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Holiday Rentals near Kiholo Bay

Mile Marker 81 on Hwy. 19, Kailua-Kona, Island of Hawaii, Hawaii 96740
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    Travellers to Kailua-Kona are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 28 Rentals in Kailua-Kona
    2.7 kilometres from Kiholo Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    OceanView Plumeria Suite, kitchenette,Sprechen Deutsch. Bears' Place Guest House1 / 22
    (50)Excellent
    7.0 kilometres from Kiholo Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    7.0 kilometres from Kiholo Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    1.9 kilometres from Kiholo Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Luxury Two Bedroom Suites, Ocean Views with Lanai & Yard This Time... Stay In A Villa. Guests love the experience of this luxury, ocean-view Villa within the Hualalai Resort. The Villa is decorator-furnished with separate bedroom suites, each with a full bath. The Owner's Suite also features a...
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    Kailua-Kona, Island of Hawaii
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3.0 kilometres from Kiholo Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the spectacular Kona-Kohala coast sits the incredible Hualalai Resort. With its dramatic white sand beaches, dazzling oceanfront access and views, and black lava landscapes, visitors will have their senses and desires tantalized! Kai Malino Estate 147 sits in the heart of this favorite...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    1.9 kilometres from Kiholo Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    An upstairs residence at Four Seasons Resort Hualalai, 2901B offers the ultimate in Big Island luxury. With amazing ocean and sunset views, central air conditioning, stylish décor, and use of a golf cart included in every rental, this villa features all the comforts of home plus a variety of extra...
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    Kailua-Kona, Island of Hawaii
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.2 kilometres from Kiholo Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Our exquisite 4 bedroom, 4.5 bath resort home cradles its guests in the lap of sumptuous serenity. Situated on a premiere private corner lot overlooking the 13th green of the exclusive Ke‘olu golf course, this home boasts over 4,200 square feet of interior living space and 1,500 square feet of...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    2.1 kilometres from Kiholo Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you ready to recharge, refresh and indulge in luxury in the tropics? Our amazing last minute special can help make your dreams of Hawaiian sunshine come true. Availability will not last long - book quickly and give yourself the gift of paradise! Published pricing reflects the discounted rate....
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.7 kilometres from Kiholo Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    NEW TO MARKET SPECIAL -  Ocean Views, 2 GOLF CARTS, OUTDOOR SHOWER, Villa with 3 or 4 bedrooms if needed, Perfect for Extended Families or Friends  - STOP LOOKING AND BOOK THIS VILLA! One of the most luxurious villas at the resort with golf and ocean views and can easily accommodate up to 8 people...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2.2 kilometres from Kiholo Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you ready to recharge, refresh and indulge in luxury in the tropics? Our amazing last minute special can help make your dreams of Hawaiian sunshine come true. Availability will not last long - book quickly and give yourself the gift of paradise! Published pricing reflects the discounted rate....
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.6 kilometres from Kiholo Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    BREATH TAKING VIEWS - This corner VILLA features 2700 sq. ft. of interior living space and another 500 sq.ft. of covered lanai that boasts unhindered views of the 15th hole Jack Nicklaus Signature Golf Course and OCEAN. The villa comes with your own golf cart to whisk you to the resort and all...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    2.6 kilometres from Kiholo Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    About this property
    This exquisite villa is new to the rental market and perfect for sophisticated travelers. Whether vacationing with friends or family, this elegantly appointed upper level three bedroom will meet your needs and exceed your expectations!  Find your inner child as you cruise around the resort grounds...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    7.0 kilometres from Kiholo Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Cable/satellite TV
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    • Internet Access
    • Patio
    • Terrace
    • Mountain Views
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our lovely GINGER ROOM is one of 5 studios at BEARS' PLACE GUEST HOUSE in Kailua Kona. Our guest house is a great home-base for exploring the Big Island of Hawaii. We are located on the hillside, overlooking the Kona Coast, 7 miles north of downtown Kailua, at a comfortable elevation of 1,600'; so...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    1.9 kilometres from Kiholo Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you ready to recharge, refresh and indulge in luxury in the tropics? Our amazing last minute special can help make your dreams of Hawaiian sunshine come true. Availability will not last long - book quickly and give yourself the gift of paradise! Published pricing reflects the discounted rate....
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.8 kilometres from Kiholo Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you ready to recharge, refresh and indulge in luxury in the tropics? Our amazing last minute special can help make your dreams of Hawaiian sunshine come true. Availability will not last long - book quickly and give yourself the gift of paradise! Published pricing reflects the discounted rate....
