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123 vacation rentals

(6) Excellent 

    28

    One-of-a-Kind Maui Getaway!

    Maui / Wailea

    Wailea house

    4 10 min stay varies

    • 4 bedrooms
    • sleeps 10
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 3 mi
    • Swimming pool

    Price per night from

    $1,600

    Responds fast!
    avg. 1 hour 35 minutes

    Price per night from

    $1,600

    (12) Excellent 

      22

      Updated Spacious 3 Bdrm. Wailea Ocean View Condo

      Maui / Wailea

      Wailea apartment

      3 6 7 nights min

      • 3 bedrooms
      • sleeps 6
      • 7 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Child Friendly
      “Great condo!” We absolutely loved the condo.  It was well appointed and spacious.  We hosted a gathering of about 20 people and the kitchen, dining, living spaces combined with the lanai comfortably held that many people. The location was perfect, ri

      Price per night from

      $285

      Responds fast!
      avg. 3 hours 1 minutes

      Price per night from

      $285

        33

        New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

        Maui / Wailea

        Wailea villa

        3 8 6 nights min

        • 3 bedrooms
        • sleeps 8
        • 6 nights min
        • Child Friendly

        Price per night from

        $795

        Responds fast!
        avg. 3 hours 12 minutes

        Price per night from

        $795

        (18) Excellent 

          17

          Wailea Ekahi Ocean View 50A

          Maui / Wailea

          Wailea condo

          1 4 min stay varies

          • 1 bedroom
          • sleeps 4
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $252

          Responds fast!
          avg. 1 hour 51 minutes

          Price per night from

          $252

          (8) Excellent 

            31

            The Perfect Location for a Relaxing Hawaiian Getaway - Grand Champions #103

            Maui / Wailea

            Wailea apartment

            1 4 1 night min

            • 1 bedroom
            • sleeps 4
            • 1 night min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child Friendly
            “This is a beautiful condo, wonderfully maintained, in a great lo” We have stayed at many condos on Maui for years, and this is absolutely our favorite. We were lucky enough to be the first guests, and everything was even better than expected. The pho

            Price per night from

            $194

            Responds fast!
            avg. 1 hour 26 minutes

            Price per night from

            $194

            (7) Excellent 

              8

              Remodeled Elegance & Luxury - Daily Housekeeping Elua Village # 2107

              Maui / Wailea

              Wailea apartment

              2 6 min stay varies

              • 2 bedrooms
              • sleeps 6
              • min stay varies
              • Swimming pool
              • Child Friendly
              • Car not necessary
              “Maui Wailea Elua 2107” Very nice, comfortable 2 BR condo. In the upper tier of buildings in the development, so short walk down the hill to the beachwalk. Though nearer to the road, no noise in unit. Has a front lanai facing the ocean, landscaped b

              Price per night from

              $379

              Price per night from

              $379

                16

                Beautifully Renovated 2 BDRM WAILEA ELUA, #2201

                Maui / Wailea

                Wailea apartment

                2 6 min stay varies

                • 2 bedrooms
                • sleeps 6
                • min stay varies
                • Swimming pool
                • Child Friendly
                • Car not necessary

                Price per night from

                $399

                Price per night from

                $399

                  16

                  Remodeled Second Floor 2 BDRM Condo Wailea Elua Village # 202

                  Maui / Wailea

                  Wailea apartment

                  2 5 5 nights min

                  • 2 bedrooms
                  • sleeps 5
                  • 5 nights min
                  • Swimming pool
                  • Child Friendly
                  • Car not necessary

                  Price per night from

                  $440

                  Price per night from

                  $440

                  (37) Excellent 

                    18

                    Wailea Ekahi 7G Luxury Ocean Front S Maui Condo

                    Maui / Wailea

                    Wailea apartment

                    1 3 7 nights min

                    • 1 bedroom
                    • sleeps 3
                    • 7 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 1 mi
                    • Swimming pool
                    “Absolutely Perfect!” This condo is gorgeous, and set up with everything you could ask for during your stay. We were so pleased with the location, cleanliness, and the setup of the home for us. There was not a single thing that we came across that we

