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Kailua-Kona Luxury Vacation Rentals

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    Travellers to Kailua-Kona are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    137 Matching Rentals in Kailua-KonaView all 915 rentals
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    9 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    About this property
    Alii Pua Combo is composed of two properties Alii Point and Hale Pua. Together they have a total of 9 bedrooms and 9.5 bathroom, with a maximum occupancy of 26 guests, perfect for large groups or families. Homes are located 0.2 miles down the street from each other. great for large groups that are...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 26
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Spectacular sunset and panoramic view highlight this large estate home with private heated pool and spa at Hualalai Resort. Located along the first fairway of the Tom Weiskopf-designed member's golf course, the home features 4 bedrooms and 4.5 bath on one level, with spacious, fully-equipped...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    NEW! This beautiful and meticulously maintained home situated on the 9th hole of Hualalai's Jack Nicklaus golf course with Pacific Ocean views has just recently become available for private rentals. Perfectly located, the home is just a short walk or golf cart ride (two golf carts provided) to the...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    About this property
    Four (4) bedrooms and four (4) and one-half bathrooms in approximately 5,000 square feet including interior space and covered lanais . - Fully furnished with tasteful furniture and artwork - Beautiful ocean views overlooking hole #1 of the Tom Weiskopf signature Keolu golf course - Master Bedroom...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    About this property
    Located at the entrance to Pakui Street - a popular area for exclusive vacation rentals, this 3 bedroom, 3.5 bath home is part of the world renown Hualalai Resort that features the Four Seasons Hotel, Sports Club & Spa, championship golf, tennis and a wide range of ocean sports activities. Guests...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Hot Tub
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    About this property
    Moana Grace Combo is composed of two homes located close to each other. Together, they have a total of 9 bedrooms and 7.5 bathrooms that can accommodate a maximum of 20 guests, perfect for large groups or multi-generation families on an adventure. Both homes feature luxury and artistic touches to...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    A tax increase applies as of January 1st 2019. Please see House Rules section for more information, or consult with your Villa Specialist. This stunning villa is part of the world-class Hualalai Resort on Hawaii's Big Island. Situated at the entrance to Pakui Street, the villa is within walking...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    About this property
    A tax increase applies as of January 1st 2019. Please see House Rules section for more information, or consult with your Villa Specialist. This stunning villa is part of the world-class Hualalai Resort on Hawaii's Big Island. Situated at the entrance to Pakui Street, the villa is within walking...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
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    About this property
    Moku Moana Combo is a combination of two homes, Hale Moku and Hale Moana, with a total of 7 bedrooms and 5 bathrooms, and can accommodate a maximum of 16 guests, perfect for large groups or families. This combo is located within the unique, private and gated Kona Beach Bungalows Estate. This Estate...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    Hale Lihikai Moana Combo is composed of 2 units, Hale Moana and Moana Lihikai with a total of 5 bedrooms and 3 bathrooms that can accommodate a maximum of 10 guests.  The Moana Hale (means 'beautiful ocean home') is a 'Lucky' Bennett, a local award winning Architect on the Big Island of Hawaii...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    About this property
    Our exquisite 4 bedroom, 4.5 bath resort home cradles its guests in the lap of sumptuous serenity. Situated on a premiere private corner lot overlooking the 13th green of the exclusive Ke‘olu golf course, this home boasts over 4,200 square feet of interior living space and 1,500 square feet of...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Hualalai 72-143 Pakui - Luxury Custom Home ~ Excellent Location~Private Pool1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    One of the premier locations in the resort, this private custom home features dual master suites with luxurious ensuite baths and two of Hualalai's signature outdoor shower gardens. The entry path meanders guests past a wonderful koi pond complete with tropical landscape and calming waterfall....
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Description This breathtaking newly remodeled oceanfront home offers great privacy at the end of a private street, and rises above the ocean’s edge next to a beautiful lava rock bluff, offering a panoramic view of the Kona Coast on Hawaii, the Big Island. This beautiful oceanfront home is...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Oceanfront Luxury, ~AC~ in 5 King Beds+Bunkrm, Private Pool, Stunning Views1 / 45
    (9)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 22, 2017
    The moment we drove into the driveway we knew Hale Pua was a unique and special place. It is perfectly located within walking distance of downtown Kona where there are excellent...
