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Vacation Rentals in Island of Hawaii, HI

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    Travellers to Island of Hawaii are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    1 BedroomSleeps 4Quick View
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    About this property
    Helemano, a beautiful, 3 bedroom, 3.5 bath oceanfront home with a separate 1 bedroom, 1 bath Guesthouse (Ohana) located close to Kahalu’u Beach State Park, famous for its encounters with the graceful green Hawaiian Sea Turtles. An office/den in the main home doubles as a 5th bedroom with a full...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    ​The Oceanfront Orchid Oasis is located in sunny Kapoho Vacationland on the east side of the Big Island of Hawaii.  It is situated a short stroll from the Waiopae Conservation Tidepools with some of the most exciting snorkeling on the island. The property is oceanfront and enjoys panoramic ocean...
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    Pahoa, Island of Hawaii 96778
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    • Ocean Views
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    Completely Remodeled Ocean Front Condo in Kona Hawaii at the Kona Reef Resort, Ground Floor 1 bedroom, 1 bathroom, with Travertine flooring and countertops, new cabinets, appliances, furniture, Sandy Beach next door, Surf break and Whales jumping from February to May right in front of the condo,...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Reviews
    StudioSleeps 4Quick View
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    .OUR BEST OCEAN VIEW AND SUNNYEST UNIT...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 also can...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    2 BedroomsSleeps 6Quick View
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    E-Komo-Mai: Welcome to our island home! We invite you to enjoy this wonderful, private, spacious condo in the “Waikoloa Fairways” golf course community.  With access to two swimming pools and a covered bar-b-que area, tennis courts and golf course, this peaceful oasis is a fabulous place to make...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    39 Reviews
    1 BedroomSleeps 4Quick View
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    Welcome to Hui o Kulia, where the view from A-15 at the Kona Reef will take your breath away. Beautiful Oceanfront condo at one of Kailua Kona's most popular complexes, the Kona Reef. Watch the locals surf from your lanai which is directly within 30 feet from the oceans edge. Exceptional unit for...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 BedroomsSleeps 4Quick View
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    ONLINE SPECIAL. Book now & Save 10*! Valid only for stay dates 4/10/17 to 9/15/17 Please use coupon code: SSPEC10 Upon Check-Out This well located complex is an easy walk to Keahou Shopping Center with a supermarket, Longs drugstore, movie theater and a variety of nice restaurants.  You can walk to...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    12 Reviews
    1 BedroomSleeps 2Quick View
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    Sea Village is an inviting Oceanfront complex located about a mile south of downtown Kona along Alii Drive. Our one bedroom-one bath condo is just a short distance from Magic Sands Beach a local body surfing favorite and Kahalu'u Beach Park known for sea turtle viewing and snorkeling. There's a new...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 BedroomsSleeps 6Quick View
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    Our unit is nicely decorated and has been remodeled throughout. From the Lanai, which overlooks the Pool and Jacuzzi, you can watch cruise ships tender their passengers to the Kailua Pier, catch sight of migrating Whales, watch for Dolphins and Manta Rays, and oh yes, those Beautiful Sunsets. In...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Reviews
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    Gorgeous golf & lake views from your private outdoor summer kitchen, will entice you to stay at home for many of your evening meals. Comfortable furnishings and household items, together with convenience of nearby shopping, beach, and other activities, team to make your home away from home a true...
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    Waikoloa, Kohala Coast 96738
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Reviews
    1 BedroomSleeps 4Quick View
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    • Air Conditioning
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    About this property
    The owner of this condo has always dreamed of owning a submarine so this condo has the decor of his dream. Walk into this ground floor condo and be greeted by large " under water windows" depicting beautiful coral reefs and a surprise swimmer". Not your typical Islander Inn Condo for sure! The...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Satellite TV
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    About this property
    Words can hardly capture the beauty of this luxury oceanfront estate. Truly the best location on the entire Kona coast. The house is located in exclusive Kona Bay Estates. This community has 24 hour security and is gated. You can walk to Kona village where there is fine dining, shopping, and lots...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 8Quick View
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    About this property
    We love Koihale, like she's part of our Ohana. In her we feel the spirit of aloha that is the embodiment of Hawaii. Koihale or Koi House, was built in 1961 by the Big Island's most famous architect, Lucky Bennett, and was named by its first owner, to celebrate the carefree spirit of the Koi whom he...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Mountain Views
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    Begin your vacation to the Big Island of Hawaii in a way rarely seen by tourists at the Hilltop Legacy Vacation Rental located in Downtown Hilo Bay. Discover The Big Island's famous Volcanoes National Park, Rainbow & Akaka falls as well as zip line at the World Botanical Gardens. Located on a...
