Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Wailea Budget Vacation Rentals with Online Payment(31)

31 Results
Book it Now!
1 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (5)
    1 - 5 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (10)
      5 - 14 night minimum stay
      • 1 BR,
      • 1 BA,
      • Sleeps 4
        (22)
        Book it Now!
        • 3 BR,
        • 3 BA,
        • Sleeps 6
          (3)
          7 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 6
            (4)
            $279 - $319
            per night
            Book it Now!
            5 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 7
              (5)
              Book it Now!
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                (3)
                Book it Now!
                3 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 4
                  Book it Now!
                  7 night minimum stay
                  • Studio,
                  • 1 BA,
                  • Sleeps 2
                    (15)
                    Book it Now!
                    2 - 3 night minimum stay
                    • 4 BR,
                    • 2 BA,
                    • Sleeps 8
                      (25)
                      Book it Now!
                      1 - 3 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 6
                        (9)
                        Book it Now!
                        3 - 5 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          (10)
                          $249 - $319
                          per night
                          Book it Now!
                          3 - 4 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 8
                            (8)
                            Book it Now!
                            5 night minimum stay
                            • 1 BR,
                            • 2 BA,
                            • Sleeps 4
                              (7)
                              5 - 14 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 6
                                (9)
                                Book it Now!
                                3 - 7 night minimum stay
                                • 1 BR,
                                • 2 BA,
                                • Sleeps 2
                                  (6)
                                  $179 - $284
                                  per night
                                  5 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 5
                                    (22)
                                    Book it Now!
                                    3 - 10 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 4
                                      (3)
                                      Book it Now!
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 8
                                        (8)
                                        Book it Now!
                                        7 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          2 Reviews
                                          Book it Now!
                                          2 - 5 night minimum stay
                                          • 1 BR,
                                          • 1 BA,
                                          • Sleeps 5
                                            2 Reviews
                                            Book it Now!
                                            1 - 2 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              2 Reviews
                                              Book it Now!
                                              4 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                                1 Review
                                                Book it Now!
                                                1 - 2 night minimum stay
                                                • 1 BR,
                                                • 2 BA,
                                                • Sleeps 4
                                                  5 - 12 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    (4)
                                                    • 1 BR,
                                                    • 2 BA,
                                                    • Sleeps 4
                                                      (3)
                                                      4 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 8
                                                        3 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • Sleeps 6
                                                          (3)
                                                          3 night minimum stay
                                                          • 1 BR,
                                                          • 1 BA,
                                                          • Sleeps 4
                                                            (19)
                                                            Advertisement
                                                             

                                                            Recent Wailea Reviews

                                                            Beautiful Wailea home in the perfect location.

                                                            5 of 5
                                                            My family had a wonderful week in this beautiful Ho'olei home in Wailea. It is a beautiful home and the perfect location. We enjoyed the beaches, walking path, pool and the local restaurants were all good. We have already recommended it to a few friends. Our granddaughter really enjoyed the pool and sand toys. Everyone loved the view and we were all up early every morning to enjoy the sunrise and of course mai tai's on the lanai watching the sunset! Thank you for greeting us upon our arrival and making your property so welcoming. BRH
                                                            • Submitted: Aug 21, 2014
                                                            • Stayed: Aug 2014