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Weekend Getaways in Wailea - Vacation Rentals

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All 229 Rentals in Wailea
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From
$199
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (16) Make Inquiry
From
$190
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
17 photos Details
Reviews (3) Make Inquiry
From
$199
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
32 photos Details
Reviews (8) Make Inquiry
Also consider
Three Bedroom Home in Wailea - Ho'olei S (12) 2
3 Bedrooms, sleeps 8
$795 - $1,850 / night
Wailea Ekahi 7G Luxury Ocean Front S Maui Condo
1 Bedroom, sleeps 3
$340 - $450 / night
Views Views Views Ekolu Village Remodel
2 Bedrooms, sleeps 6
$255 - $315 / night
Maui Wailea Townhouse, 2BR, 2.5 Ba, air conditioned, sleeps 8, ocean view
2 Bedrooms, sleeps 8
$190 - $240 / night
From
$185
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (4) Make Inquiry
From
$595
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (9) Make Inquiry
From
$280
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (1) Make Inquiry
From
$695
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 10
44 photos Details
Reviews (27) Make Inquiry
From
$995
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
32 photos Details
Reviews (5) Make Inquiry
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From
$230
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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From
$179
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
30 photos Details
Reviews (17) Make Inquiry
From
$180
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
13 photos Details
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From
$450
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
41 photos Details
Reviews (16) Make Inquiry
From
$295
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
12 photos Details
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From
$250
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (5) Make Inquiry
From
$159
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
22 photos Details
Reviews (14) Make Inquiry
From
$240
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (2) Make Inquiry
From
$179
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
Reviews (5) Make Inquiry
From
$199
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Reviews (20) Make Inquiry
From
$179
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
25 photos Details
Reviews (13) Make Inquiry
From
$1,743
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Reviews (16) Make Inquiry
From
$200
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (3) Make Inquiry
From
$265
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
26 photos Details
Reviews (4) Make Inquiry
From
$599
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
Reviews (6) Make Inquiry
From
$695
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Reviews (18) Make Inquiry
From
$295
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (1) Make Inquiry
From
$338
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (15) Make Inquiry
From
$355
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (1) Make Inquiry
From
$159
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
25 photos Details
Reviews (17) Make Inquiry
From
$349
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
35 photos Details
Reviews (14) Make Inquiry
From
$395
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
37 photos Details
Reviews (13) Make Inquiry
From
$4,500
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
21 photos Details
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From
$195
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
23 photos Details
Reviews (3) Make Inquiry
From
$500
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
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From
$1,450
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
87 photos Details
Reviews (5) Make Inquiry
From
$349
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
34 photos Details
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From
$1,295
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
78 photos Details
Reviews (1) Make Inquiry
From
$200
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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From
$190
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
17 photos Details
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From
$1,450
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
89 photos Details
Reviews (4) Make Inquiry
From
$240
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
32 photos Details
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Nearby rentals
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Suitability

  • Wheelchair access (15)
  • Elder access (60)
  • Suitable for children (57)
  • Pet friendly (1)
  • Smoking allowed (0)

Amenities

  • Grill (188)
  • Internet (184)
  • All pools (163)
  • Air Conditioning (158)
  • Public pool (156)
  • View all amenities
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Book Online(75)

Suitability

  • Wheelchair access (15)
  • Elder access (60)
  • Suitable for children (57)
  • Pet friendly (1)
  • Smoking allowed (0)

Amenities

  • Grill (188)
  • Internet (184)
  • All pools (163)
  • Air Conditioning (158)
  • Public pool (156)
  • View all amenities