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Island of Hawaii Vacation Homes

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    Travellers to Island of Hawaii are booking October dates now. Secure your holiday rental today, and have the perfect trip.
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    This condo has a wonderful ocean view that looks out over the sparking pool and hot tub, lovely tropical grounds and next to a Koi pond. It has all you need for a comfortable vacation and the complex even has boogie boards, beach chairs, snorkel items and a book library. However the condo is...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Private Outdoor Pool (Heated)
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    This very attractive Holiday Rental is straight across from Kailua Bay with a full and fantastic oceanfront view and beyond. This condo is centrally located with one bedroom and 2 full bath. The interior is fully updated, spacious and very comfortable. There is a very large gated pool for the use...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 5Quick View
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    Aloha and Welcome to "Hale Kukui Ola" (House Full of Light), the perfect place to spend your vacation on the east side of Hawaii Island. As you first drive up to Hale Kukui Ola you can't help but be impressed by the beautiful gardens that greet you. Some of the unique and special qualities of this...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, Sleeps 7Quick View
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    Family built custom Hawaiian home. Located just a five minute walk from the best snorkeling preserve found in Hawaii, called the Wai Opea Marine conservation Wild Life Preserve. Our home is fully furnished, all appliances, laundry, garage, manicured lawns, fruit trees, views, lanais, in a small...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, Sleeps 2Quick View
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    Keauhou Gardens (also known as Kona Coast Resort) is located approx. four miles south of Kailua Kona. Keauhou Gardens 11303 is a top floor (two flights of stairs) one bedroom (king plus sleeper sofa) oceanview. Its large lanai has plenty of room to spread out and watch the Kona sunset. 11303 is...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beautiful Location at Puako Beach Oceanside Serene And Prestine Cottage On Oceanfront Property Guest House Studio, Apartment 1 Bathroom, 1 Bath - Sleeps 2 (+ a child) The Honu Cottage is located on a well kept and pristine oceanfront property. This lovely, well built guest house has vaulted...
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    Puako, Kohala Coast 96743
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    Hapuna Beach Condo Rental Photos and Description<BR><BR>3 Bedrooms, 3 Baths, Sleeps 6<BR><BR>Located within the Wai'ula'ula development at the Mauna Kea Resort, this upper level condominium offers panoramic views of the surf and nearby harbor while nestled on a beautiful golf course. This spacious...
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    Kohala Coast, Island of Hawaii 96743
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    9 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    About this property
    Thank you for showing interest in Kohala Lodge. This unique craftsman-style lodge is fully furnished for private or family retreats. We are located at the Northwest coast of the Big Island above Historic Town of Hawi. The Lodge has three bedrooms and two bathrooms all for the one nightly rate, the...
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    Kohala Coast, Island of Hawaii 96719
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Ocean view and ocean close. Summer vacation in Hawaii right in the heart of Kona, and right across oceanfront Alii Drive from the ocean. AVAILABLE SUMMERS ONLY: summer dates are still available (each year between June 15-July 13 only; see specific dates below and on FlipKey calendar). Ocean...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    13 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    About this property
    Welcome to Anthurium Alii Gardens this Hawaiian paradise in the middle of a magical rainforest near Volcano Village, 3 miles away from the Hawaii Volcanoes National Park ! This is the place you have dreamed of, in between the sun and the mist, among the Ohia Lehua trees and the hapu'u giant ferns....
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    Volcano, Island of Hawaii 96785
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    About this property
    VillaOne is a new luxurious ground floor apartment with beautiful oversized lanai overlooking the Beach Golf Course and the Pacific--walk two blocks to beach, shopping, dining. Two Master Suites with equal views, equal size, orthopedic mattresses, Sony TV, private baths with double sinks,...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Review
    Studio, Sleeps 2Quick View
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    • Waterfront
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    About this property
    Stay in a beautiful renovated and remodeled studio condo in the heart of Kona Village. A must see condo...all new...truly the best in the house! Extra large tile shower in the new bathroom. Largest kitchenette in the complex with full size refrigerator, microwave, rice cooker, pasta maker,...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    4 Reviews
    2 Bedrooms, Sleeps 8Quick View
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    Paikapahu House is an updated 2br/1ba vacation rental located in the scenic Kealakekua Bay area. A great place for short or longer stays. Minutes to great snorkeling and the Captain Cook monument trail. Close to restaurants and shops as well!<BR><BR><BR>For larger parties, rent the entire...
