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Kailua-Kona House Rentals

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    297 Matching Rentals in Kailua-KonaView all 666 rentals
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    Travellers to Kailua-Kona are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    1 Bedroom, Sleeps 3Quick View
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    • Hot Tub
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    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 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    43 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Private Outdoor Pool (Unheated)
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    About this property
    The historic 'Onion House,' built by the McCormick spice family, is a unique architectural treasure, with stunning visual aesthetics. With walls of screen and stained glass, light dances throughout the interior. At night, the translucent roof panels glow like twin Japanese lanterns. Two arched...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick View
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    • Washer
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    About this property
    Welcome to Paradise! The Ahinahina Hale is the perfect destination to relax and enjoy all that the Big Island has to offer. With activities ranging from snorkeling, golfing, to just laying out by the pool, there is something for everyone! Not to mention you have beautiful views of the ocean and...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    1 Bedroom, Sleeps 2Quick View
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    About this property
    Wonderful house in a quiet neighborhood. Less than 2 blocks from Magic Sands Beach and Snorkel beach. One bedroom studio with double size bed in screened in lanai, kitchenette (Sink,Microwave,Coffee maker for brewing the famous Kona Coffee,hot plate and utensils), Cable TV, WIFI, Full bathroom and...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 of 5 bubbles
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    2 Bedrooms, Sleeps 4Quick View
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    • Patio
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    Large 1200sq' guest house located in Kona Hawaii to large bedrooms with private baths, large living room with cooking facilities.. Huge deck with hot tub..Lots of parking 3 minutes from awesome beach.. Ocean views 25 miles south of Kailua Kona easy access. Pick your own breakfast from our...
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    Kailua-Kona, Island of Hawaii 96704
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    3 Reviews
    5 Bedrooms, Sleeps 12Quick View
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    • Air Conditioning
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    New Luxury Vacation Rental Residence with New High-End Furnishings.  In a tranquil residential pocket in the Hawaiian paradise of the Big Island, you’ll discover one of Kona’s premier luxury properties. E Komo Mai is a sophisticated, modern, 5 bedroom residence that contrasts sharp, modernist...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 of 5 bubbles
    1 Review
    4 Bedrooms, Sleeps 10Quick View
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    • DVD Player
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    About this property
    Description Welcome to the Hibiscus Hale! Our large, modern Hawaiian home is 2800 sq.ft of paradise! It may be easily shared by two families or 3 or 4 couples. Relax with a sense of seclusion and privacy. In an upscale neighborhood on the slope of Mauna Loa, the wide lanai overlooks the yard, the...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, Sleeps 10Quick View
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    About this property
    SIX night minimum stay charge , you may stay for less - but pay for 6 nights. Huge Oceanfront home in private Kona Bay Estates neighborhood . Located in downtown Kona. 40 ft. + Pool with ocean views, yard with lounge chairs, access to local beaches and parks.3 bedrooms with King beds, , 4th...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 6Quick View
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    About this property
    Please note that access to Four Seasons Resort Hualalai amenities is not available with the rental of this property. The resort's beach access is public and available however, and walk-in dining at the several delectable resort restaurants is also welcome. Access to resort pools, spa, concierge...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    2 Reviews
    5 Bedrooms, Sleeps 16Quick View
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    About this property
    Aloha and welcome to Kilohana Hale. This beautiful house is located in an upscale peaceful neighborhood. Kilohana Hale is only minutes away from Magic Sand Beach, Kahaluu Beach Park, and downtown Kailua-Kona. This 5 bedroom, 5 bath, ocean view home can accommodate up to 18. This house overlooks...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    4.5 of 5 bubbles
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    6 Bedrooms, Sleeps 12Quick View
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    • Washer
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    People call it the Blue Lagoon home. The official Hawaiian name for the home is "Hale 'Olu Olu", "The home of relax and comfort" which was recently given the name by Kahu Danny Akaka after a traditional Hawaiian house blessing was done for the home. The home is considered a great Hawaii beach...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 10Quick View
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    • Mountain Views
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    About this property
    Description Welcome to Paradise! The Palauna Hale is the perfect destination to relax and enjoy all that the Big Island has to offer. With activities ranging from snorkeling, golfing, to just laying out by the pool, there is something for everyone! Not to mention you have beautiful views of the...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    5 of 5 bubbles
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    1 Bedroom, Sleeps 3Quick View
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    Multi level modern beach house offering views of the snorkel, surfing areas, sun sets at Kahaluu beach. Four miles south of Kona town. Perfect for 1 couple wanting to cook home meals and sight see. Quiet area, but located in a prime beach location. Wrap around decks on all 3 levels. The roof is a...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    5 of 5 bubbles
