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1,828 Houses

(2) Excellent 

    9

    Thai Tree House - Upcountry Maui Luxury Cottage

    Maui / Makawao

    Makawao cottage

    1 2 4 nights min

    • 1 bedroom
    • sleeps 2
    • 4 nights min
    • Nearest beach 24 mi
    • Private garden

    Price per night from

    $259

    Price per night from

    $259

    (7) Very Good 

      30

      Sacred Garden Retreat—Unique Log House on Maui!

      Maui / Makawao

      Makawao house

      5 10 min stay varies

      • 5 bedrooms
      • sleeps 10
      • min stay varies
      • Child Friendly

      Price per night from

      $659

      Responds fast!
      avg. 2 hours 30 minutes

      Price per night from

      $659

      (1) Excellent 

        10

        Private 3BR Upcountry Renovated Home w/ Views

        Maui / Makawao

        Makawao house

        3 6 4 nights min

        • 3 bedrooms
        • sleeps 6
        • 4 nights min

        Price per night from

        $295

        Price per night from

        $295

        (26) Very Good 

          41

          Aloha Cottage Maui - Romantic Luxury Cottage

          Maui / Makawao

          Makawao cottage

          1 2 4 nights min

          • 1 bedroom
          • sleeps 2
          • 4 nights min
          “Perfect romantic getaway- exactly what we needed.” We stayed at aloha Cottage for our 10th anniversary and wow! I cannot say enough about how perfect this place is! We had been to Maui before and stayed at a hotel on the beach. We wanted to try some
          …see more

          Price per night from

          $279

          Price per night from

          $279

          (3) Excellent 

            9

            Gingerbread House: Flowers, Forest & Lush Jungle

            Maui / Makawao

            Makawao cottage

            1 2 3 nights min

            • 1 bedroom
            • sleeps 2
            • 3 nights min
            • Child Friendly

            Price per night from

            $175

            Price per night from

            $175

            (2) Excellent 

              33

              Enjoy Maui's History in Ocean View Home in Rural Countryside - Permitted

              Maui / Makawao

              Makawao house

              4 6 min stay varies

              • 4 bedrooms
              • sleeps 6
              • min stay varies
              • Child Friendly
              • Private garden

              Price per night from

              $401

              Responds fast!
              avg. 3 hours 2 minutes

              Price per night from

              $401

                17

                simple sweet country cottage one and a half mile out of Makawao town clean

                Maui / Makawao

                Makawao house

                1 3 5 nights min

                • 1 bedroom
                • sleeps 3
                • 5 nights min
                • Child Friendly
                • Private garden

                Price per night from

                $229

                Responds fast!
                avg. 2 hours 14 minutes

                Price per night from

                $229

                  13

                  Plantation House Upcountry Maui

                  Maui / Makawao

                  Makawao house

                  4 8 1 night min

                  • 4 bedrooms
                  • sleeps 8
                  • 1 night min
                  • Child Friendly

                  Price per night from

                  $934

                  Price per night from

                  $934

                  (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

                    Price per night from

                    $338

                    Responds fast!
                    avg. 3 hours 8 minutes

                    Price per night from

                    $338

                    (11) Very Good 

                      16

                      The Banyan Bed and Breakfast Retreat in Maui, HI

                      Maui / Makawao

                      Makawao lodge

                      7 14 1 night min

                      • 7 bedrooms
                      • sleeps 14
                      • 1 night min
                      • Nearest beach 8 mi
                      • Swimming pool
                      • Child Friendly
                      “Incredible! Generous loving hosts and special place” Marty and Mouna are incredible hosts who embody the aloha spirit. From extra towels to rooms with all the little extras included, we always find the Banyen Tree B and B to fully deliver a wonderful
                      …see more

                      Price per night from

                      $1,489

                      Price per night from

                      $1,489

                      (2) Average 

                        19

                        4BR Upcountry Home, Hot Tub, Incredible Views!

                        Maui / Makawao

                        Makawao house

                        4 8 min stay varies

                        • 4 bedrooms
                        • sleeps 8
                        • min stay varies

                        Price per night from

                        $295

                        Price per night from

                        $295

                          49

                          Pookela Paradise 2- Walking Distance to Makawao Town, Panoramic Ocean/Mtn Views!

