Big Island Vacation Rentals

Big Island Vacation Rentals in Hawaii!

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These Big Island vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.
Click Here to review listings ordered by city and # of bedrooms.
 
Premium Listings
ABSOLUTE OCEAN FRONT CONDO AT BANYAN TREE, KONA, HAWAII
  • Kailua-Kona
  • Condo
  • 2 bedrooms, sleeps 5
  • 2 bathrooms
  • Weekly rates
    From 178 to 198 USD
 

Affordable, in Hilo, Valuable Tips for Visitors and Investors
  • Hilo
  • House (single)
  • 3 bedrooms, sleeps 11-15
  • 2 bathrooms
     

    Hale Kukui Orchard Retreat - Awesome Views - Studio, 2 Bedroom & Luxury Cottage - Waipio Valley
    • Waipio Valley
    • Cottage
       

      Ocean Front Hawaiian Hula Hut
      • Captain Cook
      • House (single)
      • 2 bedrooms, sleeps 6
      • 1 bathrooms
      • Weekly rates
        From 725 to 950 USD
       

      Keauhou Punahele located on the Kona Country Club golf course, six miles from Kailua-Kona town in the Keauhou area
      • Keauhou
      • Condo
      • 2-3 bedrooms
      • 2-3 bathrooms
         

        White Sands Village located across from the popular White Sands Beach
        • Kailua-Kona
        • Condo
        • 2 bedrooms
        • 2 bathrooms
           

          A most unique find! A 4-bedroom private home at exclusive Hualalai Resort!
          • Kailua-Kona
          • House (single)
          • 4 bedrooms, sleeps 8-10
          • 4.5 bathrooms
             

            Breathtaking Ocean Views - Kona Vacation Rental
            • Kailua-Kona
            • House (single)
            • 3 bedrooms, sleeps 6
            • 2 bathrooms
               

              Island Dreams Villa - Kamuela, Hawaii - The Big Island
              • Mauna Lani
              • Villa
              • 3 bedrooms, sleeps 6
              • 2.5 bathrooms
                 

                Fabulous Oceanfront Estate Home - Kailua-Kona
                • Kailua-Kona
                • House (single)
                • 5 bedrooms, sleeps 10-14
                • 5 bathrooms
                   

                  Kona Pacific is within walking distance to shopping and dining in downtown Kailua-Kona
                  • Kailua-Kona
                  • Condo
                  • 1 - 2 Bedro bedrooms
                  • 1 - 2 Bath bathrooms
                     

                    WELCOME TO THE PLANTATION HOUSE - Located in Hawi, North Kohala on the Big Island of Hawaii
                    • Hawi
                    • House (single)
                    • 6 bedrooms, sleeps 12-14
                    • 6 bathrooms
                       

                      Located on the 15th Fairway - The Prestigious Waikoloa Colony Villas
                      • Waikoloa
                      • Townhouse
                      • 2 bedrooms, sleeps 6
                      • 2.5 bathrooms
                         

                        Located near world famous golf courses, beautiful sandy beaches, upscale dining & shopping.
                        • Waikoloa
                        • Townhouse
                        • 3 bedrooms, sleeps 6
                        • 3 bathrooms
                           

                          Fabulous oceanfront estate-home, with pool, sandy beach, 5 bedrooms
                          • Kailua-Kona
                          • House (single)
                          • 5 bedrooms, sleeps 10-14
                          • 5 bathrooms
                             

                            Fabulous Mauna Kea Home - All amenities and services of the Mauna Kea Resort
                            • Mauna Kea
                            • House (single)
                            • 4 bedrooms
                            • 3.5 bathrooms
                               

                              Look No Further - *Waikoloa's Best Value Condo* New Rental With Availability!! Golf & Beaches - Kohala Coast
                              • Waikoloa
                              • Condo
                              • 2 bedrooms, sleeps 6
                              • 2 bathrooms
                                 

                                Kona Makai is an oceanfront complex located on Alii Drive, one mile to Kailua-Kona town
                                • Kailua-Kona
                                • Condo
                                   