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    2 Bedrooms, Sleeps 4Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Welcome to the Walua Hale! This private home is new to the vacation rental market. It is located along Walua Rd and just under the 600 ft elevation. With convenient Walua Trail access, you can enjoy morning and afternoon walks or jogs as soon as you exit the driveway. As you pass through the...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 of 5 bubbles
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    3 Bedrooms, Sleeps 10Quick View
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    About this property
    Perfectly located on the Kona “Gold Coast” of the Big Island between the charming village of Kailua~Kona and Keahou Bay, this home offers you your own personal paradise. From the moment you drive up to this dramatic gated, Ocean Front Estate you will feel the rare privacy as you make your way...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    9 Reviews
    6 Bedrooms, Sleeps 20Quick View
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    • Hot Tub
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    Pet friendly
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    About this property
    Hale Pua (“House of Flowers”) now features AC as an option in all of its sleeping areas: five king bedrooms, one bunkroom with four twin beds and game room with queen sofabed. This special home is maybe the only 6 bed/6 full bath oceanfront vacation rental on the Kona Coast. For recent candid...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
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    5 of 5 bubbles
    1 Review
    5 Bedrooms, Sleeps 12Quick View
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    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 96740
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 9Quick View
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    This upscale 4 bedroom 3 1/2 bath home with private swimming pool and spa will amaze you with the incredible coastline views from the moment you walk in the front door. The main floor has three bedrooms, 2 bathrooms, a large living room with 55' flat screen TV, billiard room, fully equipped kitchen...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    5 of 5 bubbles
    4 Reviews
    7 Bedrooms, Sleeps 15Quick View
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    About this property
    You will fall in love with our tranquil private retreat situated on the gentle slopes of Hualalai above Kailua Kona. The home is situated in the middle of 5 acres and actually can sleep 15 if you include the extra cottage (attached to house) and have 4.5 bathrooms. It is near good beaches and...
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    Kailua-Kona, Island of Hawaii 96725
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 15
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    5 of 5 bubbles
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    3 Bedrooms, Sleeps 6Quick View
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    • Ocean Views
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    Experience Big Island living and dining directly on the water along Alii Drive. Our property has direct access into the ocean! A large private garden with palms, lawns, flowers, surround the property and a lava rock pathway leads out to tide pools. This Hawaiian style beach home, decorated with...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
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    3 Bedrooms, Sleeps 6Quick View
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    Discover your private romantic paradise. The Villa itself is absolutely gorgeous with everything one could possible ask for in luxury and amenities. Twice featured in West Hawaii Today for its outstanding qualities, you will find Collessie by the Sea nestled in an exclusive community overlooking...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Studio, Sleeps 2Quick View
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    About this property
    This studio apartment consists of a studio bedroom with attached kitchenette of approx. 280 square feet and a private full bath with its own door of approx. 60 square feet and an exterior lanai which is partially covered. All areas mention are for the exclusive use of the vacationer-renter. The...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bathroom, Sleeps 2
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    4 Bedrooms, Sleeps 9Quick View
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    • Terrace
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    About this property
    Welcome to Honu O Kai (Turtle of the Sea). Enjoy stellar ocean views, miles and miles of Pacific waters from this spacious home located right above Kailua-Kona Village at about a 700 feet elevation, which offers comfortable trade wind breezes. The prevailing trade winds from the west over the ocean...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    2 Bedrooms, Sleeps 4Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    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 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, Sleeps 6Quick View
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    • Balcony
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    About this property
    Na Hale O Keauhou is a newer complex of townhomes located just 6 miles South of Kona. Our unit is at the quiet Northern end of the complex that overlooks a protected preservation area with unencumbered panoramic white water ocean views and beyond. No looking over or into another unit or them back...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    About this property
    Location, location, location!!!  HONLS BEACH HALE is located in the heart of the Kona Coast on the famous Ali'i Dr.  This fantastic ocean front property offers unsurpassed, stunning sunset views. Hear the waves crashing and smell the sea spray as you relax and vacation at this 3 bedroom, 2 bath...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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 6
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    About this property
    Hale Makala is vintage Hawaii. Located just minutes from downtown Kona, Hale Makala is a private oasis with ocean views and tropical breezes. Spend the day relaxing by the private pool and waterfall or venture out to the Big Island's secret hideaways and beaches. Kailua Kona has keep it's small...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hale Alaula- (House of Sunset Glow) Bring the whole family to our home within the beautiful Malulani Gardens, a gated Community in Kailua-Kona! There's plenty of space for everyone, including 3 bedrooms, 2 bathrooms and an expansive private lanai and grass area with deck & spa. Our home is...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