    Reviewed September 24, 2014
    This is such a beautiful place. We travelled as a large family group; 7 adults and 5 kids (ages 6 - 16) and it was AMAZING. The house is so clean (and I am VERY picky). The...
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    About this property
    Hale Pua (“House of Flowers”) now features AC as an option in all of its sleeping areas: five king bedrooms, one bunkroom with four twin beds and game room with queen sofabed. This special home is maybe the only 6 bed/6 full bath oceanfront vacation rental on the Kona Coast. For recent candid...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alii Mahele Combo is a combination of two properties, both with swimming pool, Jacuzzi, and great ocean views. Together, they have a total of 6 bedrooms and 5.5 bathrooms that can accommodate a maximum of 14 guests, perfect for families or large group visiting the great Big Island! Come and have an...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    A tax increase applies as of January 1st 2019. Please see House Rules section for more information, or consult with your Villa Specialist. Located within the Four Seasons Hualalai Resort, this corner lot luxury villa overlooks the thirteenth hole of their prized, Ke’olu Golf Course. With privacy,...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    • Washer
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the spectacular Kona-Kohala coast sits the incredible Hualalai Resort. With its dramatic white sand beaches, dazzling oceanfront access and views, and black lava landscapes, visitors will have their senses and desires tantalized! Kai Malino Estate 147 sits in the heart of this favorite...
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    Kailua-Kona, Island of Hawaii 96745
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    10 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
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    • Wi-Fi
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    • Mountain Views
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    Pet friendly
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    About this property
    Welcome to Paradise! The Ahina PalaunaEstate is the perfect destination to relax and enjoy all that the Big Island has to offer. This Estate consists of two separate 5 bedroom homes. Enjoy activities ranging from snorkeling, golfing, to just laying out by the pool, there is something for everyone!...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 10 Bedrooms, 11 Bathrooms, Sleeps 20
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    10 Bedrooms, 10 Bathrooms, Sleeps 23 Quick View
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    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    Piko Kona Combo is composed of Piko Nani with 3-bedroom, 3.5-bath and Kona Oceanview Hale with 7-bedroom, 7-bath. They are located north of Kona Hills, but hidden away below the highway away from all traffic. There is quick and easy access to downtown Kailua-Kona, Honokohau Harbor, the airport and...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 23
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Unheated)
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    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    Description Our stunning Hawaiian Paradise home is located just a few blocks from the waterfront village of Kona, Hawaii in a private gated community of luxury homes. With a nearly constant year around temperature in the 80s, and a cool ocean breeze, this custom Hawaiian home is as tropical as you...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • Central Heating
    • Mountain Views
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    Pet friendly
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    About this property
    Stunning one-level custom home with approx. 4,000 sq ft of air conditioned space located in a desirable gated subdivision at the heart of mauna lani. This unique property built in 2006 features four suites with their own private entrance, media room, heated infinity-edge pool and spa, outdoor...
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    Kailua-Kona, Island of Hawaii 96743
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Terrace
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    • Balcony
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    About this property
    Whale watch while listening to the breaking waves from the shoreline from the Master bedroom's private lanai with unobstructed ocean views! This beautifully appointed three bedroom villa has over 2,500 square feet of living area. Each of the three bedrooms are en-suite. The two Master bedrooms have...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hale Wailele- Luxury at its Finest! Weddings - ID1 / 25
    (1)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Ocean Views
    • Mountain Views
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    Pet friendly
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    Smoking allowed
    Reviewed March 6, 2017
    Superb location at 1000ft...view was exceptional, great sunsets & could see whales with & without binoculars.We were made to feel welcome the moment we arrived by...