                                  Kona Reef is an oceanfront complex located next to a popular beach, two blocks from Kailua-Kona town on Alii Drive
                                  • Kailua-Kona
                                  • Condo
                                  • 1 & 2 bedrooms
                                  • 1-2 bathrooms
                                     

                                    $135/Night Introductory Rate - Waikoloa Luxury Golf Villa - Waikoloa Beach Resort is Paradise!
                                    • Waikoloa Beach
                                    • Condo
                                    • 2 bedrooms, sleeps 4
                                    • 2 bathrooms
                                       

                                      Kona Bali Kai is an oceanfront complex located on Alii Drive, three miles to Kailua-Kona town
                                      • Kailua-Kona
                                      • Condo
                                      • 1 & 2 bedrooms
                                      • 1 & 2 bathrooms
                                         

                                        Incredible Plantation Style Home - Kona, Hawaii
                                        • Kailua-Kona
                                        • House (single)
                                        • 3 bedrooms
                                        • 2.5 bathrooms
                                           

                                          Sea Village offers an oceanfront pool, spa, and BBQ area
                                          • Kailua-Kona
                                          • Condo
                                          • 1 - 2 Bedro bedrooms
                                          • 1 - 2 Bath bathrooms
                                             

                                            Hawaii, Big Island, Kohala Coast Villa - This 10 acre paradise is located in the prestigious gated community of Kohala Ranch
                                            • Kohala Coast
                                            • Villa
                                            • 5 bedrooms, sleeps 10
                                            • 7 bathrooms
                                               

                                              Hale Pali on the Sea - Oceanfront Big Island Vacation Home
                                              • Milolii
                                              • House (single)
                                              • 3 bedrooms, sleeps 6-8
                                              • 2 bathrooms
                                              • Weekly rates
                                                From 1750 to 2450 USD
                                               

                                              Escape2Puna - Oceanview House. Affordable. Comfortable. Tasteful.
                                              • Kehena
                                              • House (single)
                                              • 2 bedrooms, sleeps 2-4
                                              • 1.5 bathrooms
                                                 

                                                An exquisite luxury home in the prestigious Keauhou Estates Subdivision at Kona Country Club
                                                • Kailua-Kona
                                                • House (single)
                                                • 3 bedrooms, sleeps 6-10
                                                • 2.5 bathrooms
                                                   

                                                  Volcanoes National Park Vacation Cottage on the Sunny Side of Volcano Summit
                                                  • Volcano
                                                  • Cottage
                                                  • 2 bedrooms, sleeps 6
                                                  • 2 bathrooms
                                                     

                                                    Welcome to Island Paradise Inn - Now offering three 1 and 2 bedroom suites in Hilo!
                                                    • Hilo
                                                    • Cottage - Homes
                                                    • 1-2 bedrooms
                                                       

                                                      Savor The Views from this Incredible Lanai - Kona, Hawaii
                                                      • Kailua-Kona
                                                      • House (single)
                                                      • 2.5 bedrooms, sleeps 6
                                                      • 2 bathrooms
                                                         

                                                        Beautiful Ocean view from this lovely 2 story vacation home in gated community
                                                        • Kapoho
                                                        • House (single)
                                                        • 2 bedrooms, sleeps 4
                                                        • 2 bathrooms
                                                        • Weekly rates
                                                          From 1000 to 1140 USD
                                                         

                                                        Mauna Kea Resort - Choose from Condos, Townhomes, or Private Vacation Homes
                                                        • Kohala Coast
                                                        • House (single)
                                                        • 1-7 bedrooms
                                                           

                                                          South Point Banyan Tree House - Waiohinu, Hawaii
                                                          • Waiohinu
                                                          • House (single)
                                                          • 1 bedrooms, sleeps 2
                                                          • 1 bathrooms
                                                             

                                                            Beautiful Oceanfront Vacation Home Located on Scenic Kealakekua Bay
                                                            • Kealakekua
                                                            • House (single)
                                                            • 3 bedrooms, sleeps 6
                                                            • 2 bathrooms
                                                               

