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Filtering by: Tennis in town

464 condos

(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

    Price per night from

    $224

    Price per night from

    $224

    (4) Excellent 

      25

      HOT NEW LISTING! AMAZING OCEAN VIEW! TOTAL RENO JUST COMPLETE. Papakea H-401

      Maui / Ka'anapali

      Ka'anapali apartment

      2 6 min stay varies

      • 2 bedrooms
      • sleeps 6
      • min stay varies
      • Nearest beach 1 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $286

      Responds fast!
      avg. 1 hour 41 minutes

      Price per night from

      $286

      (3) Excellent 

        14

        Large Modern Oceanfront Condo ★ 2017 Remodel ★ Amazing Views ★ Maalaea Surf G8

        Maui / Kihei

        Kihei condo

        2 6 min stay varies

        • 2 bedrooms
        • sleeps 6
        • min stay varies
        • Nearest beach 0 mi
        • Swimming pool
        • Child Friendly

        Price per night from

        $355

        Responds fast!
        avg. 23 minutes

        Price per night from

        $355

        (7) Very Good 

        Certificate of Excellence

          28

          OCEAN/WHALE VIEWS TOP FLOOR CENTRAL AC BOOK IT NOW

          Maui / Kihei

          Kihei apartment

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 0.3 mi
          • Swimming pool

          Certificate of Excellence

          Price per night from

          $182

          Price per night from

          $182

          (8) Excellent 

            36

            Hale Kamaole #309 -Spacious 2+ bdrm Kihei Condo

            Maui / Kihei

            Kihei apartment

            3 6 3 nights min

            • 3 bedrooms
            • sleeps 6
            • 3 nights min
            • Beach / lakeside relaxation
            • Nearest beach 0 mi
            • Child Friendly
            “Hale Kameole #309 - A great find!!” We ust returned from a glorious holiday to Maui (10 days) and the Molokai (4 days). This is our 7th trip to the Islands, and I fall more in love every time! Maui had last been a destination in 1995 and although we f

            Price per night from

            $252

            Responds fast!
            avg. 2 hours 9 minutes

            Price per night from

            $252

              40

              Stunning Renovated 3/3, All New, AC, Sleeps 8

              Maui / Wailea

              Wailea condo

              3 8 4 nights min

              • 3 bedrooms
              • sleeps 8
              • 4 nights min
              • Swimming pool
              • Child Friendly
              • Air conditioning

              Price per night from

              $434

              Price per night from

              $434

              (16) Excellent 

                24

                Whaler on Kaanapali Studio Ground Floor Condo

                Maui / Ka'anapali

                Ka'anapali apartment

                4 min stay varies

                • sleeps 4
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 0.2 mi
                • Swimming pool
                “Home away from home.” My third time staying at the condo. Love the location right next to the Whaler's Shops, great value and the beautiful beach just a few steps away from your balcony. Every time I call Larry to make my reservations he is very cour

                Price per night from

                $246

                Responds fast!
                avg. 2 hours 19 minutes

                Price per night from

                $246

                (3) Very Good 

                  19

                  Honua Kai Luxury Penthouse Level Suite

                  Maui / Lahaina

                  Lahaina apartment

                  1 4 1 night min

                  • 1 bedroom
                  • sleeps 4
                  • 1 night min
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Child Friendly

                  Price per night from

                  $306

                  Responds fast!
                  avg. 57 minutes

                  Price per night from

                  $306

                  (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
                    “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

                    $199

                    Price per night from

                    $199

                    (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
                      “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

                      $200

                      Responds fast!
                      avg. 53 minutes

                      Price per night from

                      $200

                      (4) Very Good 

                        34

                        KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

                        Maui / Kihei

                        Kihei condo

                        1 3 min stay varies

                        • 1 bedroom
                        • sleeps 3
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Nearest beach 0.15 mi
                        • Swimming pool

                        Price per night from

                        $132

                        Responds fast!
                        avg. 1 hour 5 minutes

                        Price per night from

                        $132

                        (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
                          “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

                          $200

                          Responds fast!
                          avg. 53 minutes

                          Price per night from

                          $200

                            9

                            Gorgeous*Peaceful*Condo*Steps to Beautiful Beach

                            Maui / Kihei

                            Kihei condo

                            1 4 3 nights min

                            • 1 bedroom
                            • sleeps 4
                            • 3 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0.1 mi
                            • Child Friendly

                            Price per night from

                            $258

                            Price per night from

                            $258

                            (4) Excellent 

                              31

                              *Maui Vista* Great condo at Affordable Prices

                              Maui / Kihei

                              Kihei apartment

                              1 5 2 nights min

                              • 1 bedroom
                              • sleeps 5
                              • 2 nights min
                              • Beach / lakeside relaxation
                              • Nearest beach 0.3 mi
                              • Swimming pool
                              “Great location!! Just REMODELED! Perfect condo” The condo was perfect and had everything we needed including boogie boards, beach chairs, sand toys, and it was just remodeled and has a new kitchen and new furniture. It was comfortable, clean, and a

                              Price per night from

                              $132

                              Responds fast!
                              avg. 3 hours 10 minutes

                              Price per night from

                              $132

                                37

                                Maui Vista #2109 New Listing! Low Summer Rates!

