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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.
    17 Matching Rentals in Kailua-KonaView all 933 rentals
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    Kona Palm House 3 Bed/2.5 Bath with Pool1 / 37
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    shared bath truck not included during peak season or events and is extra based on availability 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........
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    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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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    • Wi-Fi
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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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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bathroom, Sleeps 4
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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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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2018
    First impression was a little suspect, but after a few days I warmed up to the place. John (the owner) was very friendly and helpful. The fresh off the tree papaya's were a...
    Reviewed 3 June 2016
    while the host was very accomadating and most hospitable some issues remain in thisrental unit. I realize this is a 30 year old house but small things like the grouting around...
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    About this property
    shared bathroom..LARGEST UNIT ., 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 Also can be made to...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Parking
    • Internet Access
    • Grill
    • Hot Tub
    • Porch
    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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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    5 Bedrooms, 7 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quintessential blend of Luxury, Privacy, and Open Air Living. This 5 bedroom, 6 bath estate is nestled on 5 extremely private acres, but just moments away from Alii Drive, minutes to White Sand Beaches, and local golf courses. This unique offering of ultra-luxury living overlooking Historic Kailua...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 11
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Parking
    • Private Garden
    • Balcony
    • Mountain Views
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2,000 square foot ranch style home is located on a beautiful slope in Kona Heights, located on a private corner lot, perched upon a majestic hillside overlooking the bay. Play our beautiful grand piano, or enjoy your morning breakfast on the master bedroom porch that overlooks the ocean, while...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • DVD Player
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very private. In a gated Community - Safe. Sleeps up to 10, Ocean Views, has a Separate Ohana/Small Cottage Our Kona Pineapple House - a Beautiful estate, designed and built with passion. A construction with every detail accounted for. Inside, enter an oasis of granite counter-tops, hardwood...
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    Location Information
    Kailua-Kona, Island of Hawaii 96704
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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
    Your next Hawaiian escapade awaits in this magnificent 1-bedroom, 1-bathroom Kailua-Kona apartment! With sleeping space for 4, a waterfront location and a wealth of amenities including a private patio and furnished balcony, this tropical heaven is just what you've been looking for. This unit is...
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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, 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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