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    Captain Cook, Island of Hawaii 96704
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    • Children's Pool
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    "Your Big Island Home" provides you with the comforts of a home, except that this home is in paradise. With room for 8 this townhome is perfect for a fun vacation with family or friends. There is a king bed in the master bedroom, a queen in both upstairs bedrooms, and a full size sleeper sofa. Also...
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    Waimea, Island of Hawaii 96743
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Reviews
    1 Bedroom, Sleeps 2Quick View
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    SEEKERS' HIVE ORCHID HOME. Home away from Home! The brand new home is located in Keaau - Orchid land, a central location for Eastern Big Island, right in the middle of EVERYTHING! ORCHID HOME has BAMBOO and PELE ROOMS, ALOHA and MAHINA SUITES. BAMBOO ROOM and PELE ROOM: These are identical rooms...
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    Keaau, Island of Hawaii 96749
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    About this property
    Lokahi Garden Sanctuary is a 10 acre sustainable organic farm and botanical sanctuary with sweeping views of the Pacific ocean, Maui and sunsets. Lokahi Lodge is a spectacular custom-built 3 bedroom 2 bath quartzite-stone sided home of 2500 square feet on ten lush acres overlooking the vast...
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    Hawi, Island of Hawaii 96719
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    13 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Waterfront
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    Aloha from Kehena Beach House!<BR> <BR> Precariously perched high on a lush tropical sea cliff amid a mature coconut forest at the ocean's absolute edge stands this extremely private and totally remodeled electrically gated, secure...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    11 Reviews
    1 Bedroom, Sleeps 2Quick View
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    Dancing Bamboo is a lovely free standing room with a beautiful view of bamboo and the rainforest. Minutes from Volcano National Park. It includes a king bed, large luxurious walk-in shower, kitchenette and a cozy sitting area. This lovely cottage is the perfect stay if you are looking for...
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    Volcano, Island of Hawaii 96785
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Reviews
    1 Bedroom, Sleeps 4Quick View
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    About this property
    Our Dolphin Oceanfront cottage is located in a remote area on The Big Island of Hawaii known as Kehena Beach. The Dolphin ocean front cottage is across the street from Kehena Beach in one of the most beautiful places on the planet - the famous 'Red Road' in Puna. It is in a prime location - 10...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    The Ohia Tree House is located just outside of Pahoa, Big Island Hawaii on one acre of land. It is just minutes from prime snorkeling locations, natural hot springs for swimming, surfing, and jungle hikes. The custom house is newly finished and features a custom, jetted jacuzzi tub in bathroom, a...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Reviews
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    Beautifully decorated condo in a great location. NEW KITCHEN - with koa cabinets, granite countertops, stainless appliances and even an espresso machine. We include a full spectrum of spices for cooking. We have tried to include anything you might need to make your stay comfortable including...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Walk ALL around town to shopping, restaurants, bars, Farmer's Market. This is the Most Conveniently located Condo in ALL of Kona. Just a few miles south is the best Snorkeling Beach on the Island. Don't Want to rent a car, Catch the Shuttle that runs between Kona and 6 Miles South to the Keauhou...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, Sleeps 6Quick View
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    This charming and comfortable beach home has been the retreat property for a locally-born family for many years and now they open their doors to offer their Aloha to you! Relax in paradise! STATE GE AND TAT TAX OF 13.42% TO BE ADDED TO THE NIGHTLY RATE This charming and comfortable beach home has...
