Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Welcome to the new VacationRentals.com! Use the new filters and search options to find your next vacation rental.

Wailea Vacation Rentals(196)

196 Results
2 night minimum stay
(51)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(21)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
Special Offer! FALL SPECIAL !!!!! $99 A NIGHT FOR OCT AND NOV 2014 September 26 - November 30
Special Offer! Holiday Special. Hurry and take advantage of 5 star property October 24 - December 15
4 - 14 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night minimum stay
(3)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
2 Reviews
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(8)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 - 7 night minimum stay
(29)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(16)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 14 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(29)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
Special Offer! WAILEA ULTRA-LUXURY! 10% OFF Already Low Fall Rates! October 30 - November 20
1 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
Special Offer! LUXURY WAILEA BEACH VILLA! 15% OFF Already Low Fall Rates! October 26 - November 23
Special Offer! LAST MINUTES SAVINGS! 15% OFF Already Low Fall Rates! October 12 - November 3
Special Offer! WAILEA BEACH POOL VILLA! 10% OFF Already Low Fall Rates! October 18 - October 30
Special Offer! WAILEA LAST MINUTES SAVINGS! 10% OFF Already Low Fall Rates! October 21 - November 12
Special Offer! Last Minute Savings! Extra 10% off Already Low Fall Rates! September 26 - November 7
Special Offer! LUXURY WAILEA BEACH VILLA! 10% OFF Already Low Fall Rates! October 5 - November 21
Special Offer! Last Minute Savings! 15% OFF Already Low Fall Rates! October 21 - November 9
Special Offer! Last Minute Savings! 15% OFF Already Low Fall Rates! October 28 - November 11
Special Offer! LAST MINUTES SAVINGS! 15% OFF Already Low Fall Rates! September 27 - October 20
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
    See details
    4 - 14 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
    Advertisement