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Island of Hawaii Vacation Rentals for Weddings

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    Travelers to Island of Hawaii are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    45 Matching Rentals in Island of HawaiiView all 2,039 rentals
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    Craftsman Garden Bungalow Home, Asian-Inspired Tropical Gardens/ Spa1 / 78
    (25)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    MALAMA HOUSE: A Luxury Vacation Rental on One Acre1 / 26
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Zen Bamboo Bungalow GuestHome, Asian-Inspired Tropical Gardens/ Spa1 / 36
    (56)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Exotic Treehouse at Kilauea Volcano on Big Island1 / 27
    (39)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
    • Hot Tub
    • Outdoor Dining Area
    • Balcony
    • Parking
    • DVD Player
    • Terrace
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 12, 2015
    We've never stayed in a treehouse before, so this was very exciting for us. We stayed here for part of our honeymoon, and couldn't be happier that we chose this over one of the...
    Reviewed August 25, 2015
    My wife and I recently had the pleasure of staying at the incredibly cool exotic treehouse at Kilauea Volcano. It is set in a lush rainforest yet quite easy to locate. Once you...
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    About this property
    A secret house in a secret garden, the treehouse is a romantic perch in the rainforest for two to linger. There is a queen sized bed, cedar hot tub on the lanai, outdoor shower, food prep area, one bathroom with composting toilet, living room to relax & listen to music and watch videos or read and...
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    Location Information
    Volcano, Island of Hawaii 96785
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oeanfront Luxury Home 3 BR/ 3 BA. Solar Heated Saltwater Pool & Spa1 / 29
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 8, 2018
    Beautiful Ocean front home. Great location. Made our trip to Hawai'i perfect. Volcano, tidepools, snorkeling, Hilo, all within 30 minutes. We will stay here again.
    Reviewed August 10, 2017
    I was in Hawaii with my partner celebrating his 50th birthday.We stayed in this villa for 5 nights. We wanted to explore the volcanic side of the island, having stayed in the...
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    About this property
    Accommodations: 3 Bedrooms & 3 Bathrooms Total. 2 Bedrooms / 2 Bathrooms in Main House. Detached Guest Suite with Bathroom has Queen Bed and Queen Sleeper Sofa. (Sleeps 6-8) Spectacular Sweeping Ocean Views - Total Luxury in your own Private Gated Residence that opens up to the world beyond....
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    Keaau, Island of Hawaii 96749
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Seaside Zen Cottage on the Beach in Kailua Kona1 / 27
    (21)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Cable/satellite TV
    • Patio
    • Grill
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 19, 2016
    Stayed in the Zen cottage with my husband, brother and sister-in-law and my Mom. What a wonderful trip we all had! The plantation style house was so amazing. The cottage was...
    Reviewed March 9, 2015
    We booked both the Zen Cottage as well as the Plantation Manager's House and both properties were simply fantastic. Valerie, who handled the bookings was always on time and...
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    About this property
    Seaside Zen Cottage Located on the makai (ocean) side of Alii Drive, 2.5 miles from Kailua-Kona, this three bedroom, three bathroom cedar home was once a school teacher's house in Hilo. It was dismantled and reassembled at the beach in the 1930's. In keeping with the Hawaiian...
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    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Secure Parking
    • Grill
    • Ocean Views
    • Internet Access
    • Patio
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. You have privacy and quiet. You will experience stunning sunsets,...
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    Hawi, Island of Hawaii 96719
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kona Beach Rental 6 Bdrm, 5 Bath, Private Pool1 / 104
    (10)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Ocean Views
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 30, 2018
    The Blue Lagoon is absolutely amazing in its own right! It was perfect for us, our three adult sons and our daughter-in-laws. Plenty of space for everyone and the kitchen had...
    Reviewed July 16, 2017
    This is a bit South of the main hub of Kona, so there wasn't as much traffic or noise. It was an easy 5-10 minute walk to Magic Sands beach. The house itself was ideal for a...
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    About this property
    Whale season on the Big Island is between November and May. Humpback whales spend their winter months in the waters around the Hawaiian islands. Book today! People call it the Blue Lagoon home. The official Hawaiian name for the home is 'Hale 'Olu Olu', 'The home of relax and comfort' which was...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Botanical Garden Home FREE Zip Line or Segway Tour1 / 16
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Ocean Views
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The Botanical Garden Home was the nicest place our family ever stayed. If you are looking for a Hawaiian get-a-way look no further than this property. Upon arrival the first...
