Short city breaks Hawaii

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  • United States
  • Hawaii

Location

  • All locations
  • Island of Hawaii (71)
  • Kauai (8)
  • Maui (28)
  • Molokai (1)
  • Oahu (84)

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Villas Maui
1,527 properties
Island of Hawaii
1,125 properties
Holiday rentals Oahu
873 properties
Holiday rentals Kauai
796 properties
Villas Molokai
79 properties
Hawaii holidays
4,362 properties
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192 Holiday homes

Filters applied: City breaks (192)

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

1 / 14

Holiday home accommodation

Maui / Kihei

4 8 6 nights min stay

House / 4 bedrooms / sleeps 8 / 6 nights min stay

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from £414 / night

£2897 / week

Book

from £414 / night

1 / 21

Hawaii holiday villa rental

Maui / Ka'anapali

2 8 7 nights min stay

Villa / 2 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £296 / night

£2069 / week

Book

from £296 / night

1 / 18

Holiday home with swimming pool in Kailua-Kona

Island of Hawaii / Kailua-Kona

4 10 4 nights min stay

House / 4 bedrooms / sleeps 10 / 4 nights min stay

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from £256 / night

£1787 / week

Book

from £256 / night

(3) Excellent 

1 / 24

Apartment rental in Lahaina

Maui / Lahaina

1 4 4 nights min stay

Apartment / 1 bedroom / sleeps 4 / 4 nights min stay

Add to shortlist

from £111 / night

£1087 / week

Book

from £111 / night

(5) Very Good 

1 / 20

Holiday home in Hawaii

Island of Hawaii / Hilo

3 10 Min stay varies

House / 3 bedrooms / sleeps 10 / Min stay varies

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from £163 / night

£1135 - £2438 / week

Book

from £163 / night

(5) Excellent 

1 / 16

Holiday condo with golf nearby in Honolulu

Honolulu / Waikiki

1 4 3 nights min stay

Condo / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £90 / night

£628 / week

Book

from £90 / night

(1) Excellent 

1 / 16

Holiday home in Hawaii

Kauai / Princeville

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £173 / night

£1207 - £1449 / week

Book

from £173 / night

(6) Excellent 

1 / 41

Ka'anapali holiday apartment rental

Maui / Ka'anapali

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £132 / night

£918 - £1063 / week

Book

from £132 / night

1 / 14

Holiday home in Hawaii

Maui / Kihei

3 6 7 nights min stay

House / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £1173 / night

£8207 / week

Book

from £1173 / night

(1) Excellent 

1 / 21

Condo accommodation in Hawaii with golf nearby

Kauai / Lihue

2 6 Min stay varies

Condo / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £276 / night

£1690 - £2173 / week

Book

from £276 / night

1 / 21

Holiday condo with shared pool, golf nearby in Hawaii

Maui / Ka'anapali

2 6 Min stay varies

Condo / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £166 / night

£1087 - £1690 / week

Book

from £166 / night

(1) Very Good 

1 / 9

Apartment rental in Hawaii with shared pool

Oahu / Honolulu

4 2 nights min stay

Apartment / sleeps 4 / 2 nights min stay

Add to shortlist

from £131 / night

£862 - £1103 / week

Book

from £131 / night

1 / 13

Holiday condo in Honolulu

Honolulu / Waikiki

3 8 3 nights min stay

Condo / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £483 / night

£2897 / week

Book

from £483 / night

1 / 15

Hawaii holiday home rental

Oahu / Kahuku

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £173 / night

£1207 / week

Book

from £173 / night

(3) Very Good 

1 / 27

Holiday villa accommodation

Island of Hawaii / Kailua-Kona

2 7 3 nights min stay

Villa / 2 bedrooms / sleeps 7 / 3 nights min stay

Add to shortlist

from £104 / night

£725 - £1449 / week

Book

from £104 / night

(5) Excellent 

1 / 12

Home rental in Kailua with swimming pool

Oahu / Kailua

5 2 nights min stay

House / sleeps 5 / 2 nights min stay

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from £103 / night

£683 / week

Book

from £103 / night

(2) Excellent 

1 / 21

Cottage rental in Kailua

Oahu / Kailua

1 2 5 nights min stay

Cottage / 1 bedroom / sleeps 2 / 5 nights min stay

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from £138 / night

£966 / week

Book

from £138 / night

1 / 47

Hawaii holiday apartment rental

Maui / Kihei

2 6 2 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £152 / night

£1063 / week

Book

from £152 / night

1 / 21

Hawaii holiday condo rental

Maui / Kihei

2 8 Min stay varies

Condo / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £156 / night

£966 - £1811 / week

Book

from £156 / night

1 / 13

Penthouse rental in Hawaii with shared pool

Oahu / Honolulu

2 8 2 nights min stay

Penthouse / 2 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £225 / night

£1380 / week

Book

from £225 / night

(14) Excellent 

1 / 83

Hawaii holiday condo let

Maui / Kihei

1 2 1 night min stay

Condo / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £103 / night

£720 - £937 / week

Book

from £103 / night

(31) Excellent 

1 / 74

Holiday apartment with shared pool in Hawaii

Maui / Kihei

2 1 night min stay

Apartment / sleeps 2 / 1 night min stay

Add to shortlist

from £110 / night

£768 - £1009 / week

Book

from £110 / night

1 / 23

Holiday home rental

Oahu / Honolulu

4 14 1 night min stay

House / 4 bedrooms / sleeps 14 / 1 night min stay

Add to shortlist

from £614 / night

£4297 - £7676 / week

Book

from £614 / night

(8) Excellent 

1 / 30

