Cottages Hawaii

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

1,664 cottages

(36) Excellent 

    30

    OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA

    Maui / Wailea

    Wailea cottage

    1 3 3 nights min

    • 1 bedroom
    • sleeps 3
    • 3 nights min
    • Beach / lakeside relaxation
    • Nearest beach 2 mi
    • Air conditioning
    Match: Rental types Mountain Views All filters match
    “Great View, Great Place” Kihei/Wailea is hands down the best area to stay in. Woke up, had breakfast, enjoyed beers on the beach, great food everywhere, and our vacation rental was perfect. Dennis was very nice and easy to talk to, any questions I had

    Price per night from

    $286

    Responds fast!
    avg. 2 hours 29 minutes

    Price per night from

    $286

      25

      Spectacular Ocean/Mountain Views, Honeymoon, Maui

      Maui / Haiku

      Haiku cottage

      1 2 3 nights min

      • 1 bedroom
      • sleeps 2
      • 3 nights min
      • Beach / lakeside relaxation
      • Nearest beach 16 mi
      • Swimming pool
      Match: Rental types Mountain Views All filters match

      Price per night from

      $454

      Responds fast!
      avg. 3 hours 31 minutes

      Price per night from

      $454

      (11) Very Good 

      Certificate of Excellence

        16

        Pupukea's Avocado Village

        Oahu / Haleiwa

        Haleiwa cottage

        1 4 2 nights min

        • 1 bedroom
        • sleeps 4
        • 2 nights min
        • Beach / lakeside relaxation
        • Nearest beach 2 mi
        • Child Friendly
        Match: Rental types Mountain Views All filters match
        “Couldn't have been better!” Loved it! Quiet,beautiful,host awesome! Ate guacamole for days. Bert w a s only a text away. Even changed our laundry

        Certificate of Excellence

        Price per night from

        $114

        Responds fast!
        avg. 2 hours 16 minutes

        Price per night from

        $114

        (8) Excellent 

          32

          Nancy's Kailua Cottage Makai

          Oahu / Kailua

          Kailua cottage

          1 2 min stay varies

          • 1 bedroom
          • sleeps 2
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 2 mi
          • Child Friendly
          Match: Rental types Mountain Views All filters match

          Price per night from

          $201

          Price per night from

          $201

          (1) Very Good 

            12

            Holiday Palms-Private-5 min from Kailua beach/Aircon/Free Wireless/Free Parking

            Oahu / Kailua

            Kailua cottage

            1 5 1 night min

            • 1 bedroom
            • sleeps 5
            • 1 night min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child Friendly
            Match: Rental types Mountain Views All filters match

            Price per night from

            $162

            Responds fast!
            avg. 2 hours 5 minutes

            Price per night from

            $162

            (74) Excellent 

            Certificate of Excellence

              35

              Private, Romantic Cottage, Panoramic Ocean View, King-Bed, Hot Tub

              Maui / Haiku

              Haiku cottage

              1 2 min stay varies

              • 1 bedroom
              • sleeps 2
              • min stay varies
              • Beach / lakeside relaxation
              • Private garden
              Match: Rental types Mountain Views All filters match
              “The perfect escape” This cottage was one of the best parts of an amazing honeymoon. Nothing is too much trouble for the owners, the house is gorgeously decorated and situated, the views are stunning. It is in a peaceful location just a short drive awa

              Certificate of Excellence

              Price per night from

              $263

              Responds fast!
              avg. 53 minutes

              Price per night from

              $263

                12

                Private Cottage Kohala Coast in Kohala Ranch

                Island of Hawaii / Kohala Coast

                Kohala Coast cottage

                1 4 3 nights min

                • 1 bedroom
                • sleeps 4
                • 3 nights min
                • Beach / lakeside relaxation
                • Nearest beach 10 mi
                • Ask about children
                Match: Rental types Mountain Views All filters match

                Price per night from

                $138

                Price per night from

                $138

                (11) Excellent 

                  19

                  Ocean View Couples Cottage on Orchard w/ Stream

                  Island of Hawaii / Pepeekeo

                  Pepeekeo cottage

                  1 2 2 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 2 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 10 mi
                  Match: Rental types Mountain Views All filters match
                  “Marvelous - We'll be back!” Have just returned from a marvelous 3 night stay at the Sun and Moon Orchard Suite. Everything was exactly as we would have liked it to be for a relaxing holiday on the east coast of Big Island (we spent 5 nights on Maui be

                  Price per night from

                  $138

                  Responds fast!
                  avg. 40 minutes

                  Price per night from

                  $138

                  (20) Excellent 

                    17

                    Carson's Mountain Cabin with hot tub and fireplace! Special winter deal....

