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508 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: High chair 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

    $700

    Price per night from

    $700

    (6) Excellent 

      28

      One-of-a-Kind Maui Getaway!

      Maui / Wailea

      Wailea house

      4 10 min stay varies

      • 4 bedrooms
      • sleeps 10
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 3 mi
      • Swimming pool
      Match: High chair Tennis in town All filters match

      Price per night from

      $1,600

      Responds fast!
      avg. 1 hour 36 minutes

      Price per night from

      $1,600

      (21) Excellent 

        21

        Amazing House w/ Pool, Cabana & More Kihei Wailea

        Maui / Kihei

        Kihei house

        4 12 min stay varies

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

        Price per night from

        $797

        Price per night from

        $797

        (27) Excellent 

          51

          Old Hawaii Oceanfront Feel + Modern Eco-friendly and Hi-tech Living

          Maui / Lahaina

          Lahaina apartment

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 0.32 mi
          • Swimming pool
          Match: High chair Tennis in town All filters match
          “Perfect location” Truly a perfect location. The constant sound of the waves on the reef outside is very relaxing. Easy access to snorkeling right outside the apartment. The apartment is extremely well kept and has a great range of cooking equipment, p

          Price per night from

          $373

          Responds fast!
          avg. 3 hours 20 minutes

          Price per night from

          $373

          (15) Very Good 

            59

            Summer trip NOW!!! | Maui Vista Biggest Condo! | Two Air Conditioners | Beaches

            Maui / Kihei

            Kihei apartment

            2 6 min stay varies

            • 2 bedrooms
            • sleeps 6
            • min stay varies
            • Beach / lakeside relaxation
            • Nearest beach 0.4 mi
            • Swimming pool
            Match: High chair Tennis in town All filters match
            “Well-Appointed Condo - Hope to be Back Next Year!” Well-designed unit provides extra privacy and sleeping space. Really appreciated the two king beds. Close to what we consider to be the best beaches on Maui.

            Price per night from

            $218

            Responds fast!
            avg. 2 hours 36 minutes

            Price per night from

            $218

            (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: High chair Tennis in town All filters match

              Certificate of Excellence

              Price per night from

              $182

              Price per night from

              $182

              (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
                Match: High chair Tennis in town All filters match

                Price per night from

                $355

                Responds fast!
                avg. 23 minutes

                Price per night from

                $355

                (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
                  Match: High chair Tennis in town All filters match
                  “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

                  (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: High chair 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

                    $314

                    Price per night from

                    $314

                    (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: High chair 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

                      $315

                      Price per night from

                      $315

                        26

                        Napili Turtle Cove Luxury 5 Bedroom Vacation Villa. Ask About Last Min Discounts

                        Maui / Napili-Honokowai

                        Napili-Honokowai villa

                        5 15 5 nights min

                        • 5 bedrooms
                        • sleeps 15
                        • 5 nights min
                        • Child Friendly
                        Match: High chair Tennis in town All filters match

                        Price per night from

                        $2,061

                        Price per night from

                        $2,061

                          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: High chair Tennis in town All filters match

                          Price per night from

                          $543

                          Price per night from

                          $543

                            36

                            *ALOHA! Best Rates!*The Westin Kaanapali Ocean Resort Villas - 2 Bedroom Villa*!

                            Maui / Ka'anapali

                            Ka'anapali condo

                            2 9 7 nights min

                            • 2 bedrooms
                            • sleeps 9
                            • 7 nights min
                            • Nearest beach 0 mi
                            • Swimming pool
                            • Child Friendly
                            Match: High chair Tennis in town All filters match

                            Price per night from

                            $598

                            Price per night from

                            $598

                            (2) Excellent 

                              26

                              *ALOHA! Rates!*Maui's Newest!*The Westin Nanea Ocean Villas - 2 Bedroom Villa*!

