Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Narrow Results

Wailea: Condos, Villas & More (796)

  • 1 - 30 of 796
    • 2 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 8
    11
    Request to Book View Details
    24 hrs Confirmation within 24 hours
      • 1 BR
      • 2 BA
      • Sleeps 4
      13
      Request to Book View Details
      24 hrs Confirmation within 24 hours
        • 2 BR
        • 2 BA
        • Sleeps 4
        5
        Request to Book View Details
        24 hrs Confirmation within 24 hours
          • 1 BR
          • 1 BA
          • Sleeps 3
          11
          Request to Book View Details
          24 hrs Confirmation within 24 hours
            • 2 BR
            • 2 BA
            • Sleeps 6
            9
            Request to Book View Details
            24 hrs Confirmation within 24 hours
              • 3 BR
              • 3 BA
              • Sleeps 6
              1 Review
              Request to Book View Details
              24 hrs Confirmation within 24 hours
                • 3 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 8
                70
                Request to Book View Details
                24 hrs Confirmation within 24 hours
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  Request to Book View Details
                  24 hrs Confirmation within 24 hours
                  Special Offer! SUPER SUMMER SAVINGS - ONLY $169/night!! June 1 - July 31
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    30
                    Request to Book View Details
                    24 hrs Confirmation within 24 hours
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      42
                      Request to Book View Details
                      24 hrs Confirmation within 24 hours
                        • 1 BR
                        • 2 BA
                        • Sleeps 4
                        11
                        Request to Book View Details
                        24 hrs Confirmation within 24 hours
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          18
                          Request to Book View Details
                          24 hrs Confirmation within 24 hours
                            • 3 BR
                            • 3 BA
                            • 1 HF BA
                            • Sleeps 8
                            Request to Book View Details
                            24 hrs Confirmation within 24 hours
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              6
                              Request to Book View Details
                              24 hrs Confirmation within 24 hours
                                • 2 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 6
                                21
                                Request to Book View Details
                                24 hrs Confirmation within 24 hours
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  22
                                  Request to Book View Details
                                  24 hrs Confirmation within 24 hours
                                    • 3 BR
                                    • 3 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    1 Review
                                    Request to Book View Details
                                    24 hrs Confirmation within 24 hours
                                      • 3 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      1 Review
                                      Request to Book View Details
                                      24 hrs Confirmation within 24 hours
                                        • 3 BR
                                        • 3 BA
                                        • 1 HF BA
                                        • Sleeps 8
                                        17
                                        Request to Book View Details
                                        24 hrs Confirmation within 24 hours
                                          • 1 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 4
                                          25
                                          Request to Book View Details
                                          24 hrs Confirmation within 24 hours
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 8
                                            10
                                            Request to Book View Details
                                            24 hrs Confirmation within 24 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Request to Book View Details
                                              24 hrs Confirmation within 24 hours
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Request to Book View Details
                                                24 hrs Confirmation within 24 hours
                                                  • 3 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  7
                                                  Request to Book View Details
                                                  24 hrs Confirmation within 24 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 5
                                                    1 Review
                                                    Request to Book View Details
                                                    24 hrs Confirmation within 24 hours
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      6
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 5
                                                        5
                                                          • 1 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          5
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 6
                                                            8
                                                            Request to Book View Details
                                                            24 hrs Confirmation within 24 hours
                                                              • 3 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              1 Review
                                                              Request to Book View Details
                                                              24 hrs Confirmation within 24 hours
                                                              • 1 - 30 of 796
                                                               

                                                              Recent Wailea Reviews

                                                              Amazing stay in an Amazing Place.

                                                              5 of 5
                                                              This rental exceeded all of our expectations. It is with out a doubt the best place we have ever stayed. The floor-plan and the layout are very functional. The interior design are incredible. In fact the couch is probably one of the most comfortable that i have ever sat on. The place was quiet relaxed but completely opulent. Having spent 5 Days in Honolulu, we were so over eating out, so it as so nice just to be able to cook simple meals and enjoy ourselves with a glass of wine :-) Comparing this to staying at one of the HUGE hotels nearby, staying here wins hands down. Cant wait to come back.
                                                              • Submitted: Apr 21, 2016
                                                              • Stayed: Apr 2016

                                                              Excellent Place

                                                              4 of 5
                                                              We had a wonderful time and it was nice being close to the pool. Eric, the on-site property representative was very helpful and was easily reached. Great holiday. Indira
                                                              • Submitted: Apr 18, 2016
                                                              • Stayed: Mar 2016

                                                              AMAZING

                                                              5 of 5
                                                              This Villa is a dream. It is so decorated beautifully and extremely well appointed. Everything is top of the line. And lots of extras to make your vacation so easy (beach towels, chairs, umbrellas, cooler). This a home away from home in the paradise of Hawaii. Tons of space for a family or couples travelling together. The Villa pool was perfect and the workout room was nicer than most hotel work out rooms. Who needs the Grand Wailea crowded pools?!? We thoroughly enjoyed our stay and would definitely rent again through Innovar (Chrissy and her team). The beach is a quick 5 minute walk across the street and through the property of the Grand Wailea. We would definitely rent directly with them again. I would not pay the extra fees to rent direct through the Grand Wailea. We had everything we needed and all the people were very responsive. Plus we had access to the villa concierges on property by the villa pool - they were very helpful.
                                                              • Submitted: Apr 12, 2016
                                                              • Stayed: Apr 2016