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Holiday Rentals in Island of Hawaii, HI

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    Travellers to Island of Hawaii are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 9
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 14
    Pahala
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 16
    5 of 5 stars (1) Excellent
    Kawaihae
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 14
    Pahoa
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
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    About this property
    This oceanfront Cottage is located across the street from Kehena Black Sand Beach on The Big Island of Hawaii. It is also close to the Kapoho Tide Pools, Ahalanue Warm Pond, Pohoiki Point. This cute and cozy cottage cottage also has an amazing view from the lanai! This is the place for water lovers... View all property information
    Location Information
    Pahoa, Island of Hawaii 96778
    1 / 44
    4.5 of 5 stars (21) Very good
    Pahala
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Mountain Views
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    About this property
    The Black Sand Beach rental is a fully furnished condo situated on a bluff overlooking the ocean, adjacent to the most well known black sand beach in the world, Punaluu Black Sand Beach. It is a Polynesian style bungalow located in 'old Hawaii', away from it all. A true Hawaiian getaway! One of... View all property information
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    Pahala, Island of Hawaii 96777
    1 / 32
    4.5 of 5 stars (3) Very good
    Waikoloa
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Welcome to Halekailani, an unbelievable acre-wide Hawaiian estate whose name translates into, ‘House of the Heavenly Seas.’ Placed in Mauna Lani, one of the most elite resorts on Big Island, this massive oceanfront residence boasts seven stately bedrooms that can accommodate a total of fourteen... View all property information
    Location Information
    Waikoloa, Kohala Coast
    1 / 21
    4.5 of 5 stars (7) Very good
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Ocean views greet you as you enter this two bedroom, 2 bath, sleeps six, second floor condo. Ocean views from the living room, kitchen and master bedroom. The master bedroom has a queen bed, bathroom and access to the lanai. The second bedroom has a queen bed as well. There is a sofa bed in the... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 26
    Hilo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Newly remodeled with a stylish eye, this fabulous condo takes full advantage of its great location and views. With two comfortable bedrooms, a river rock bathroom shower, a spacious, well-appointed kitchen and a stunning living room that opens onto a lovely tiled lanai, you may not want to leave... View all property information
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    Hilo, Island of Hawaii 96720
    1 / 12
    Captain Cook
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is your own Kona Paradise! 180 degree Ocean View with 2200 square feet of beautiful living space, located in Kona Paradise. We are just far enough away from the hustle and bustle of the city and a perfect location for exploring the entire island. Three bedrooms, each with a queen bed, two full... View all property information
    Location Information
    Captain Cook, Island of Hawaii 96704
    1 / 15
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Our cool and comfortable modern one bedroom apartment is located just 10 minutes drive from the airport. Comfortable with garden views and its own separate entrance. Enjoy a gourmet kitchen, garden area and only 15 min drive to downtown Kailua-Kona & some great beaches! Fully furnished with queen... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    1 / 11
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    In town yet tucked away older hawaiian home its a simple place with a hawaiian touch , not a condo or hotel The quiet area and the view at about 1000 feet over looking the ocean Dolphins SPOTTED..... HAD A MAKE OVER BIG OCEAN VIEW Dolphins Spotted and Swam With I swam with the... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 23
    Captain Cook
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    On the shores of Kealakekua Bay, a Protected Marine Conservation area, is an enchanting, 3 bedroom/3 bath, water front house called the Dolphin Retreat. This open and airy private home has all the amenities one would desire for a tropical vacation. The property is surrounded by fragrant Plumeria... View all property information
    Location Information
    Captain Cook, Island of Hawaii 96704
    1 / 12
    4.5 of 5 stars (2) Very good
    Pahoa
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Mahalo for considering Hale o Kamakani (house of upward breeze). Located in the upscale community of Puna Beach Palisades on the pristine scenic Puna coast, Hale o Kamakani just a 5 min stroll to Kehena black sand beach. As you enter Hale o Kamakani you will notice the Asian-Pacific theme in its... View all property information
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    Pahoa, Island of Hawaii 96778
    1 / 18
    Kailua-Kona
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    $600 - $900 /night For more details Please contact to the Owner. The villa "GRANDE" is on one lush tropical acre in the small gated complex of KONA PLANTATION ESTATES, that is like living in a tropical park. We even have a tennis court and full service SPA just a lava-rock throw away. The... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 6
    Pahoa
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Patio
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    • x
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    About this property