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    Puako, Kohala Coast 96743
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Reviews
    1 Bedroom, Sleeps 2Quick View
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    About this property
    Now with Free Wi-Fi. This cozy and efficient cottage that sleeps two adults meets the needs of travelers on a budget. This 1-bedroom with king-size bed also has a comfortable tropical print sofa. You have the entire cottage to yourself . It comes equipped with a full kitchen with refrigerator w/...
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    Keaau, Island of Hawaii 96749
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    14 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    About this property
    Located in Kalapana,this light and airy house offers island living at its best and is in an excellent location to visit the Hawaii National Volcano Park and the man sites of Puna. Perfect for couples, families or groups: experience the true Hawaii a rural setting only a short walk from the newly...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, Sleeps 10Quick View
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    About this property
    Whether you've come from Kona or Hilo, you'll be amazed at the beauty of the area. The drive from either airport is scenic and when you get to Pa'auhau on the iHawaii Belt Road, it is 1 mile to the house, all downhill. Enter the property through a foxtail palm lined driveway, park on the gravel,...
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    Honokaa, Island of Hawaii 96727
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    About this property
    Hale Mar provides the best value in luxury, absolute ocean front homes in Hawaii, with private swimming pool, outdoor hot tub, resort quality furnishings, gourmet kitchen, full laundry, FREE wireless internet, and more. Close to the active Volcano for unique day and night lava viewing hikes, and to...
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    Hilo, Island of Hawaii 96749
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Beautiful condo in a GREAT LOCATION. Five to eight minute walk to the beach at A-Bay, or the Hilton Waikoloa Hotel. Also within easy walking distance to the Kings Shops, the Marriott and the Queens Marketplace. You will find great dining and shopping all within easy walking distance....
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, Sleeps 6
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    This home is new to Flipkey but has all 5 star reviews on vrbo/706724 OCEAN FRONT BEAUTY! Feast your palate with this 2nd floor ocean front condo in the heart of Kailua Kona's 'surf city'. Spectacular early morning and evening sunset views awaits. HAWAII AT ITS BEST! From the privacy lanai, you...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 8Quick View
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    Located just five minute's walk from the beautiful Champagne Ponds of Kapoho where you can swim in geo-heated tide pools with sea turtles and tropical fish. Kaloa is a comfortable home just right for up to six people. It is off-grid, taking its electricity from the sun, water from the rain. But in...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Our beautifully furnished house is the perfect spot for yourself for exploring all that Big Island has to offer. The best beaches are within minutes of drives! Home is next to Waikoloa Village Golf and walking distance to market and restaurants. This home is app. 2300sf living space with 1000 sf...
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    Waikoloa, Kohala Coast 96738
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Wi-Fi
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    About this property
    Holua Resort is a top-rated resort near the south end of Alii Drive that recently redecorated with new carpet and furniture. This is a full-service resort with on-site staff 24/7. Set amongst tropical gardens with multiple swimming pools this property is a beauty. Your condo will feature one...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Private Garden
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    • Terrace
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    VOLCANO VILLAGE SERENITY SUITE Your private entrance leads to our sweet Volcano Village Serenity Suite in the heart of quiet and lovely Volcano Village. There is no cleaning fee, we only ask that you do the dishes you use before you depart. There is a kitchenette but no cooking stove with oven...
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    Volcano, Island of Hawaii 96785
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Balcony
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    'Honu Kai' Honu Kai means turtle waters. We chose this name for the property because of the abundance of green sea turtles that reside in the waters surrounding Honu Kai and the Kohala Coast. This traditional style, two-bedroom, two-bath, Hawaiian, beach cottage comfortably sleeps five people and...
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    Puako, Kohala Coast 96743
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Shared Outdoor Pool (Unheated)
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for vacation rental condo in a great resort, that is within easy walking distance to Kailua-Kona, then the Kona Reef is the place. Located on the edge of town, with an oceanfront pool and spa, each air conditioned condo is fully equipped for an enjoyable stay in Kailua-Kona....
