Vacation Rentals & Condos in Island of Hawaii

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1,914 condos

(3) Excellent 

    41

    Ono Hale: Gorgeous Home with pool. Breathtaking ocean views.

    Island of Hawaii / Kailua-Kona

    Kailua-Kona house

    3 8 min stay varies

    • 3 bedrooms
    • sleeps 8
    • min stay varies
    • Swimming pool
    • Child Friendly

    Price per night from

    $300

    Price per night from

    $300

      24

      1 bedroom condo in Oceanfront complex, amazing Ocean views

      Island of Hawaii / Kailua-Kona

      Kailua-Kona apartment

      1 4 min stay varies

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

      Price per night from

      $120

      Responds fast!
      avg. 4 minutes

      Price per night from

      $120

      (4) Excellent 

        10

        Wyndham Kona Hawaiian Resort (2 bedroom condo)

        Island of Hawaii / Kailua-Kona

        Kailua-Kona condo

        2 6 min stay varies

        • 2 bedrooms
        • sleeps 6
        • min stay varies
        • Swimming pool
        • Child Friendly
        • Air conditioning
        “We loved our stay here” This was a great location for exploring hawai'i island, and was great for 2 couples. It was quiet, all the staff was very nice, and the unit was very enjoyable, with a nice large lanai . I'm happy we picked here to stay.
        …see more

        Price per night from

        $205

        Price per night from

        $205

        (11) Excellent 

          40

          Koa Hale-Oceanfront Home 3 BR/3 BA Sleeps 8

          Island of Hawaii / Kailua-Kona

          Kailua-Kona house

          3 8 5 nights min

          • 3 bedrooms
          • sleeps 8
          • 5 nights min
          • Beach / lakeside relaxation
          • Nearest beach 0 mi
          • Child Friendly
          “Dramatic ocean views and close snorkel beach in a beautiful home” We recently stayed at this property with our daughter and her family which included my 2 grandkids, ages 6 and 9. We've been to Hawaii several times as a two generation family, but fou
          …see more

          Price per night from

          $397

          Responds fast!
          avg. 3 hours 47 minutes

          Price per night from

          $397

          (8) Very Good 

            14

            SEA VILLAGE RESORT in Kona (Oceanfront/Oceanview)

            Island of Hawaii / Kailua-Kona

            Kailua-Kona apartment

            2 6 1 night min

            • 2 bedrooms
            • sleeps 6
            • 1 night min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child Friendly
            “Excellent!” We had a great time at the Sea Village and Rick was very helpful. A very nice condo in right at the sea. Highly recommended!
            …see more

            Price per night from

            $180

            Responds fast!
            avg. 3 hours 19 minutes

            Price per night from

            $180

            (6) Excellent 

            Certificate of Excellence

              12

              Wyndham Kona Hawaiian Resort (2 bedroom condo)

              Island of Hawaii / Kailua-Kona

              Kailua-Kona condo

              2 6 min stay varies

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

              Certificate of Excellence

              Price per night from

              $216

              Price per night from

              $216

                17

                Koloha Hale "The Whale House" ~ Ocean View

                Island of Hawaii / Pahoa

                Pahoa house

                2 8 3 nights min

                • 2 bedrooms
                • sleeps 8
                • 3 nights min
                • Beach / lakeside relaxation
                • Child Friendly
                • Private garden

                Price per night from

                $229

                Price per night from

                $229

                (1) Excellent 

                  10

                  Keauhou Gardens 11-303 1Br Ocean v. NO BOOKING FEE

                  Island of Hawaii / Kailua-Kona

                  Kailua-Kona apartment

                  1 2 min stay varies

                  • 1 bedroom
                  • sleeps 2
                  • min stay varies
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $130

                  Price per night from

                  $130

                  (3) Very Good 

                    42

                    SHAMBHALA HAWAII

                    Island of Hawaii / Waimea

                    Waimea apartment

                    1 2 3 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 3 nights min
                    • Private garden