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3.3 kilometres from Kiholo Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
    • Shared Outdoor Pool (Unheated)
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    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Among the newest additions to the exclusive Four Seasons Resort Hualalai, this ocean-view villa provides the perfect setting for a romantic getaway for two or a relaxing retreat to paradise for two couples. The villa boasts over 2,600 square feet of interior space, with impeccable décor by the...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 5
    2.6 kilometres from Kiholo Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Hot Tub
    • Wi-Fi
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideal for the discerning traveler in search of sophistication and serenity, this single-level, upper-corner villa features panoramic views of the 15th hole of the Hualalai Golf Course, with the Pacific Ocean as a backdrop. Custom, contemporary décor by renowned interior designer Erik Henderson...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    8.0 kilometres from Kiholo Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Hot Tub
    • Balcony
    • Wi-Fi
    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hale O'oma An amazing getaway for a family or two couples, Hale O'oma is the perfect, secluded destination for your next Big Island vacation. Offering multiple furnished decks overlooking a spacious yard, there is plenty of space for everyone to enjoy the tropical outdoors. Fire up the gas grill on...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2.6 kilometres from Kiholo Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A design lover's dream, this 3 bedroom, 3.5 bath home is among the top tier of luxury villas at Hualalai.  The warm color palette and design features of this villa were inspired by a painting that hangs in the living area titled 'The End of a Perfect Day”.  The design team has used this painting to...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    2.5 kilometres from Kiholo Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you ready to recharge, refresh and indulge in luxury in the tropics? Our amazing last minute special can help make your dreams of Hawaiian sunshine come true. Availability will not last long - book quickly and give yourself the gift of paradise! Published pricing reflects the discounted rate....
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    1.9 kilometres from Kiholo Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fabulous property in the exclusive resort community of Four Seasons Resort Hualalai is perfect for both families and couples. Sweeping panoramic ocean and coastline views greet you as you walk through the front door of this well appointed upper level gem. Floor to ceiling glass pocket doors...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    7.0 kilometres from Kiholo Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Balcony
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful top floor ocean view ORCHID SUITE is one of 5 lovely studios at BEARS' PLACE GUEST HOUSE in Kailua Kona. Our guest house is a great home-base for exploring the Big Island of Hawaii. We are located on the hillside, overlooking the Kona Coast, 7 miles north of downtown Kailua, at a...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    7.0 kilometres from Kiholo Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Parking
    • Mountain Views
    • Balcony
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    • Terrace
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our lovely, garden view HELICONIA STUDIO is one of 5 lovely accommodations at BEARS' PLACE GUEST HOUSE in Kailua Kona. Our guest house is a great home-base for exploring the Big Island of Hawaii. We are located on the hillside, overlooking the Kona Coast, 7 miles north of downtown Kailua, at a...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Brown Turtle House1 / 24
    (3)Excellent
    7.8 kilometres from Kiholo Bay
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    Reviewed 19 October 2017
    The Brown Turtle was an exceptional home and location. We were there to support our sister in her 7th Iron Man and had siblings, nieces, nephews, and friends there. The...
    Reviewed 21 December 2016
    Wonderful views and lodging,our second time staying at Brown Turtle house and we will be back!..being at a higher elevation you can't beat the view and the natural breeze that...
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    About this property
    Hale Honu Maku'e (The Brown Turtle House) is a spacious 5 bedroom 3.5 bath hillside retreat overlooking Kailua Kona. This is a two level home, rented in its entirety. Each level offers breathtaking panoramic views from beautiful lanais that wrap around three sides of the house. Level one (upper)...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    2.0 kilometres from Kiholo Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Four (4) bedrooms and four (4) and one-half bathrooms in approximately 5,000 square feet including interior space and covered lanais . - Fully furnished with tasteful furniture and artwork - Beautiful ocean views overlooking hole #1 of the Tom Weiskopf signature Keolu golf course - Master Bedroom...
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    Kailua-Kona, Island of Hawaii
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Ka maluhia a me ke aloha Kona1 / 9
    (6)Excellent
    7.0 kilometres from Kiholo Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Balcony
    • Washer
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2019
    The appartment is very nice, it consists of a nice sleeping room with a nice bathroom and a main room including a kirchen. Everything is nicely but still cautiously decorated...
    Reviewed 3 February 2019
    We stayed in Joyce place for 1 week. The apartment is exceptionaly clean and very well equiped. You’ll find anything you need in the kitchen, even barbeque in the balcony. Also...
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    About this property
    I have two Ohana units on my property that function independent of one another. You can rent one or both, depending on your travel needs. My Ohana's are not suitable for children under the age of 12. We are located on a private road, which means minimal street traffic, at a cool elevation of 1500...
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    Kalaoa, Island of Hawaii
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Ka maluhia a me ke aloha Kohala1 / 26
    (2)Excellent
    7.0 kilometres from Kiholo Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Patio
    • Wi-Fi
    • DVD Player
    • Parking
    • Balcony
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2019
    A perfect place to stay near all the attractions of Kona but away from the heat, the traffic and the tourist scene. The attractive, impeccably clean and comfortable unit is...
    Reviewed 9 July 2018
    I stayed on the Big Island for a month, loved every minute of it. This home, by far, was my favorite! Joyce and Randy are super nice hosts; its obvious that they care a great...
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    About this property
    I have two Ohana's on my property that function independent of one another. You can rent one or both, depending on your travel needs. My Ohana's are not suitable for children under the age of 12. We are located on a private road, which means minimal street traffic, at a cool elevation of 1500...
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    Location Information
    Kalaoa, Island of Hawaii
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.9 kilometres from Kiholo Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hula on over to Hawaii for a luxurious getaway at this 3-bedroom, 3-bathroom vacation rental condo in the exclusive Four Seasons Resort. Spend the day snorkeling at Kahalu'u Beach Park, sip some espresso on a Kona Coffee tour, or spot sea turtles at Kaloko-Honokohau National Historical Park. Back...
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    Location Information
    Kalaoa, Island of Hawaii
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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