                                Maui / Kihei

                                Kihei condo

                                1 4 min stay varies

                                • 1 bedroom
                                • sleeps 4
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Child Friendly

                                Price per night from

                                $189

                                Responds fast!
                                avg. 49 minutes

                                Price per night from

                                $189

                                (17) Excellent 

                                  21

                                  Beautiful, Sophisticated Condo Stunning West Maui

                                  Maui / Napili-Honokowai

                                  Napili-Honokowai apartment

                                  1 2 3 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child Friendly
                                  “Amazing place great location” Cant state it enough amazing little condo, with great views. Best private snorkeling spot and relaxing views of the sunset. Close to shopping, tourism, and private enough for a relaxing feel. Close to the laundry room and

                                  Price per night from

                                  $160

                                  Responds fast!
                                  avg. 2 hours 25 minutes

                                  Price per night from

                                  $160

                                  (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
                                    “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

                                    $212

                                    Responds fast!
                                    avg. 1 hour 8 minutes

                                    Price per night from

                                    $212

                                    (1) Excellent 

                                      24

                                      Beautiful, Renovated, Hale Kamaole 159 now available! Walk to Kamaole III Beach!

                                      Maui / Wailea

                                      Wailea apartment

                                      1 4 7 nights min

                                      • 1 bedroom
                                      • sleeps 4
                                      • 7 nights min
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning
                                      “Family friendly” The location is perfect. This is a family-friendly condo. The beach is a short walk. The lanai is nice for breakfast lunch or dinner...with a view of the ocean. We were comfortably accommodated. Thank you Yoshiko. Janeille uostairs

                                      Price per night from

                                      $252

                                      Responds fast!
                                      avg. 2 hours 34 minutes

                                      Price per night from

                                      $252

                                      (52) Excellent 

                                        21

                                        Valley Isle Resort 1 Bdrm 605

                                        Maui / Napili-Honokowai

                                        Napili-Honokowai apartment

                                        1 4 min stay varies

                                        • 1 bedroom
                                        • sleeps 4
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0 mi
                                        • Swimming pool
                                        “Loved the view!!!” My husband and I stayed in 605 for the last week of an almost 7 week stay on Maui to celebrate our 50th anniversary. We have time shares in Kihei but thought we would enjoy staying on the other side of the island. We were hesitant

                                        Price per night from

                                        $203

                                        Price per night from

                                        $203

                                        (7) Excellent 

                                        Certificate of Excellence

                                          87

                                          Konea 142 | GROUND FLOOR with BIG lawn! Most private unit at Honua Kai! Upgrades

                                          Maui / Ka'anapali

                                          Ka'anapali apartment

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0.1 mi
                                          • Swimming pool
                                          “Great condo at Ka'anapali Beach” Our family of 4 had a great time staying at this spacious 2 bedroom condo at Honua Kai Resort. The layout of the condo was great with two bedrooms separated by spacious open concept kitchen, living and dining rooms. T

                                          Certificate of Excellence

                                          Price per night from

                                          $476

                                          Responds fast!
                                          avg. 1 hour 8 minutes

                                          Price per night from

                                          $476

                                          (2) Excellent 

                                            26

                                            DIRECT OCEAN VIEWS from every room & RENOVATED!!

                                            Maui / Lahaina

                                            Lahaina condo

                                            2 6 min stay varies

                                            • 2 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $410

                                            Price per night from

                                            $410

                                            (1) Excellent 

                                              14

                                              GREAT OCEAN VIEWS 1 BR CONDO ACROSS FROM BEACH

                                              Maui / Kihei

                                              Kihei condo

                                              1 4 1 night min

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

                                              Price per night from

                                              $159

                                              Price per night from

                                              $159

                                                15

                                                Gorgeous Direct Ocean Front! Near Kaanapali Resort. Free Sunsets! HOL 216

                                                Maui / Napili-Honokowai

                                                Napili-Honokowai condo

                                                1 4 min stay varies

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

                                                Price per night from

                                                $148

                                                Responds fast!
                                                avg. 3 hours 14 minutes

                                                Price per night from

                                                $148

                                                  27

                                                  1BR Kihei Home at Village by the Sea w/Ocean Views

                                                  Maui / Kihei

                                                  Kihei apartment

                                                  1 4 min stay varies

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

                                                  Price per night from

                                                  $109

                                                  Responds fast!
                                                  avg. 8 minutes

                                                  Price per night from

                                                  $109

                                                  (8) Excellent 

                                                    31

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

                                                    Maui / Wailea

                                                    Wailea apartment

                                                    1 4 min stay varies

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

                                                    Price per night from

                                                    $193

                                                    Responds fast!
                                                    avg. 1 hour 59 minutes

                                                    Price per night from

                                                    $193

                                                    (2) Excellent 

                                                      29

                                                      Oceanfront with Stunning Views. Large 2 Bedroom.

