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852 condos

(36) Excellent 

    29

    Private Gated Estate with Pool, Walk to Beach & Town, Quiet, Lush, Aloha Spirit!

    Maui / Lahaina

    Lahaina house

    4 8 min stay varies

    • 4 bedrooms
    • sleeps 8
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 0.1 mi
    • Swimming pool
    Match: Private pool Tennis in town All filters match
    “3 generation getaway” The Lahaina Gatehouse was perfect for our group of grandparents, kids, their spouses and two grandsons ages 4 and 8 (8 people total). There's enough space for gatherings as well as getting away for privacy too. The saltwater po

    Price per night from

    $698

    Price per night from

    $698

    (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
      Match: Private pool Tennis in town All filters match

      Price per night from

      $1,596

      Responds fast!
      avg. 1 hour 36 minutes

      Price per night from

      $1,596

      (21) Excellent 

        21

        Amazing House w/ Pool, Cabana & More Kihei Wailea

        Maui / Kihei

        Kihei house

        4 12 min stay varies

        • 4 bedrooms
        • sleeps 12
        • min stay varies
        • Nearest beach 1 mi
        • Swimming pool
        • Child Friendly
        Match: Private pool Tennis in town All filters match
        “Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and ever

        Price per night from

        $797

        Price per night from

        $797

        (7) Excellent 

          33

          Lahaina Baby Beach House-Pool-1 min.walk to the Beach- 5 min. walk to Lahaina

          Maui / Lahaina

          Lahaina house

          4 8 min stay varies

          • 4 bedrooms
          • sleeps 8
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 110 mi
          • Swimming pool
          Match: Private pool Tennis in town All filters match

          Price per night from

          $1,022

          Price per night from

          $1,022

            25

            Kihei Condo w/ Pool - Walk to Kamaole Beach Park I

            Maui / Kihei

            Kihei condo

            1 4 min stay varies

            • 1 bedroom
            • sleeps 4
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Air conditioning
            Match: Private pool Tennis in town All filters match

            Price per night from

            $137

            Responds fast!
            avg. 20 minutes

            Price per night from

            $137

              23

              Upscale Furnishings, Gorgeous Lawns For Kids

              Maui / Kihei

              Kihei condo

              1 4 7 nights min

              • 1 bedroom
              • sleeps 4
              • 7 nights min
              • Swimming pool
              • Child Friendly
              • Air conditioning
              Match: Private pool Tennis in town All filters match

              Price per night from

              $217

              Price per night from

              $217

                35

                Your private resort-4 acres, fruit trees, pool, tennis, hot-tub, sauna-Permitted

                Maui / Haiku

                Haiku house

                5 10 min stay varies

                • 5 bedrooms
                • sleeps 10
                • min stay varies
                • Nearest beach 9 mi
                • Swimming pool
                • Child Friendly
                Match: Private pool Tennis in town All filters match

                Price per night from

                $1,142

                Responds fast!
                avg. 2 hours 59 minutes

                Price per night from

                $1,142

                (58) Excellent 

                  54

                  MAUI KAI 806 High 8th Floor Oceanfront RENOVATED Condo NO CLEANING FEES mk806com

                  Maui / Ka'anapali

                  Ka'anapali apartment

                  1 2 2 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 2 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 0.2 mi
                  • Swimming pool
                  Match: Private pool Tennis in town All filters match
                  “Maui” We had a good time. Good spot! Well stocked kitchen! Nice to have daily room service! And, great bonus to have boogie boards and snorkels!