                    Price per night from

                    $181

                    Responds fast!
                    avg. 1 hour 13 minutes

                    Price per night from

                    $181

                      24

                      'The Park House' Kapaau Home w/Patio-2 Mi to Beach

                      Island of Hawaii / Kapaau

                      Kapaau house

                      3 5 4 nights min

                      • 3 bedrooms
                      • sleeps 5
                      • 4 nights min
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $201

                      Responds fast!
                      avg. 9 minutes

                      Price per night from

                      $201

                      (12) Excellent 

                        25

                        KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr

                        Island of Hawaii / Kailua-Kona

                        Kailua-Kona apartment

                        2 6 min stay varies

                        • 2 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Swimming pool
                        • Ask about children
                        “Great Location” We very much enjoyed our 6 nights in this condo, from morning breakfast on the balcony to watching the sunset. Location is superb - there are 2 beaches within walking distance and you can walk up a short hill to a great espresso and cr
                        …see more

                        Price per night from

                        $152

                        Price per night from

                        $152

                        (35) Excellent 

                          23

                          Look No Further - HALE NAI`A Kealakekua Bay

                          Island of Hawaii / Captain Cook

                          Captain Cook cottage

                          1 4 3 nights min

                          • 1 bedroom
                          • sleeps 4
                          • 3 nights min
                          • Beach / lakeside relaxation
                          • Child Friendly
                          • Air conditioning
                          “Beautiful” My wife and I stayed here with our 2 children (18 and 10) and had a wonderful time. The accommodation was excellent and we all loved the outdoor shower. The outdoor kitchen is great; we never actually used the inside kitchen. The 2 hosts:
                          …see more

                          Price per night from

                          $183

                          Responds fast!
                          avg. 2 hours 17 minutes

                          Price per night from

                          $183

                          (35) Very Good 

                            18

                            2 bdrm 2 ba condo across from White Sands Beach

                            Island of Hawaii / Kailua-Kona

                            Kailua-Kona apartment

                            2 4 4 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 4 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0.05 mi
                            • Swimming pool
                            “Beautiful Paradise” This immaculate well maintained condo came equipped with everything needed to snorkel, body board, picnic or just rest by the ocean. The view from the balcony was breathtaking. The condo grounds, pool area, hot tub and barbecue wer
                            …see more

                            Price per night from

                            $150

                            Price per night from

                            $150

                            (1) Excellent 

                              24

                              VISTA WAIKOLOA #E105 - Ground floor, upgraded 2/2 - 5th Night Free Special!

                              Kohala Coast / Waikoloa

                              Waikoloa apartment

                              2 5 min stay varies

                              • 2 bedrooms
                              • sleeps 5
                              • min stay varies
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning
                              “Vista Wikolia” Great pool for lap swimming. Condo was renovated which made a big difference
                              …see more

                              Price per night from

                              $139

                              Responds fast!
                              avg. 5 minutes

                              Price per night from

                              $139

                              (9) Excellent 

                                45

                                Awesome Oceanfront Gem ~ 6 Bdrms (5 King + 1 Bunkrm) Pool/Spa, Superb Sunsets

                                Island of Hawaii / Kailua-Kona

                                Kailua-Kona house

                                6 20 min stay varies

                                • 6 bedrooms
                                • sleeps 20
                                • min stay varies
                                • Swimming pool
                                • Ask about children
                                • Air conditioning
                                “Absolutely gorgeous location, and beautiful home” This home was so beautiful, and in such a beautiful location, we didn't even leave it many of the days of our 2-week vacation. We had 3 families, with quite a few children ranging from 6 to 23 years ol
                                …see more

                                Price per night from

                                $1,895

                                Responds fast!
                                avg. 4 minutes

                                Price per night from

                                $1,895

                                  11

                                  Garden House Hideaway

                                  Island of Hawaii / Ninole

                                  Ninole cottage

                                  1 3 2 nights min

                                  • 1 bedroom
                                  • sleeps 3
                                  • 2 nights min
                                  • Beach / lakeside relaxation
                                  • Suitable for children age 5+
                                  • Private garden