                                                      Maui / Lahaina

                                                      Lahaina apartment

                                                      2 6 5 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 5 nights min
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $422

                                                      Responds fast!
                                                      avg. 1 hour 58 minutes

                                                      Price per night from

                                                      $422

                                                        38

                                                        Kaanapali Royal H-202

                                                        Maui / Lahaina

                                                        Lahaina apartment

                                                        2 4 4 nights min

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • 4 nights min
                                                        • Swimming pool
                                                        • Ask about children
                                                        • Air conditioning

                                                        Price per night from

                                                        $300

                                                        Price per night from

                                                        $300

                                                        (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

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $205

                                                          Price per night from

                                                          $205

                                                          (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

                                                            Certificate of Excellence

                                                            Price per night from

                                                            $200

                                                            Responds fast!
                                                            avg. 3 hours 37 minutes

                                                            Price per night from

                                                            $200

                                                            (7) Excellent 

                                                              25

                                                              South Maui 3 bedroom at Kamaole One Beach Park

                                                              Maui / Kihei

                                                              Kihei apartment

                                                              3 8 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0 mi
                                                              • Swimming pool
                                                              “Great Location and host” Plenty of space for 5 adults and being so close to the beach and shops meant that we could get away from each other whenever we wanted to. We all thoroughly enjoyed our first trip to Maui!

                                                              Price per night from

                                                              $314

                                                              Price per night from

                                                              $314

                                                              (4) Excellent 

                                                                12

                                                                606 Hale Pau Hana Beachfront

                                                                Maui / Kihei

                                                                Kihei condo

                                                                1 4 7 nights min

                                                                • 1 bedroom
                                                                • sleeps 4
                                                                • 7 nights min
                                                                • Beach / lakeside relaxation
                                                                • Child Friendly

                                                                Price per night from

                                                                $286

                                                                Price per night from

                                                                $286

                                                                  38

                                                                  The Whaler 714

                                                                  Maui / Lahaina

                                                                  Lahaina studio

                                                                  Studio 4 4 nights min

                                                                  • Studio
                                                                  • sleeps 4
                                                                  • 4 nights min
                                                                  • Swimming pool
                                                                  • Ask about children
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $165

                                                                  Price per night from

                                                                  $165

                                                                    16

                                                                    Gorgeous Remodeled Ocean Front Condo - Makena Surf Resort G-206

                                                                    Maui / Wailea

                                                                    Wailea apartment

                                                                    2 4 min stay varies

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

                                                                    Price per night from

                                                                    $689

                                                                    Price per night from

                                                                    $689

                                                                    (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

                                                                      Price per night from

                                                                      $166

                                                                      Responds fast!
                                                                      avg. 1 hour 7 minutes

                                                                      Price per night from

                                                                      $166

                                                                      (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

                                                                        Price per night from

                                                                        $258

                                                                        Responds fast!
                                                                        avg. 1 hour 34 minutes

                                                                        Price per night from

                                                                        $258

                                                                        (8) Very Good 

                                                                          27

                                                                          Ocean View Condo in Kihei

                                                                          Maui / Kihei

                                                                          Kihei condo

                                                                          1 4 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.2 mi
                                                                          • Swimming pool

                                                                          Price per night from

                                                                          $155

                                                                          Responds fast!
                                                                          avg. 2 hours 5 minutes

                                                                          Price per night from

                                                                          $155

                                                                          (15) Very Good 

                                                                            12

                                                                            Oceanview Fabulous 2 Bedroom Condo,Great Location

                                                                            Maui / Kihei

                                                                            Kihei apartment

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            “Absolutely Perfect” My husband and I along with my daughter and pre teen grandkids stayed here for a week. There was a great view of the ocean, the mountains and the pool from our balcony. The condo was plenty big enough for us to spread out. The c

                                                                            Price per night from

                                                                            $212

                                                                            Responds fast!
                                                                            avg. 24 minutes

                                                                            Price per night from

                                                                            $212

                                                                            (1) Excellent 

                                                                              21

                                                                              Sunshine & Rainbows 402

                                                                              Maui / Lahaina

                                                                              Lahaina apartment

                                                                              1 4 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Nearest beach 0.1 mi
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $212

                                                                              Responds fast!
                                                                              avg. 1 hour 8 minutes

                                                                              Price per night from

                                                                              $212