                  Price per night from

                  $285

                  Price per night from

                  $285

                  (4) Excellent 

                    21

                    Large CORNER CONDO Oceanfront HIGH FLOOR Renovated at MAUI KAI maui801com

                    Maui / Lahaina

                    Lahaina apartment

                    1 5 5 nights min

                    • 1 bedroom
                    • sleeps 5
                    • 5 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 0.1 mi
                    • Swimming pool
                    Match: Private pool Tennis in town All filters match

                    Price per night from

                    $389

                    Price per night from

                    $389

                    (1) Excellent 

                      62

                      Cloud 9 Beach House with Pool

                      Maui / Wailea

                      Wailea house

                      3 7 min stay varies

                      • 3 bedrooms
                      • sleeps 7
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Nearest beach 1 mi
                      • Swimming pool
                      Match: Private pool Tennis in town All filters match

                      Price per night from

                      $572

                      Responds fast!
                      avg. 3 hours 54 minutes

                      Price per night from

                      $572

                        32

                        NEW! Resort Condo w/Ocean Views on Kaanapali Beach

                        Maui / Lahaina

                        Lahaina condo

                        1 4 min stay varies

                        • 1 bedroom
                        • sleeps 4
                        • min stay varies
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning
                        Match: Private pool Tennis in town All filters match

                        Price per night from

                        $341

                        Responds fast!
                        avg. 10 minutes

                        Price per night from

                        $341

                          30

                          Lahaina Condo w/ Patio, Ocean Views & Pool Access!

                          Maui / Lahaina

                          Lahaina apartment

                          1 4 min stay varies

                          • 1 bedroom
                          • sleeps 4
                          • min stay varies
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning
                          Match: Private pool Tennis in town All filters match

                          Price per night from

                          $269

                          Responds fast!
                          avg. 47 minutes

                          Price per night from

                          $269

                            24

                            *5-Star* Kapalua Golf Villa w/Ocean-View Lanai!

                            Maui / Lahaina

                            Lahaina villa

                            1 2 min stay varies

                            • 1 bedroom
                            • sleeps 2
                            • min stay varies
                            • Swimming pool
                            • Air conditioning
                            Match: Private pool Tennis in town All filters match

                            Price per night from

                            $189

                            Responds fast!
                            avg. 10 minutes

                            Price per night from

                            $189

                              24

                              Sweeping Oceanfront View Condo in North Kihei!

                              Maui / Kihei

                              Kihei condo

                              1 2 min stay varies

                              • 1 bedroom
                              • sleeps 2
                              • min stay varies
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning
                              Match: Private pool Tennis in town All filters match

                              Price per night from

                              $158

                              Responds fast!
                              avg. 19 minutes

                              Price per night from

                              $158

                              (7) Very Good 

                                26

                                4B/3B,Gated Pool,Hot Tub, huge lani, A/C, Great location.,

                                Maui / Kihei

                                Kihei house

                                4 10 min stay varies

                                • 4 bedrooms
                                • sleeps 10
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning
                                Match: Private pool Tennis in town All filters match

                                Price per night from

                                $630

                                Responds fast!
                                avg. 3 hours 29 minutes

                                Price per night from

                                $630

                                (18) Very Good 

                                  40

                                  4 to 6 Bedroom Hale Leilani, Pool, AC, WIFI, WALK TO BEACH

                                  Maui / Kihei

                                  Kihei house

                                  6 12 4 nights min

                                  • 6 bedrooms
                                  • sleeps 12
                                  • 4 nights min
                                  • Swimming pool
                                  • Child Friendly
                                  • Air conditioning
                                  Match: Private pool Tennis in town All filters match

                                  Price per night from

                                  $716

                                  Price per night from

                                  $716

                                  (1) Very Good 

                                    19

                                    Seaside Tropics Villa - Ocean Views, Private Pool and hot tub, AC

                                    Maui / Kihei

                                    Kihei house

                                    4 8 min stay varies

                                    • 4 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning
                                    Match: Private pool Tennis in town All filters match

                                    Price per night from

                                    $1,798

                                    Price per night from

                                    $1,798

                                    These homes match some but not all of your filters. Clear all filters

                                      30

                                      Spacious 2/2 Luxury Condo, Extra Private/Quiet Location, AC

                                      Maui / Kihei

                                      Kihei condo

                                      2 6 4 nights min

                                      • 2 bedrooms
                                      • sleeps 6
                                      • 4 nights min
                                      • Child Friendly
                                      • Air conditioning
                                      1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                      Price per night from