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    Hilo, Island of Hawaii 96720
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Balcony
    • Private Garden
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    • Wi-Fi
    • Terrace
    • Ocean Views
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    About this property
    Richard Tillinghast<BR><BR>Our house on Puumoi Hill above the Hamakua Coast on Hawaii's Big Island<BR><BR>We live in a serene and secluded spot a few miles north of Hilo on the Big Island of Hawaii, at the end of a rough gravel road into the hills, with beautiful views of the ocean to the east and...
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    Papaikou, Island of Hawaii 96781
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    9 Reviews
    2 BedroomsSleeps 6Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Kailua-Kona condo offers a fully-equipped kitchen, NEW soft, kid friendly carpet, NEW Furniture, NEW completely remodeled master and guest bathrooms (May 2015), New queen bed (Jan. 2016), Hawaiian-style terraces with ocean views and an outdoor pool. The Pacific Ocean and The Kue'manu Heiau...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Reviews
    2 BedroomsSleeps 4Quick View
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    Come for a relaxing stay with us at the Waikoloa Beach Villas, a private gated complex in the Waikoloa Beach Resort area. Waikoloa Beach Villas is a gated community next to golf, shopping, dining, gourmet markets, the famous A’Bay (Anaeho’omaulu Bay Beach), King’s Trail, and Petroglyphs, offering...
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    Waikoloa, Kohala Coast 96738
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Reviews
    5 BedroomsSleeps 10Quick View
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    • Satellite TV
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    Heavens is located in the cooler elevations, you can relax on the lanai, barbeque and watch Hawaiian sunsets night after night in this dream home. Lush landscaping abounds and the large yard features a large pool & hot tub, panoramic ocean views, water fall feature, 2 Master Suites in the main...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Satellite TV
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    Pet friendly
    Kid friendly
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    About this property
    It's time to relax! This updated, home is perfect for your Hawaiian vacation. Enjoy the ocean views from the huge lanai, pool area and almost every room of the house. Watch boats and paddlers cruising by and see whales when they are migrating.  The large covered lanai is perfect for enjoying...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 BedroomsSleeps 6Quick View
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    Pet friendly
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    About this property
    Centrally located on the Kona coast close to the town of Kailua and the Kona resort areas, Sea Village boasts lush tropical gardens that extend to the oceanfront. Each unit has a fully equipped kitchen, washer, dryer, ceiling fans, private lanais providing views of the ocean, spectacular sunsets...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    Nohea at the Mauna Lani #18 is ideally located between the Mauna Lani Bay Hotel, The Mauna Lani Spa and Gym, The Shops at Mauna Lani and the Fairmont Orchid Hotel. Location is everything and our location has it all! The Mauna Lani Resort sits along the northwestern edge of the Big Island of Hawaii...
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    Waimea, Island of Hawaii 96743
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Reserved for week of March 2-9, 2017. Preferred rates for golf at the King's and Beach Courses. Spacious 2-bedroom suite with private lanai. Full kitchen, dining room, living room and washer/dryer. BBQ's available. Three swimming pools to choose from plus access to Hilton Waikoloa Hotel and...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    ONLINE SPECIAL. Book now & Save 10*! Valid only for stay dates 4/10/17 to 9/15/17 Please use coupon code: SSPEC10 Upon Check-Out. Welcome to Waikoloa Fairways - where the VOG is less and sunshine is more. Join us in thinking that Waikoloa Fairways is the best place to stay on the Big Island - enjoy...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Reviews
    2 BedroomsSleeps 5Quick View
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    Recently updated (4/2017) spacious 2bd/2bath 2 story unit at popular Keauhou resort. This unique property will feel just like your home away from home. Private and comfortable, with cable/wi-fi and set up as follows: 1 bedroom downstairs / bath situated on the lower level, nicely furnished...
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    Keauhou, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    14 Reviews
    2 BedroomsSleeps 5Quick View
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    About this property
    Cliff House Hawaii(www.cliffhousehawaii.com) is a beautiful & affordable oceanfront vacation rental with the Pacific Ocean at your doorstep. It’s one of the most desirable destinations on the Big Island of Hawaii. Dolphins are often spotted year around and Humpback Whales make fabulous splashes...
