Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

Apartments
Bungalows
Condos
Cottages
Estates
Hotels
Homes
Studios
Townhomes
Villas
Barns
Boats
Cabins
Castles
Chalets
Farmhouses
Lodges
Yachts

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Wailea: Condos, Houses & More(1,142)

1,142 Results
  • Studio,
  • 1 BA,
  • Sleeps 2
5 - 10 night minimum stay
(36)
$125 - $150
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(52)
$99 - $125
per night
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(65)
$825 - $925
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(29)
$1,350 - $1,650
per night
6 - 14 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
6 - 14 night minimum stay
(32)
$700 - $1,500
per night
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night minimum stay
(13)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(11)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 14 night minimum stay
(11)
$145 - $195
per night
5 - 14 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 - 14 night minimum stay
(35)
$185 - $375
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(42)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(10)
$187 - $322
per night
6 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night minimum stay
(35)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night minimum stay
(11)
$225 - $250
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 14 night minimum stay
(21)
$995 - $1,995
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 14 night minimum stay
(13)
$750 - $1,950
per night
7 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 10 night minimum stay
(13)
$210 - $335
per night
4 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(10)
$240 - $375
per night
6 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night minimum stay
(29)
$750 - $950
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
(6)
$795 - $1,850
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(13)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
(23)
$225 - $295
per night
2 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
2 night minimum stay
(23)
$265 - $290
per night
1 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
1 - 5 night minimum stay
(21)
$225 - $375
per night
3 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
3 - 14 night minimum stay
(4)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 - 14 night minimum stay
(12)
$250 - $355
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
5 night minimum stay
(15)
Advertisement