                                      $262

                                      Price per night from

                                      $262

                                        23

                                        Spacious+Airy Condo w/New Kitchen, Lanai, WiFi, Washer/Dryer–Kamaole Sands 5205

                                        Maui / Kihei

                                        Kihei house

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Suitable for children age 5+
                                        • Air conditioning
                                        1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                        Price per night from

                                        $298

                                        Price per night from

                                        $298

                                          33

                                          Modern Kihei Living! Kitchen, Laundry, Lanai, WiFi, AC, TVs+DVD–Kamaole Sands

                                          Maui / Wailea

                                          Wailea house

                                          1 4 min stay varies

                                          • 1 bedroom
                                          • sleeps 4
                                          • min stay varies
                                          • Child Friendly
                                          • Air conditioning
                                          1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                          Price per night from

                                          $203

                                          Price per night from

                                          $203

                                            32

                                            Free-&-Easy Suite w/Tile Floors, Lanai, A.C, W/D, Full Kitchen, Murphy bed

                                            Maui / Kihei

                                            Kihei house

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Suitable for children age 5+
                                            • Air conditioning
                                            1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                            Price per night from

                                            $240

                                            Price per night from

                                            $240

                                              15

                                              Chic Upgrades+Great View! Modern Kitchen, WiFi, Washer/Dryer–Kamaole Sands 5302

                                              Maui / Kihei

                                              Kihei house

                                              1 4 min stay varies

                                              • 1 bedroom
                                              • sleeps 4
                                              • min stay varies
                                              • Suitable for children age 5+
                                              • Air conditioning
                                              1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                              Price per night from

                                              $240

                                              Price per night from

                                              $240

                                                17

                                                Refreshed 2-Story w/Great View, Kitchen, WiFi, Washer/Dryer–Kamaole Sands 5407

                                                Maui / Kihei

                                                Kihei house

                                                2 6 min stay varies

                                                • 2 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Suitable for children age 5+
                                                • Air conditioning
                                                1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                Price per night from

                                                $323

                                                Price per night from

                                                $323

                                                  30

                                                  Makena Surf - Beachfront Condo B-303

                                                  Maui / Kihei

                                                  Kihei condo

                                                  2 5 1 night min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 1 night min
                                                  • Child Friendly
                                                  1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                  Price per night from

                                                  $687

                                                  Price per night from

                                                  $687

                                                    37

                                                    West Maui Bliss! AC, WiFi, TVs, DVD, Modern Kitchen, Lanai+Laundry–Kamaole

                                                    Maui / Wailea

                                                    Wailea house

                                                    1 4 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning
                                                    1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                    Price per night from

                                                    $215

                                                    Price per night from

                                                    $215

                                                      18

                                                      Suite Living w/Island Touches! Updated Kitchen, Lanai, WiFi–Kamaole Sands 1206

                                                      Maui / Kihei

                                                      Kihei house

                                                      1 4 min stay varies

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Suitable for children age 5+
                                                      • Air conditioning
                                                      1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                      Price per night from

                                                      $215

                                                      Price per night from

                                                      $215

                                                        22

                                                        Family Fave w/Loft Bedroom, Kitchen Updates, WiFi, Washer/Dryer–Kamaole Sands

                                                        Maui / Kihei

                                                        Kihei house

                                                        2 6 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Suitable for children age 5+
                                                        • Air conditioning
                                                        1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                        Price per night from

                                                        $274

                                                        Price per night from

                                                        $274

                                                          27

                                                          Lanai to Lush Gardens! Stylish Kitchen, WiFi, Washer/Dryer–Kamaole Sands 9105

                                                          Maui / Kihei

                                                          Kihei house

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Suitable for children age 5+
                                                          • Air conditioning
                                                          1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                          Price per night from

