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Island of Hawaii Waterfront Vacation Rentals, Homes & More - 525 Rentals Available.

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525 Vacation rentals

Filters applied: Waterfront

(1)

1 / 24

Waikoloa Townhouse

  • 3
  • 6
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
“My wife and our 3 kids loved staying here for 9 days. Everything you needed in the kitchen if you plan on staying in and making meals. Surfboards, boogie boards, coolers, chairs, wagon to transport for your day at the beach. Spacious home, very clean...”
- Review left on 06/16/2017

$250.00

Excellent (1 reviews)

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from $250.00 / night

(9)

1 / 52

Waikoloa Townhouse

  • 2
  • 4
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

$235.00

Excellent (9 reviews)

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from $235.00 / night

(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 / 5

Keaau Cottage

  • 1
  • 5
  • 1 night min

$85.00

Excellent (1 reviews)

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from $85.00 / 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

1 / 15

Keaau House

  • 4
  • 8
  • 7 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Ask about children

$155.00

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from $155.00 / night

1 / 31

Keauhou House

  • 2
  • 13
  • Min stay varies
  • Child friendly

$199.00

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from $199.00 / night

(1)

1 / 21

Keaau House

  • 4
  • 8
  • 7 nights min
  • Child friendly

$255.00

Excellent (1 reviews)

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from $255.00 / 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

(8)

1 / 22

Hilo House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

$365.00

Excellent (8 reviews)

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from $365.00 / 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 / 31

Hilo Condo

  • 1
  • 2
  • 30 nights min
  • Nearest beach 0.01 mi
  • Swimming pool

$80.00

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from $80.00 / 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

(6)

1 / 42

Holualoa House

  • 7
  • 16
  • Min stay varies
  • Nearest beach 13 mi
  • Swimming pool
  • Child friendly
“We stayed here for our wedding and had the whole wedding party stay in the house. Everything was awesome loved it. Close to the beach and shopping. The contact was more than helpful and very nice. Will be telling everyone we know and visiting the...”
- Review left on 09/10/2015

$675.00

Excellent (6 reviews)

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from $675.00 / 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)

1 / 15

Waikoloa Condo

  • 2
  • 4
  • Min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Ask about children
“This is a nice, quiet condo overlooking the golf course and within walking distance to the public beach. Since we eat in a lot, the well stocked kitchen was perfect. We walked across the street to the Hilton to watch the dolphins and walked to the...”
- Review left on 03/03/2016

$149.00

Excellent (1 reviews)

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from $149.00 / night

1 / 28

Kealakekua Cottage

  • 1
  • 4
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Private garden

$90.00

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from $90.00 / 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

1 / 35

Hilo Condo

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$122.00

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from $122.00 / 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