                    Price per night from

                    $401

                    Responds fast!
                    avg. 3 hours 1 minutes

                    Price per night from

                    $401

                    (14) Excellent 

                      24

                      Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach - 3 min. walk, Remodeled

                      Maui / Wailea

                      Wailea apartment

                      1 5 4 nights min

                      • 1 bedroom
                      • sleeps 5
                      • 4 nights min
                      • Beach / lakeside relaxation
                      • Swimming pool
                      • Child Friendly
                      “Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxin

                      Price per night from

                      $315

                      Price per night from

                      $315

                        15

                        Beautiful Views Await You Here - WAILEA ELUA, #1002

                        Maui / Wailea

                        Wailea apartment

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Swimming pool
                        • Child Friendly
                        • Car not necessary

                        Price per night from

                        $749

                        Price per night from

                        $749

                        (3) Excellent 

                          14

                          SPECIAL SUMMER RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

                          Maui / Wailea

                          Wailea condo

                          2 4 4 nights min

                          • 2 bedrooms
                          • sleeps 4
                          • 4 nights min
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $298

                          Price per night from

                          $298

                          (17) Excellent 

                            9

                            Prime Wailea 2 BDRM Condo Wailea Elua Village # 801

                            Maui / Wailea

                            Wailea apartment

                            2 6 5 nights min

                            • 2 bedrooms
                            • sleeps 6
                            • 5 nights min
                            • Swimming pool
                            • Child Friendly
                            • Car not necessary
                            “Excellent condo, Excellent resort” This was a fantastic stay. The accommodation was booked through mauivacationadvisors.com. The agency represents many properties. They were a huge help, offering suggestions regarding location, activities, and rest

                            Price per night from

                            $409

                            Price per night from

                            $409

                              16

                              Beautiful & Spacious Ocean View Condo WAILEA ELUA, #0902

                              Maui / Wailea

                              Wailea apartment

                              2 5 5 nights min

                              • 2 bedrooms
                              • sleeps 5
                              • 5 nights min
                              • Swimming pool
                              • Child Friendly
                              • Car not necessary

                              Price per night from

                              $399

                              Price per night from

                              $399

                              (12) Excellent 

                                16

                                Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305

                                Maui / Wailea

                                Wailea apartment

                                3 8 5 nights min

                                • 3 bedrooms
                                • sleeps 8
                                • 5 nights min
                                • Swimming pool
                                • Child Friendly
                                • Car not necessary
                                “Great location!” We really enjoyed our stay at Elua Village 1305. The proximity to the beach was outstanding as was the sunsets each and every night. Three beds and baths with 6 people make life very comfortable. The unit could use some updates such

                                Price per night from

                                $1,499

                                Price per night from

                                $1,499

                                (5) Very Good 

                                  82

                                  Outstanding Luxury Condo for Couples in Paradise - Ocean and Beacfront

                                  Maui / Wailea

                                  Wailea apartment

                                  1 2 3 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0.8 mi
                                  • Swimming pool

                                  Price per night from

                                  $287

                                  Responds fast!
                                  avg. 3 hours 0 minutes

                                  Price per night from

                                  $287

                                    16

                                    Stunning Ground Floor 2 BDRM Condo WAILEA ELUA, #1403*

                                    Maui / Wailea

                                    Wailea apartment

                                    2 6 5 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 5 nights min
                                    • Swimming pool
                                    • Child Friendly
                                    • Car not necessary

                                    Price per night from

                                    $829

                                    Price per night from

                                    $829

                                      24

                                      Romantic, Elegant, Sensual Retreat

                                      Maui / Wailea

                                      Wailea condo

                                      1 2 min stay varies

                                      • 1 bedroom
                                      • sleeps 2
                                      • min stay varies
                                      • Beach / lakeside relaxation

                                      Price per night from

                                      $281

                                      Price per night from

                                      $281

                                        16

                                        Second Floor 2 BDRM w/ Sweeping Views WAILEA ELUA, #2010

                                        Maui / Wailea

                                        Wailea apartment

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Car not necessary

                                        Price per night from

                                        $389

                                        Price per night from

                                        $389

                                          16

                                          Ground Floor 2 BDRM Condo Wailea Elua Village # 1503

                                          Maui / Wailea

                                          Wailea apartment

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Swimming pool
                                          • Child Friendly
                                          • Car not necessary