Holiday apartment with golf nearby in Hawaii

Maui / Kihei

1 4 5 nights min stay

Apartment / 1 bedroom / sleeps 4 / 5 nights min stay

Add to shortlist

from £96 / night

£672 - £1058 / week

Book

from £96 / night

(2) Excellent 

1 / 27

Holiday apartment with shared pool in Hawaii

Maui / Kihei

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £138 / night

£1009 - £1444 / week

Book

from £138 / night

(1) Good 

1 / 7

Holiday home in Kailua-Kona

Island of Hawaii / Kailua-Kona

3 5 3 nights min stay

House / 3 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £87 / night

£990 / week

Book

from £87 / night

(2) Excellent 

1 / 21

Captain Cook holiday home rental

Island of Hawaii / Captain Cook

2 3 5 nights min stay

House / 2 bedrooms / sleeps 3 / 5 nights min stay

Add to shortlist

from £125 / night

£828 / week

Book

from £125 / night

1 / 5

Hotel apartment rental in Hawaii with shared pool

Oahu / Honolulu

2 6 3 nights min stay

Hotel apartment / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £204 / night

£1425 - £1907 / week

Book

from £204 / night

(1) Excellent 

1 / 9

Condo rental in Hawaii

Kauai / Poipu

2 4 3 nights min stay

Condo / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £225 / night

£1569 - £2173 / week

Book

from £225 / night

(3) Excellent 

1 / 46

Condo rental in Hawaii with shared pool

Maui / Kihei

1 4 1 night min stay

Condo / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £96 / night

£672 - £961 / week

Book

from £96 / night

(3) Very Good 

1 / 59

Apartment accommodation in Hawaii

Oahu / Honolulu

2 6 3 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £118 / night

£807 - £904 / week

Book

from £118 / night

(1) Excellent 

1 / 44

Holiday home in Hawaii

Oahu / Honolulu

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £232 / night

£1618 / week

Book

from £232 / night

(1) Excellent 

1 / 16

Hawaii holiday b&b rental

Oahu / Kailua

1 3 1 night min stay

B&B / 1 bedroom / sleeps 3 / 1 night min stay

Add to shortlist

from £117 / night

£816 / week

Book

from £117 / night

1 / 22

Sunset Beach holiday home rental

Oahu / Sunset Beach

3 8 4 nights min stay

House / 3 bedrooms / sleeps 8 / 4 nights min stay

Add to shortlist

from £342 / night

£2390 / week

Book

from £342 / night

(2) Very Good 

1 / 12

Holiday home in Hawaii

Oahu / Waianae

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £158 / night

£1034 - £1620 / week

Book

from £158 / night

(3) Very Good 

1 / 49

Holiday apartment in Hawaii

Maui / Kihei

4 1 night min stay

Apartment / sleeps 4 / 1 night min stay

Add to shortlist

from £76 / night

£527 - £816 / week

Book

from £76 / night

1 / 12

Kihei holiday condo rental

Maui / Kihei

1 4 Min stay varies

Condo / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £62 / night

£483 - £797 / week

Book

from £62 / night

(10) Excellent 

1 / 18

Hawaii holiday home rental

Oahu / Kailua

1 2 3 nights min stay

House / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £87 / night

£580 / week

Book

from £87 / night

(1) Excellent 

1 / 41

Holiday home in Honolulu

Oahu / Honolulu

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £190 / night

£1328 / week

Book

from £190 / night

1 / 6

Holiday apartment in Hawaii

Honolulu / Waikiki

1 4 1 night min stay

Apartment / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £87 / night

£621 - £911 / week

Book

from £87 / night

(1) Excellent 

1 / 16

Holiday condo with shared pool, golf nearby in Hawaii

Oahu / Kahuku

1 4 2 nights min stay

Condo / 1 bedroom / sleeps 4 / 2 nights min stay

Add to shortlist

from £138 / night

£959 - £1280 / week

Book

from £138 / night

1 / 22

Holiday condo rental

Island of Hawaii / Kailua-Kona

1 4 Min stay varies

Condo / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £97 / night

£773 - £1207 / week

Book

from £97 / night

1 / 20

Hawaii holiday home rental

Island of Hawaii / Captain Cook

4 8 5 nights min stay

House / 4 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £114 / night

£690 - £794 / week

Book

from £114 / night

(2) Excellent 

1 / 23

Holiday condo with shared pool in Hawaii

Maui / Kihei

1 2 3 nights min stay

Condo / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £107 / night

£700 / week

Book

from £107 / night

(10) Very Good 

1 / 21

Holiday b&b in Waialua

Oahu / Waialua

3 7 6 nights min stay

B&B / 3 bedrooms / sleeps 7 / 6 nights min stay

Add to shortlist

from £173 / night

£1207 - £2945 / week

Book

from £173 / night

1 / 21

Hawaii holiday home rental

Oahu / Honolulu

3 7 4 nights min stay

House / 3 bedrooms / sleeps 7 / 4 nights min stay

Add to shortlist

from £300 / night

£2100 / week

Book

from £300 / night

(1) Excellent 

1 / 24

Holiday guest house with swimming pool in Hilo

Island of Hawaii / Hilo

2 4 Min stay varies

Guest house / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £104 / night

£676 - £966 / week

Book

from £104 / night

(1) Very Good 

1 / 29

Holiday apartment in Kailua-Kona

Island of Hawaii / Kailua-Kona

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £110 / night

£587 - £816 / week

Book

from £110 / night

1 / 18

Hawaii holiday home rental

Oahu / Lanikai

3 8 3 nights min stay

House / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £380 / night

£2656 / week

Book

from £380 / night

(1) Excellent 

1 / 10

Hawaii holiday home rental

Island of Hawaii / Pahoa

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £69 / night

£410 - £1203 / week

Book

from £69 / night

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