Hawaii apartment or villa with a private pool area | Holiday Lettings

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614 Holiday homes

Filters applied: Private pool (614)

Travellers going to Hawaii are booking December dates now. Secure your holiday home today and have the perfect trip.

(1) Excellent 

1 / 27

Hale Mar Hawaii: oceanfront luxury home w/pool

Hilo / Hawaii Paradise Park

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
Hale Mar provides the best value in luxury, absolute ocean front homes in Hawaii, with private swimming pool, outdoor hot tub, resort quality furnishings, gourmet kitchen, full laundry, FREE wireless internet, and more. Close to the active Volcano for unique day and nig  …see more

from £229 / night

£1598 - £2453 / week

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from £229 / night

(3) Excellent 

1 / 55

Oahu / Ewa Beach

5 bedroomsSleeps 104 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £378 / night

£2381 - £3714 / week

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from £378 / night

1 / 11

Kauai / Wailua

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £133 / night

£925 - £1123 / week

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from £133 / night

(1) Excellent 

1 / 23

Oahu / Kapolei

3 bedroomsSleeps 86 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 6 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £306 / night

£2138 - £4676 / week

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from £306 / night

(2) Excellent 

1 / 24

Opaliuli Historic Estate Guest House - Hilo guest house sleeps 4

Island of Hawaii / Hilo

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 12 km; Swimming pool;
Enter the magnificent Royal Palm lined drive and experience Big Island history. Enjoy the unique atmosphere of a one of a kind guest-house located in this Historic Plantation Estate.The history dates back centuries to the legend of the Hawaiian Princess La'ieikawai  …see more

from £115 / night

£749 - £1069 / week

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from £115 / night

1 / 23

Island of Hawaii / Naalehu

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 6 km; Swimming pool; Great for children of all ages ;
 …see more

from £195 / night

£1317 - £1947 / week

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from £195 / night

1 / 25

Maui / Kapalua

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £168 / night

£1176 - £1443 / week

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from £168 / night

1 / 10

Maui / Kapalua

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £134 / night

£936 - £1176 / week

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from £134 / night

(46) Very Good 

1 / 20

Maui / Lahaina

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £279 / night

£1951 - £3020 / week

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from £279 / night

1 / 8

Maui / Lahaina

Sleeps 24 nights min stay

  • Sleeps 2
  • 4 nights min stay
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £138 / night

£962 - £1438 / week

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from £138 / night

1 / 17

Maui / Lahaina

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 £175 / night

£1222 - £1329 / week

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from £175 / night

1 / 16

Maui / Kapalua

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £146 / night

£1016 - £1283 / week

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from £146 / night

1 / 7

Kauai / Kapaa

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £133 / night

£925 - £1123 / week

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from £133 / night

1 / 17

Maui / Kapalua

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £168 / night

£1176 - £1443 / week

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from £168 / night

(14) Excellent 

1 / 15

Maui / Kihei

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 £230 / night

£1604 - £2320 / week

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from £230 / night

(3) Excellent 

1 / 19

Kauai / Kilauea

5 bedroomsSleeps 14Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 8 km; Swimming pool; Great for children of all ages ;
 …see more

from £1146 / night

£7252 - £9619 / week

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from £1146 / night

1 / 16

Maui / Kihei

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £159 / night

£1112 - £1742 / week

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from £159 / night

1 / 10

Maui / Lahaina

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £268 / night

£1871 - £2138 / week

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from £268 / night

(8) Very Good 

1 / 24

Oahu / Kapolei

2 bedroomsSleeps 66 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £249 / night

£1737 - £2966 / week

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from £249 / night

1 / 19

Kauai / Koloa

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £1298 / night

£9084 - £12291 / week

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from £1298 / night

1 / 11

Kauai / Kapaa

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £133 / night

£925 - £1123 / week

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from £133 / night

1 / 12

Maui / Ka'anapali

Sleeps 35 nights min stay

  • Sleeps 3
  • 5 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £194 / night

£1358 - £1625 / week

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from £194 / night

(14) Excellent 

1 / 11

Kauai / Koloa

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £382 / night

£2672 - £3741 / week

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from £382 / night

1 / 6

Kauai / Kapaa

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £133 / night

£925 - £1123 / week

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from £133 / night

1 / 25

Maui / Lahaina

Sleeps 35 nights min stay

  • Sleeps 3
  • 5 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £194 / night

£1358 - £1625 / week

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from £194 / night

(13) Excellent 

1 / 20

Kauai / Koloa

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 £1031 / night

£7214 - £9619 / week

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from £1031 / night

1 / 34

Maui / Lahaina

1 bedroomSleeps 25 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 5 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £240 / night

£1678 - £1999 / week

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from £240 / night

(3) Very Good 

1 / 15

Oahu / Kapolei

2 bedroomsSleeps 66 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £306 / night

£2138 - £3875 / week

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from £306 / night

1 / 16

Kohala Coast / Waikoloa

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £133 / night

£925 - £1406 / week

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from £133 / night

1 / 10

Maui / Kapalua

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 £207 / night

£1443 - £1764 / week

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from £207 / night

1 / 8

Maui / Kihei

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £159 / night

£1112 - £1742 / week

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from £159 / night

1 / 7

Kauai / Kapaa

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £133 / night

£925 - £1123 / week

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from £133 / night

1 / 7

Maui / Kihei

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £159 / night

£1112 - £1742 / week

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from £159 / night

1 / 10

Maui / Napili-Honokowai

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £344 / night

£2405 - £2672 / week

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from £344 / night

(1) Excellent 

1 / 19

Island of Hawaii / Ookala

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £249 / night

£1565 - £2539 / week

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from £249 / night

1 / 15

Kohala Coast / Waikoloa

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £129 / night

£898 - £1320 / week

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from £129 / night

1 / 28

Oahu / Honolulu

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £420 / night

£3607 - £5478 / week

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from £420 / night

1 / 14

Maui / Ka'anapali

Sleeps 2Min stay varies

  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £107 / night

£749 - £962 / week

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from £107 / night

1 / 29

Kauai / Kilauea

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £1527 / night

£10688 - £14695 / week

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from £1527 / night

1 / 9

MAUi OCEANFRONT ROYAL MAUIAN, COMPARE THIS UNIT

Maui / Kihei

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
Our Royal Mauian home is so perfectly situated. Wake up In the morning, and enjoy sitting up in bed and looking out the bedroom window or into the mirror on the lanai, and seeing the turtles coming to the edge of the lawn. In the evening, it is so pleasant to sit up o  …see more

from £241 / night

£1443 - £2031 / week

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from £241 / night

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