                                                              A-Bay Waikoloa condo at The Fairway Villas - on the 9th fairway of the King's Course
                                                              • Waikoloa
                                                              • Condo
                                                              • 3 bedrooms, sleeps 7
                                                              • 3 bathrooms
                                                                 

                                                                Fabulous Mauna Kea Home, 4 bedroom, Pool, Resort amenities, sauna, spa, ocean views
                                                                • Mauna Kea
                                                                • Villa
                                                                • 4 bedrooms, sleeps 8-10
                                                                • 3.5 bathrooms
                                                                   

                                                                  Luxurious 2 Bedroom Townhome - Fairways at Mauna Lani (GARDEN/POOL VIEW)
                                                                  • Kamuela
                                                                  • Townhouse
                                                                  • 2 bedrooms
                                                                  • Weekly rates
                                                                    From 1800 to 2400 USD
                                                                   

                                                                  Spectacular Oceanfront Dolphin Bay House on the Puna Coast
                                                                  • Hilo
                                                                  • House (single)
                                                                  • 3 bedrooms, sleeps 2-7
                                                                  • 2 bathrooms
                                                                  • Weekly rates
                                                                    From 930 to 1500 USD
                                                                   

                                                                  True Beauty of the Tropics Awaits - Close to Captain Cook
                                                                  • Kealakekua
                                                                  • House (single)
                                                                  • 4 bedrooms, sleeps 12
                                                                  • 2 bathrooms
                                                                     

                                                                    One Bedroom Luxury Condo * HIGH SPEED INTERNET * Walk to Beach * $875 to $1350 per week
                                                                    • Waikoloa Beach
                                                                    • Condo
                                                                    • 1 bedrooms, sleeps 1-3
                                                                    • 1 bathrooms
                                                                    • Weekly rates
                                                                      From 875 to 1350 USD
                                                                     

                                                                    Golf, Snorkling, Ocean Breezes & Views in Luxury Kona Condo
                                                                    • Keauhou
                                                                    • Condo
                                                                    • 2 bedrooms, sleeps 4-6
                                                                    • 2 bathrooms
                                                                       

                                                                      KONA HAWAII VACATION RENTAL - OCEAN VIEW
                                                                      • Kailua-KOna
                                                                      • House (single)
                                                                      • 3 bedrooms, sleeps 6
                                                                      • 2 bathrooms
                                                                         

                                                                        Kapoho Beach Pool House with 180 degree views of the ocean
                                                                        • Pahoa
                                                                        • House (multifamily)
                                                                        • 5 bedrooms, sleeps 14
                                                                        • 4 bathrooms
                                                                           

                                                                          Upscale home, 4 master suites, panoramic ocean views, gated community
                                                                          • Keauhou
                                                                          • House (single)
                                                                          • 4 bedrooms, sleeps 8-10
                                                                          • 4 bathrooms
                                                                             

                                                                            Kona Isle Complex - Kailua-Kona
                                                                            • Kailua-Kona
                                                                            • Condo
                                                                            • 1 bedrooms
                                                                            • 1 bathrooms
                                                                               

                                                                              Hale Ke'ei Lani ("Heavenly Abode") is an oasis of privacy, peace and tranquility set on a beautifully landscaped 1.2 acres.
                                                                              • Captain Cook
                                                                              • House (single)
                                                                              • 2+ bedrooms, sleeps 4 to 5
                                                                              • 2 bathrooms
                                                                              • Weekly rates
                                                                                From 1365 to 1750 USD
                                                                               

                                                                               
                                                                               
                                                                              Rental Locations(Listed alphabetically by City or Town)
                                                                               
                                                                               
                                                                                City BR(s) BA(s) Sleeps Description
                                                                               
                                                                              Captain Cook1 BR1 BA2Perched on the Mountainside Above Kealakekua Bay - Incredible Views!
                                                                               
