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1,057 houses

(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: Rental types Tennis in town All filters match

    Price per night from

    $1,598

    Responds fast!
    avg. 1 hour 36 minutes

    Price per night from

    $1,598

    (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: Rental types 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

      $699

      Price per night from

      $699

      (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: Rental types 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

        $798

        Price per night from

        $798

        (54) Excellent 

          22

          Koali Ranch Cottage, Hana, Maui

          Maui / Hana

          Hana house

          1 2 2 nights min

          • 1 bedroom
          • sleeps 2
          • 2 nights min
          • Beach / lakeside relaxation
          Match: Rental types Tennis in town All filters match
          “The perfect, quiet getaway for two.” My wife Barbara and I just returned from our ten day stay in Maui. We spent the first three days around Hana. The whole area is beautiful but what made it really special was the two nights we spent at the Koali Ran

          Price per night from

          $218

          Responds fast!
          avg. 2 hours 39 minutes

          Price per night from

          $218

          (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: Rental types Tennis in town All filters match

            Price per night from

            $1,024

            Price per night from

            $1,024

            (4) Very Good 

              15

              Hale Kiana: Quiet mountain-side retreat. Great Views

              Maui / Kula

              Kula house

              2 3 1 night min

              • 2 bedrooms
              • sleeps 3
              • 1 night min
              • Nearest beach 20 mi
              • Child Friendly
              • Private garden
              Match: Rental types Tennis in town All filters match

              Price per night from

              $166

              Responds fast!
              avg. 1 hour 2 minutes

              Price per night from

              $166

                23

                Ocean View luxury on the dry side

                Maui / Haiku

                Haiku house

                1 4 min stay varies

                • 1 bedroom
                • sleeps 4
                • min stay varies
                • Nearest beach 1 mi
                • Child Friendly
                • Private garden
                Match: Rental types Tennis in town All filters match

                Price per night from

                $165

                Price per night from

                $165

                  16

                  Prime Oceanfront 1Bd/1Ba Condo WAILEA ELUA, #1309

                  Maui / Kihei

                  Kihei house

                  1 2 min stay varies

                  • 1 bedroom
                  • sleeps 2
                  • min stay varies
                  • Swimming pool
                  • Child Friendly
                  • Car not necessary
                  Match: Rental types Tennis in town All filters match

                  Price per night from

                  $565

                  Price per night from

                  $565

                    43

                    The Whaler 1251

                    Maui / Lahaina

                    Lahaina house

                    1 2 4 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 4 nights min
                    • Swimming pool
                    • Ask about children
                    • Air conditioning
                    Match: Rental types Tennis in town All filters match

                    Price per night from

                    $450

                    Price per night from

                    $450

                    (3) Excellent 

                      9

                      Kahana Nui Tropical Estate - Private Oceanside Villa

                      Maui / Napili-Honokowai

                      Napili-Honokowai house

                      6 14 min stay varies

                      • 6 bedrooms
                      • sleeps 14
                      • min stay varies
                      • Nearest beach 2 mi
                      • Swimming pool
                      • Child Friendly
                      Match: Rental types Tennis in town All filters match

                      Price per night from

                      $2,402

                      Price per night from

                      $2,402

                        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: Rental types Tennis in town All filters match

                        Price per night from

                        $1,144

                        Responds fast!
                        avg. 2 hours 59 minutes

                        Price per night from

                        $1,144

                        (1) Excellent 

                          39

                          Kaanapali Alii 2-34

                          Maui / Lahaina

                          Lahaina house

                          1 6 4 nights min

                          • 1 bedroom
                          • sleeps 6
                          • 4 nights min
                          • Swimming pool
                          • Ask about children
                          • Air conditioning
                          Match: Rental types Tennis in town All filters match

                          Price per night from

                          $299

                          Price per night from

                          $299

                          (3) Very Good 

                            22

                            Honu'ea Beach House

                            Maui / Kihei

                            Kihei house

                            3 6 7 nights min

                            • 3 bedrooms
                            • sleeps 6
                            • 7 nights min
                            • Beach / lakeside relaxation
                            • Child Friendly
                            • Air conditioning
                            Match: Rental types Tennis in town All filters match

