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Waikoloa Romantic Vacation Rentals

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    Travelers to Waikoloa are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    31 Matching Rentals in WaikoloaView all 227 rentals
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    Halii Kai Oceanview 12C-50% OFF SPECIAL DEC 1-11TH1 / 117
    (20)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    'Private Heated Pool' 2 Master suites Perfect for 2 couples Sunsets, Ocean View1 / 76
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    BREATHTAKING TRUE OCEANFRONT LUXURY VILLA SPECIAL1 / 112
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Hali'i Kai - Spectacular Ocean View 2 Bed End Unit1 / 56
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
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    • Balcony
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 2017
    My Husband and I really enjoyed this 2 bedroom, 2 bath condo with ocean views!It is located in Waikoloa about 20 minutes north of the Kona airport. The gated community is very...
    Reviewed July 7, 2016
    we visited this place with my wife,daughter and my son in law, we feel this is the right place to relax we stayed in unit 6H,unit was having all the appliances which we expect...
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    About this property
    If you are looking for the best unit in the best resort, look no further. Hali'i Kai is a 30-acre gated oceanfront complex on the Big Island of Hawaii with unbeatable amenities. Our villa #11D has the best 2 bedroom ocean view location in the complex. Our spacious second story end unit overlooks...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Grill
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this fabulous newer home with an ocean view. Sitting in a unique West Hawaii neighborhood that offers its guests the convenience of nearby shopping, restaurants, stables, community pool, tennis courts, and golf course play at special rates. Yours to enjoy, some of the many features of this...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Washer
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    • DVD Player
    • Children's Pool
    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ALOHA! FOR CORRECT CANCELLATION POLICY PLEASE CONTACT US OR DOWNLOAD RENTAL AGREEMENT DURING BOOKING Welcome to your 'home away from home' in the paradise! You will find there everything you need for your dream vacation: from very comfy beds to fully equipped kitchen and full set of beach gear and...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Mountain Views
    • Air Conditioning
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make yourself at home in this beautiful garden-level condo in the Shores at Waikoloa! After a day of golfing, shopping, playing tennis, or lounging on the ocean beach, you'll love relaxing in the shared swimming pool and hot tub, cooling off in the air-conditioned living space, and using the gas...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stylish Shores Retreat with Garden Views1 / 21
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Washer
    • Cable/satellite TV
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 6, 2018
    Reservations & communication throughout were excellent. All questions answered immediately. The Waikoloa area is beautiful & easy to find. The directions & map sent...
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    About this property
    A fully remodeled, well-designed luxury condo that provides everything you need for a relaxing vacation: comfortable, high-end furnishings, updated appliances, ample kitchen supplies, great TVs in all three rooms, and the perfect top-floor lanai setting. You will find this to be a practical spot...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxury Vacation Rental in Waikoloa Beach Resort1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed January 8, 2018
    Thank you Kevin for being such a great and responsive host. The condo is beautiful, the location is perfect and Kevin communicates very well with his guests. We loved the decor...
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    ROMANTIC WAIKOLOA COLONY VILLAS - IN WAIKOLOA BEACH RESORT, A PRESTIGIOUS DESTINATION RESORT Hale Wailele, #2004, Hawaiian Waterfall House, is named for its beautiful view and soothing sounds of Waikoloa Colony Villas' unique pool with lava rock waterfall. Our luxury poolside villa also enjoys...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beach Villas O2 - SPECIAL FALL RATE!!1 / 30
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    • Hot Tub
    • Parking
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 2, 2016
    We really enjoyed our stay at the Waikoloa Beach Villas. This condo (O2) is situated in a gated property that is close to lots to see and do. Everything that we needed during...
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    About this property
    Come enjoy the beauty of Hawaii in our perfectly located condo at Waikoloa Beach Villas. Just 20 minutes north of the Kona airport you will find yourself in paradise! Our property is perfect for 2 couples or a family of four. Decorated to honour the tradition of Aloha, we have everything...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    • Grill
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk into an abundance of light and a roomy, airy atmosphere here in this lovely top-floor suite. A practical location near the property entrance makes it easy to walk to a range of attractions including the Hilton Waikoloa Village for shopping and dining excursions, and A-Bay beach and its...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our HaleOMalia is a ground floor studio with an enclosed private lanai, is located directly on the beautiful Waikoloa Village Golf Course. As you can see in the video tour, our Hale has expansive ocean, sunset, and mountain views. Beautifully landscaped, the setting of HaleOMalia is perfect for a...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    RESORT AMENITIES WITH ALL THE COMFORTS OF HOME... 2 Bedrooms, 2 Baths 1 King Bed in Master Bedroom with TV 2 twin beds in second bedroom (can be converted to King Bed) 1 Queen convertible Sofabed in Living Room Common Jacuzzi, Pool, Tennis Court, Fitness Facility just steps away On Golf Course...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Hot Tub
    • Washer
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    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha! Welcome to our 2 bedroom, 2.5 bathroom spacious Hawaiian retreat at the beautifully landscaped Vista Waikoloa. Conveniently located in a relaxing and peaceful gated community, our condo is situated on the ground floor near the 4th green of the Waikoloa Golf Course and is located just minutes...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Paradise! From the moment you walk in you see amazing ocean, golf course and volcano views. This gorgeous 3 bedroom, air-conditioned, corner unit is situated in one of the best locations within the Hali'i Kai Resort. Beautifully decorated and well-appointed with elegant tropical style...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Terrace
    • Balcony
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hale Wailele, #2004, Hawaiian Waterfall House, is named for its beautiful view and soothing sounds of Waikoloa Colony Villas' unique pool with lava rock waterfall. Our luxury poolside villa also enjoys views of the palm-fringed pool and volcanic Kohala Mts. Our 2 bedroom/2.5 bath townhouse at 1440...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An excellent top-floor space with outstanding views of Mauna Loa slopes and Hualalai, including the historic Pu'u Wa'a Wa'a cinder cone. Views of sparkling waters of A-Bay, accented by occasional sailboats, are wonderful. Enjoy the abundance of light that flows through this welcoming 1,417 square...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • DVD Player
    • Patio
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shores 2 is a large ground floor villa situated along the 13th fairway of the Waikoloa Beach Golf Course. You will enjoy this quiet, serene spot with its excellent partial-ocean views and practical location near the beach, luaus, restaurants, shops, and cultural sites. Among the great amenities...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    B3 Waikoloa Beach Villas1 / 35
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful vacation rental is the perfect getaway for a small family or two couples and accommodates up to four guests. Just 25 minutes from Kona International Airport, Waikoloa Beach Villas is ideally located on the fabulous Waikoloa Beach resort and is surrounded by beautiful beaches, premier...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    A304 Vista Waikoloa1 / 35
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 9, 2015
    This was, without a doubt, one of the best condos we have ever stayed in -- and over the last 30 years we have stayed in many -- paying double the price for some and not getting...