                                  Price per night from

                                  $109

                                  Responds fast!
                                  avg. 2 hours 22 minutes

                                  Price per night from

                                  $109

                                  (1) Excellent 

                                    29

                                    2 Bedroom condo in Oceanfront complex, amazing Ocean views

                                    Island of Hawaii / Kailua-Kona

                                    Kailua-Kona apartment

                                    2 4 min stay varies

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

                                    Price per night from

                                    $125

                                    Responds fast!
                                    avg. 4 minutes

                                    Price per night from

                                    $125

                                    (11) Excellent 

                                      19

                                      Ocean Front Kona Makai Perfect Sunset Views Furnished 1 bedroom Condo

                                      Island of Hawaii / Kailua-Kona

                                      Kailua-Kona condo

                                      1 4 min stay varies

                                      • 1 bedroom
                                      • sleeps 4
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 2 mi
                                      • Swimming pool
                                      “Execellent and affordable place to stay in Kona.” We have stayed here five times in past seven years. It is definitely our favorite place to stay in Kona. We have visited every Hawaiian island except Lanai. The Big Island is our favorite and the Kona
                                      …see more

                                      Price per night from

                                      $105

                                      Responds fast!
                                      avg. 1 hour 43 minutes

                                      Price per night from

                                      $105

                                        6

                                        Ocean View Suites at Kehena Beach

                                        Island of Hawaii / Pahoa

                                        Pahoa apartment

                                        1 2 1 night min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 1 night min
                                        • Nearest beach 0 mi
                                        • Air conditioning
                                        • Private garden

                                        Price per night from

                                        $91

                                        Price per night from

                                        $91

                                        (1) Excellent 

                                          15

                                          Paddles Hawaii quiet setting on 3 acres

                                          Island of Hawaii / Kawaihae

                                          Kawaihae house

                                          2 6 2 nights min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 2 nights min
                                          • Suitable for children age 5+
                                          • Private garden

                                          Price per night from

                                          $201

                                          Responds fast!
                                          avg. 2 hours 5 minutes

                                          Price per night from

                                          $201

                                          (14) Excellent 

                                            25

                                            Oceanfront Beach House w/ Pool and Spa!

                                            Island of Hawaii / Pahoa

                                            Pahoa house

                                            1 2 3 nights min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 3 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 2 mi
                                            • Swimming pool
                                            “Great house with a wonderful view!” We were making out third trip to the Big Island and decided to see another part of the island other than the Kona resort area. The beach house is located in Highway 137 which provides some the most gorgeous scenery
                                            …see more

                                            Price per night from

                                            $399

                                            Responds fast!
                                            avg. 2 hours 24 minutes

                                            Price per night from

                                            $399

                                            (11) Excellent 

                                              27

                                              Private apartment at Killino Kona Coffee Farm SPECIAL RATE check us out

                                              Island of Hawaii / Captain Cook

                                              Captain Cook apartment

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Nearest beach 5 mi
                                              • Child Friendly
                                              “True Hawaiian relaxation. We got away from it all Hawaiian style” After several visits to Hawaii and staying in the commercial resorts, we wanted to experience true aloha and see what life was like vacationing in coffee country. My wife and I discover
                                              …see more

                                              Price per night from

                                              $90

                                              Price per night from

                                              $90

                                              (38) Very Good 

                                              Certificate of Excellence

                                                12

                                                Wyndham Kona Hawaiian Resort

                                                Island of Hawaii / Kailua-Kona

                                                Kailua-Kona condo

                                                2 6 min stay varies

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

                                                Certificate of Excellence

                                                Price per night from

                                                $203

                                                Price per night from

                                                $203

                                                (37) Very Good 

                                                  46

                                                  Sunsets & Surfers - Kona Reef Ocean Front Unit

                                                  Island of Hawaii / Kailua-Kona

                                                  Kailua-Kona apartment

                                                  1 4 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0 mi
                                                  • Swimming pool
                                                  “great location and views” awesome location, views, and accommodations. book early because from that calendar on the owners link it fills up fast. just an fyi when you arrive there is underground parking that i have noticed people don't realize. as in
                                                  …see more

                                                  Price per night from

                                                  $179

                                                  Responds fast!
                                                  avg. 1 hour 3 minutes