                              Maui / Ka'anapali

                              Ka'anapali condo

                              2 8 7 nights min

                              • 2 bedrooms
                              • sleeps 8
                              • 7 nights min
                              • Nearest beach 0 mi
                              • Child Friendly
                              Match: High chair Tennis in town All filters match

                              Price per night from

                              $519

                              Price per night from

                              $519

                              (1) Excellent 

                                31

                                Remodeled, Ground Level, A/C Throughout, King Bed

                                Maui / Kihei

                                Kihei condo

                                1 5 1 night min

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

                                Price per night from

                                $182

                                Price per night from

                                $182

                                  15

                                  Tropical 4-bdrm, 3-bath ground-floor - Remodeled!

                                  Maui / Kihei

                                  Kihei townhouse

                                  4 10 4 nights min

                                  • 4 bedrooms
                                  • sleeps 10
                                  • 4 nights min
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  Match: High chair Tennis in town All filters match

                                  Price per night from

                                  $487

                                  Responds fast!
                                  avg. 1 hour 7 minutes

                                  Price per night from

                                  $487

                                    17

                                    Ocean Front Westin Ka'anapali Ocean Villas Resort North

                                    Maui / Ka'anapali

                                    Ka'anapali villa

                                    2 8 7 nights min

                                    • 2 bedrooms
                                    • sleeps 8
                                    • 7 nights min
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning
                                    Match: High chair Tennis in town All filters match

                                    Price per night from

                                    $714

                                    Price per night from

                                    $714

                                    (1) Excellent 

                                      36

                                      Maui Budget Luxury: 3bd/2ba Modern Beachfront w/Central Air

                                      Maui / Kapalua

                                      Kapalua condo

                                      3 8 7 nights min

                                      • 3 bedrooms
                                      • sleeps 8
                                      • 7 nights min
                                      • Nearest beach 0 mi
                                      • Swimming pool
                                      • Child Friendly
                                      Match: High chair Tennis in town All filters match

                                      Price per night from

                                      $572

                                      Price per night from

                                      $572

                                      (1) Excellent 

                                        41

                                        Pookela Paradise 1- Walking Distance to Makawao Town, Panoramic Ocean Views!

                                        Maui / Makawao

                                        Makawao house

                                        4 8 min stay varies

                                        • 4 bedrooms
                                        • sleeps 8
                                        • min stay varies
                                        • Nearest beach 13 mi
                                        • Child Friendly
                                        Match: High chair Tennis in town All filters match

                                        Price per night from

                                        $338

                                        Responds fast!
                                        avg. 3 hours 8 minutes

                                        Price per night from

                                        $338

                                          7

                                          10 Days in Paradise

                                          Maui / Ka'anapali

                                          Ka'anapali villa

                                          1 5 10 nights min

                                          • 1 bedroom
                                          • sleeps 5
                                          • 10 nights min
                                          • Child Friendly
                                          Match: High chair Tennis in town All filters match

                                          Price per night from

                                          $429

                                          Price per night from

                                          $429

                                            5

                                            3/24 - 3/31/2019 /Premium 1-bedroom suite | Westin Kaanapali Ocean Resort Villas

                                            Maui / Ka'anapali

                                            Ka'anapali villa

                                            1 5 7 nights min

                                            • 1 bedroom
                                            • sleeps 5
                                            • 7 nights min
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning
                                            Match: High chair Tennis in town All filters match

                                            Price per night from

                                            $377

                                            Price per night from

                                            $377

                                            (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: High chair 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

                                              $888

                                              Responds fast!
                                              avg. 2 hours 9 minutes

                                              Price per night from

                                              $888

                                                26

                                                Oceanfront at Ka'anapali Shores Resort, Steps to Ocean

                                                Maui / Ka'anapali

                                                Ka'anapali condo

                                                2 6 1 night min

                                                • 2 bedrooms
                                                • sleeps 6
                                                • 1 night min
                                                • Child Friendly
                                                Match: High chair Tennis in town All filters match

                                                Price per night from

                                                $376

                                                Price per night from

                                                $376

                                                (7) Very Good 

                                                  26

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

                                                  Maui / Kihei

                                                  Kihei house

                                                  4 10 min stay varies

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

                                                  Price per night from

                                                  $630

                                                  Responds fast!
                                                  avg. 3 hours 29 minutes