                                          Price per night from

                                          $409

                                          Price per night from

                                          $409

                                          (16) Very Good 

                                            16

                                            Gorgeous Ground Floor 1 Bedroom WAILEA ELUA, #2003

                                            Maui / Wailea

                                            Wailea apartment

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Swimming pool
                                            • Child Friendly
                                            • Car not necessary
                                            “wonderful property, alii people very friendly and helpful” Was able to check in at 1:00 PM which was very helpful. The personnel from alii were, as usual very friendly and helpful. Condo comfortable and clean. Two bathrooms a good feature. Second

                                            Price per night from

                                            $399

                                            Price per night from

                                            $399

                                              5

                                              Stunning 1 Bedroom Wailea Condo Wailea Elua # 206

                                              Maui / Wailea

                                              Wailea apartment

                                              1 2 min stay varies

                                              • 1 bedroom
                                              • sleeps 2
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly
                                              • Car not necessary

                                              Price per night from

                                              $399

                                              Price per night from

                                              $399

                                              (7) Excellent 

                                                16

                                                Beautiful Ocean Views - Wailea Elua Village #802

                                                Maui / Wailea

                                                Wailea apartment

                                                2 6 5 nights min

                                                • 2 bedrooms
                                                • sleeps 6
                                                • 5 nights min
                                                • Swimming pool
                                                • Child Friendly
                                                • Car not necessary
                                                “Perfection in Paradise” Wailea is the perfect vacation location on Maui with swimming, snorkeling, sunning, kayaking, shopping, dining all within walking distance plus many great beaches within a short drive along with an interesting lava hike along t

                                                Price per night from

                                                $409

                                                Price per night from

                                                $409

                                                (9) Very Good 

                                                  16

                                                  Lovely Ground Floor 2 BDRM Condo Wailea Elua Village # 105

                                                  Maui / Wailea

                                                  Wailea apartment

                                                  2 6 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Car not necessary
                                                  “Perfect!!!” Our stay at Wailea Elua was absolutely great. Our accommodations were spacious and beautiful with a breathtaking view of the ocean. The grounds were remarkable with close access to beach and private sitting areas. The condo had everythi

                                                  Price per night from

                                                  $399

                                                  Price per night from

                                                  $399

                                                    21

                                                    The Palms at Wailea 901 - Luxury Privacy & Beaches

                                                    Maui / Wailea

                                                    Wailea condo

                                                    1 4 4 nights min

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • 4 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 1 mi
                                                    • Swimming pool

                                                    Price per night from

                                                    $216

                                                    Price per night from

                                                    $216

                                                    (11) Very Good 

                                                      16

                                                      Classy 2 BD Condo W/ Excellent Amenities Wailea Elua Village # 1204

                                                      Maui / Wailea

                                                      Wailea apartment

                                                      2 5 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 5
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Car not necessary
                                                      “A Beautiful Unit” This unit has everything that a family of 4 needs to have a great vacation. Our boys loved the short walk to the ocean but were a little disappointed that there were no rackets for the paddle tennis court. The housekeepers were ver

                                                      Price per night from

                                                      $699

                                                      Price per night from

                                                      $699

                                                        33

                                                        Renovated Maui Banyan Complex; Walk to Kam II Beach; Modern Kitchen!

                                                        Maui / Wailea

                                                        Wailea condo

                                                        2 6 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Child Friendly

                                                        Price per night from

                                                        $179

                                                        Price per night from

                                                        $179

                                                          17

                                                          Exceptional Ocean View; Great Kihei Location; Walk To Beach & Restaurants!

                                                          Maui / Wailea

                                                          Wailea condo

                                                          1 3 4 nights min

                                                          • 1 bedroom
                                                          • sleeps 3
                                                          • 4 nights min
                                                          • Swimming pool
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $145

                                                          Price per night from

                                                          $145

                                                          (1) Excellent 

                                                            23

                                                            Sweeping Ocean Views; Private High End Condo!