    The sweetest place is the Cottage at the Ocean, located directly adjacent to 500 acres of State land! 1 Bedroom, 1 Bathroom, well furnished Sanctuary Space for your vacation and relaxation times await you. Close to wonderful Big Island attractions. The Space Cottage at the Ocean offers you a... View all property information
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    Pahoa, Island of Hawaii 96778
    1 / 22
    Hawi
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Mountain Views
    • Washer
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    • x
    About this property
    Executive Suite for the price of a studio * Enjoy the spirit of aloha in this private setting with fruit orchard and gorgeous ornamental and edible gardens accompanied by a magnificent view of the ocean and the nearby island of Maui. There are only two units on the property therefore you have... View all property information
    Location Information
    Hawi, Island of Hawaii 96719
    1 / 22
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Fantastic Ocean Views, Walking Distance to Keauhou Bay! This lovely two bedroom island home is the perfect place to relax and get away from it all. Located in the Keauhou area of Kona, the complex is quiet and peaceful. The two covered lanai's enjoy great ocean and tropical views. The main living... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 28
    4.5 of 5 stars (18) Very good
    Waikoloa
    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Bask in the sunshine of Hawaii’s Kohala Coast at Hokulani. With four bedrooms and a location close to three golf courses, four beaches and both the Kona and Waimea-Kohala airports, the villa is perfect for family vacations and golf getaways alike. Beautiful contemporary interiors by award-winning... View all property information
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    Waikoloa, Kohala Coast
    1 / 24
    Waikoloa
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • x
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    About this property
    Waikoloa Fairways has beautifully kept grounds. The climate is perfect. We are close to the ocean yet far enough away we are not overwhelmed with heat and humidity. It's sunny and breezy. We are part of the Waikoloa Village Association. As well as having our own private pool we also have access to... View all property information
    Location Information
    Waikoloa, Kohala Coast 96738
    1 / 23
    Kailua-Kona
    6 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
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    • Balcony
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    About this property
    Description Welcome to the Hale Kea! Centrally located one short block from beach and walking distance to Magic Sands and Kahaluu Beach Park. Spacious 6-bedroom, 6.5-bathroom plantation style home is perfect for family reunions or multifamily visits. Privacy and relaxation are what we strive for... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    1 / 24
    4 of 5 stars (5) Very good
    Hilo
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    Aloha and welcome to our beautiful new luxury home "The Tropical Splendor". The home was built and finished December 2013 and has 14 foot ceilings thruout the entire home, bamboo flooring and a great room concept that will allow you to use the room as one large room with a queen bed and sleeper... View all property information
    Location Information
    Hilo, Island of Hawaii 96728
    1 / 10
    Papaikou
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Sauna
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    • x
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    About this property
    Greetings and welcome to our home on the Hamakua coast of the Big Island!! Our home is a short 5 miles North of Hilo on the Hamakua Coast but feels a world away. The house is situated on an amazingly beautiful river gorge with a 20ft waterfall and crystal clear pond just a few minutes-walk away.... View all property information
    Location Information
    Papaikou, Island of Hawaii 96781
    1 / 36
    5 of 5 stars (1) Excellent
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    ABSOLUTELY PRISTINE! 2 Bed/2 Bath, 150 ft to waters edge. Well equipped kitchen, ceiling fans, wireless internet, 55" flat screen TV in Liv Rm, TV's in both bedrooms, gas grill, 2 lanais with ocean/beach views, fully stocked linen closets, ample covered parking directly below unit, outdoor shower,... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 22
    5 of 5 stars (6) Excellent
    Kailua-Kona
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Welcome to our newly remodeled 2 bedroom condo in beautiful Kona walking distance to town, with parking only steps to the front door. It is fully furnished with everything you will need for your time in paradise. In the living room you will find a flat screen TV with Time Warmer cable. There is a... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 33
    Kailua-Kona
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Lani Ahe - "Heavenly Breezes" with Divine 180 Degree Ocean Views! This angelic home with breathtaking views offers a private swimming pool and spa, spacious tropical yard, covered gazebo and lanai with plenty of comfortable furniture to enjoy the beauty of the outdoors. The home sits high above... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 23
    Kailua-Kona
    4 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    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... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 38
    4.5 of 5 stars (4) Very good
    Hilo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Views, views, views and what a great location. Bayshore Towers is the nicest condo complex in the heart of Hilo. Walk to the very popular Farmers Market, one of the bayfront restaurants, shopping, or even the movies! Or enjoy the views of Hilo Bay day and night from the lanai of this 9th-floor... View all property information