                          Maui / Makawao

                          Makawao house

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Nearest beach 13 mi
                          • Child Friendly

                          Price per night from

                          $338

                          Responds fast!
                          avg. 3 hours 8 minutes

                          Price per night from

                          $338

                          Great rentals within 20 miles that match your search

                          Distance approx 11.95 km from Makawao

                            14

                            Hale Kai O'Kihei 118

                            Maui / Kihei

                            Kihei apartment

                            1 4 min stay varies

                            • 1 bedroom
                            • sleeps 4
                            • min stay varies
                            • Swimming pool
                            • Ask about children
                            • Air conditioning

                            Price per night from

                            $172

                            Price per night from

                            $172

                            Distance approx 11.54 km from Makawao

                            (18) Very Good 

                            Certificate of Excellence

                              27

                              Breathtaking clear ocean view, incredible value

                              Maui / Kihei

                              Kihei apartment

                              1 4 1 night min

                              • 1 bedroom
                              • sleeps 4
                              • 1 night min
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly
                              “Maui” Great little Condo for a weeks stay. The room was clean, pool was warm and everyone was very friendly. We'll stay in Kehi again!
                              …see more

                              Certificate of Excellence

                              Price per night from

                              $178

                              Price per night from

                              $178

                              Distance approx 12.83 km from Makawao

                                11

                                Kihei Akahi C308

                                Maui / Kihei

                                Kihei apartment

                                1 4 min stay varies

                                • 1 bedroom
                                • sleeps 4
                                • min stay varies
                                • Swimming pool
                                • Ask about children
                                • Air conditioning

                                Price per night from

                                $184

                                Price per night from

                                $184

                                Distance approx 11.95 km from Makawao

                                  19

                                  Hale Kai O'Kihei 310

                                  Maui / Kihei

                                  Kihei apartment

                                  1 2 min stay varies

                                  • 1 bedroom
                                  • sleeps 2
                                  • min stay varies
                                  • Swimming pool
                                  • Ask about children
                                  • Air conditioning

                                  Price per night from

                                  $258

                                  Price per night from

                                  $258

                                  Distance approx 11.95 km from Makawao

                                    10

                                    Hale Kai O'Kihei 317

                                    Maui / Kihei

                                    Kihei apartment

                                    1 4 min stay varies

                                    • 1 bedroom
                                    • sleeps 4
                                    • min stay varies
                                    • Swimming pool
                                    • Ask about children
                                    • Air conditioning

                                    Price per night from

                                    $172

                                    Price per night from

                                    $172

                                    Distance approx 13.59 km from Makawao

                                      13

                                      Royal Mauian 412

                                      Maui / Kihei

                                      Kihei apartment

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Swimming pool
                                      • Ask about children
                                      • Ask about pets

                                      Price per night from

                                      $384

                                      Price per night from

                                      $384

                                      Distance approx 14.51 km from Makawao

                                        33

                                        New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

                                        Maui / Wailea

                                        Wailea villa

                                        3 8 6 nights min

                                        • 3 bedrooms
                                        • sleeps 8
                                        • 6 nights min
                                        • Child Friendly

                                        Price per night from

                                        $796

                                        Responds fast!
                                        avg. 3 hours 12 minutes

                                        Price per night from

                                        $796

                                        Distance approx 13.22 km from Makawao

                                          36

                                          Just Renovated 3bd 3ba in South Kihei, Hawaii

                                          Maui / Wailea

                                          Wailea condo

                                          3 9 min stay varies

                                          • 3 bedrooms
                                          • sleeps 9
                                          • min stay varies
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $567

                                          Price per night from

                                          $567

                                          Distance approx 11.7 km from Makawao

                                          (32) 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

                                            Certificate of Excellence

                                            Price per night from

                                            $228

                                            Responds fast!
                                            avg. 37 minutes

                                            Price per night from

                                            $228

                                            Distance approx 12.47 km from Makawao

                                              10

                                              Pacific Shores B303

                                              Maui / Kihei

                                              Kihei apartment

                                              2 6 min stay varies

                                              • 2 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Swimming pool
                                              • Ask about children
                                              • Air conditioning