                    Island of Hawaii / Kailua-Kona

                    Kailua-Kona cottage

                    1 4 3 nights min

                    • 1 bedroom
                    • sleeps 4
                    • 3 nights min
                    • Suitable for children age 5+
                    • Private garden
                    Match: Rental types Mountain Views All filters match
                    “A Trip of a Lifetime!!!” Our first time to the Big Island and this Cabin defintely helped to make it a trip of a life time! The cabin was wonderfully decorated. It was very clean, plenty of room and defintely put a nice warm feel in place of a bland t

                    Price per night from

                    $167

                    Price per night from

                    $167

                    (2) Very Good 

                      20

                      Studio on Lush 10 acre Private Estate

                      Island of Hawaii / Hawi

                      Hawi cottage

                      4 2 nights min

                      • sleeps 4
                      • 2 nights min
                      • Child Friendly
                      Match: Rental types Mountain Views All filters match

                      Price per night from

                      $138

                      Responds fast!
                      avg. 3 hours 2 minutes

                      Price per night from

                      $138

                      (1) Excellent 

                        18

                        PRIVATE AND QUIET WAIMEA COTTAGE SLEEPS 2

                        Island of Hawaii / Waimea

                        Waimea cottage

                        1 2 3 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 3 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 10 mi
                        • Private garden
                        Match: Rental types Mountain Views All filters match

                        Price per night from

                        $114

                        Responds fast!
                        avg. 1 hour 33 minutes

                        Price per night from

                        $114

                        (4) Excellent 

                          70

                          Hale Kukui spectacular ocean cliff cottage with ex

                          Island of Hawaii / Kukuihaele

                          Kukuihaele cottage

                          1 2 3 nights min

                          • 1 bedroom
                          • sleeps 2
                          • 3 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 3 mi
                          • Suitable for children age 5+
                          Match: Rental types Mountain Views All filters match

                          Price per night from

                          $286

                          Responds fast!
                          avg. 2 hours 48 minutes

                          Price per night from

                          $286

                          (24) Excellent 

                            30

                            Foster's Ohia Hale

                            Island of Hawaii / Kailua-Kona

                            Kailua-Kona cottage

                            2 5 3 nights min

                            • 2 bedrooms
                            • sleeps 5
                            • 3 nights min
                            • Child Friendly
                            • Private garden
                            Match: Rental types Mountain Views All filters match
                            “What a treat!” We contacted Kathryn and Bill and got a response to our inquiry the same day. From that point on, they were available to us to help with questions, give directions, etc. The trip from the airport was a quick 10 minutes up into the cool

                            Price per night from

                            $183

                            Price per night from

                            $183

                            (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
                              Match: Rental types Mountain Views All filters match

                              Price per night from

                              $260

                              Price per night from

                              $260

                              (1) Excellent 

                                53

                                Oceanfront 2BRM, Waipio's Beach below,orchard

                                Island of Hawaii / Kukuihaele

                                Kukuihaele cottage

                                2 4 3 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 3 mi
                                • Ask about children
                                Match: Rental types Mountain Views All filters match

                                Price per night from

                                $286

                                Responds fast!
                                avg. 2 hours 48 minutes

                                Price per night from

                                $286

                                  27

                                  Secluded Tropical Hideaway On Kona Coffee Estate

                                  Island of Hawaii / Captain Cook

                                  Captain Cook cottage

                                  1 2 4 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 4 nights min
                                  • Beach / lakeside relaxation
                                  Match: Rental types Mountain Views All filters match

