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469 condos

(36) Excellent 

    29

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

    Maui / Lahaina

    Lahaina house

    4 8 min stay varies

    • 4 bedrooms
    • sleeps 8
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 0.1 mi
    • Swimming pool
    Match: Nightlife 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

    $704

    Price per night from

    $704

    (13) Very Good 

      22

      Cozy Maui Condo near Kaanapali!

      Maui / Ka'anapali

      Ka'anapali apartment

      2 4 min stay varies

      • 2 bedrooms
      • sleeps 4
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 0.05 mi
      • Swimming pool
      Match: Nightlife Tennis in town All filters match
      “Excellent Condo for the Money” When we reserved the condo we got three very informative emails in reply letting us know about check in-check out procedures, nearby restaurants, car rentals, activities in Maui, etc., so that was very helpful. When we

      Price per night from

      $143

      Responds fast!
      avg. 2 hours 47 minutes

      Price per night from

      $143

      (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
        Match: Nightlife Tennis in town All filters match
        “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

        $248

        Responds fast!
        avg. 2 hours 19 minutes

        Price per night from

        $248

        (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: Nightlife Tennis in town All filters match

          Price per night from

          $1,030

          Price per night from

          $1,030

          (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: Nightlife 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

            (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
              Match: Nightlife Tennis in town All filters match

              Certificate of Excellence

              Price per night from

              $183

              Price per night from

              $183

              (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
                Match: Nightlife Tennis in town All filters match

                Price per night from

                $308

                Responds fast!
                avg. 57 minutes

                Price per night from

                $308

                (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
                  Match: Nightlife Tennis in town All filters match

                  Price per night from

                  $133

                  Responds fast!
                  avg. 1 hour 5 minutes

                  Price per night from

                  $133

                  (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
                    Match: Nightlife Tennis in town All filters match
                    “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

                    $317

                    Price per night from

                    $317

                    (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: Nightlife 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: Nightlife 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: Nightlife 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

                          (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
                            Match: Nightlife Tennis in town All filters match
                            “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

                            $213

                            Responds fast!
                            avg. 24 minutes

                            Price per night from

                            $213

                            (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: Nightlife 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

                              (21) Excellent 

                              Certificate of Excellence

                                23

                                Eco-Friendly Luxury Ocean View 2/2 - Island Sands

                                Maui / Maalaea

                                Maalaea apartment

                                2 4 5 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 5 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 1 mi
                                • Swimming pool
                                Match: Nightlife Tennis in town All filters match
                                “Beautiful, Quiet, getaway in Maui.” The perfect hideaway for someone who isnt looking to be in the middle of all the tourists. Quiet village with restaurants and general store a 5 minute walk. Top floor for quiet, and the space is BEAUTIFUL!

                                Certificate of Excellence

                                Price per night from

                                $259

                                Responds fast!
                                avg. 39 minutes

                                Price per night from

                                $259

                                (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: Nightlife 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

                                  (14) Excellent 

                                    24

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

                                    Maui / Wailea

                                    Wailea apartment

                                    1 5 4 nights min

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

                                    Price per night from

                                    $317

                                    Price per night from

                                    $317

                                    (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: Nightlife 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

                                      (26) Very Good 

                                        29

                                        Great condo steps to beach free wi-fi

                                        Maui / Kihei

                                        Kihei apartment

                                        1 4 1 night min

                                        • 1 bedroom
                                        • sleeps 4
                                        • 1 night min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0.1 mi
                                        • Swimming pool
                                        Match: Nightlife Tennis in town All filters match
                                        “Nice would return” We were happy with room and covience of everything...Could use better signage at entrance..we had to rely on speed sign and location of a fire hydrant for driveway entrance

                                        Price per night from

                                        $110

                                        Price per night from

                                        $110

                                        (54) Excellent 

                                          110

                                          PAIA SURF, 5 Bedrooms

                                          Maui / Paia

                                          Paia house

                                          5 9 min stay varies

                                          • 5 bedrooms
                                          • sleeps 9
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0 mi
                                          • Child Friendly
                                          Match: Nightlife Tennis in town All filters match
                                          “Wonderful!” We are local Maui people living in Wailuku. We really enjoyed our week in Paia and especially enjoyed the beautiful Paia Surf. What a wonderful remodel job and a great location. Will probably stay there again.

                                          Price per night from

                                          $892

                                          Responds fast!
                                          avg. 3 hours 0 minutes

                                          Price per night from

                                          $892

                                          (3) Excellent 

                                            30

                                            Breathtaking Oceanfront Penthouse- Privacy & Views

                                            Maui / Lahaina

                                            Lahaina apartment

                                            1 2 5 nights min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 5 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0 mi
                                            • Car not necessary
                                            Match: Nightlife Tennis in town All filters match
                                            “Spectacular in every way possible!” My husband and I travelled to Hawaii for the first time and we could not have been more pleased with our Mahana condo. The view is beautiful beyond words - and you don't have to leave the lanai to whale watch! Th

                                            Price per night from

                                            $488

                                            Price per night from

                                            $488

                                            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: Nightlife, Tennis in town 1 of 2 filters match

                                              Price per night from

                                              $691

                                              Price per night from

                                              $691

                                                30

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

                                                Maui / Kihei

                                                Kihei condo

                                                2 6 4 nights min

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

                                                Price per night from

                                                $264

                                                Price per night from

                                                $264

                                                  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: Nightlife, 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: Nightlife, 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: Nightlife, 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: Nightlife, 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: Nightlife, Tennis in town 1 of 2 filters match

                                                          Price per night from

                                                          $323

                                                          Price per night from

                                                          $323

                                                            21

                                                            Great Views+Roomy Design! 2-Story w/Lanai, New Kitchen, WiFi–Kamaole Sands 3403

                                                            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: Nightlife, 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: Nightlife, 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: Nightlife, 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: Nightlife, 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: Nightlife, 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: Nightlife, Tennis in town 1 of 2 filters match

                                                                      Price per night from

                                                                      $323

                                                                      Price per night from

                                                                      $323

                                                                        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: Nightlife, 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: Nightlife, 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: Nightlife, Tennis in town 1 of 2 filters match

                                                                            Price per night from

                                                                            $339

                                                                            Price per night from

                                                                            $339

                                                                              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: Nightlife, Tennis in town 1 of 2 filters match

                                                                              Price per night from

                                                                              $299

                                                                              Price per night from

                                                                              $299