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487 condos

(4) Excellent 

    24

    Royal Kahana #815 - Stunning Views! Free Wi-Fi!

    Maui / Lahaina

    Lahaina apartment

    1 4 4 nights min

    • 1 bedroom
    • sleeps 4
    • 4 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly
    Match: City breaks Tennis in town All filters match

    Price per night from

    $288

    Responds fast!
    avg. 1 hour 1 minutes

    Price per night from

    $288

    (8) Excellent 

      35

      5 Star Luxury Condo - Walk to the Beach

      Maui / Wailea

      Wailea condo

      2 6 min stay varies

      • 2 bedrooms
      • sleeps 6
      • min stay varies
      • Swimming pool
      • Child Friendly
      • Air conditioning
      Match: City breaks Tennis in town All filters match

      Price per night from

      $225

      Price per night from

      $225

      (4) Excellent 

        11

        STELLAR KAPALUA RETREAT AWESOME VIEWS VERY PRIVATE

        Maui / Kapalua

        Kapalua villa

        2 4 min stay varies

        • 2 bedrooms
        • sleeps 4
        • min stay varies
        • Child Friendly
        Match: City breaks Tennis in town All filters match

        Price per night from

        $384

        Responds fast!
        avg. 3 hours 49 minutes

        Price per night from

        $384

        (3) Very Good 

          26

          Maui Kamaole Resort 2/2 condo

          Maui / Kihei

          Kihei apartment

          2 6 4 nights min

          • 2 bedrooms
          • sleeps 6
          • 4 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Child Friendly
          Match: City breaks Tennis in town All filters match
          “Great Location - Easy to Everything” This Condo is in a great location. There is just a short walk to sunsets on the beach. It is closer to the nicer of the two pools and the Barbecue area is right out front. The parking is also right out front if

          Price per night from

          $200

          Price per night from

          $200

          (34) Excellent 

          Certificate of Excellence

            97

            TRACY'S TROPICAL TREASURE #3 of 4: Studio (sleeps 4)! Voted #1 Rental in Maui

            Maui / Kihei

            Kihei condo

            1 4 1 night min

            • 1 bedroom
            • sleeps 4
            • 1 night min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child Friendly
            Match: City breaks Tennis in town All filters match
            “Perfect Stay in Paradise!” Tracy's condo was perfect for our 30th wedding anniversary stay! We would not stay anywhere else on Maui except in one of Tracy's amazing rentals! The condo has a great location (across from the beach) and close to restauran

            Certificate of Excellence

            Price per night from

            $201

            Responds fast!
            avg. 53 minutes

            Price per night from

            $201

            (9) Excellent 

            Certificate of Excellence

              46

              SUITE DREAMS MAUI: THE LARGEST UNIT IN THE COMPLEX This is a studio: sleeps 4

              Maui / Kihei

              Kihei condo

              1 4 1 night min

              • 1 bedroom
              • sleeps 4
              • 1 night min
              • Beach / lakeside relaxation
              • Swimming pool
              • Child Friendly
              Match: City breaks Tennis in town All filters match

              Certificate of Excellence

              Price per night from

              $201

              Responds fast!
              avg. 3 hours 37 minutes

              Price per night from

              $201

              (48) Excellent 

              Certificate of Excellence

                79

                TRACY'S TROPICAL TREASURE #1 of 4: Voted #1 Vacation Rental in all of Maui

                Maui / Kihei

                Kihei apartment

                2 1 night min

                • sleeps 2
                • 1 night min
                • Beach / lakeside relaxation
                • Swimming pool
                • Air conditioning
                Match: City breaks Tennis in town All filters match
                “Wonderful time!” My husband and I had the opportunity to spend 10 days at Tracy's place and loved everyday! She has stocked everything needed to make it a worry free vacation. It was wonderful to watch the sunset each night from our place. Also, the

                Certificate of Excellence

                Price per night from

                $201

                Responds fast!
                avg. 53 minutes

                Price per night from

                $201

                (17) Excellent 

                Certificate of Excellence

                  26

                  Sunshine & Rainbows 401

                  Maui / Lahaina

                  Lahaina apartment

                  1 4 min stay varies

                  • 1 bedroom
                  • sleeps 4
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Nearest beach 0.1 mi
                  • Swimming pool
                  Match: City breaks Tennis in town All filters match
                  “Heaven” We stayed in apartment 401 and it was delightful. Falling asleep and waking up to the sound of the ocean waves was a special treat. This apartment was incredibly well kept...the newly installed shower was a definite plus. Many thanks, Jan!