                                  Price per night from

                                  $87

                                  Responds fast!
                                  avg. 2 hours 39 minutes

                                  Price per night from

                                  $87

                                    12

                                    Peaceful Hawaiian Flower Farm - Country Comforts

                                    Island of Hawaii / Waimea

                                    Waimea cottage

                                    2 6 3 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 3 nights min
                                    • Nearest beach 19 mi
                                    • Child Friendly
                                    Match: Rental types Mountain Views All filters match

                                    Price per night from

                                    $219

                                    Price per night from

                                    $219

                                    (12) Very Good 

                                    Certificate of Excellence

                                      17

                                      Kaneohe Bayside Country Retreat

                                      Oahu / Kaneohe

                                      Kaneohe cottage

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 5 mi
                                      • Ask about children
                                      Match: Rental types Mountain Views All filters match

                                      Certificate of Excellence

                                      Price per night from

                                      $132

                                      Responds fast!
                                      avg. 2 hours 45 minutes

                                      Price per night from

                                      $132

                                      (4) Excellent 

                                        18

                                        Island Getaway -pavilion-style with pool & hot tub

                                        Island of Hawaii / Captain Cook

                                        Captain Cook cottage

                                        1 2 2 nights min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 2 nights min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 2 mi
                                        • Swimming pool
                                        Match: Rental types Mountain Views All filters match

                                        Price per night from

                                        $184

                                        Responds fast!
                                        avg. 1 hour 15 minutes

                                        Price per night from

                                        $184

                                        (12) Excellent 

                                          13

                                          Tsugi Teahouse at Volcano Hot Tub/ fireplace150

                                          Island of Hawaii / Volcano

                                          Volcano cottage

                                          1 2 2 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 2 nights min
                                          • Nearest beach 40 mi
                                          • Private garden
                                          Match: Rental types Mountain Views All filters match
                                          “Exquisite accommodations, tasteful decor, private and relaxing, would stay again.” We were the first persons to occupy this just completed Teahouse style cottage. We stayed just over two weeks. There is utmost privacy behind the bamboo thatched gate.

                                          Price per night from

                                          $173

                                          Responds fast!
                                          avg. 1 hour 58 minutes

                                          Price per night from

                                          $173

                                          (25) Excellent 

                                          Certificate of Excellence

                                            60

                                            Maui by the Sea cottage

                                            Maui / Paia

                                            Paia cottage

                                            1 2 min stay varies

                                            • 1 bedroom
                                            • sleeps 2
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0.16 mi
                                            • Child Friendly
                                            Match: Rental types Mountain Views All filters match
                                            “Absolutely perfect!!!” This cottage is absolutely perfect, and Valerie is the most gracious and friendly host as well. The property is literally right on the ocean and the views are indescribable. The below pictures were taken from the lawn chairs rig

                                            Certificate of Excellence

                                            Price per night from

                                            $339

                                            Responds fast!
                                            avg. 45 minutes

                                            Price per night from

                                            $339

                                            (3) Excellent 

                                              22

                                              Rainbow Lookout - your own hideaway Maui cottage

                                              Maui / Haiku

                                              Haiku cottage

                                              1 2 3 nights min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 3 nights min
                                              • Nearest beach 16 mi
                                              • Swimming pool
                                              • Child Friendly
                                              Match: Rental types Mountain Views All filters match

                                              Price per night from

                                              $408

                                              Responds fast!
                                              avg. 3 hours 31 minutes

                                              Price per night from

                                              $408

                                                17

                                                Ho'ona Hale - Delightful 2 Bedroom Cottage with Whitewater Ocean Views

                                                Kauai / Koloa

                                                Koloa cottage

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Ask about children
                                                • Air conditioning
                                                Match: Rental types Mountain Views All filters match