    Reviewed 4 weeks ago
    Amazing house situated within a Botanical paradise. Very clean, spacious house with every amenity and more! Great lanai. Tree frogs at night serenade you to sleep. Great zip...
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    About this property
    Hale Mala Pua (Garden Home) is the perfect place for family and friends to gather or for a romantic getaway on the stunning Hamakua Coast. This spacious plantation house (2,200 square feet) is located just north of Hilo in the lush and tropical environment of World Botanical Gardens in Hakalau....
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    Hakalau, Island of Hawaii 96710
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Always in Season Farmstead Vacation Rental and Retreat VIEWS and Beauty1 / 27
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Outdoor Dining Area
    • Patio
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • Grill
    • Shared Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 4, 2018
    We couldn't get over the gorgeous sunsets with palm trees, gardens and a great view of Maui! We're still talking about them. The grounds were lovely and well cared for. It was...
    Reviewed May 6, 2016
    This property is amazing and beautiful and the accommodations are comfortable. Staying on the land is serene, the peaceful pond and then expansive views down to the ocean and...
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    About this property
    Fantastic VIEW, Spacious, Country Living, Hosts with Aloha Private Ocean and Maui View Accommodations on a three-acre farmstead. Always In Season Farmstead sits in a park-like setting with majestic views. This upcountry Eco-friendly property powered by the sun will take your breath away. We are...
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    Location Information
    Hawi, Island of Hawaii 96719
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful destination in the heart of...
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    Captain Cook, Island of Hawaii 96704
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Private Yard
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful destination in the heart of...
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    Location Information
    Captain Cook, Island of Hawaii 96704
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    VOLCANO RAINFOREST LODGE1 / 50
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Grill
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 6, 2015
    This luxury house is built with great knowledge, passion and concern, and is filled with high quality touches throughout. It is surrounded by rain forrest, and sits in a quiet...
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    About this property
    A Luxury craftsman estate in an ancient forest. Only a few minutes from the Hawaii Volcanoes National Park main entrance near Kilauea summit and the friendly artists community of Volcano Village. Volcano Rain Forest Lodge is located in a secluded, private, 3-acre forest. Each room is designed to...
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    Volcano, Island of Hawaii 96785
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Yard
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful destination in the heart of...
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    Location Information
    Captain Cook, Island of Hawaii 96704
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful destination in the heart of...
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    Location Information
    Captain Cook, Island of Hawaii 96704
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    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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    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 22
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Balcony
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Shores at Waikoloa Penthouse #305. * Penthouse level served by Elevator, private corner unit * Large Sundeck/Lanai * Spectacular views over 13th fairway * Upgraded 2 bedroom 2 bathroom condo * Walk to Beach, Shops and Grand Hilton * Free Wifi * Free dedicated parking * Lanai BBQ...
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    Waikoloa, Kohala Coast 96738
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    • Internet Access
    • Hot Tub
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    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
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Ali'i Heights Orchard House/ Breathtaking Oceanview - FREE WIFI AND PARKING1 / 39
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Patio
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 5, 2018
    What a great property. Clean, modern , really well equipped kitchen, good internet, tvs on main floor and in all bedrooms. Great air conditioning throughout. Pool and outside...
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    About this property
    Welcome to the Ali'i Heights Orchid House! Enjoy a spacious 3 bedroom 2.5 bath home with oasis pool. Just a few minutes drive to the popular Magic Sands white sand beach & Kahalu'u Beach for Snorkeling, shopping and restaurants. Large Lanai with 180 degree sunset view 365 day's a year. 3 car...
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    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Alihi Lani1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Private Yard
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful destination in the heart of...
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    Captain Cook, Island of Hawaii 96704
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    About this property
    Surf’s Up Hale is a luxury property spotted with palm trees alongside a lush green lawn—a beachside paradise on Big Island, Hawaii. As if sculpted by the Polynesian goddess Pele herself, Big Island boasts all but two of the world’s known climates. From flowing magma and snow-capped mountain peaks,...
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    Kohala Coast, Island of Hawaii 96743
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hia Place1 / 30
    (8)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    About this property
    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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    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Grill
    • Hot Tub
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kailani Hale is a spectacular villa on the Kohala Coast of Hawaii's Big Island. Located in Ke Kailani—an oceanfront luxury community within Mauna Lani Resort—the villa enjoys beautiful views of the resort's world-class golf club on the Pacific Ocean, along with extraordinary private living areas...