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, Sleeps 8Quick View
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    • Ocean Views
    • Patio
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Aloha and E Komo Mai!<BR><BR> Aloha from Kehena Beach Villa<BR> Perched high on the edge of a lush coconut studded absolute oceanfront sea cliff at the dead end of this quaint coastal beach community's most exclusive cul de sac stands this romantic gated secure landmark villa...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Our beautifully furnished house is the prefect spot to base yourself for exploring all that Big Island has to offer. The best beaches are within minutes of drives! Home is next to Waikoloa Village Golf and walking distance to market and restaurants. This home is app. 2000sf living space and...
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    Waikoloa, Kohala Coast 96738
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Patio
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    Pet friendly
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    Look no farther for your dream Hawaiian vacation. Just a short walk to white sand beaches set against turquoise waters, or drive 4 minutes to the world-class private owner's beach. Watch the sunset over the gentle waves while dining in an open air beachside restaurant. Lounge on one of 2 private...
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    Waimea, Island of Hawaii 96743
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Experience old Hawaii in this beautiful, beach house on Honaunau Bay and 2 steps near the City of Refuge. Walk across the street and swim, dive or snorkel, arguably, the nicest bay on the island. Honaunau is great place for kayaking, scuba diving and we have a boat launch. Enjoy the warm water,...
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    Honaunau, Island of Hawaii 96726
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Hot Tub
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
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    ROYAL SEA CLIFF RESORT, KAILUA KONA<BR> An architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Ocean views of Local Fisherman, Cruise Ships, Whales and Dolphins, Surfers, and Parasailing. With over 7 tropical acres,...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Keauhou Gardens (also known as Kona Coast Resort) is located approx. four miles south of Kailua Kona. Its walking distance to the Keauhou Shopping Village and just down the road from the Kahaluu snorkeling beach. Keauhou Gardens 3104 is a one bedroom (king) plus sleeper sofa with a tranquil garden...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Grill
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    Pet friendly
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    Just a 10-minute drive to downtown Kona, our quiet, private cottages sit on a 10-acre gated estate. Silver Oaks Ranch is located just five miles from downtown Kailua Kona and five miles from Keahole airport at a cool 1400 feet elevation. Although less than 10 minutes from downtown, we are nestled...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pet friendly
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    About this property
    Located in probably the best location at the Waikaloa Beach Resort. All attractions are a short walk away. Relax and enjoy breathtaking sunsets and gentle breezes from your private lanai overlooking the 9th fairway at the beautiful Fairway Villas. Located in a lushly landscaped and gated complex,...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, Sleeps 14Quick View
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    • Mountain Views
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    Pet friendly
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    About this property
    Perfect for even a large family or as a venue for events or weddings. It is so near the ocean you can whale watch as you enjoy the beautiful views from the lanai. This home is outstanding with beautiful landscaping and professional Hawaiian style decor. Set on a spacious 6 acre parcel, this home...
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    Waimea, Island of Hawaii 96734
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    • Ocean Views
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    About this property
    A modern twist on tropical luxury - right on the Waikoloa Village Golf Course! Ocean and sunset views from the lanai and almost every room!! Our Hawaiian home has just undergone a complete renovation, finished in January 2017, featuring a brand new kitchen with custom maple cabinets, quartz...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Homes Over Kona: Property Description<BR><BR><BR>Enjoy luxury living on hillside slopes at a perfect elevation. Aromatic tropical breezes, spring-like temperatures, and birds singing in this sub-climate are to be sure to tickle your senses. Not too hot, not too cold, Homes Over Kona are located...
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    Holualoa, Island of Hawaii 96725
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Special rates for fall and winter. Cheaper than hotel for entire home away from home. Are you looking for something unique and Island style, not a cramped, cookie cutter hotel room? Come experience the Aloha spirit of Hawaii in your own private ground floor Ohana (in-law unit) and enjoy your home...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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