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    Hilo, Island of Hawaii 96720
    1 / 14
    4.5 of 5 stars (2) Very good
    Kailua-Kona
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    SIX night min stay charge , you may stay for less - but pay for 6 nights. 50 yards to the beach, sleeps 6 plus kids,gas BBQ,great for kids. 2nd Home from the Magic Sands / Whitesands Beach at La'aloa Beach Park. Gated driveway on a quiet street, yet 40 yards to the ocean. 1st bedroom has king,... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 31
    5 of 5 stars (5) Excellent
    Keaau
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Comfortable elegance in a very private oceanfront setting awaits you at Kahikole. Enter through the lava rock wall and turtle festooned gate into your personal oasis. Designed in the round (actually 12-sided), the home provides beautiful ocean views from virtually every room. The lower level... View all property information
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    Keaau, Island of Hawaii 96749
    1 / 23
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Spectacular Oceanfront Condo 2BD/2BA - If your looking for a vacation condo featuring privacy and ocean front in Kona then this is the place! Catch the reflection of the sun and water off the full mirror that covers an entire wall of the living space. Large floor to ceiling windows in the living... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 27
    Honomu
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    This was a building that went through many transformations from a general store to a billiard hall with living space upstairs. In 2012, the building underwent a major build out from the bottom up where the foundation, stone flooring, wainscoted walls, bead board ceilings were installed. There... View all property information
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    Honomu, Island of Hawaii 96728
    1 / 7
    Honokaa
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Custom built private home with plenty of room for single person or couple to spread out. Lots of windows for light, view and natural air conditioning. Situated on a working sheep farm, the covered lanai overlooks pastures with ocean views. <BR><BR>Tuck in to write code, a score, your memoirs,... View all property information
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    Honokaa, Island of Hawaii 96727
    1 / 18
    Kailua-Kona
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
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    About this property
    ARE YOU DREAMING OF GOING TO HAWAII !!! Dream no more just do it - Visit the Big Island during all seasons and make beautiful memories starting right here at the Kamilo House. <BR>Three bedrooms, 2 full baths plus half bath. Two covered lanai's. Full kitchen with a bounty of dishes, glassware a... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 15
    Pahoa
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The Lanai is So relaxing the Ti leaves and coconut palms Swaying in the Trades winds with the sound of the waves. You can escape the busy world. the house is colorful clean and uncluttered. The kitchen is well stocked for cooking. Start your day with a walk to the cliffs to watch the surf . go... View all property information
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    Pahoa, Island of Hawaii 96778
    1 / 8
    Pahoa
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    The Lavender Orchid overlooks the ocean and the 20 acre estate surrounded by rainforest within the Puna Forest Reserve, 4 miles from Pahoa. The grounds are very peaceful with bananas, fruit orchard, avocados, palms, and many flowers. The Lavender Orchid has a cozy king size bed in a private... View all property information
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    Pahoa, Island of Hawaii 96778
    1 / 22
    5 of 5 stars (1) Excellent
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    NO traveler fee to pay - Call the owners and book it NOW' Large lanai with dining table for enjoying the sun, the surfers, and the ocean while having your morning coffee or relaxing at sunset time. Kitchen is fully equipped for whatever you may need - beach supplies are provided in a box on the... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    Honaunau
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Garden
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    About this property
    Welcome to South Kona, Big Island of Hawaii! I offer a private, quiet, ocean-view studio on the garden level of a single-family home in a quiet, low-key, rural subdivision comprised of interesting custom homes. The self-catering studio is separate and lockable from the main house and has a private... View all property information
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    Honaunau, Island of Hawaii 96704
    1 / 41
    3 of 5 stars (2) Average
    Kawaihae
    4 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Hot Tub
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    • Waterfront
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    • Pet-friendly
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    • x
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    About this property
    Located on the pristine and perennially sunny shores of Puako, a quaint oceanfront community on the Big Island's Kohala Coast, Pili Pono is a newly completed 5,384 sq. ft. waterfront home which offers a truly private and luxurious experience. The gourmet kitchen boasts all Miele appliances,... View all property information
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    Kawaihae, Island of Hawaii 96743
    1 / 9
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Sauna
    • Ocean Views
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    • x
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    About this property