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    Kukuihaele, Island of Hawaii 96727
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Luxury awaits you at 'The Three Son's' Golf Villa at the prestigious Mauna Lani Golf Villa's Homes.. Our three-bedroom, three-bath home offers everything you need for a relaxing and entertaining visit to the Big Island of Hawaii. Because we are the original owners we know the island very well! We...
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    Waikoloa, Kohala Coast 96743
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    This private home on the lush Hamakua Coast is a beautiful blend of past and present. Located just a block from the overlook of the sacred Waipio Valley, the house allows visitors to commune with nature and history, while enjoying all the comforts of the 21st century. We invite you to experience...
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    Honokaa, Island of Hawaii 96727
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    Most sought after condo in the Waikoloa Villas ~ Ocean view overlooking Kohala coast ~ Golf with discounts available. Waikoloa Villas is the premier condominium resort in Waikoloa. Located on 7 acres of a beautifuly landscaped tropical setting on the Big Island. Our villa offers you a magnificent...
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    Waikoloa, Kohala Coast 96378
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Reviews
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    About this property
    This is one of the most beautiful, relaxing, vacation rentals in Hawaii. It's a fully furnished 1 bedroom condo in the Colony 1 condominiums at Sea Mountain Resort on the uncrowded south shore of the Big Island of Hawaii. It's on a ocean front bluff, surrounded by a golf course and adjacent to...
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    Pahala, Island of Hawaii 96777
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Reviews
    1 BedroomSleeps 4Quick View
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    About this property
    (JUST COMPLETED OUR NEW RE-MODELED BATHROOM, KITCHEN AND LIVING ROOM. CHECK OUT THE PHOTOS!) Stay in beautiful Kona,Hawaii. This is a 1 bedroom, with a brand new Cal King Bed, 1 bathroom, fully furnished condo at the Kona Reef on the top floor. This unit sits above the water edge with a...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    14 Reviews
    3 BedroomsSleeps 6Quick View
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    About this property
    Last minute discounts see below. The Villages is a gated community located within the prestigious Mauna Lani Resort famous for the Francis H. I'I Brown, 36 hole golf complex. It was the former home of the MasterCard, Senior Skins championship. World class golf, tennis, pristine beaches and private...
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    Waimea, Island of Hawaii 96743
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Reviews
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    About this property
    Nakukui Elua- Peaceful and Private with Pool and Ocean Views! Flowering hedges, rock walls and wooden fencing surround your island home. Located on 3/4 acre lot in the gated community of Kahakai Estates with ocean views and gorgeous sunsets! Stone flooring in main living area and warm colors...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    13 Reviews
    5 BedroomsSleeps 10Quick View
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    • Mountain Views
    • Ocean Views
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    About this property
    Special for booking the month of May 2017 25% OFF Delight in this very inviting, impeccably clean, 3035 sq ft home, that feels like a private, cozy lodge perched on the slopes of Mauna Loa. This beautiful home offers 5 bedrooms & 5 bathrooms. The house layout has generously sized rooms to...
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    Captain Cook, Island of Hawaii 96704
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Balcony
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    • Private Garden
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    Smoking allowed
    About this property
    Aloha and Welcome to Mahaha House Country Inn! Our FOUR ROOM INN is situated on a peaceful FRUIT FARM on the East side of the Big Island of Hawaii. Mahana House is a quiet and relaxing place to soak up the expansive ocean views and is IDEALLY LOCATED to explore the many lush gardens and...
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    Hakalau, Island of Hawaii 96710
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    • DVD Player
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Hale Wailele, #2004, Hawaiian Waterfall House, is named for its beautiful view and soothing sounds of Waikoloa Colony Villas' unique pool with lava rock waterfall. Our luxury poolside villa also enjoys views of the palm-fringed pool and volcanic Kohala Mts. Our 2 bedroom/2.5 bath townhouse at 1440...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Reviews
    3 BedroomsSleeps 6Quick View
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    • DVD Player
    • Washer
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Settle in at Kilohana Vista and let the warm gentle trade wind breeze envelope you as you view an unmatched spectacular view of the harbor and Cruise Ships from your Lanai, Spa or Pool provided by the perfect 500 foot elevation. Close to the center of town for shopping, dining and entertainment,...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Reviews
    4 BedroomsSleeps 8Quick View
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    • Internet Access
    • Washer
    • Satellite TV
    • Ocean Views
    • DVD Player
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Spacious Vacation Home, with Ocean Views, and centrally located for all the fabulous activities Kona has to offer - snorkeling, kayaking, surfing, diving, hiking, shopping, dining and whale and dolphin watching, just to name a few. The Lighthouse is ideal for family and group vacations. You...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 BedroomsSleeps 12Quick View
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    • Ocean Views
    • Satellite TV
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 10-12 Hale Pinao (Dragonfly House) is a newly renovated home on a gated lot in a gated subdivision and is very private, boasts great views and sunsets and is luxury all the way. It can accommodate up to 14 guests in style. It has 4 master suites, each with king bed (two with pull-out...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 BedroomsSleeps 6Quick View
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    • Grill
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    Pet friendly
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    Aloha and welcome to Sandra's Rainbow Retreat, a clean and beautifully decorated three bedroom vacation home located on a quiet, country acre 30 min. south of Hilo. The property is situated in a safe and quiet neighborhood only 3 blocks from the beautiful coast where you can enjoy a walk to, and...
