Search 105,200+ Vacation Rentals

Island of Hawaii Waterfront Vacation Rentals, Homes & More - 470 Rentals Available.

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

470 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

Book

from $199 / night

1 / 26

Kailua-Kona House

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

$499

Book

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)

Book

from $159 / 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

(3)

1 / 22

Kohala Coast Apartment

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$466

Excellent (3 reviews)

Book

from $466 / 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

(1)

1 / 17

Waikoloa Condo

  • 2
  • 4
  • 5 nights min
  • Ask about children
  • Air conditioning

$148

Excellent (1 reviews)

Inquire

from $148 / night

1 / 24

Kailua-Kona Apartment

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

$169

Book

from $169 / night

1 / 25

Kailua-Kona House

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

from $439 / night

1 / 26

Kailua-Kona House

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

from $685 / night

(6)

1 / 42

Holualoa House

  • 7
  • 16
  • Min stay varies
  • 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

$550

Excellent (6 reviews)

Book

from $550 / night

1 / 32

Waimea Townhouse

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

from $890 / 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 / 14

Holualoa House

  • 3
  • 7
  • 4 nights min
  • Swimming pool
  • Ask about children

from $179 / night

1 / 12

Kailua-Kona House

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

from $500 / 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)

Book

from $89 / night

1 / 24

Kailua-Kona Condo

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

from $100 / 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)

Inquire

from $200 / night

(2)

1 / 28

Kaimu House

  • 2
  • 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Ask about children
“The house is in a very quiet district, and is wheelchair accessible. It is very clean, well furnished and equipped. All we could need was there, body wash, shampoo, beach towels, snorkels and masks. The design is great, mainly big pieces of wood,...”
- Review left on 09/07/2014

$125

Excellent (2 reviews)

Inquire

from $125 / night

1 / 16

Kailua-Kona Townhouse

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

$185

Book

from $185 / 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 / 22

Kailua-Kona House

  • 4
  • 14
  • Min stay varies
  • Child friendly

from $499 / night

1 / 24

Kailua-Kona House

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

from $375 / night

1 / 36

Kailua-Kona Cottage

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

from $950 / night

1 / 29

Kailua-Kona Villa

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

from $800 / 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)

1 / 15

Waikoloa Condo

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
“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

Excellent (1 reviews)

Inquire

from $149 / night

1 / 19

Waikoloa Condo

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

from $159 / night

1 / 25

Kailua-Kona House

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

from $685 / night

1 / 11

Kailua-Kona Apartment

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

from $200 / 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)

1 / 12

Kailua-Kona Villa

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

$800

Excellent (1 reviews)

Inquire

from $800 / night

(2)

1 / 15

Waikoloa Condo

  • 1
  • 2
  • Min stay varies
  • Ask about children
  • Air conditioning

$149

Excellent (2 reviews)

Inquire

from $149 / 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

1 / 30

Kealakekua Cottage

  • 1
  • 2
  • Min stay varies
  • Child friendly
  • Private garden

$90

Book

from $90 / night

1 / 26

Kailua-Kona House

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

from $439 / 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

(10)

1 / 15

Kailua-Kona House

  • 4
  • 10
  • 6 nights min
  • 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

$100

Very Good (10 reviews)

Inquire

from $100 / night

1 / 28

Kailua-Kona House

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

$1375

Inquire

from $1375 / night