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    Waimea, Island of Hawaii 96743
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Mauna Lea Manor1 / 74
    (4)Terrible
    4 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    • Patio
    • Housekeeping Included
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 5, 2018
    This was a spiritual trip for our group of 19. It was a great place we could all be together to celebrate a dear friend/family member of ours. However, I have stayed at other...
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    About this property
    Mauna Lea Manor (Mountain Joy Manor) is a private 5 acre estate tucked away in the Kona Coffee country. There are 4 cottages on the property that can be rented out (each also listed separately if you have a party of 6 or less). The Manor is a great place to stay when you want to be close but not...
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    Holualoa, Island of Hawaii 96725
    Private Room - 4 Bedrooms, 4 Bathrooms, Sleeps 22
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in one of Hawaii's oceanfront communities on the sunny Kohala Coast, The Puako Hylton Beach Villa offers the ultimate luxury retreat. With a new swimming pool being added December 1, 2016, this exotic Balinese-style home offers a unique floor plan covering over 4000 square feet of living...
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    Waimea, Island of Hawaii 96743
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Guest house on gated acre estate, Sleeps up to 71 / 18
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Ocean Views
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 11, 2018
    Thank you Karen and Tim for the warm Aloha! This trip was very special to me because it’s during my birthday weekend. Also it was a well deserve relaxation and recharge for my...
    Reviewed March 22, 2014
    My husband and I really enjoyed our island vacation from this eloquent location. The neighbourhood is pleasant, and the estate is amazing! We ate citrus fruit from the mature...
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    About this property
    Luxurious tropical estate! Enter via a gated Royal Palm lined drive to a dramatic custom home with open beam ceilings, private lanai showcases an incredible ocean and coastal view. There is complete privacy, with a lava rock wall and electric gate, surrounding the property, making it ideal for...
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    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    7 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Ocean Views
    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    WhaleSpirit is a sacred-retreat rental destination. This eco-friendly sanctuary is located within minutes of some of the island’s best waters to swim and see whales, dolphins, turtles and many other amazing marine life. Here at WhaleSpirit Sanctuary we are an ideal place to hold your next retreat,...
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    Captain Cook, Island of Hawaii 96704
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 22
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Balcony
    • Washer
    • Patio
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As soon as you get off the plane and into your 2014 Ford 12 passenger van you will know that your vacation has begun! As you enjoy the scenic 11.8 mile drive to your Kona Vacation home you will start to unwind and relax, when you drive up to Hau'oli Hale you will know that you have made the right...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Paradise Perfect Estate 2 pools-hot tub-Ocean View1 / 28
    (4)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
    • Washer
    • Mountain Views
    • Patio
    • Ocean Views
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2012
    We had a wonderful stay over Christmas for two weeks with an extended family. There were 2 sets of grandparents and two families of 4 (each with 2 children). The home fit us...
    Reviewed January 17, 2012
    A beautiful home in the hills with a view of the bay! Looking for a home to accommodate a large group seemed like a daunting task, but with the help of property owner Tina the...
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    About this property
    You will fall in love with our tranquil private retreat situated on the gentle slopes of Hualalai above Kailua Kona. The home is situated in the middle of 5 acres and actually can sleep 15 if you include the extra cottage (attached to house) and have 4.5 bathrooms. It is near good beaches and...
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    Location Information
    Kailua-Kona, Island of Hawaii 96725
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 15
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    Plantation Manager's Beach House - Kailua Kona1 / 21
    (29)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Ocean Views
    • Washer
    • DVD Player
    • Grill
    • Terrace
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2016
    We had 7 adults and 1 toddler and this house worked out perfectly. There were 2 lanais and a living room so there was plenty of room to spread out. The views especially at...
    Reviewed December 31, 2015
    A group of us rented this house in late October/early November 2015 for a mini-college reunion with our spouses. We could not have asked for a more wonderful, relaxing...
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    About this property
    Plantation Manager's Beach House Located on the makai (ocean) side of Alii Drive, 2.5 miles from Kailua-Kona, this four bedroom, four bathroom home was built in 1947 from a recycled redwood railroad bridge. The gracious plantation manager's beach home is reminiscent of Hawaii's...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Ocean Views
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful destination in the heart of...
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    Location Information
    Captain Cook, Island of Hawaii 96704
    Private Room - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 distance of the beach at the Four Seasons, and enjoys easy access to the resort's championship golf course, spa, and other superb features....
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 distance of the beach at the Four Seasons, and enjoys easy access to the resort's championship golf course, spa, and other superb features....