                            Price per night from

                            $1,715

                            Price per night from

                            $1,715

                              55

                              The Whaler 1056

                              Maui / Lahaina

                              Lahaina house

                              1 4 4 nights min

                              • 1 bedroom
                              • sleeps 4
                              • 4 nights min
                              • Swimming pool
                              • Ask about children
                              • Air conditioning
                              Match: Rental types Tennis in town All filters match

                              Price per night from

                              $299

                              Price per night from

                              $299

                              (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: Rental types Tennis in town All filters match

                                Price per night from

                                $571

                                Responds fast!
                                avg. 3 hours 54 minutes

                                Price per night from

                                $571

                                  22

                                  Laid-Back Condo Steps from Sand! Roomy Design w/Kitchen, WiFi–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
                                  Match: Rental types Tennis in town All filters match

                                  Price per night from

                                  $240

                                  Price per night from

                                  $240

                                    39

                                    West Maui Perfection! Kitchen, Lanai, WiFi, AC, TVs, DVD+Laundry–Kamaole Sands

                                    Maui / Wailea

                                    Wailea house

                                    1 4 min stay varies

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

                                    Price per night from

                                    $203

                                    Price per night from

                                    $203

                                      24

                                      Casual+Homey w/Kitchen Update, Tile Floor, Washer/Dryer, WiFi–Kamaole Sands 6210

                                      Maui / Kihei

                                      Kihei house

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Suitable for children age 5+
                                      • Air conditioning
                                      Match: Rental types Tennis in town All filters match

                                      Price per night from

                                      $299

                                      Price per night from

                                      $299

                                        19

                                        Bright & Cheery w/Prime Lanai View, Open Kitchen, WiFi–Kamaole Sands 1207

                                        Maui / Kihei

                                        Kihei house

                                        1 4 min stay varies

                                        • 1 bedroom
                                        • sleeps 4
                                        • min stay varies
                                        • Suitable for children age 5+
                                        • Air conditioning
                                        Match: Rental types Tennis in town All filters match

                                        Price per night from

                                        $239

                                        Price per night from

                                        $239

                                          40

                                          Live Maui w/Tropical Motif, Open Kitchen, Lanai, AC, WiFi–Kamaole Sands 9202

                                          Maui / Kihei

                                          Kihei house

                                          1 4 min stay varies

                                          • 1 bedroom
                                          • sleeps 4
                                          • min stay varies
                                          • Suitable for children age 5+
                                          • Air conditioning
                                          Match: Rental types Tennis in town All filters match

                                          Price per night from

                                          $203

                                          Price per night from

                                          $203

                                            26

                                            Airy, Open Suite w/Kitchen+Bath Upgrades, Lanai, WiFi, AC–Kamaole Sands 6306

                                            Maui / Kihei

                                            Kihei house

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Suitable for children age 5+
                                            • Air conditioning
                                            Match: Rental types Tennis in town All filters match

                                            Price per night from

                                            $239

                                            Price per night from

                                            $239

                                              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
                                              Match: Rental types Tennis in town All filters match

                                              Price per night from

                                              $215

                                              Price per night from

                                              $215

                                                31

                                                Sweet Upgrades! Gourmet Kitchen, Pool View Lanai, Washer/Dryer–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
                                                Match: Rental types Tennis in town All filters match

                                                Price per night from

                                                $215

                                                Price per night from

                                                $215

                                                  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
                                                  Match: Rental types Tennis in town All filters match

                                                  Price per night from

                                                  $239

                                                  Price per night from

                                                  $239

                                                    14

                                                    Enjoy Maui Magic w/Casual Decor, Updated Kitchen, AC, WiFi–Kamaole Sands 9302

                                                    Maui / Kihei

                                                    Kihei house

                                                    1 4 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Suitable for children age 5+
                                                    • Air conditioning
                                                    Match: Rental types Tennis in town All filters match

                                                    Price per night from

                                                    $203

                                                    Price per night from

                                                    $203

                                                      33

                                                      Kihei Style w/WiFi, Flat Screen, DVD, AC, Kitchen, Lanai+Laundry–Kamaole Sands

                                                      Maui / Wailea

                                                      Wailea house

                                                      1 4 min stay varies

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

                                                      Price per night from

                                                      $197

                                                      Price per night from

                                                      $197

                                                        15

                                                        Ocean Theme+View! Island Decor, Kitchen+Bath Updates, WiFi–Kamaole Sands 9409

                                                        Maui / Kihei

                                                        Kihei house

                                                        2 6 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Suitable for children age 5+
                                                        • Air conditioning
                                                        Match: Rental types Tennis in town All filters match