                  Certificate of Excellence

                  Price per night from

                  $213

                  Responds fast!
                  avg. 1 hour 8 minutes

                  Price per night from

                  $213

                  (7) Excellent 

                  Certificate of Excellence

                    23

                    Summer and Spring SPECIAL! Closest to beach! Maui Banyan Studio

                    Maui / Kihei

                    Kihei condo

                    1 2 3 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 3 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 0.1 mi
                    • Swimming pool
                    Match: City breaks Tennis in town All filters match

                    Certificate of Excellence

                    Price per night from

                    $206

                    Price per night from

                    $206

                    (4) Excellent 

                      11

                      STEPS to BEACH! Spacious, clean, top floor, 2bd 2bth condo

                      Maui / Kihei

                      Kihei condo

                      2 6 5 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 5 nights min
                      • Beach / lakeside relaxation
                      • Swimming pool
                      • Child Friendly
                      Match: City breaks Tennis in town All filters match

                      Price per night from

                      $258

                      Responds fast!
                      avg. 1 hour 34 minutes

                      Price per night from

                      $258

                      (14) Very Good 

                        39

                        MAUI ELDORADO RESORT- Apt I-101 Kaanapali

                        Maui / Ka'anapali

                        Ka'anapali apartment

                        2 4 6 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 6 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 0 mi
                        • Swimming pool
                        Match: City breaks Tennis in town All filters match
                        “Paradise on the Beach” We have enjoyed our stays in Maui for 12 years and found this condo to be a perfect fit for our family of four. We have just renewed our reservation with the owners for our fourth consecutive year. We love all the extra space an

                        Price per night from

                        $254

                        Responds fast!
                        avg. 3 hours 46 minutes

                        Price per night from

                        $254

                        (1) Very Good 

                          18

                          Remodeled condo across from beautiful Kam 1 beach!

                          Maui / Kihei

                          Kihei condo

                          1 4 3 nights min

                          • 1 bedroom
                          • sleeps 4
                          • 3 nights min
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child Friendly
                          Match: City breaks Tennis in town All filters match

                          Price per night from

                          $156

                          Price per night from

                          $156

                          (59) Excellent 

                          Certificate of Excellence

                            89

                            TRACY'S TROPICAL TREASURE #2 of 4 CORNER PENTHOUSE! Voted #1 Vacation Rental

                            Maui / Kihei

                            Kihei apartment

                            2 1 night min

                            • sleeps 2
                            • 1 night min
                            • Beach / lakeside relaxation
                            • Swimming pool
                            • Air conditioning
                            Match: City breaks Tennis in town All filters match
                            “Incredibly relaxing!” It's a home away from home with everything you might need - with quality stuff too. Bright, beachy, quite and so relaxing.

                            Certificate of Excellence

                            Price per night from

                            $224

                            Responds fast!
                            avg. 53 minutes

                            Price per night from

                            $224

                              23

                              Ocean View 2BR, Beach Access, WIFI Phone CAN USA

                              Maui / Kihei

                              Kihei condo

                              2 6 1 night min

                              • 2 bedrooms
                              • sleeps 6
                              • 1 night min
                              • Beach / lakeside relaxation
                              • Child Friendly
                              Match: City breaks Tennis in town All filters match

                              Price per night from

                              $343

                              Price per night from

                              $343

                                14

                                OCEAN FRONT 1 BDRM Maui Westin Ka'anapali Villa Avail July 13-20, 2019 Sleeps 4

                                Maui / Lahaina

                                Lahaina villa

                                1 4 7 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly
                                • Air conditioning
                                Match: City breaks Tennis in town All filters match

                                Price per night from

                                $547

                                Price per night from

                                $547

                                (1) Very Good 

                                  21

                                  Huge 1500sf. Condo Kaanapali Beach Maui 2br/2ba

                                  Maui / Ka'anapali

                                  Ka'anapali condo

                                  2 6 4 nights min

                                  • 2 bedrooms
                                  • sleeps 6
                                  • 4 nights min
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child Friendly
                                  Match: City breaks Tennis in town All filters match

                                  Price per night from

                                  $438

                                  Responds fast!
                                  avg. 1 hour 9 minutes

                                  Price per night from

                                  $438

                                  (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: City breaks Tennis in town All filters match

                                    Price per night from

                                    $1,718

                                    Price per night from

                                    $1,718

                                      15

                                      Private Villa with Ocean Views in tropical setting

                                      Maui / Wailea

                                      Wailea villa

                                      4 8 min stay varies

                                      • 4 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Nearest beach 1 mi
                                      • Child Friendly
                                      Match: City breaks Tennis in town All filters match

                                      Price per night from

                                      $978

                                      Price per night from

                                      $978

                                        16

                                        Maui Banyan-Ocean View "G" Condo

                                        Maui / Kihei

                                        Kihei apartment

                                        2 7 min stay varies

                                        • 2 bedrooms
                                        • sleeps 7
                                        • min stay varies
                                        • Child Friendly
                                        Match: City breaks Tennis in town All filters match

                                        Price per night from

                                        $188

                                        Price per night from

                                        $188

                                        (1) Excellent 

                                          18

                                          Quiet Country Hs w/Private Jacuzzi and Fire Pit on a Hawaiian Butterfly Farm!