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Wi-Fi
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This extraordinary oceanfront villa is situated within the famed Mauna Kea Resort on the Kohala Coast of Hawaii's Big Island. With 11,500 square feet of interior space and ample alfresco living areas, the home is loaded with amenities for relaxation and play, including a swimming pool, three hot...
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    Location Information
    Waimea, Island of Hawaii 96743
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sensational villa is located within Hualalai Resort on the Big Island of Hawaii, an easy walk from the beachfront Four Seasons. Perhaps the finest property bordering the resort's golf course, the 6,300-square-foot home offers expansive outdoor living areas, spacious and elegant interiors, and...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    Nestled just outside of downtown Kona Village is this incredible 4 bedroom Ocean Front single family home, the Kona Dolphin View Estate. This large 4 bedroom, 3 bathroom home has everything you would hope for in your Hawaiian vacation retreat. As you walk through the front door, you will be awed by...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Kona Beach Bungalows 6 homes1 / 26
    (2)Excellent
    17 Bedrooms, 13 Bathrooms, Sleeps 36 Quick View
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    • Hot Tub
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 17, 2015
    My family and friends (35) stayed at the Kona Beach Bungalows for a week in May 2015 for our wedding. We booked through VRBO.com. This is a unique location because so many...
    Reviewed October 12, 2013
    We just returned from our second trip to the Big Island of Hawaii and had a wonderful stay at the Kona Beach Bungalows. We were travelling with several others, so rented three...
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    About this property
    The Kona Beach Bungalows are 6 luxury oceanfront vacation rentals on the Kona Coast rented as 1 Estate/Home. Voted 'Best Private Estate in Hawaii' by Wedding Spot October 1, 2016 Voted top 10 Private Estate Wedding Locations in Hawaii We welcome weddings, receptions, corporate retreats, family...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 17 Bedrooms, 13 Bathrooms, Sleeps 36
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    Pili Pono - Whale watch all winter!1 / 41
    (3)Average
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 9, 2018
    This place has a great view, and a homey sprit. So if you’re away from home you’ll be able to get comfortable here! All the bedrooms and the entertainment room have AC, but the...
    Reviewed October 25, 2015
    The first night there I thought I was experiencing the most beautiful l sunset ever but they just kept getting better with every night. We arrived and our bedrooms and the...
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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,...
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    Location Information
    Kawaihae, Island of Hawaii 96743
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Mountain Views
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The spectacular Kona Ocean View Villas are one of the Big Islands most luxurious, spacious and unique vacation properties on the Kona Coast. The Villas at the Kona Plantation gated community allow for single or multiple property usage with larger groups including family reunions, weddings and...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 6, 2017
    Hale Pinao combines togetherness with privacy. Located on a large, gated lot, within a gated community above Kailua-Kona, the villa includes a main house to gather with two...
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    Sleeps 10-12 Hale Pinao (Dragonfly House) is a newly renovated home on a gated lot in a gated subdivision and is very private, boasts great views and sunsets and is luxury all the way. It can accommodate up to 14 guests in style. It has 4 master suites, each with king bed (two with pull-out...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    VILLA CINCO1 / 16
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Parking
    • Washer
    • Internet Access
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 10-12 The spectacular new Kona grand ocean view (Villa Cinco) is one of the Big Islands most luxurious, spacious and unique vacation properties on the Kona Coast. It is situated in a gated community. There are four completely separate bedroom/bath mini suites each with tropical outdoor...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Internet Access
    • Ocean Views
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 10-12 The spectacular new Kona grand ocean view Villa (Quattro) is one of the Big Islands most luxurious, spacious and unique vacation properties on the Kona Coast. It is situated in a gated community. There are four completely separate bedroom/bath mini suites each with tropical outdoor...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Washer
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exclusive, quiet, tucked away in paradise! In many ways the Mauna Kea Resort is the best of Hawaii Island’s Gold Coast. Rockefeller surely chose the most wonderful location for the first resort build on the West Side of the Big Island. Surrounding the beautiful, expansive and top ranked white...
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    Location Information
    Puako, Kohala Coast 96743
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Patio
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For the tropical getaway of a lifetime, come stay at this phenomenal Kailua-Kona vacation rental apartment, ideally situated in a quiet residential area just 1 mile away from downtown Kona, the ocean, and the Ironman race start and finish lines. With 1 bedroom, 1 bathroom and a comfortable...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Keahole Airport
    35.5 miles from Island of Hawaii
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