                                                        Price per night from

                                                        $323

                                                        Price per night from

                                                        $323

                                                          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
                                                          Match: Rental types Tennis in town All filters match

                                                          Price per night from

                                                          $239

                                                          Price per night from

                                                          $239

                                                            15

                                                            Island Energy in Suite w/Lanai, Washer/Dryer, WiFi, Kitchen–Kamaole Sands 7302

                                                            Maui / Kihei

                                                            Kihei house

                                                            1 4 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • min stay varies
                                                            • Suitable for children age 5+
                                                            • Air conditioning
                                                            Match: Rental types Tennis in town All filters match

                                                            Price per night from

                                                            $215

                                                            Price per night from

                                                            $215

                                                              15

                                                              Laid Back Condo Comfort w/AC, WiFi, Washer/Dryer, Kitchen Perks–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
                                                              Match: Rental types Tennis in town All filters match

                                                              Price per night from

                                                              $215

                                                              Price per night from

                                                              $215

                                                                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
                                                                Match: Rental types Tennis in town All filters match

                                                                Price per night from

                                                                $239

                                                                Price per night from

                                                                $239

                                                                  31

                                                                  Easy-Going Style w/Lanai, Kitchen Ease, WiFi, Washer/Dryer–Kamaole Sands 5314

                                                                  Maui / Kihei

                                                                  Kihei house

                                                                  1 4 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Suitable for children age 5+
                                                                  • Air conditioning
                                                                  Match: Rental types Tennis in town All filters match

                                                                  Price per night from

                                                                  $239

                                                                  Price per night from

                                                                  $239

                                                                    67

                                                                    Luxury Upgrades w/Ocean+Haleakala View! Modern Kitchen, Lanai–Kamaole Sands 4409

                                                                    Maui / Kihei

                                                                    Kihei house

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Suitable for children age 5+
                                                                    • Air conditioning
                                                                    Match: Rental types Tennis in town All filters match

                                                                    Price per night from

                                                                    $323

                                                                    Price per night from

                                                                    $323

                                                                      30

                                                                      50 Steps from Beach. On Front St. The Lahaina Beach House.

                                                                      Maui / Lahaina

                                                                      Lahaina house

                                                                      5 16 2 nights min

                                                                      • 5 bedrooms
                                                                      • sleeps 16
                                                                      • 2 nights min
                                                                      • Nearest beach 0.1 mi
                                                                      • Child Friendly
                                                                      • Car not necessary
                                                                      Match: Rental types Tennis in town All filters match

                                                                      Price per night from

                                                                      $1,144

                                                                      Responds fast!
                                                                      avg. 2 hours 47 minutes

                                                                      Price per night from

                                                                      $1,144

                                                                        19

                                                                        Open-Style Ground Floor Suite w/Modern Kitchen, WiFi, Lanai–Kamaole Sands 1107

                                                                        Maui / Kihei

                                                                        Kihei house

                                                                        1 4 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • min stay varies
                                                                        • Suitable for children age 5+
                                                                        • Air conditioning
                                                                        Match: Rental types Tennis in town All filters match

                                                                        Price per night from

                                                                        $216

                                                                        Price per night from

                                                                        $216

                                                                          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
                                                                          Match: Rental types Tennis in town All filters match

                                                                          Price per night from

                                                                          $239

                                                                          Price per night from

                                                                          $239

                                                                            7

                                                                            Lovely 1 Bdrm. Oceanfront Condo Wailea Elua #1601

                                                                            Maui / Wailea

                                                                            Wailea house

                                                                            1 4 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Car not necessary
                                                                            Match: Rental types Tennis in town All filters match

                                                                            Price per night from

                                                                            $421

                                                                            Price per night from

                                                                            $421

                                                                              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
                                                                              Match: Rental types Tennis in town All filters match

                                                                              Price per night from

                                                                              $275

                                                                              Price per night from

                                                                              $275