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Holualoa Holiday Rentals with Pools

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    Travellers to Holualoa are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    39 Matching Rentals in HolualoaView all 57 rentals
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    'Aolani House' Resort Style Home W/ Ocean View Sleeps 81 / 42
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Welcome to paradise. Our 2 bedroom, 2 bath, 1161 sq. ft. condo was recently and completely remodeled and is ready for you to enjoy. The large 25' lanai puts you incredibly close to the water. You'll love the oceanfront dining and relaxing, where you can enjoy breakfast, lunch or dinner while...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Kona View Estate1 / 33
    (26)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Heated)
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    Reviewed 17 October 2017
    The views of Kope Cottage are indescribable. Not only can you see the ocean, but you can overlook Kona as well. We loved sitting outside to eat breakfast every morning.Not...
    Reviewed 24 May 2016
    This was an absolutely perfect place to stay - great views, peaceful, serene. My wife and I enjoyed the privacy and relaxation that the Kona View Estate provided after a day's...
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    Aloha and welcome to Kona View Estate, a 3 Acre Luxury Vacation Rental Property comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona. The entire estate has been completely remodeled and updated with top-of-the-line appliances. We replaced our roof to allow us to install a (11.25...
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    Holualoa, Island of Hawaii 96725
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Welcome to Hale Pohaku 3- Complete Refresh Feb 2016 and professionally decorated! The large covered oceanfront lanai puts you front and center for watching dolphins and whales play in the waves. You'll also have a great seat for enjoying famous Kona sunsets. The lanai is situated over the pool and...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Direct Ocean Front, Very Spacious Lanai Welcome to Kona Nalu 203! This very spacious 2 bedroom 2 bathroom condo is located on the 2nd floor and only steps away from the ocean. Approximatley 1200 square feet offers the convenience of a fully equipped kitchen, washer/dryer, and ceiling fans...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning oceanfront condo with 3 bedrooms/ 2 baths. Almost 1100 sq ft has been tastefully upgraded & remodeled with all the comforts in mind. Top floor on the southern most end of Kona Bali Kai overlooking Banyan's surf spot. Floor to ceiling glass sliders with views to the Pacific Ocean greet you...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pu'uwai Villa is on a landscaped half-acre on a private road with plenty of off-street parking. Private, very quiet, one of only six homes on the road. A large open space borders the property. Two bedrooms plus bonus room, two and a half baths. Pu'uwai Villa has 2700 square feet of living area...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Magnificent ocean views from every room. Surrounded by tropical fruit orchards. Totally private but, very close to town and walking distance to Magic Sands beach! The brand new villa is on a gentle hillside with stunning 180 degree ocean views in the gated community of Ho'omalu (abode of peace...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Ailina House. . . This stunning Lucky Bennett home is beautifully appointed with classic Hawaiian finishes such as Koa wood, and custom stained glass windows. The home design merges indoors with outdoors as the main floor is an open design with high ceilings that opens to a large covered lanai for...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Central Air Now Included! The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home Located in the award winning gated community of Kahakai Estates, this 3 bedroom, 2 bath home offers a free-form inground swimming pool and over 900 square feet...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Kona Bliss - Kona Onenalo #6 Kona Bliss is located within an exclusive gated community of 12 freestanding homes at Kona Onenalo next to White Sands beach, about 4 miles south of the village of Kailua-Kona. Very serene setting on a promontory point that offers unobstructed ocean views. This...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Last minute discounts see below. Akoa Place, this Kahakai beauty sits at the top of this luxury gated community overlooking Kailua's beautiful coastline! 2005 Custom built home on 1.09 acres, includes an infinity pool that enjoys the over 180 degree view of the ocean, high vaulted ceilings and...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kona Bali Kai has a freshwater swimming pool, Jacuzzi, BBQ area, large lobby & grassy area near the waters edge for total enjoyment near the condo. This three-bedroom, two-bath condominium gives the true feeling of Paradise on the Big Island of Hawaii. Updated with wood flooring, kitchen...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    A Perfect Big Island Vacation Combination Looking for an escape from the crowds? The Kona Onenalo community offers the extra benefits of an oceanside pool and hot tub, tranquil tropical landscaping, spacious grounds (perfect for a game of bocce ball), and even designated parking spaces. While...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Oceanfront at its best! Enjoy your next Hawaiian vacation in this upgraded 2-bedroom, 2-bathroom condo. Capture the famous Kona sunsets from your own private lanai! The ocean can be seen from almost every room in the unit, from the living/dining area, the fully equipped kitchen and the master...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Our 2BR/2BA condo directly on the ocean has magnificent 180-degree views to the west. While at the condo, your time will be spent on the Lanai. Eat breakfast watching the waves roll in to shore. Watch the surfers try their skill on the Banyans surf break at the south end of the building. Keep an...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Spectacular sunsets and direct Ocean Front views await you in this nicely upgraded 2 bedroom/2 bathroom condo. The spacious lanai is the perfect setting to enjoy the calming waves of the Pacific while relaxing with your favorite beverage. There are 2 chaise lounge chairs available as well as a...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This resort-like ocean view 5 Bedroom 3 bath home with swimming pool, waterfalls,and stream is ideally located on a quiet cul-de-sac in Kailua-Kona just minutes from the beach, Kailua-Kona and Keauhou. It is Eco-Friendly with full solar electricity and water heating. From the moment you walk...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Breathtaking views! Laule'a Hale has just been remodeled for the ultimate resort home experience. You'll enjoy panoramic ocean views and incredible sunsets from the expansive lanai which features a private pool and resort quality plunge pool. The Hawaiian name Laule'a Hale translates to...