                                              Price per night from

                                              $207

                                              Price per night from

                                              $207

                                              Distance approx 13.3 km from Makawao

                                              (3) Very Good 

                                                28

                                                Island Sands 208

                                                Maui / Maalaea

                                                Maalaea condo

                                                2 6 min stay varies

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

                                                Price per night from

                                                $218

                                                Responds fast!
                                                avg. 3 hours 55 minutes

                                                Price per night from

                                                $218

                                                Distance approx 11.33 km from Makawao

                                                (1) Excellent 

                                                  10

                                                  Kihei Bay Surf 223

                                                  Maui / Kihei

                                                  Kihei studio

                                                  Studio 2 min stay varies

                                                  • Studio
                                                  • sleeps 2
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Ask about children
                                                  • Air conditioning
                                                  “Excellent place to stay in Kihei” We were really pleased with every aspect of the condo. It was really clean, close to the beach, restaurants. The check-in procedure is really easy and we were able to check-in after hours.
                                                  …see more

                                                  Price per night from

                                                  $132

                                                  Price per night from

                                                  $132

                                                  Distance approx 12.45 km from Makawao

                                                  (2) Very Good 

                                                    24

                                                    Maui Vista #1219 -Steps to the Best Beach on Maui!

                                                    Maui / Kihei

                                                    Kihei apartment

                                                    1 4 1 night min

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • 1 night min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0.16 mi
                                                    • Swimming pool

                                                    Price per night from

                                                    $177

                                                    Price per night from

                                                    $177

                                                    Distance approx 12.92 km from Makawao

                                                    (1) Excellent 

                                                      9

                                                      KAMAOLE SANDS-BLDG 4-GROUND FLR-KING BED 2 A/C's

                                                      Maui / Kihei

                                                      Kihei condo

                                                      1 4 7 nights min

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • 7 nights min
                                                      • Nearest beach 100 mi
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $144

                                                      Responds fast!
                                                      avg. 2 hours 13 minutes

                                                      Price per night from

                                                      $144

                                                      Distance approx 11.5 km from Makawao

                                                      (1) Excellent 

                                                        28

                                                        2BR Beachfront Condo; Panoramic Ocean Views; Modern & Clean; Family Friendly!

                                                        Maui / Kihei

                                                        Kihei condo

                                                        2 5 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $250

                                                        Price per night from

                                                        $250

                                                        Distance approx 13.89 km from Makawao

                                                        (37) Excellent 

                                                          18

                                                          Wailea Ekahi 7G Luxury Ocean Front S Maui Condo

                                                          Maui / Wailea

                                                          Wailea apartment

                                                          1 3 7 nights min

                                                          • 1 bedroom
                                                          • sleeps 3
                                                          • 7 nights min
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 1 mi
                                                          • Swimming pool
                                                          “Absolutely Perfect!” This condo is gorgeous, and set up with everything you could ask for during your stay. We were so pleased with the location, cleanliness, and the setup of the home for us. There was not a single thing that we came across that we
                                                          …see more

                                                          Price per night from

                                                          $401

                                                          Responds fast!
                                                          avg. 3 hours 1 minutes

                                                          Price per night from

                                                          $401

                                                          Distance approx 6.37 km from Makawao

                                                          (6) Very Good 

                                                            20

                                                            STPH 2013/0017 Maui Family Vacation Rental, Beach House, Paia

                                                            Maui / Paia

                                                            Paia house

                                                            6 12 7 nights min

                                                            • 6 bedrooms
                                                            • sleeps 12
                                                            • 7 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0 mi
                                                            • Child Friendly
                                                            “This was fantastic for us all” Wedding party stayed at Paula's place near Kuau Cove. Was such an excellent location for the friends and family, everyone could be close to each other yet all rooms private and quiet and serene. Parking tight but we sha
                                                            …see more