                                                  Price per night from

                                                  $179

                                                  (1) Excellent 

                                                    21

                                                    Stylish Shores Retreat with Garden Views

                                                    Kohala Coast / Waikoloa

                                                    Waikoloa apartment

                                                    2 4 4 nights min

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

                                                    Price per night from

                                                    $165

                                                    Price per night from

                                                    $165

                                                    (2) Very Good 

                                                      12

                                                      Surf & Racquet Club 5102 2/2 ocean NO BOOKING FEE

                                                      Island of Hawaii / Kailua-Kona

                                                      Kailua-Kona apartment

                                                      2 4 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $164

                                                      Price per night from

                                                      $164

                                                      (45) Excellent 

                                                        25

                                                        306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

                                                        Island of Hawaii / Kailua-Kona

                                                        Kailua-Kona apartment

                                                        2 6 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Child Friendly
                                                        “Trip to Paradise” The condo was amazing, no expense was spared. Great beds, furniture, cookware, everything. We watched surfers from the lanai nearly every day, and the sunsets were the most spectacular we've ever seen. A car is needed for this locati
                                                        …see more

                                                        Price per night from

                                                        $257

                                                        Responds fast!
                                                        avg. 43 minutes

                                                        Price per night from

                                                        $257

                                                        (14) Very Good 

                                                          28

                                                          KKSR#3 DIRECT OCEANFRONT TOWNHOME! Walk to the Beach! Superb Location!

                                                          Island of Hawaii / Keauhou

                                                          Keauhou house

                                                          2 4 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Ask about children
                                                          “Kona townhouse” Great location...just need a little more of supply esp dish soap...otherwise the place is great...well supplied...Enjoyed the visit and the stay. It needs to have a big recycle bin next the trash bin...the only recycle bin we found is
                                                          …see more

                                                          Price per night from

                                                          $141

                                                          Price per night from

                                                          $141

                                                          (4) Excellent 

                                                            24

                                                            Old Jodo Temple

                                                            Island of Hawaii / Laupahoehoe

                                                            Laupahoehoe house

                                                            2 6 2 nights min

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • 2 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0.16 mi
                                                            • Ask about children
                                                            “Great Value in Hawaii” The temple is totally charming, very clean and comfortable. I even enjoyed staying at the Temple on some days lounging around instead of going to the beach. Love the claw foot tubs and the comfy beds the place is very homey. T
                                                            …see more

                                                            Price per night from

                                                            $199

                                                            Price per night from

                                                            $199

                                                              33

                                                              THE KAHONUA HOUSE AT THE WAI OPEA MARINE PRESERVE

                                                              Island of Hawaii / Pahoa

                                                              Pahoa house

                                                              3 6 2 nights min

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

                                                              Price per night from

                                                              $228

                                                              Price per night from

                                                              $228

                                                                42

                                                                Kealakekua Hale:Gorgeous, Gated, Tropical Retreat! VERY Private home near Bay

                                                                Island of Hawaii / Captain Cook

                                                                Captain Cook house

                                                                3 6 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Ask about children

                                                                Price per night from

                                                                $219

                                                                Price per night from

                                                                $219

                                                                (19) Very Good 

                                                                  23

                                                                  Outstanding 4 BR / 3 BA Oceanfront Home with saltwater "Queen's Bath"

                                                                  Island of Hawaii / Kailua-Kona

                                                                  Kailua-Kona house

                                                                  4 8 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • min stay varies
                                                                  • Ask about children
                                                                  “Ocean surf sounds are amazing at night!” Right on main road, but surf sounds drown out most traffic noise. Stunning views, ocean front, nicely furnished, close to beaches, we had a great stay. Older appliances, but worked well.
                                                                  …see more

                                                                  Price per night from

                                                                  $429

                                                                  Price per night from

                                                                  $429

                                                                    5

                                                                    Hawaiian Paradise Ocean View in quiet and friendly surrounding in the Big island

                                                                    Island of Hawaii / Hilo

                                                                    Hilo house

                                                                    3 8 2 nights min

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

                                                                    Price per night from

                                                                    $228

                                                                    Price per night from

                                                                    $228

                                                                      15

                                                                      Hale 'Aina Nani Large 2 Bedroom

                                                                      Island of Hawaii / Waimea

                                                                      Waimea house

                                                                      2 4 1 night min

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

                                                                      Price per night from

                                                                      $148

                                                                      Price per night from

                                                                      $148

                                                                        21

                                                                        Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223

                                                                        Island of Hawaii / Kailua-Kona

                                                                        Kailua-Kona apartment

                                                                        2 6 min stay varies

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

                                                                        Price per night from

                                                                        $149

                                                                        Price per night from

                                                                        $149

                                                                          21

                                                                          Kona Plaza#402 TOP FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!