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    Keaau, Island of Hawaii 96749
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 BedroomsSleeps 8Quick View
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    • Wi-Fi
    • Satellite TV
    • Secure Parking
    • Washer
    • Terrace
    • Private Garden
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Small dogies allowed. Less than a half hour outside of Hilo. Half way between Keaau and Pahoa. 5 mins. from hwy. 130. On the Big Island, not Oahu. Custom 2 bedroom, 1 bath, spacious living room, spacious dining room area. Seats 10. Luscious 1 acre landscaped yard with Hawaii fruits and flowers....
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    Keaau, Island of Hawaii 96749
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    6 BedroomsSleeps 12Quick View
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    • Hot Tub
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Big Island beauty offers a spectacular 180-degree view that encompasses the three sacred volcanoes of Mauna Kea, Mauna Loa and Hualalae juxtaposed behind the sparkling sapphire sea of the Kona Coast. Situated between the world famous Gold Coast and the Paniolo, or Cowboy, town of Waimea, this...
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    Waimea, Island of Hawaii 96743
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 BedroomsSleeps 6Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The swimming pool and spa at the Waikoloa Fairway Villas will be closed Sep 14-21, 2015. This 3 bedroom, 3 bath townhouse style condo is beautiful, inside and out. Ideally located at the front of the community for easy access to shops and beach. The end unit, two story home has a wraparound lanai...
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    Waikoloa, Kohala Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 BedroomSleeps 4Quick View
    other traveller has booked this property
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    Pet friendly
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    Stay on a working farm...we grow Coffee, Macadamia Nut, Special Teas, and many Tropical Fruits The newly updated Coffee Mill at Pomaika'i Farm B&B has it's own fridge, microwave, and k-cup/coffee machine. Enjoy breakfast each morning...our 100% Kona Coffee is served, along with a cooked entree,...
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    Captain Cook, Island of Hawaii 96704
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 BedroomsSleeps 6Quick View
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    • Parking
    • Wi-Fi
    • Children's Pool
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Ohana. Ohana in Hawaiian means family. When you stay with us, you’re family. The only thing you need to do is book your ticket, rent the car, and get here. Puako is a quaint, secluded community. As you drive past the 1852 Hokuloa Church, you will immediately feel like you have...
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    Waimea, Island of Hawaii 96743
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Reviews
    1 BedroomSleeps 4Quick View
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    • Balcony
    • DVD Player
    • Grill
    • Parking
    • Washer
    • Porch
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cottage at Ohia Grove is a quirky, cozy cabin nestled in the corner of our private four-acre park-like grounds. If your idea of an ideal vacation is time spent reading an engrossing novel...enjoying lazy afternoons naps…taking trips to view interesting natural wonders … snorkeling tidal pools…...
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    Keaau, Island of Hawaii 96749
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Ocean Views
    • Mountain Views
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    Pet friendly
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    Smoking allowed
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    Begin your vacation to the Big Island of Hawaii in a way rarely seen by tourists at the Hilltop Legacy Vacation Rental located in Downtown Hilo Bay. Discover The Big Island's famous Volcanoes National Park, Rainbow & Akaka falls as well as zip line at the World Botanical Gardens. Located on a...
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    Hilo, Island of Hawaii 96720
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    15 Reviews
    2 BedroomsSleeps 4Quick View
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kanaloa at Kona is located approximately 16 miles south of the Kona airport. Upon exiting the airport turn right (south) on Highway 19 which becomes Highway 11. Remain on Highway 11 until you reach the light at King Kamehameha III Road, approximately 13 miles - on your right you will see a lava...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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