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Papala Place in Kahakai Estates A house that epitomizes Hawaiian outdoor living: Great Ocean Views, large lanai area covering two sides of the house, private pool and yard, in a quiet gated community close to downtown Kailua Kona. This comfortable and well-appointed 4 bedroom, 3.5 bathroom home...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lani Ahe - 'Heavenly Breezes' with Celestial 180 Degree Ocean Views! This Gorgeous home with its breathtaking views offers a private solar heated swimming pool and plunge pool, spacious tropical yard, covered gazebo and lanai with plenty of comfortable furniture to enjoy the beauty of the...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Presenting Kueni Place, one of Kona's finest private homes. On close to one acre of land that is manicured and fruiting with the bounty of the island, this single level 4 bedroom/2.5bath home is exquisite. Home is private, in a quiet location, and located directly above Kona town. The Ohia wood...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Spend your well-earned vacation in our luxurious ocean view Kona Vacation House located in the hills above Kailua-Kona on the Big Island of Hawaii. This private half-acre home-site is just minutes away from beaches,& restaurants. This incredibly appointed home is the ultimate get-away whether you...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Unit #107 is an end unit and has the feel of the ocean front with the beautiful Pacific Ocean directly across the street. Privacy is assured by having an adjacent vacant lot to the unit, as well as the waves and surf sounds throughout the day! The morning view of Mt. Hualalai from the back lanai is...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aloha Place- Luxurious 3 Bedroom, 3 Bathroom Home with Spectacular Ocean Views! This luxury home is new to the vacation rental market and is has undergone redecorating and refurnishing with Jeanne Marie Imports. The home has a Bali style theme throughout. The redesign of the interior was completed...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Kona Amazing 5 Acre Estate, 2 Swimming Pools, 2 Hot Tubs, Ocean View, Secluded1 / 41
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Children's Pool
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    Tranquil 5 acre estate retreat situated 15 min above Kona town. Perfect for family reunions or large groups. 6 or7 bedrooms (extra cottage attached to house makes 7th bdrm) and total of 4.5 bathrooms. (cottage not included in pricing - ask for quote) Very near beaches, shopping & airport (KOA....
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    Holualoa, Island of Hawaii 96725
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Large Ocean Front (almost in the ocean) Studio with extra large Lanai that looks down into the Ocean! One of only 4 covered lanais in the complex, the extra appx. 200 sq. ft. is an extra room, giving the guest appx. 1/3 more space than condos without the large lanai. There is a continuous,...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Kona Makai is a beautiful oceanfront complex with well maintained gardens, swimming pool, hot tub, gas barbeques, covered parking and 2 tennis courts.  The complex is close to town and within minutes to beaches.  Gated community with free parking and security at night. This elegantly styled one...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Grand Alii Estate is one of the most spectacular properties on the island. Aside from the grandeur of the house and the many amenities on property what makes this home so unique is the land. Totally private but located in the heart of Kona town with quick access to the worlds top snorkeling...
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    Holualoa, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to White Sands Village #223! Imagine fresh Kona coffee on your lanai enjoying the tropical birds singing in the morning, or catching the famous Kona sunsets from the pool while barbequing fresh caught tuna or local Parker Ranch beef. Renovated with granite countertops, cherry cabinetry...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Large Absolute Ocean Front Studio. Kona Magic Sands #202 This ocean front studio is one of the few units at this complex that offers an extra-large covered lanai. Fantastic views of the Sunset, Pacific Ocean and of Kona Magic Sands Beach which is located next door! *add'l pictures coming soon...
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    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Smoking allowed
    About this property
    Special Rate - $98/Night! * Located just across beautiful Alii Drive from one of Kona's most popular sandy beaches, Magic Sands! This unit offers 2 bedroom 2 bathrooms and central AC. Master bedroom features a King bed, TV and en-suite bathroom, second bedroom offers 2 twin beds. It features...
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    Location Information
    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Shared Indoor Pool
    • Parking
    • Washer
    • Internet Access
    • Air Conditioning
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    White Sands Village is located just across Alii Drive from one of Kona's most beautiful and popular sandy beaches, Magic Sands! This unit offers 2 bedroom 2 bathrooms and central AC. This complex provides a gorgeous pool, spa, four barbecue grills, several free tennis courts, and a game room...
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    Location Information
    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Parking
    • DVD Player
    • Shared Indoor Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Feels like Ocean Front with blue Pacific Ocean right across the street. Large 2 bedroom 2 bathroom end unit with large wrap around lanai, and slider glass doors on all sides for amazing ocean breezes. Beautiful hardwood flooring with tiled kitchen and bathrooms. King size bed in master and Queen...
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    Location Information
    Holualoa, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Patio
    • Balcony
    • Cable/satellite TV
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note there is another vacation rental unit on the premises, and there may be other travelers present during your stay.* Gather your loved ones for a relaxing getaway to Holualoa and stay at this vacation rental property that offers a 3-bedroom main house and a separate 1-bedroom cottage....
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    Location Information
    Holualoa, Island of Hawaii 96725
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Terrace
    • Washer
    • Wi-Fi
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fall in love with Pele's mountain in the ocean with a stay in this 2-bedroom + loft, 2-bathroom vacation rental condo in Holualoa. This spacious home for up to 6 offers panoramic ocean views making it easy to watch humpback whales, spinner dolphins, monk seals, manta rays, and more from the comfort...
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    Location Information
    Holualoa, Island of Hawaii 96725
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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