                                                            Price per night from

                                                            $945

                                                            Responds fast!
                                                            avg. 2 hours 52 minutes

                                                            Price per night from

                                                            $945

                                                            Distance approx 13.08 km from Makawao

                                                            (2) Very Good 

                                                              34

                                                              Hale Kamaole Ocean View Condo with King Bed & WiFi

                                                              Maui / Kihei

                                                              Kihei apartment

                                                              1 4 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • 3 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0.1 mi
                                                              • Swimming pool
                                                              “Perfect location, can not wait to return” I Love this condo! The location is perfect, wonderful town of kihei. You can literally walk steps across the street to a wonderful park that has easy access to the ocean. The views from the balcony provide a
                                                              …see more

                                                              Price per night from

                                                              $184

                                                              Price per night from

                                                              $184

                                                              Distance approx 14.08 km from Makawao

                                                              (23) Excellent 

                                                                23

                                                                Elua Village # 701 - Luxury 2b/2b with Ocean View!

                                                                Maui / Wailea

                                                                Wailea apartment

                                                                2 4 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 4
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning
                                                                “Maui Magic” We have stayed in this unit twice and both stays were excellent! First, the location is awesome. A beautiful sandy beach is only a short walk away and what awaits you is fantastic snorkeling and scuba diving. In addition to the great divin
                                                                …see more

                                                                Price per night from

                                                                $425

                                                                Price per night from

                                                                $425

                                                                Distance approx 12.85 km from Makawao

                                                                  24

                                                                  Hale Pau Hana Beachfront Corner Unit

                                                                  Maui / Kihei

                                                                  Kihei condo

                                                                  1 3 3 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 3
                                                                  • 3 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $401

                                                                  Price per night from

                                                                  $401

                                                                  Distance approx 13.04 km from Makawao

                                                                  (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

                                                                    Price per night from

                                                                    $182

                                                                    Price per night from

                                                                    $182

                                                                    Distance approx 7.48 km from Makawao

                                                                      6

                                                                      Mango ohana in Sprecks, Paia Maui's north shore

                                                                      Maui / Paia

                                                                      Paia studio

                                                                      Studio 4 1 night min

                                                                      • Studio
                                                                      • sleeps 4
                                                                      • 1 night min
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $195

                                                                      Price per night from

                                                                      $195

                                                                      Distance approx 11.05 km from Makawao

                                                                        16

                                                                        MAALAEA SURF, #F-2

                                                                        Maui / Kihei

                                                                        Kihei apartment

                                                                        1 4 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • min stay varies
                                                                        • Ask about children
                                                                        • Ask about pets

                                                                        Price per night from

                                                                        $215

                                                                        Price per night from

                                                                        $215

                                                                        Distance approx 13.77 km from Makawao

                                                                        (26) Excellent 

                                                                          21

                                                                          Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo

                                                                          Maui / Wailea

                                                                          Wailea apartment

                                                                          2 4 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 7 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Air conditioning
                                                                          “Beautiful condo in Paradise!” Our stay at Ekahi Villiage 11F was nothing short of wonderful. The beautiful, well appointed condo is just a short walk to the pool pavilion and beach. We enjoyed many mornings sipping coffee on the well decorated Lani
                                                                          …see more

                                                                          Price per night from

                                                                          $659

                                                                          Price per night from

                                                                          $659

                                                                          Distance approx 11.01 km from Makawao

                                                                            15

                                                                            A Newly Renovated Penthouse Unit with Direct Ocean View 607

                                                                            Maui / Kihei

                                                                            Kihei apartment

                                                                            2 4 3 nights min

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

                                                                            Price per night from

                                                                            $252

                                                                            Price per night from

                                                                            $252

                                                                            Distance approx 11.41 km from Makawao

                                                                            (2) Excellent 

                                                                              20

                                                                              1800SF, Ground level, 4 bedrm, central AC, Few steps to pool entrance,

                                                                              Maui / Kihei

                                                                              Kihei townhouse

                                                                              4 10 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $516

                                                                              Responds fast!
                                                                              avg. 2 hours 47 minutes

                                                                              Price per night from

                                                                              $516