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    10 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
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    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Description On the Big Island of Hawaii, where beaches, waterfalls, golf courses, and rainforests are ordinary as the air we breathe, sits our TWO five-bedroom, Ten and a half bath house. Nestled in the quaint subdivision of Magic Sands Estates, Akai Hale (UNIT 1) is a 4,000 square foot,...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 10 Bedrooms, 11 Bathrooms, Sleeps 20
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    Sleeps 10-12 Beds: 3 kings - 2 queens - 3 singles This is 'IT'! The Flagship, plantation villa 'MALEKA'. Drive up to the resort size Porte cochere and you know you have ARRIVED IN PARADISE! Perched high up for the ultimate panorama ocean view, this villa sprawls over 2 acres of lush...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Exclusive area, heated infinity pool with waterfalls, private yard, oceanview1 / 49
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Discover your private romantic paradise. The Villa itself is absolutely gorgeous with everything one could possibly ask for in luxury and amenities. Twice featured in West Hawaii Today for its outstanding qualities, you will find Collessie by the Sea nestled in an exclusive community overlooking...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Hualalai Palm Villa is a spectacular three bedroom, three bath, two-story Hualalai condo on popular Waiulu Street at the world renowned Hualalai Resort. The Resort is home to the Four Seasons Hualalai, regarded by many as the #1 Resort in Hawaii. This exclusive Hualalai Villa is on the Four...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This incredible home is secluded in a 24 hour guard gated oceanfront community, yet is close to all that Kona has to offer. It is located just a short walk from the classic old Hawaiian town of Kailua and the start/finish of the Ironman. In all of Kona, there are only around half a dozen homes...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Hualalai Fairway Villa 116D ~Festive Available~ Beautiful Ocean & Golf Views1 / 25
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on popular Waiulu Street just three minutes by golf cart to the Four Seasons Resort Hualalai, this large three bedroom single-level villa offers views of the 15th hole of the Hualalai Golf Course and ocean beyond. The villa is professionally designed and updated to include luxurious...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Built in 2009, Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ceiling treatments, enhanced lighting systems, built-in lanai...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hale Heaven- Sleeps 22!! Beautiful Setting, Pool! - ID1 / 24
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 22 Quick View
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    • Ocean Views
    • Washer
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    • Mountain Views
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 29, 2017
    We stayed at Hale Lani feb.12-feb. 26th and felt like we had picked the best place in paradise! The house is spacious , clean , room for all 4 couples and 5 grandkids aged 4-16...
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    About this property
    Hale Lani (Heavenly Home) is one of the Big Island's nicest luxury vacation rentals. Boasting complete privacy, the ideal elevation, and spectacular views, the property is perfect for larger groups, family reunions, small weddings and other events. The 4,700SF home, with living room, gourmet...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 22
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    Hualalai  Waiulu Villa 137D~Great Location~Punawai Pond, Golf and Ocean Views1 / 33
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious 3 bedroom, 3.5 bath single-level villa is centrally located on the Resort’s popular Waiulu Street overlooking beautiful Punawai Pond, the 5th Hole of the Member’s Ke`olu Golf Course and the ocean beyond. With 2642 square feet of living space and a 414 square foot lanai with built-in...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Spectacular Hualalai  Palm Villa 130A - Large Villa~Signature Garden Shower!1 / 22
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the largest floor plans of any villa at Hualalai, this spacious and centrally located 3 bedroom, 3 bath villa is ideal for your Hawaii getaway. Extra bedding available with a 'bonus' living room on the first level. The down-stairs suite opens to a large lanai and beautiful grass lawn to give...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hualalai Ke Alaula 210A ~ Festive Availability ~ Panoramic Ocean Views1 / 25
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular three bedroom three bath villa centrally located within the Hualalai Resort. Two story townhome style in the exclusive Ke Alaula neighborhood, just a 3-4 minute cart ride to the Four Seasons Hotel. Fully receding pocket glass, screen and shutter doors capture warm ocean breezes...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
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    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The spacious floor plan includes a downstairs master bedroom suite with king bed and luxury spa-like bath. Just off the master is a large living room with queen sized sofa pull out that opens to the downstairs lanai, leading to the lawn and golf course. Guests enjoy the extra space offered by the...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 'Hahalua Hale' (House of the Manta Ray) located in a quiet gate community. Located at a perfect coffee growing elevation that receives those cool tropical Hawaiian breezes, this magnificent, one-of-kind, architectural showpiece sited for the utmost privacy, the unique design and...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Amazing Ohana Retreat on the Big Island 8 bedrooms1 / 14
    (25)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Ocean Views
    • Internet Access
    • Parking
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2018
    My wife and I wanted to take the whole family to Hawaii so we could see the grand kids experience Hawaii for the first time. There were 17 of us...9 adults and 8 kids ranging in...