                                                                          Island of Hawaii / Kailua-Kona

                                                                          Kailua-Kona condo

                                                                          1 2 min stay varies

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

                                                                          Price per night from

                                                                          $99

                                                                          Price per night from

                                                                          $99

                                                                          (18) Very Good 

                                                                            22

                                                                            SV4205 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEW.

                                                                            Island of Hawaii / Kailua-Kona

                                                                            Kailua-Kona apartment

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Ask about children
                                                                            “Always a good experience” We have been using Knutson's services for many years and it has always been a pleasure doing business with them. Any calls for service have been promptly and cheerfully answered.
                                                                            …see more

                                                                            Price per night from

                                                                            $150

                                                                            Price per night from

                                                                            $150

                                                                            (2) Excellent 

                                                                              39

                                                                              Ocean Front Home on The Big Island

                                                                              Island of Hawaii / Keaau

                                                                              Keaau house

                                                                              3 6 4 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 4 nights min
                                                                              • Child Friendly
                                                                              • Private garden

                                                                              Price per night from

                                                                              $172

                                                                              Responds fast!
                                                                              avg. 3 hours 52 minutes

                                                                              Price per night from

                                                                              $172

                                                                              About Island of Hawaii

                                                                              Hawaii's name sake island, also the largest of the chain, has some of the most unique sights for visitors. The island is made up of five separate volcanoes, of which three are active and one has been continually erupting since the late 1980s. The red hot lava that pours from the Kilauea volcano is a fascinating natural occurrence and a rarity to witness. As a result of the lava that is constantly being added to the area, the beaches on the Big Island are a Hawaiian dream! Visit the pure white ribbons of coastal Kailua-Kona, the emerald sands of the Puna region, or the black beaches of Punalu'u, each a drop of paradise.

                                                                              The Big Island is more than just sandy perfection. For nature enthusiasts and adventure seekers, Hawaii offers an unparalleled mixture of elements. There is endless opportunity to explore, from the deep thickets of the rainforest to the blustery summit of the volcano peaks. The Big Island also houses the second largest waterfall in the world: Akaka Falls, a graceful giant that is simply spectacular.

                                                                              Here are a few additional suggestions for your trip:

                                                                              • Go scuba diving: The reef ecosystems around the big island are fantastic places to encounter colorful fish, sea turtles, and a bewildering variety of marine life.
                                                                              • Take a surfing lesson: The glassy waves of Hawaii make this one of the most beautiful surfing destinations in the world. There are plenty of surf schools here with patient, knowledgeable instructors who can help you get started.
                                                                              • Visit Volcanoes National Park: Hike with an experienced guide and explore lava tube trails through a tropical jungle paradise of gigantic ferns and tropical flowers.
                                                                              • Stroll historic Kailua Village: Go shopping, experience the nightlife and see some of the Big Island's important historic sites in this charming seaside village.
                                                                              • Take a whale watching tour: The Big Island is a great place to charter a boat trip and have close encounters with grey whales or humpbacks depending on the season.

                                                                              -Play a round of golf: Big Island Hawaii golf courses are truly champion caliber. Professional golfers come from around the world to tee off on these emerald green fairways.

                                                                              For unforgettable family reunions, honeymoons, and weddings, Big Island Hawaii makes an ideal tropical destination. Make the most of your vacation in paradise by staying in your own private vacation rental. Find a trendy condo in the heart of downtown Hilo, close to the shopping and nightlife, or stay in a luxury rental home with beautiful views of the ocean. While you're planning your getaway to Big Island Hawaii, consider scheduling some time on the other beautiful islands in the chain like Oahu and Maui.