                                                          $274

                                                          Price per night from

                                                          $274

                                                            16

                                                            High Style+Tropical Decor! WiFi, Relaxing Lanai, Kitchen Ease–Kamaole Sands 9403

                                                            Maui / Kihei

                                                            Kihei house

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Suitable for children age 5+
                                                            • Air conditioning
                                                            1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                            Price per night from

                                                            $274

                                                            Price per night from

                                                            $274

                                                              45

                                                              Upgraded 2-Level Rental w/Washer/Dryer, Tile Floor, Full Kitchen–Kamaole Sands

                                                              Maui / Kihei

                                                              Kihei house

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Suitable for children age 5+
                                                              1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                              Price per night from

                                                              $274

                                                              Price per night from

                                                              $274

                                                                34

                                                                Relaxing Ground Floor Suite w/Kitchen+Bath Updates, WiFi, Washer/Dryer–Kamaole

                                                                Maui / Kihei

                                                                Kihei house

                                                                1 4 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 4
                                                                • min stay varies
                                                                • Suitable for children age 5+
                                                                • Air conditioning
                                                                1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                                Price per night from

                                                                $239

                                                                Price per night from

                                                                $239

                                                                  21

                                                                  Modern Style+Island Decor! Kitchen, WiFi, Lanai, Washer/Dryer–Kamaole Sands 2206

                                                                  Maui / Kihei

                                                                  Kihei house

                                                                  1 4 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Suitable for children age 5+
                                                                  • Air conditioning
                                                                  1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                                  Price per night from

                                                                  $239

                                                                  Price per night from

                                                                  $239

                                                                    34

                                                                    Say Aloha Kihei w/Lanai, Kitchen, WiFi, Laundry, DVD+Flat Screens–Kamaole Sands

                                                                    Maui / Kihei

                                                                    Kihei house

                                                                    1 4 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Suitable for children age 5+
                                                                    • Air conditioning
                                                                    1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                                    Price per night from

                                                                    $239

                                                                    Price per night from

                                                                    $239

                                                                      20

                                                                      Roomy West Maui Suite w/Cool Tile Floors, WiFi, Full Kitchen–Kamaole Sands 3205

                                                                      Maui / Kihei

                                                                      Kihei house

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Suitable for children age 5+
                                                                      • Air conditioning
                                                                      1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                                      Price per night from

                                                                      $239

                                                                      Price per night from

                                                                      $239

                                                                        20

                                                                        Homey Touches+Hawaii Decor! Condo w/Lanai, WiFi, Kitchen, AC–Kamaole Sands 3306

                                                                        Maui / Kihei

                                                                        Kihei house

                                                                        1 4 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • min stay varies
                                                                        • Suitable for children age 5+
                                                                        • Air conditioning
                                                                        1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                                        Price per night from

                                                                        $239

                                                                        Price per night from

                                                                        $239

                                                                          28

                                                                          Condo Relaxation w/Roomy Living Area, Lanai, Kitchen, WiFi–Kamaole Sands 4303

                                                                          Maui / Kihei

                                                                          Kihei house

                                                                          1 4 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Suitable for children age 5+
                                                                          • Air conditioning
                                                                          1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                                          Price per night from

                                                                          $239

                                                                          Price per night from

                                                                          $239

                                                                            39

                                                                            West Maui View+Homey Comfort! Open Design w/New Kitchen, WiFi–Kamaole Sands 4307

                                                                            Maui / Kihei

                                                                            Kihei house

                                                                            1 4 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Suitable for children age 5+
                                                                            • Air conditioning
                                                                            1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                                            Price per night from

                                                                            $239

                                                                            Price per night from

                                                                            $239

                                                                              31

                                                                              Secluded+Casual Suite w/WiFi, Kitchen, Lanai, Flat Screen–Kamaole Sands 4311

                                                                              Maui / Kihei

                                                                              Kihei house

                                                                              1 4 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Suitable for children age 5+
                                                                              • Air conditioning
                                                                              1 of 2 match: Private pool, Tennis in town 1 of 2 filters match

                                                                              Price per night from

                                                                              $239

                                                                              Price per night from

                                                                              $239