                                          Maui / Makawao

                                          Makawao house

                                          2 6 3 nights min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 3 nights min
                                          • Nearest beach 9 mi
                                          • Child Friendly
                                          • Private garden
                                          Match: City breaks Tennis in town All filters match

                                          Price per night from

                                          $344

                                          Price per night from

                                          $344

                                            22

                                            RK615 Oceanfront Resort, One Bedroom, Free Parking, Free Wi-Fi, Air Conditioning

                                            Maui / Napili-Honokowai

                                            Napili-Honokowai condo

                                            1 4 4 nights min

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

                                            Price per night from

                                            $208

                                            Responds fast!
                                            avg. 1 hour 1 minutes

                                            Price per night from

                                            $208

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

                                              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: City breaks, Tennis in town 1 of 2 filters match

                                              Price per night from

                                              $691

                                              Price per night from

                                              $691

                                                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: City breaks, Tennis in town 1 of 2 filters match

                                                Price per night from

                                                $325

                                                Price per night from

                                                $325

                                                  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: City breaks, Tennis in town 1 of 2 filters match

                                                  Price per night from

                                                  $301

                                                  Price per night from

                                                  $301

                                                    22

                                                    39 Steps to Golden Sand Beach, Panoramic Ocean Views, Sleeps 6, AC

                                                    Maui / Kihei

                                                    Kihei condo

                                                    2 6 4 nights min

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

                                                    Price per night from

                                                    $205

                                                    Price per night from

                                                    $205

                                                      21

                                                      Suite Paradise! Kitchen Perks, Washer/Dryer, WiFi, Scenic Lanai–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: City breaks, Tennis in town 1 of 2 filters match

                                                      Price per night from

                                                      $323

                                                      Price per night from

                                                      $323

                                                        26

                                                        Families Love the Space+View! Open Kitchen, Washer/Dryer, WiFi–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: City breaks, Tennis in town 1 of 2 filters match

                                                        Price per night from

                                                        $323

                                                        Price per night from

                                                        $323

                                                          14

                                                          2-Story w/Relaxing Lanai, Island Décor, Kitchen, Washer/Dryer–Kamaole Sands 5411

                                                          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: City breaks, Tennis in town 1 of 2 filters match

                                                          Price per night from

                                                          $323

                                                          Price per night from

                                                          $323

                                                            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
                                                            1 of 2 match: City breaks, Tennis in town 1 of 2 filters match

                                                            Price per night from

                                                            $323

                                                            Price per night from

                                                            $323

                                                              62

                                                              Island Chic w/Loft! AC, Lanai, Kitchen, WiFi, Flat Screens+Laundry–Kamaole

                                                              Maui / Kihei

                                                              Kihei house

                                                              2 4 min stay varies

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

                                                              Price per night from

                                                              $323

                                                              Price per night from

                                                              $323

                                                                25

                                                                Space+Lush Scenery! 2 Levels w/Kitchen, Washer/Dryer, Lanai–Kamaole Sands 10411

                                                                Maui / Kihei

                                                                Kihei house

                                                                2 4 min stay varies

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

                                                                Price per night from

                                                                $323

                                                                Price per night from

                                                                $323

                                                                  25

                                                                  Roomy Maui Suite w/Loft, Relaxing Lanai, Kitchen Ease, WiFi–Kamaole Sands 10408

                                                                  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: City breaks, Tennis in town 1 of 2 filters match

                                                                  Price per night from

                                                                  $323

                                                                  Price per night from

                                                                  $323

                                                                    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
                                                                    1 of 2 match: City breaks, Tennis in town 1 of 2 filters match

                                                                    Price per night from

                                                                    $323

                                                                    Price per night from

                                                                    $323

                                                                      28

                                                                      Sunny Kihei Living! Full Kitchen, Lanai, WiFi, AC, TVs+Laundry–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: City breaks, Tennis in town 1 of 2 filters match

                                                                      Price per night from

                                                                      $339

                                                                      Price per night from

                                                                      $339

                                                                        15

                                                                        Live in Luxe Style w/Modern Kitchen, WiFi, Washer/Dryer–Kamaole Sands 10413

                                                                        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: City breaks, Tennis in town 1 of 2 filters match

                                                                        Price per night from

                                                                        $323

                                                                        Price per night from

                                                                        $323

                                                                          23

                                                                          Roomy Suite w/Modern Open Kitchen, Washer/Dryer, WiFi, Lanai–Kamaole Sands 3301

                                                                          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: City breaks, Tennis in town 1 of 2 filters match

                                                                          Price per night from

                                                                          $299

                                                                          Price per night from

                                                                          $299

                                                                            36

                                                                            “Suite” Kihei Life! Kitchen, Laundry, AC, Lanai, Flat Screens+WiFi–Kamaole

                                                                            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: City breaks, Tennis in town 1 of 2 filters match

                                                                            Price per night from

                                                                            $299

                                                                            Price per night from

                                                                            $299

                                                                              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
                                                                              1 of 2 match: City breaks, Tennis in town 1 of 2 filters match

                                                                              Price per night from

                                                                              $299

                                                                              Price per night from

                                                                              $299