964 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

964 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Wailea Rentals(964)

964 Results
  • Studio,
  • 1 BA,
  • Sleeps 2
5 - 10 night minimum stay
(38)
$135 - $160
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(53)
$110 - $135
per night
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(66)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(35)
$825 - $925
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(30)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 night minimum stay
(68)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(11)
$195 - $279
per night
5 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(12)
  • 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
(36)
$185 - $375
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(42)
$187 - $322
per night
6 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night minimum stay
(36)
$495 - $1,495
per night
5 - 12 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
5 - 12 night minimum stay
(4)
$225 - $250
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(16)
$210 - $335
per night
4 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(12)
$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)
$245 - $375
per night
6 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night minimum stay
(30)
$795 - $1,850
per night
3 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 10 night minimum stay
(14)
$225 - $375
per night
3 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
3 - 14 night minimum stay
(5)
$250 - $400
per night
3 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
(23)
$750 - $1,950
per night
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
6 - 10 night minimum stay
(6)
$225 - $295
per night
2 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
2 night minimum stay
(24)
$160 - $250
per night
7 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night minimum stay
(14)
$265 - $290
per night
1 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
1 - 5 night minimum stay
(21)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 - 14 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night minimum stay
(14)
$165 - $225
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(13)
$400 - $600
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(16)
Advertisement
 

Recent Wailea Reviews

Fantastic view

5 of 5
My husband and I stayed in this lovely condo for almost a month. We loved being on the ground floor but the lanai still offered plenty of privacy because it sits a bit on a hill. The condo was clean and very well stocked. We had plenty of room but when at the condo we spent most of our time on the beautiful lanai - the view is just amazing. We saw many sunsets and loved watching the clouds over the ocean on the 1-2 rainy days. We were able to walk everywhere but you will get a workout walking back up the hill to the condo from the beach! Great way to work off those calories! Would highly recommend- owners were great to work with and thanks for sharing your condo!
  • Submitted: Mar 4, 2015
  • Stayed: Jan 2015

Home away from home.

5 of 5
The unit is beautifully furnished and decorated. It contained everything we needed and was very clean. It felt very much like home to us.
  • Submitted: Mar 3, 2015
  • Stayed: Jan 2015

Liz & Kev

5 of 5
Awesome unit... magic sunsets and nicely equipped... We'll be back!
  • Submitted: Feb 27, 2015
  • Stayed: Jan 2015