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    2 Bedrooms, Sleeps 8Quick View
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    About this property
    For a virtual tour of this property scroll down to the bottom of the text and click on the link. Watch the Dolphins frolic and the whales in season from your own private lanai where the soft ocean breezes and the gentle waves lapping against the shoreline will relax your mind and body. Kona Bay...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
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    On the Big Island of Hawaii, where beaches, waterfalls, golf courses, and rainforests are ordinary as the air we breathe, sits our five-bedroom, five-bath house, Elua Akai, nestled in the quaint subdivision of Magic Sands Estates. Elua Akai is a 3800-square-foot, island-style home that offers a...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    ..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 2b,3b,4b,5b WHALES...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    6 Bedrooms, Sleeps 18Quick View
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    Ocean View 5,000 sq ft plantation estate. You know you have arrived... as you navigate the long private drive and park beneath the high, open Porte Cochere. Enter through the magnificent crystal cut glass front doors. You are greeted by an expansive view of the blue Pacific Ocean, framed by an...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 18
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    • Mountain Views
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    Hale Lani (Heavenly Home) is one of the Big Island's nicest luxury vacation rentals. Boasting complete privacy, the ideal elevation, and spectacular views, the property is perfect for larger groups, family reunions, small weddings and other events. The 4,700SF home, with living room, gourmet...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    Your island home is located above Magic Sands beach, just minutes from shopping, restaurants and nightlife. You will love entertaining family and friends in our newly decorated 2700+ square foot home; there are great spaces for groups, and also quiet, private spaces for relaxing with a favorite...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    From its envious position at a cool elevation of 1000 feet on the slopes of Mount Hualalai, to its 270 degree panoramic views of Keauhou Bay and miles of the Kona coastline, this secluded luxury estate on 5 fenced and gated acres is surrounded by lush, tropical foliage. It has been said that this...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Enter the beautiful Hoku'Ea Hale named for the beautiful ocean/turtle gate that provides privacy from the outside. You will immediately be drawn to the covered lanai offering unobstructed 180 degree ocean views. Relax with a cup of famous Kona Coffee and take in the amazing panoramic views while...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    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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    Aniani Hale, an inviting recently remodeled 4 Bedroom 4 Bathroom two level home that embodies the true Hawaiian experience! With its spectacular view, unique pool, spa, open floor plan, over sized bedrooms and custom made glass artwork throughout it stands true to its name Aniani Hale which...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    You will love this Heavenly beach house- An absolute WOW property, incredible ocean views and the relaxing sound of the waves right outside your door!Turtles sleep and play a few feet away from your lanai or stay indoors and watch your favorite shows on a 72' Flat Screen TV! *Gated Private...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, Sleeps 14Quick View
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    **NEW UPDATES as of June 2015 : Salt water pool, solar hot water system (120 gallon storage tank), and 12 kW photo-voltaic system to reduce carbon footprint***<BR><BR>This fabulous ocean-view rental home is just 1 block from family-friendly White Sands Beach. You will know that you have arrived at...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Welcome to Ali'i Villa, were you'll experience amazing Hawaiian sunsets from the back lanai! This beautifully decorated 3-bedroom, 2.5-bath home is the perfect place for your family vacation! The beaches and reefs along the Kailua-Kona coast are well suited for swimming, snorkeling, kayaking,...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Oceanfront estate with breathtaking panoramic unobstructed views. 4 BR, 4 elegant baths. All bedrooms have oceanfront balconies. Walls of glass open to lanai & main living area making this an ideal Hawaiian indoor/outdoor living experience. Elegant kitchen offers granite counter tops and...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    This spacious private three bedroom two and a quarter bath home offers lots of wide-open spaces and million dollar oceanviews for your tropical get away. The single family home is located right above the Kona Village at about a 700 feet elevation, which offers wonderful ocean views of the Kona...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    If you are looking for a spacious three bedroom vacation rental in Kona with a panoramic ocean view; you may have found it here! This home is located above Sunset Dr. in Holualoa Estates and is over 1900 sq ft; giving you and your guests plenty of room to move about comfortably. As you enter...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    This gorgeous Kona Coast home is located in the beautiful gated community of Keauhou Estates. The home has been completely renovated inside and out. It practically is a new house! There is amazing flow between the inside and outside spaces with a large great room overlooking the pool and additional...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, Sleeps 6Quick View
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    Private Oceanfront Home, Kailua- Kona Coast, Big Island, Hawaii, USA The "Apple Oasis" has ocean access to paddle to Kahaluu surf break and your own private beach and fire-pit next to shoreline. Walk to Kahaluu Beach Park and White Sands Disappearing Beach. House is equipped with snorkel gear,...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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