                                                                              Captain Cook2+ BR2 BA4 to 5 Hale Ke'ei Lani ("Heavenly Abode") is an oasis of privacy, peace and tranquility set on a beautifully landscaped 1.2 acres.
                                                                               
                                                                              Captain Cook2 BR1 BA6Ocean Front Hawaiian Hula Hut
                                                                               
                                                                              Captain Cook4+loft BR2 BA8Incredible Views of Kealakekua Bay and Mauna Loa
                                                                               
                                                                              Captain Cook4 BR2 BA8-12Family-friendly rental at Kealakekua Bay, a stone's throw from the ocean without the oceanfront pricetag
                                                                               
                                                                              Hawi1 BR1 BA2A Whale Crossing Vacation Rental North Shore, Big Island
                                                                               
                                                                              Hawi6 BR6 BA12-14WELCOME TO THE PLANTATION HOUSE - Located in Hawi, North Kohala on the Big Island of Hawaii
                                                                               
                                                                              Hilo0 - Studio BR1 BA2-3Hilo Oceanfront - Studio with Kitchenette, Pool, & Wireless Internet !!
                                                                               
                                                                              Hilo1 BR1 BA2-3Spectacular Oceanfront "Sunrise Cottage" located on the bluffs of the Puna coast
                                                                               
                                                                              Hilo1 BR1 BA2Lovely Hilo Garden Villa - Be Close to the Heart of the Bay
                                                                               
                                                                              Hilo1 BR1 BA2-4BEARFOOT INN INC. - HIGH SPEED WIRELESS INTERNET
                                                                               
                                                                              Hilo1-2 BR BAWelcome to Island Paradise Inn - Now offering three 1 and 2 bedroom suites in Hilo!
                                                                               
                                                                              Hilo2 BR2 BA6Enjoy our cool, quiet, tropical setting, breath taking view of Hilo Bay, and majestic view of Mauna Kea
                                                                               
                                                                              Hilo2 BR2 BA4-6Hawaiian Sunset House - Hilo, Big Island, Hawaii
                                                                               
                                                                              Hilo2 BR1 BA4A "Green" Home, On Solar and Brand NEW!
                                                                               
                                                                              Hilo2 BR1 BA6-7Big Oceanview from Lush 3 Acre Hideaway in Upcountry Hilo
                                                                               
                                                                              Hilo3 BR2 BA2-7Spectacular Oceanfront Dolphin Bay House on the Puna Coast
                                                                               
                                                                              Hilo3 BR3.5 BA1 to 6The Falls at Reed’s Island “Beyond Expectations” . Enjoy this one of a kind expirenece on your next Big Island Luxury Getaway
                                                                               
                                                                              Hilo3 BR2 BA7Luxury Oceanfront Home w/Pool, Hot Tub near Volcano
                                                                               
                                                                              Hilo3bd & 1bd BR2bd BA9-16Tropical Paradise ! Great Value Too!!
                                                                               
                                                                              Hilo3 BR2.5 BA7One Christine Hawaii Oceanfront Vacation Rental Hilo
                                                                               
                                                                              Hilo3 BR3 BA6Marie Smith Beautiful Oceanfront Vacation Rental Home - Hilo, Big Island
                                                                               
                                                                              Hilo3 BR3 BA8-10"Hale Huna Kai" - Spectacular Oceanfront Home - Hilo, Hawaii
                                                                               
                                                                              Hilo3 BR2 BA11-15Affordable, in Hilo, Valuable Tips for Visitors and Investors
                                                                               
                                                                              Hilo3 BR3 BA6-8Discover the Real Tropical Hawaii - Live the Dream
                                                                               
                                                                              Honokaa3 BR2.5 BA6-8Waipio Valley Lookout Luxury Home with Spectacular Views
                                                                               
                                                                              Kahena2 BR1 BA6Big Island Oceanfront Vacation Rental
                                                                               
                                                                              Kailua-KonaVaries BRVaries BAVariesKona Hawaii Bed And Breakfast
                                                                               
                                                                              Kailua-Konaone bedroom BROne and Tw BAVariesKona Makai is an oceanfront complex located on Alii Drive, one mile to Kailua-Kona town
                                                                               