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    Aloha! The idyllic setting of this amazing top-floor penthouse offers breathtaking views of the ocean and is the perfect getaway for two couples or friends who family traveling together. The unit comprises of two bedrooms, two full bathrooms and comfortably accommodates up to four guests. While...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Waikoloa Beach Villas is a fun vacation home located in Waikoloa Beach Resort and is the perfect getaway for two couples or a small family. Every guest can sit back and enjoy their time together in this magnificent Villa with features such as; 1,209 square feet of luxurious living space, two...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    D3 Waikoloa Beach Villa1 / 35
    (12)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 25, 2013
    The unit itself was fine. The positives were: close to pool, wine cooler, private outside grill, television in smaller bedroom and the maintenance person loaned us his hex...
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    Aloha! Welcome to the beautiful Waikoloa Beach Resort, a tropical oasis amid the dramatic backdrop of virgin, black lava fields. Waikoloa Beach Resort Villa is just as spectacular as the scenery and offers the utmost in luxurious living. This poolside villa is perfect for two couples or a small...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    F3 Waikoloa Beach Villa with Hilton Waikoloa Pool Pass thru 2018 and 20191 / 32
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 4, 2015
    Super comfortable accomodations, with plenty of room both inside and outside. Kitchen and barbeque are wonderful. Beds super comfortable. Bathrooms beautiful. We walked to...
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    About this property
    Welcome to the beautiful Waikoloa Beach Resort, a tropical oasis amid the dramatic backdrop of virgin, black lava fields. Our mission at ******************* is to provide you with the perfect vacation destination and all the comforts of home, so sit back, relax, and choose from a large selection of...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Whether the aloha spirit or the golf course is calling your name, answer them at Kai Malino Estate 147. Part of the exclusive Hualalai Resort on the Big Island of Hawaii, this luxury vacation rental looks over the ninth fairway of the Jack Nicklaus course to the blue waters of the Pacific Ocean....
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    Waikoloa, Kohala Coast 96740
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Balcony
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Villa is in an excellent location right at one of the two lava rock pools that Waikoloa Beach Villas has to offer. The property is located on the ground floor which comes with many benefits. No stairs to climb, which makes bringing groceries and luggage in and out much easier. It is 30 steps...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new upscale luxury condo is located in the privately gated new Waikoloa Beach Villas Complex, close to the activity center with two pools, fitness workout room and spa areas. The complex is located in the best area of the entire Waikoloa Beach Resort, conveniently located within easy...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the spirit of Aloha! Tucked away next to one of the Aloha states largest and most luxurious resorts, this 2 bedroom 2 bathroom villa is a destination in itself. Located on the golf course, and only a few minutes walk from the beach, there is no better way to experience everything the...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waikoloa Beach Villa I1 is sprawled out over 2,200 square feet and features three bedrooms, three full bathrooms and comfortably accommodates up to eight guests. From the front porch, guests enter the home where there is a warm and inviting living room, with cozy furnishings surrounding a large...
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    Waikoloa, Kohala Coast 96738
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in our lovely 2 Bedroom 2 Bath villa overlooking the lake located in the Waikoloa Resort area. This Fairway Villa Unit is only 25 miles from Kona and 18 miles north of the airport. You will be minutes away from some of the world's best rated beaches. Hapuna, Mauna Kea and many many others....
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    Waikoloa, Kohala Coast 96738
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    **Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay** Plan your next tropical escape to this 1-bathroom vacation rental studio in Waikoloa, Hawaii that sleeps 2. This cozy unit is the perfect home-away-from-home destination for you...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Ocean Views
    • Patio
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that there is another vacation rental unit on the premises with some shared outdoor amenities, and there may be other travelers present during your stay* Plan your next romantic getaway to this cozy 1-bath guest studio for 2 in Waikoloa Village! Spend time outside in the shared pool...
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    Location Information
    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 1 Bathroom, Sleeps 2
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