    Located on the Big Island's (Hawaii) Kona Coast, this condo resort overlooks the ocean and is adjacent to a 36-hole golf course. A shopping center is across the street, and a beach is a half-mile away. Resort Features. This 21-acre Kona Coast Resort features two pools: a family pool with a... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 10
    5 of 5 stars (20) Excellent
    Holualoa
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Our estate is situated on the slopes of Mt. Hualalai on the Big Island of Hawaii. We are located just 15 minutes from the Kailua-Kona Keahole Airport, 10 minutes from the quaint coastal town of Kailua-Kona, 10 minutes from the artists' village of Holualoa, and also 10 minutes from Costco! We are at... View all property information
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    Holualoa, Island of Hawaii 96725
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    Waikoloa
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This two-bedroom luxury villa, the Mauna Lani Point Fairway and Ocean View, is located in the esteemed Mauna Lani Resort, on the Kohala Coast of Hawaii’s Big Island. This villa provides guests with breathtaking views of the resort’s pristine green fairways and the sapphire-blue ocean waves. This... View all property information
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    Waikoloa, Kohala Coast 96743
    1 / 31
    5 of 5 stars (31) Excellent
    Kailua-Kona
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    We purchase our condo in May 2010 and had it completely renovated and redecorated. EVERYTHING IS BRAND NEW! Even the windows and sliding doors are new with dual pane glass. We also own 1 other 2 bedroom unit and a studio in the same complex. This unit is a ground level, small 2 bedroom, 1... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 44
    5 of 5 stars (2) Excellent
    Kukuihaele
    1 Bedroom, Sleeps 4 | Quick View
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The Hale Kukui Studio Cottage is on an exotic orchard with unsurpassed spectacular ocean views from your bed and Lanai with an outdoor tub! Enjoy the beauty, peace and secluded privacy. Nearly anything on the island within easy reach! This private 4.5 acre permaculture organic orchard retreat... View all property information
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    Kukuihaele, Island of Hawaii 96727
    1 / 8
    Ocean View
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    We are located toward the southern end of the Big Island of Hawaii. Come stay in this ground floor unit that is decorated in a starfish theme. The kitchen is fully equipped and the bed is super comfortable. You can stroll through the many paths in the beautifully landscaped garden, There is a... View all property information
    Location Information
    Ocean View, Island of Hawaii 96737
    1 / 14
    5 of 5 stars (4) Excellent
    Kailua-Kona
    8 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • x
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    About this property
    Ohana Retreat is the perfect spot for a large family to enjoy the beauty of Hawaii. We offer an immaculate island-style home with spacious bedroom suites. Each with private bath, wet bar, refrigerator and private deck. Enjoy indoor/outdoor living with large decks and rooms for group gatherings... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 18
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This beautifully remodeled condo is on the top floor and is located directly on the ocean! It has been completely remodeled with beautiful décor and is equipped with everything for your vacation needs. Fully equipped kitchen, AC, Free WIFI and a Queen sized bed in the bedroom. There is a sofa... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 38
    Waikoloa
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Kahua O Mali’o is an amazing vacation home located in the famed Mauna Lani Resort on Big Island’s Kohala Coast. Beautifully landscaped, this one-level, Lucky Bennett designed residence overlooks the fourth fairway at Mauna Lani South right to the sparkling blue Pacific Ocean and the Kohala... View all property information
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    Waikoloa, Kohala Coast
    1 / 35
    Hilo
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • x
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    About this property
    SPECTACULAR VIEWS await you at Kahoa House for your Hawaiian holiday. Early-birds and mainlanders adjusting to the time difference can enjoy a cup of Ka’u coffee in the comfortable living room, and watch the sun rise out of the Pacific through the large east-facing window. Our promontory juts... View all property information
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    Hilo, Island of Hawaii 96720
    1 / 19
    Kealakekua
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Extravagant views and the convenience of being 12 miles from Kahlua-Kona in the heart of Coffee & Mango farms. Overlooking the bay where the dolphins hang out and the whales give birth. 3 plush beds in a superbly preserved home. Screened lanai gives 180 views of the ocean and stunning sunsets.... View all property information
    Location Information
    Kealakekua, Island of Hawaii 96750
    1 / 5
    4 of 5 stars (1) Very good
    Kailua-Kona
    1 Bedroom, 4 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Secure Parking
    • Wi-Fi
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    • Ocean Views
    • Balcony
    • Terrace
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    This beautiful condo has 2 bathrooms, kitchen, dining room, living room with flat screen tv, and washer and dryer. Kona Coast Resort has 2 pools, 3 hot tubs, fitness centre, restaurant, and tennis court. The grounds are great for strolling through Hawaiian vegetation during the day or lit up for... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740