                                                Price per night from

                                                $331

                                                Price per night from

                                                $331

                                                (6) Very Good 

                                                  28

                                                  Kehena Beach Getaway.Oceanviews

                                                  Island of Hawaii / Pahoa

                                                  Pahoa cottage

                                                  1 2 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 2 nights min
                                                  • Beach / lakeside relaxation
                                                  • Ask about children
                                                  • Air conditioning
                                                  Match: Rental types Mountain Views All filters match
                                                  “Excellent place to chill” We had a great time. Close to all things on the Red Road. From the Sixty's Hippie vibe of Kehena Beach, To the natural wonders along the Red Road, Tide Pools, Volcanic heated pool, Lava Flow remains and some really hip folks

                                                  Price per night from

                                                  $110

                                                  Responds fast!
                                                  avg. 45 minutes

                                                  Price per night from

                                                  $110

                                                  (2) Very Good 

                                                    17

                                                    Hotel Pa'amalu

                                                    Island of Hawaii / Captain Cook

                                                    Captain Cook cottage

                                                    1 3 1 night min

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • 1 night min
                                                    • Beach / lakeside relaxation
                                                    • Ask about children
                                                    • Ask about pets
                                                    Match: Rental types Mountain Views All filters match

                                                    Price per night from

                                                    $184

                                                    Price per night from

                                                    $184

                                                    (2) Excellent 

                                                      9

                                                      Ahuimanu Cottage

                                                      Oahu / Kaneohe

                                                      Kaneohe cottage

                                                      2 6 3 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 3 nights min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      Match: Rental types Mountain Views All filters match

                                                      Price per night from

                                                      $138

                                                      Responds fast!
                                                      avg. 3 hours 59 minutes

                                                      Price per night from

                                                      $138

                                                      (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
                                                        Match: Rental types Mountain Views All filters match
                                                        “Aloha Cottage is paradise in upcountry!” My husband of 31 years and I spent 2 weeks in the cottage, and loved it. We are beyond the age of spending our vacation on the beach, so upcountry was perfect for us. We definitely visited the beach, but found

                                                        Price per night from

                                                        $280

                                                        Price per night from

                                                        $280

                                                        (1) Excellent 

                                                          19

                                                          Volcano Retreat

                                                          Island of Hawaii / Volcano

                                                          Volcano cottage

                                                          1 2 2 nights min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 2 nights min
                                                          • Child Friendly
                                                          • Pet Friendly
                                                          Match: Rental types Mountain Views All filters match

                                                          Price per night from

                                                          $92

                                                          Price per night from

                                                          $92

                                                          (2) Excellent 

                                                            30

                                                            Romantic Cabin on Maui's Northshore: Star Lookout

                                                            Maui / Haiku

                                                            Haiku cottage

                                                            1 2 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • min stay varies
                                                            • Nearest beach 16 mi
                                                            • Swimming pool
                                                            • Child Friendly
                                                            Match: Rental types Mountain Views All filters match
                                                            “Soul Quenching Hideaway in The Coconut Grove” On a scale of 1 to 5 Stars...Five stars are not enough! We give Sharyn and Jeff Stone and the Star Cottage at Huelo Pt Lookout Bed and Breakfast the same stars that appear in the crisp clear night sky fr

                                                            Price per night from

                                                            $328

                                                            Responds fast!
                                                            avg. 3 hours 31 minutes

                                                            Price per night from

                                                            $328

                                                            (44) Very Good 

                                                              28

                                                              Hibiscus Beach Cottage 20% OFF 2019 STAYS DUE TO CONSTRUCTION, TVNC#5067

                                                              Kauai / Anahola

                                                              Anahola cottage

                                                              2 4 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Child Friendly
                                                              Match: Rental types Mountain Views All filters match
                                                              “So relaxing” We had a marvelous time at the Hibiscus Hula. That anahola is a quiet local community really made the experience. The swimming is great, the surfing better than our skill levels, and the snorkeling poor (but better elsewhere). While walki

                                                              Price per night from

                                                              $226

                                                              Price per night from

                                                              $226

                                                              (3) Very Good 

                                                                12

                                                                The Cottage - North Shore Paradise

                                                                Oahu / Pupukea

                                                                Pupukea cottage

                                                                1 2 4 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 4 nights min
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 2 mi
                                                                • Child Friendly
                                                                Match: Rental types Mountain Views All filters match