    Reviewed December 11, 2016
    We LOVED our stay at the Ohana retreat (plantation)!! Two extended families shared the property in one house and enjoyed a beautiful Thanksgiving there over 12 days. We enjoyed...
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
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    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Helemano, a beautiful, 4 bedroom, 2.5 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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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Large 7 bedroom custom home, Private Pool & Spa, Spectacular Ocean views1 / 48
    (15)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Terrace
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Balcony
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 26, 2013
    Our extended family (8 adults and 3 children) stayed at O'oma plantation Feb 16-24, 2013. It is a beautiful house with many bedrooms and bathrooms which allowed us all to have...
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    About this property
    Why book individual resorts or condos when your whole group can enjoy a mansion in paradise? Enjoy exceptional panoramic coastal views from the private and quiet custom home at the O’oma Plantation. This large home is the perfect escape for a large family or group of friends. There are seven...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dramatic Golf and Ocean views, PLUS TWO Four-Seater GOLF CARTS Included One of the most luxurious villas at the resort with golf and ocean views and can easily accommodate up to 8 people comfortably.    The interiors of this villa will have you in the Aloha spirit in no time at Kaulu 129B.   This...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hale Maluhia Nestled near the top of the hill overlooking the ocean, this home is just a few minutes from Kailua Kona town center. Perched upon a knoll at the perfect elevation of 920' above sea level, it remains true to the Hawaiian word 'Iolani' (Heavenly Hawk), offering absolutely stunning...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enter through soaring ceilings, towering columns and an exotic water feature, step on to marble and stone flooring. This sprawling floor plan defines Hawaiian open air lifestyle featuring numerous multi-slide pocket doors and expansive lanai spaces. A Chef's dream kitchen designed to handle...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    Evans Estate Surf Cottage Combo - Oceanfront, Private Ocean Access  - ID1 / 36
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 6, 2017
    My family and I were guests at the Evans Estate for a week after Thanksgiving and it was absolutely perfect. The updated kitchen and rain shower were wonderful. And having our...
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    About this property
    Description This combo unit is composed of two cottages, the Evans Estate Surf Cottage 1 and the Evans Estate Surf Cottage 2. These renovated units are part of the Evans Estate located on a property which has been owned by the same family for almost 70 years. Both homes offer modern amenities...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home away from home. Peace. Tranquility. Beauty. Photos won't do this home justice. This home is everything you look for during your Hawaii vacation. Four bedrooms in the main house, one down and three on the second floor. The master bedroom has a California king bed, two bedrooms have queen beds...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    • Waterfront
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Akela Ka Hale Kai, also known as the Lucky 42 at Kona Bay Estates. This upscale, oceanfront home has been completely renovated and includes many custom features designed for your comfort and enjoyment, including all new furniture, beds, appliances, tubs, tile showers, plumbing and...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Blue Water at Kona Bay Estates1 / 50
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 2, 2017
    This is the most stunning home in an incredible location. Every day you have the front row seats to the best sunsets you will see on the Big Island. Dolphins appear out the...
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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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    Location Information
    Kailua-Kona, 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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    • Washer
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a vacation of a lifetime in this massive oceanfront custom home tucked away in an exclusive and quiet gated community along the Kona coast. A pond with a waterfall, filled with flowers welcomes you upon entering this beautiful custom open-air designed 3 bedroom, 3.5 bath home. The ocean...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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