                                                                              Kailua-KonaStudio, 1 & BR BARoyal Sea Cliff Kona
                                                                               
                                                                              Kailua-KonaOne BROne BA2Kona Isle B-24 is a quiet, oceanfront complex, gorgeous sunset and ocean views
                                                                               
                                                                              Kailua-KonaTwo BRThree BA6Kona Pacific B309 is within walking distance to restaurants and shopping, located at the south edge of downtown Kailua-Kona
                                                                               
                                                                              Kailua-Konatwo BRone BA4Kona Alii 504 located across the street from the ocean, Kona Alii offers breathtaking sunset and ocean views
                                                                               
                                                                              Kailua-KonaTwo BRTwo BA6Kona Bali Kai 305 located in an oceanfront complex ideal for watching the waves and sunset
                                                                               
                                                                              Kailua-KonaTwo BRTwo BA5Keauhou Surf & Racquet 8103 offering a spacious two bedroom condo within walking distance to famous snorkel beach
                                                                               
                                                                              Kailua-Kona0 - Studio BR11 BA4Oceanfront Kona Magic Sands 309 - Kailua-Kona
                                                                               
                                                                              Kailua-KonaStudios BR BAKona Magic Sands
                                                                               
                                                                              Kailua-Kona0 - Studio BR1 BAOceanfront Studio
                                                                               
                                                                              Kailua-Kona BR BAOcean View - Kailua-Kona Condo
                                                                               
                                                                              Kailua-Kona BR BAKona Alii is located in the heart of downtown Kailua-Kona
                                                                               
                                                                              Kailua-KonaStudio BR1 BA4Kona Bali Kai 225
                                                                               
                                                                              Kailua-Kona1 BR1 BA4E KOMO MAI (Welcome) To Paradise! You Have Found the Perfect Condo for your Stay!
                                                                               
                                                                              Kailua-Kona1 / 2 BR1 / 1 BAVaries8 Units to choose from 1 or 2 Bedrooms - Oahu / Kona
                                                                               
                                                                              Kailua-Kona1 BR1 BAHale Nani - Casa de Emdeko 323 - Tropical Gardens & Ocean View from the Lanai
                                                                               
                                                                              Kailua-Kona1 BR2 BASpectacular, Panoramic Ocean Views - Kona View Condo at Kona Pacific Condominium Complex - Big Island, HI
                                                                               
                                                                              Kailua-Kona1 & 2 BR1-2 BAVariesKona Reef is an oceanfront complex located next to a popular beach, two blocks from Kailua-Kona town on Alii Drive
                                                                               
                                                                              Kailua-Kona1 & 2 BR1 & 2 BAUp to sixKona Bali Kai is an oceanfront complex located on Alii Drive, three miles to Kailua-Kona town
                                                                               
                                                                              Kailua-Kona1 BR1 BA3 adultsKonaAwesomeCondo will let you experience Hawaiian paradise in this upscale, oceanfront condominium vacation rental located in the heart of Kailua-Kona
                                                                               
                                                                              Kailua-Kona1 BR2 BAup to 4Desirable Oceanfront Condo across Alii Drive, Kailua-Kona, Hawaii
                                                                               
                                                                              Kailua-Kona1 BR1 BA4Kailua Village is located in the heart of downtown Kailua-Kona
                                                                               
                                                                              Kailua-Kona1 BR1 BA4Oceanfront Sea Village 3315 - Kailua-Kona
                                                                               
                                                                              Kailua-Kona1 BR1 BA4Oceanfront - Kona Isle E24 - Kailua-Kona
                                                                               
                                                                              Kailua-Kona1-2 BR1-2 BAKona Alii
                                                                               
                                                                              Kailua-Kona1 BR1 BAKona Isle Complex - Kailua-Kona
                                                                               
                                                                              Kailua-Kona1 BR1 BA4Alii Villas 212 - Kailua-Kona