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United States
Hawaii
Kailua-Kona
Big Island

Kailua-Kona

954 properties available

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✓386+ vacation rentals available in Kailua-Kona

✓Beachfront condos, homes, and villas

✓Flexible nightly and monthly stays

✓Professionally managed with transparent pricing

Properties in Kailua-Kona

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 1

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 2

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 3

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 4

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 5

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 6

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 7

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 8

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 9

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 10

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 11

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 12

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 13

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 14

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 15

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 16

Condo in Kailua-Kona · ★4.8 · 1 bedroom · 2 beds · 2 shared baths - Image 17

Kailua-Kona, US

Hawaii Kona Jewel Across from the ocean-Downtown

1 bedroom · 2 beds

Managed by FantasticStay

Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths - Image 1

Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths - Image 2

Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths - Image 3

Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths - Image 4

Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths - Image 5

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Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths - Image 9

Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths - Image 10

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Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths - Image 38

Kailua-Kona, US

Condo in Kailua-Kona · ★5.0 · 2 bedrooms · 2 beds · 2 baths

2 bedrooms · 2 beds

Managed by FantasticStay

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · 3 baths - Image 1

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · 3 baths - Image 2

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · 3 baths - Image 3

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Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · 3 baths - Image 59

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · 3 baths - Image 60

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · 3 baths - Image 61

Kailua-Kona, US

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · 3 baths

3 bedrooms · 3 beds

Managed by FantasticStay

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 1

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 2

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 3

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 4

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Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 8

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 9

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 10

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 11

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 12

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 13

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 14

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath - Image 15

Kailua-Kona, US

Guesthouse in Kailua-Kona · ★4.97 · 1 bedroom · 1 bed · 1 bath

1 bedroom · 1 bed

Managed by FantasticStay

Condo in Kailua-Kona · ★5.0 · 1 bedroom · 2 beds · 1 bath - Image 1

Condo in Kailua-Kona · ★5.0 · 1 bedroom · 2 beds · 1 bath - Image 2

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Condo in Kailua-Kona · ★5.0 · 1 bedroom · 2 beds · 1 bath - Image 24

Kailua-Kona, US

Condo in Kailua-Kona · ★5.0 · 1 bedroom · 2 beds · 1 bath

1 bedroom · 2 beds

Managed by FantasticStay

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths - Image 1

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths - Image 2

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths - Image 3

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths - Image 4

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths - Image 5

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths - Image 6

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths - Image 7

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths - Image 8

Kailua-Kona, US

Home in Kailua-Kona · ★4.91 · 3 bedrooms · 3 beds · 3 baths

3 bedrooms · 3 beds

Managed by FantasticStay

Townhouse in Kailua-Kona · ★5.0 · 3 bedrooms · 4 beds · 3 baths - Image 1

Townhouse in Kailua-Kona · ★5.0 · 3 bedrooms · 4 beds · 3 baths - Image 2

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Kailua-Kona, US

Townhouse in Kailua-Kona · ★5.0 · 3 bedrooms · 4 beds · 3 baths

3 bedrooms · 4 beds

Managed by FantasticStay

Condo in Kailua-Kona · ★4.75 · 1 bedroom · 1 bed · 1 bath - Image 1

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Kailua-Kona, US

Condo in Kailua-Kona · ★4.75 · 1 bedroom · 1 bed · 1 bath

1 bedroom · 1 bed

Managed by FantasticStay

Home in Kailua-Kona · ★4.72 · 3 bedrooms · 3 beds · 2.5 baths - Image 1

Home in Kailua-Kona · ★4.72 · 3 bedrooms · 3 beds · 2.5 baths - Image 2

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Home in Kailua-Kona · ★4.72 · 3 bedrooms · 3 beds · 2.5 baths - Image 64

Kailua-Kona, US

Home in Kailua-Kona · ★4.72 · 3 bedrooms · 3 beds · 2.5 baths

3 bedrooms · 3 beds

Managed by FantasticStay

Condo in Kailua-Kona · ★4.0 · 1 bedroom · 2 beds · 1 bath - Image 1

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Kailua-Kona, US

Condo in Kailua-Kona · ★4.0 · 1 bedroom · 2 beds · 1 bath

1 bedroom · 2 beds

Managed by FantasticStay

Beautiful Modern Ocean Front Condo - Image 1

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Beautiful Modern Ocean Front Condo - Image 16

Beautiful Modern Ocean Front Condo - Image 17

Beautiful Modern Ocean Front Condo - Image 18

Beautiful Modern Ocean Front Condo - Image 19

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Beautiful Modern Ocean Front Condo - Image 21

Beautiful Modern Ocean Front Condo - Image 22

Beautiful Modern Ocean Front Condo - Image 23

Beautiful Modern Ocean Front Condo - Image 24

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Beautiful Modern Ocean Front Condo - Image 26

Beautiful Modern Ocean Front Condo - Image 27

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Beautiful Modern Ocean Front Condo - Image 37