                                                  Price per night from

                                                  $630

                                                    16

                                                    Westin Kaanapali Ocean Resort Villas

                                                    Maui / Lahaina

                                                    Lahaina studio

                                                    Studio 4 7 nights min

                                                    • Studio
                                                    • sleeps 4
                                                    • 7 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0 mi
                                                    • Swimming pool
                                                    Match: High chair Tennis in town All filters match

                                                    Price per night from

                                                    $409

                                                    Price per night from

                                                    $409

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

                                                      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: High chair, Tennis in town 1 of 2 filters match

                                                      Price per night from

                                                      $323

                                                      Price per night from

                                                      $323

                                                        30

                                                        Makena Surf - Beachfront Condo B-303

                                                        Maui / Kihei

                                                        Kihei condo

                                                        2 5 1 night min

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

                                                        Price per night from

                                                        $687

                                                        Price per night from

                                                        $687

                                                          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: High chair, Tennis in town 1 of 2 filters match

                                                          Price per night from

                                                          $299

                                                          Price per night from

                                                          $299

                                                            23

                                                            Upgraded Condo w/Open Kitchen, Ground Floor Lanai, WiFi–Kamaole Sands 4102

                                                            Maui / Kihei

                                                            Kihei house

                                                            1 4 min stay varies

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

                                                            Price per night from

                                                            $203

                                                            Price per night from

                                                            $203

                                                              22

                                                              Tropical Decor+Haleakala View! WiFi, Kitchen Ease, Lanai–Kamaole Sands 4209

                                                              Maui / Kihei

                                                              Kihei house

                                                              1 4 min stay varies

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

                                                              Price per night from

                                                              $203

                                                              Price per night from

                                                              $203

                                                                39

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

                                                                Maui / Wailea

                                                                Wailea house

                                                                1 4 min stay varies

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

                                                                Price per night from

                                                                $203

                                                                Price per night from

                                                                $203

                                                                  33

                                                                  Charming Island Condo w/Private Lanai, Kitchen, WiFi, AC–Kamaole Sands 8304

                                                                  Maui / Kihei

                                                                  Kihei house

                                                                  1 4 min stay varies

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

                                                                  Price per night from

                                                                  $203

                                                                  Price per night from

                                                                  $203

                                                                    14

                                                                    West Maui Suite Life w/Island Décor, Kitchen+Lanai, WiFi–Kamaole Sands 8302

                                                                    Maui / Kihei

                                                                    Kihei house

                                                                    1 4 min stay varies

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

                                                                    Price per night from

                                                                    $203

                                                                    Price per night from

                                                                    $203

                                                                      26

                                                                      Lush Palm View in Casual Maui Condo w/Full Kitchen, AC, WiFi–Kamaole Sands 8210

                                                                      Maui / Kihei

                                                                      Kihei house

                                                                      1 4 min stay varies

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

                                                                      Price per night from

                                                                      $203

                                                                      Price per night from

                                                                      $203

                                                                        25

                                                                        Cheery Maui Rental w/Gourmet Kitchen, Lanai, WiFi, Flat Screen–Kamaole Sands

                                                                        Maui / Kihei

                                                                        Kihei house

                                                                        1 4 min stay varies

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

                                                                        Price per night from

                                                                        $203

                                                                        Price per night from

                                                                        $203

                                                                          15

                                                                          Casual w/Homey Touches! Kitchen Ease, WiFi, AC, Lanai to Lawn–Kamaole Sands 9101

                                                                          Maui / Kihei

                                                                          Kihei house

                                                                          1 4 min stay varies

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

                                                                          Price per night from

                                                                          $203

                                                                          Price per night from

                                                                          $203

                                                                            14

                                                                            Comfortable, Casual Condo w/Lanai, Kitchen Ease, WiFi, AC–Kamaole Sands 9108

                                                                            Maui / Kihei

                                                                            Kihei house

                                                                            1 4 min stay varies

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

                                                                            Price per night from

                                                                            $203

                                                                            Price per night from

                                                                            $203

                                                                              40

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

                                                                              Maui / Kihei

                                                                              Kihei house

                                                                              1 4 min stay varies

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

                                                                              Price per night from

                                                                              $203

                                                                              Price per night from

                                                                              $203