Holiday rentals in Kailua-Kona and Apartments – Holiday Lettings - Holiday Rentals Kailua-Kona

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416 Holiday homes

Travellers going to Kailua-Kona are booking October dates now. Secure your holiday home today and have the perfect trip.

1 / 28

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £104 / night

£619 - £912 / week

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from £104 / night

(3) Very Good 

1 / 12

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Swimming pool;
 …see more

from £126 / night

£802 - £1010 / week

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from £126 / night

1 / 10

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
 …see more

from £84 / night

£583 / week

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from £84 / night

1 / 24

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £76 / night

£530 - £775 / week

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from £76 / night

(39) Very Good 

1 / 25

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £84 / night

£583 - £802 / week

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from £84 / night

(3) Excellent 

1 / 10

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £68 / night

£428 - £668 / week

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from £68 / night

1 / 12

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 0.2 km; Great for children of all ages ; Car advised;
 …see more

from £61 / night

£378 - £477 / week

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from £61 / night

1 / 22

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £99 / night

£690 - £1064 / week

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from £99 / night

(16) Excellent 

1 / 16

Island of Hawaii / Kailua-Kona

Sleeps 23 nights min stay

  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 0 km; Not suitable for children; Car not necessary;
 …see more

from £65 / night

£0 / week

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from £65 / night

1 / 27

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Ask owner if suitable for children; No pets allowed;
 …see more

from £111 / night

£775 - £957 / week

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from £111 / night

1 / 13

Island of Hawaii / Kailua-Kona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
 …see more

from £203 / night

£1336 - £1470 / week

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from £203 / night

(1) Very Good 

1 / 15

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £111 / night

£794 / week

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from £111 / night

1 / 26

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Ask owner if suitable for children; No pets allowed;
 …see more

from £107 / night

£749 - £1176 / week

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from £107 / night

1 / 24

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £68 / night

£476 - £775 / week

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from £68 / night

(7) Excellent 

1 / 32

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Ask owner if suitable for children; No pets allowed;
 …see more

from £111 / night

£775 - £1176 / week

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from £111 / night

(9) Very Good 

1 / 23

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £62 / night

£428 - £775 / week

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from £62 / night

(20) Very Good 

1 / 25

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £111 / night

£775 - £1149 / week

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from £111 / night

(33) Excellent 

1 / 42

Island of Hawaii / Kailua-Kona

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.97 km; Swimming pool;
 …see more

from £152 / night

£0 / week

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from £152 / night

(1) Excellent 

1 / 5

My Little Surf Shack - Kailua-Kona studio sleeps 2

Island of Hawaii / Kailua-Kona

StudioSleeps 23 nights min stay

  • Studio
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 11 km; Not suitable for children;
The newly remodeled 400 sq ft suite in my 'Little Surf Shack' has a great 180 degree view of Kona's coastline...Check out the shoreline breaks to see which beaches are pounding and choose your surf spot... Those of you who don't surf the harbor, town  …see more

from £73 / night

£508 / week

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from £73 / night

1 / 19

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £76 / night

£530 - £829 / week

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from £76 / night

1 / 12

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Swimming pool;
 …see more

from £107 / night

£743 - £829 / week

Book Book View

from £107 / night

1 / 22

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £126 / night

£882 - £1176 / week

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from £126 / night

(8) Excellent 

1 / 30

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 19 km; Suitable for children age 5+; Car essential;
 …see more

from £107 / night

£611 - £771 / week

Book Book View

from £107 / night

1 / 12

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £126 / night

£802 - £1010 / week

Book Book View

from £126 / night

(10) Very Good 

1 / 25

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £76 / night

£530 - £829 / week

Enquire Enquire View

from £76 / night

(39) Very Good 

1 / 22

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £126 / night

£882 - £1117 / week

Enquire Enquire View

from £126 / night

1 / 12

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 3 km; Swimming pool; Great for children of all ages ;
 …see more

from £111 / night

£775 - £882 / week

Book Book View

from £111 / night

(14) Very Good 

1 / 21

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £68 / night

£476 - £775 / week

Enquire Enquire View

from £68 / night

(7) Very Good 

1 / 15

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £81 / night

£562 - £743 / week

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from £81 / night

(2) Excellent 

1 / 28

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; No pets allowed;
 …see more

from £119 / night

£904 / week

Book Book View

from £119 / night

(13) Very Good 

1 / 22

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £91 / night

£636 - £1010 / week

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from £91 / night

1 / 30

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £123 / night

£840 - £1146 / week

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from £123 / night

1 / 10

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 430 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 30 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £77 / night

£0 / week

Book Book View

from £77 / night

(2) Very Good 

1 / 22

Island of Hawaii / Kailua-Kona

Sleeps 32 nights min stay

  • Sleeps 3
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £65 / night

£428 - £508 / week

Book Book View

from £65 / night

1 / 25

Island of Hawaii / Kailua-Kona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £191 / night

£1336 - £2004 / week

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from £191 / night

1 / 17

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
 …see more

from £191 / night

£1336 - £2138 / week

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from £191 / night

1 / 9

Private Garden Apartment newly renovated

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
The newly remodeled 760 sq ft 1 bedroom 1 full bath in my 'Little Surf Shack' has a great patio to kick back for alfresco dinners Very close to the best surf spots on the Big Island. Those of you who don't surf, the harbor, town and many other water/ sightseeing activ  …see more

from £104 / night

£764 - £1336 / week

Book Book View

from £104 / night

1 / 17

Island of Hawaii / Kailua-Kona

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £344 / night

£0 / week

Book Book View

from £344 / night

(12) Very Good 

1 / 12

Island of Hawaii / Kailua-Kona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £76 / night

£530 - £829 / week

Enquire Enquire View

from £76 / night

(20) Very Good 

1 / 25

Island of Hawaii / Kailua-Kona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £84 / night

£588 - £775 / week

Enquire Enquire View

from £84 / night

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