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Kailua-Kona Pet Friendly Holiday Rentals

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    Travellers to Kailua-Kona are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    18 Matching Rentals in Kailua-KonaView all 743 rentals
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    Kona Palm House 3 Bed/2.5 Bath with Pool1 / 37
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    L Surfer ground floor Breakfast Supplies easy acc.1 / 38
    (3)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Women of the Sea Studio w BREAKFAST & OCEAN VIEW1 / 58
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2016
    We were assigned an upstairs flat (bedroom with tv, high speed wifi in flat + private bathroom + fridge in kitchenette) with a view of the distant ocean ( about ten blocks away...
    Reviewed 31 March 2015
    I had to cancel our trip two weeks ahead of time. My mother was in hospital. Since it was so close to the time I honestly didn't expect any money back. Talked to John, he...
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    About this property
    BIG OCEAN VIEW...NICEST UNIT we have, DISCOUNTS, Peaceful HAWAIIAN HOME WITH STUDIOS n HAWAIIAN TOUCH , VERY Close to Beaches, Galleries, Aloha live theater, many restarants, DownTown & Chocalate/Coffee farms tax and extra person fee due on arrival ( 2 incl) 20 each day per person over SPECAIL...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Very Quiet Setting, PRIVATE GARDEN DECK , CLOSE BUT TUCKED AWAY,DISCOUNTS, Peaceful HAWAIIAN HOME WITH STUDIOS n HAWAIIAN TOUCH , VERY Close to Beaches, Galleries, Aloha live theater, many restarants, DownTown & Chocalate/Coffee farms tax and extra person fee due on arrival ( 2 incl) 20 each day...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Porch
    • Hot Tub
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a 10 minute drive from the airport our OLU OLU home is 2 bedrooms 1 king ,1 double ,1 double bed futon in office area, 1 bath, beautiful, bright ,very clean, Parking for 3 vehicles Amenities:BBQ, pool ,jacuzzi, treehouse, all the beach items you may need. The humpback whales arrive in...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Ilio Hale! Our spacious, fully furnished, family friendly retreat is located within the prestigious gated subdivision of Kahakai Estates in Kailua-Kona on the Big Island, Hawaii. The historic Great Wall of Kuakini runs along the back of the property, while a natural wildlife reserve...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Its a simple older Hawaiian Home it has a Hawaiian retro theme to it its an alternative place to the sterile same old place that more commercial places offer its not a condo or a hotel we thought daily breakfast passes to the best restaurant would be a nice way to spoil our guests book with us and...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    In town yet tucked away older hawaiian home its a simple place with a hawaiian touch , not a condo or hotel The quiet area and the view at about 1000 feet over looking the ocean Dolphins SPOTTED..... HAD A MAKE OVER BIG OCEAN VIEW Dolphins Spotted and Swam With I swam with...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    OCEANFRONT Mermaid Manor Retreat1 / 30
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Balcony
    • Waterfront
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2015
    Traveling with my family to Hawaii for the first time, I did not now what to expect. You pull into the driveway and think, " wow people actually get to live here&quot...
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    About this property
    Mermaid Manor is a beautiful, newly renovated Oceanfront Private Home on Kailua-Kona's Alii Drive. It is perfect for entertaining or just relaxing and unwinding! This 3000 square foot property includes two master suites with their own private bath and an additional half bath on the main floor....
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    OCEAN VIEW, Private Yard, Central A/C, Gated Community, Locati1 / 44
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Ocean Views
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2018
    This house is very comfortable and has all the immensities anyone would need plus some!We needed a house located close to Kailua Village, beaches, to the airport, and to...
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    About this property
    Nestled in an exclusive gated community you will find our private 'villa by the sea' overlooking the charming village of Kona. The yard affords a private, peaceful sanctuary with water feature and exotic gardens. Panoramic ocean views span the horizon as far as your eyes will take you; this...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Ohana is almost 700 sq/ft and a nice size lanai equipped with its own grill. The Ohana is just a 0.8 miles - 13 min walk from Kahaluu beach park, world class snorkeling, boogie boarding, surfing, and swimming and is 0.5 miles - 5 minutes walk to the White Sands Beach area off of Ali'i Drive....
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1500 SQ/FT SPACIOUS HOME - WALK TO WHITE SANDS! Half block away from Ali'i Drive. Modern 3 bedroom and 2 bath house. Located walking distance to the beautiful Magic Sands beach and Kahaluu beach - snorkeling. Just located between Kailua town and Keauhou bay. Enjoy the beautiful partial ocean view...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Parking
    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    550 SQ/FT Ohana. 1/2 block of block right off Ali'i drive. Lower left Ohana- Small space, but spacious living! Walk to Magic Sands beach only 0.5 miles for awesome beach time. Snorkel in the Kahalu'u beach park at 0.8 miles -13 minutes walk. Great location between Kailua town and Keauhou bay....
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kalaoa Hideaway is a 1-bed, 1-bath vacation rental unit situated on a 1.5-acre private estate just 10 minutes to downtown Kona, 5 minutes to Keahole airport, and conveniently located to local attractions, restaurants, and shopping. Catch the sunsets and ocean views from the BBQ lanai area right...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Say “aloha” to unbeatable ocean views from your private lanai at this Kailua-Kona vacation rental condo! Nestled in the heart of Kona town, this 2-bedroom, 2-bath unit offers up to 6 guests a prime location just a short walk from restaurants, shops, and ocean access. Start your days sipping some...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Ocean Views
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note there is another vacation rental unit on the premises with a shared outdoor space, and there may be other travelers present during your stay ** Adventures await in The Aloha State! Elevate your Kailua-Kona escape by staying at this dreamy 2-bedroom, 1-bathroom vacation rental...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Ocean Views
    • Balcony
    • Patio
    • Washer
    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All your worries will melt away the moment you arrive at this breezy 2-bedroom, 1-bathroom vacation rental apartment that sleeps 5! Ideally situated in a White Sands Beach triplex, this Kailua-Kona gem offers a shared pool, panoramic Pacific views, and an unbeatable location just 0.5 miles from...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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