua-Kona House

  • 10
  • 23
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

$1,911.00

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from $1,911.00 / night

1 / 12

Kailua-Kona House

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

$620.00

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from $620.00 / night

(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

$216.00

Excellent (12 reviews)

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from $216.00 / night

(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)

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from $119.00 / night

1 / 25

Kailua-Kona House

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

$875.00

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from $875.00 / night

1 / 11

Kailua-Kona House

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

$249.00

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from $249.00 / night

(1)

1 / 24

Kailua-Kona House

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

$887.00

Excellent (1 reviews)

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from $887.00 / night

1 / 20

Kailua-Kona House

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

$857.00

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from $857.00 / night

1 / 23

Kailua-Kona Manor house

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

$1,575.00

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from $1,575.00 / night

1 / 25

Kailua-Kona House

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

$465.00

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from $465.00 / night

(16)

1 / 22

Kailua-Kona Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
“In January we stayed at the Kona Bali Kai in unit 308. The description was correct - oceanfront views with surfers, turtles, and even whale spouts in the distance! We were able to walk at low tide out onto the lava rocks with tide pools offering...”
- Review left on 01/26/2017

$195.00

Excellent (16 reviews)

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from $195.00 / night

(1)

1 / 24

Kailua-Kona Manor house

  • 3
  • 6
  • 5 nights min
  • Child friendly

$595.00

Excellent (1 reviews)

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from $595.00 / night

(1)

1 / 25

Kailua-Kona House

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

$1,270.00

Excellent (1 reviews)

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from $1,270.00 / night

(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)

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from $99.00 / night

1 / 11

Kailua-Kona Apartment

  • 1
  • 4
  • 7 nights min
  • Nearest beach 10 mi
  • Swimming pool
  • Ask about children

$200.00

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from $200.00 / night

1 / 23

Kailua-Kona House

  • 3
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$399.00

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from $399.00 / night

(1)

1 / 21

Kailua-Kona House

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

$2,200.00

Excellent (1 reviews)

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from $2,200.00 / night

1 / 24

Kailua-Kona House

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

$985.00

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from $985.00 / night

1 / 26

Kailua-Kona House

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

$875.00

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from $875.00 / night