                                                                Price per night from

                                                                $132

                                                                Responds fast!
                                                                avg. 54 minutes

                                                                Price per night from

                                                                $132

                                                                (8) Excellent 

                                                                  15

                                                                  Nancy's Kailua Cottage Mauka

                                                                  Oahu / Kailua

                                                                  Kailua cottage

                                                                  4 min stay varies

                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 2 mi
                                                                  • Child Friendly
                                                                  Match: Rental types Mountain Views All filters match
                                                                  “Nancy's is the perfect place to get away from the hustle of Honolulu!” My wife and I recently stayed at Nancy's while on Oahu. It's a short hop across the island in Kailua, about a 20-30 minute drive from Honolulu. The cottage has everything you need,

                                                                  Price per night from

                                                                  $201

                                                                  Price per night from

                                                                  $201

                                                                    13

                                                                    Kohala Ranch 2 Bedroom Private-Kohala Coast

                                                                    Island of Hawaii / Kohala Coast

                                                                    Kohala Coast cottage

                                                                    2 4 5 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 5 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 0 mi
                                                                    • Ask about children
                                                                    Match: Rental types Mountain Views All filters match

                                                                    Price per night from

                                                                    $161

                                                                    Price per night from

                                                                    $161

                                                                    (4) Excellent 

                                                                      16

                                                                      Open Palms Plantation -- "A Slice of Heaven in Paradise" NEW LISTING

                                                                      Oahu / Waimanalo

                                                                      Waimanalo cottage

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Private garden
                                                                      Match: Rental types Mountain Views All filters match

                                                                      Price per night from

                                                                      $224

                                                                      Responds fast!
                                                                      avg. 3 hours 50 minutes

                                                                      Price per night from

                                                                      $224

                                                                        8

                                                                        Cozy Hill Top Plantation Cottage

                                                                        Oahu / Pupukea

                                                                        Pupukea cottage

                                                                        2 5 1 night min

                                                                        • 2 bedrooms
                                                                        • sleeps 5
                                                                        • 1 night min
                                                                        • Child Friendly
                                                                        • Private garden
                                                                        Match: Rental types Mountain Views All filters match

                                                                        Price per night from

                                                                        $172

                                                                        Price per night from

                                                                        $172

                                                                        (13) Excellent 

                                                                          25

                                                                          Dancing Bamboo Cottage - Minutes from Hawaii Volcanoes National Park!

                                                                          Island of Hawaii / Volcano

                                                                          Volcano cottage

                                                                          1 2 3 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 3 nights min
                                                                          • Child Friendly
                                                                          Match: Rental types Mountain Views All filters match

                                                                          Price per night from

                                                                          $51

                                                                          Price per night from

                                                                          $51

                                                                          (5) Very Good 

                                                                            9

                                                                            Hilo Country Cottage

                                                                            Island of Hawaii / Hilo

                                                                            Hilo cottage

                                                                            2 6 1 night min

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • 1 night min
                                                                            • Child Friendly
                                                                            Match: Rental types Mountain Views All filters match
                                                                            “Lovely” This cottage was a surprise. The outside doesn't give the greatest impression, but the interior is very well finished. It's also quite spacious for the size! The furnishings were lovely and obviously very well cared for. Few things: The sofa

                                                                            Price per night from

                                                                            $110

                                                                            Responds fast!
                                                                            avg. 3 hours 59 minutes

                                                                            Price per night from

                                                                            $110

                                                                            (4) Excellent 

                                                                              15

                                                                              Hulili Tropical Fruit Farm Cottage

                                                                              Island of Hawaii / Hakalau

                                                                              Hakalau cottage

                                                                              1 4 4 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • 4 nights min
                                                                              • Child Friendly
                                                                              Match: Rental types Mountain Views All filters match
                                                                              “Peaceful place to stay” We loved staying here. Our hosts gave us a farm tour and fresh fruit from the farm. The cottage had everything we needed and more. Trips to the local sites were easy as we were close to a main highway. It's a beautiful spot

                                                                              Price per night from

                                                                              $167

                                                                              Price per night from

                                                                              $167