Beautiful Modern Ocean Front Condo - Image 38

Beautiful Modern Ocean Front Condo - Image 39

Kailua-Kona, US

Beautiful Modern Ocean Front Condo

2 bedrooms · 3 beds

Managed by FantasticStay

Condo in Kailua-Kona · ★4.6 · 2 bedrooms · 2 beds · 2 baths - Image 1

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Condo in Kailua-Kona · ★4.6 · 2 bedrooms · 2 beds · 2 baths - Image 47

Kailua-Kona, US

Condo in Kailua-Kona · ★4.6 · 2 bedrooms · 2 beds · 2 baths

2 bedrooms · 2 beds

Managed by FantasticStay

Condo in Kailua-Kona · ★4.93 · 1 bedroom · 2 beds · 1 bath - Image 1

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Kailua-Kona, US

Condo in Kailua-Kona · ★4.93 · 1 bedroom · 2 beds · 1 bath

1 bedroom · 2 beds

Managed by FantasticStay

Condo in Kailua-Kona · ★4.5 · 1 bedroom · 1 bed · 1 bath - Image 1

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Kailua-Kona, US

Condo in Kailua-Kona · ★4.5 · 1 bedroom · 1 bed · 1 bath

1 bedroom · 1 bed

Managed by FantasticStay

Villa in Kailua-Kona · ★5.0 · 4 bedrooms · 4 beds · 4 baths - Image 1

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Villa in Kailua-Kona · ★5.0 · 4 bedrooms · 4 beds · 4 baths - Image 42

Kailua-Kona, US

Villa in Kailua-Kona · ★5.0 · 4 bedrooms · 4 beds · 4 baths

4 bedrooms · 4 beds

Managed by FantasticStay

Home in Kailua · ★4.92 · 3 bedrooms · 4 beds · 3.5 baths - Image 1

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Home in Kailua · ★4.92 · 3 bedrooms · 4 beds · 3.5 baths - Image 47

Home in Kailua · ★4.92 · 3 bedrooms · 4 beds · 3.5 baths

3 bedrooms · 4 beds

Managed by FantasticStay

Home in Kailua-Kona · ★4.89 · 4 bedrooms · 5 beds · 4 baths - Image 1

Home in Kailua-Kona · ★4.89 · 4 bedrooms · 5 beds · 4 baths - Image 2

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Home in Kailua-Kona · ★4.89 · 4 bedrooms · 5 beds · 4 baths - Image 54

Kailua-Kona, US

Home in Kailua-Kona · ★4.89 · 4 bedrooms · 5 beds · 4 baths

4 bedrooms · 5 beds

Managed by FantasticStay

Home in Kailua-Kona · ★4.94 · 3 bedrooms · 3 beds · 3 baths - Image 1

Home in Kailua-Kona · ★4.94 · 3 bedrooms · 3 beds · 3 baths - Image 2

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Home in Kailua-Kona · ★4.94 · 3 bedrooms · 3 beds · 3 baths - Image 24

Kailua-Kona, US

Home in Kailua-Kona · ★4.94 · 3 bedrooms · 3 beds · 3 baths

3 bedrooms · 3 beds

Managed by FantasticStay

Seaside Cottage - The beach is your front yard! - Image 1

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Seaside Cottage - The beach is your front yard! - Image 52

Kailua-Kona, US

Seaside Cottage - The beach is your front yard!

3 bedrooms · 3 beds

Managed by FantasticStay

Home in Kailua-Kona · ★5.0 · 5 bedrooms · 5 beds · 7 baths - Image 1

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Home in Kailua-Kona · ★5.0 · 5 bedrooms · 5 beds · 7 baths - Image 67

Kailua-Kona, US

Home in Kailua-Kona · ★5.0 · 5 bedrooms · 5 beds · 7 baths

5 bedrooms · 5 beds

Managed by FantasticStay

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · Half-bath - Image 1

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · Half-bath - Image 2

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Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · Half-bath - Image 6

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Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · Half-bath - Image 23

Kailua-Kona, US

Home in Kailua-Kona · ★5.0 · 3 bedrooms · 3 beds · Half-bath

3 bedrooms · 3 beds

Managed by FantasticStay

Condo in Kailua-Kona · ★5.0 · 1 bedroom · 1 bed · 1 bath - Image 1

Condo in Kailua-Kona · ★5.0 · 1 bedroom · 1 bed · 1 bath - Image 2

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Condo in Kailua-Kona · ★5.0 · 1 bedroom · 1 bed · 1 bath - Image 12

Kailua-Kona, US

Condo in Kailua-Kona · ★5.0 · 1 bedroom · 1 bed · 1 bath

1 bedroom · 1 bed

Managed by FantasticStay

Home in Kailua-Kona · ★4.86 · 3 bedrooms · 3 beds · 3 baths - Image 1

Home in Kailua-Kona · ★4.86 · 3 bedrooms · 3 beds · 3 baths - Image 2

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Kailua-Kona, US

Home in Kailua-Kona · ★4.86 · 3 bedrooms · 3 beds · 3 baths

3 bedrooms · 3 beds

Managed by FantasticStay

Oceanfront Kona Gem-Top Floor End Unit-New Updated - Image 1

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Kailua-Kona, US

Oceanfront Kona Gem-Top Floor End Unit-New Updated

1 bedroom · 2 beds

Managed by FantasticStay

What it's like in Kailua-Kona

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