                                                            Maui / Wailea

                                                            Wailea condo

                                                            1 4 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Air conditioning

                                                            Price per night from

                                                            $209

                                                            Price per night from

                                                            $209

                                                            (4) Very Good 

                                                              16

                                                              Lovely Remodeled 2 BDRM Condo Elua Village # 2106

                                                              Maui / Wailea

                                                              Wailea apartment

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Car not necessary
                                                              “Clean and spacious with attentive service” This is a nice condo rental for Wailea. While the furnishings and mattresses are not that up to date, the cleanliness and location are very good. I found the kitchen in particular to have very good supplies.

                                                              Price per night from

                                                              $399

                                                              Price per night from

                                                              $399

                                                              (1) Excellent 

                                                                25

                                                                Beautiful Ocean View 2BR/2Bath

                                                                Maui / Wailea

                                                                Wailea condo

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 0.1 mi
                                                                • Swimming pool

                                                                Price per night from

                                                                $441

                                                                Price per night from

                                                                $441

                                                                (16) Excellent 

                                                                  16

                                                                  Stunning Ground Floor 2 Bedroom Wailea Elua #307

                                                                  Maui / Wailea

                                                                  Wailea apartment

                                                                  2 5 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Car not necessary
                                                                  “Luxury with great athmosfere” Beautiful scenery, great apartments, super nice service, excellent walkways and running possobilities, perfect beaches, shopping center closeby

                                                                  Price per night from

                                                                  $409

                                                                  Price per night from

                                                                  $409

                                                                    21

                                                                    Kihei Akahi Resort - Unit C505

                                                                    Maui / Wailea

                                                                    Wailea condo

                                                                    1 4 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Car not necessary

                                                                    Price per night from

                                                                    $176

                                                                    Price per night from

                                                                    $176

                                                                    (3) Very Good 

                                                                      16

                                                                      Beautiful Grounds with Ocean View WAILEA ELUA, #2101

                                                                      Maui / Wailea

                                                                      Wailea apartment

                                                                      1 4 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Car not necessary
                                                                      “Vary nice” Accomodations were modern and clean. Resort is beautifully kept. I want to particualry praise the cleaning staff. The two women who came daily were amazing.

                                                                      Price per night from

                                                                      $266

                                                                      Price per night from

                                                                      $266

                                                                        16

                                                                        Newly Renovated Second Floor 2 BDRM Condo Wailea Elua # 2304

                                                                        Maui / Wailea

                                                                        Wailea apartment

                                                                        2 6 5 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 5 nights min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Car not necessary

                                                                        Price per night from

                                                                        $599

                                                                        Price per night from

                                                                        $599

                                                                          18

                                                                          Wailea Beach House--Golf, Tennis, Beach--Short walk, Shopping and Dinning

                                                                          Maui / Wailea

                                                                          Wailea apartment

                                                                          2 6 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 3 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $258

                                                                          Responds fast!
                                                                          avg. 26 minutes

                                                                          Price per night from

                                                                          $258

                                                                          (7) Very Good 

                                                                            16

                                                                            Renovated Condo-Wailea 2 BDRM Condo Wailea Elua #702

                                                                            Maui / Wailea

                                                                            Wailea apartment

                                                                            2 6 5 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • 5 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Car not necessary
                                                                            “Wonderful vacation at Elua Village” We stayed in Unit 702 in Elua Village in Wailea. The location was wonderful, you could see the sunset from the balcony and even sitting on the sofa in the living room. The condo was very comfortable and spacious.

                                                                            Price per night from

                                                                            $379

                                                                            Price per night from

                                                                            $379

                                                                            (13) Excellent 

                                                                              24

                                                                              Wailea Luxurious Beachfront 2br,2ba on Polo Beach

                                                                              Maui / Wailea

                                                                              Wailea apartment

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              “Oceanfront Luxury on Polo Beach” This was our second stay at this meticulously detailed, ocean front luxury home. Every amenity has been considered and provided by the owners, to ensure their guests experience executive living while in Maui. The di

                                                                              Price per night from

                                                                              $779

                                                                              Price per night from

                                                                              $779