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Vacation Rentals in Island of Hawaii, HI

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    Travelers to Island of Hawaii are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    Kailua-Kona
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 15
    5 of 5 stars (1) Excellent
    Captain Cook
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 16
    5 of 5 stars (1) Excellent
    Hakalau
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 14
    5 of 5 stars (2) Excellent
    Waikoloa
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $328
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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... View all property information
    Location Information
    Waikoloa, Kohala Coast 96738
    5 of 5 stars Reviewed April 19, 2014
    We found this condominium to be the most comfortable and well-situated of those we have rented on the islands. The layout, decor, appliances, and of course the setting & its view...
    5 of 5 stars Reviewed December 23, 2013
    Your home is so beautiful with equally gorgeous views of the ocean. We enjoyed the sunset from the Lanai & a night at the Ocean Club watching the breathtaking views. Thank you...
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    1 / 26
    4.5 of 5 stars (3) Very good
    Holualoa
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Homes Over Kona: Property Description Enjoy luxury living on hillside slopes at a perfect elevation. Aromatic tropical breezes, spring-like temperatures, and birds singing in this sub-climate are to be sure to tickle your senses. Not too hot, not too cold, Homes Over Kona are located centrally... View all property information
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    Holualoa, Island of Hawaii 96725
    4 of 5 stars Reviewed March 18, 2015
    We enjoyed our stay in the Garden Hale. I love the decor and the neat appearance of the home. We also found a basket of some toys to entertain our kids! We did all of our...
    5 of 5 stars Reviewed December 24, 2014
    We really enjoyed our stay in Holualoa, only ten minutes from Kona. Very clean, cozy and quiet. We enjoyed quiet mornings on the lanai. The house had all the comforts of home and...
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    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Aloha Friends, This is the Best of the Best of the Keauhou Punahele Resort. Upon arriving, you will park directly infront of our home and there are NO stairs to climb. Our two bedroom Condo home has 1200 sq ft on the second floor with a 30’ Private Lanai over looking the Pacific Blue Ocean and... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Kailua-Kona
    5 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    $4,900
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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... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 14
    5 of 5 stars (2) Excellent
    Pahoa
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Yard
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    • Waterfront
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    • Pet-friendly
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    About this property
    Oceanfront one-bedroom apartment on the gorgeous Red Road and a short walk to a black sand beach. Quiet and serene yet modern in a natural tropical setting. Wake up looking at the waves, watch a pod of dolphins swim by. Have your coffee on the private outside deck overlooking the ocean. During the... View all property information
    Location Information
    Pahoa, Island of Hawaii 96778
    5 of 5 stars Reviewed March 26, 2015
    We have been six times to the Puna district of Hawaii over the last two decades, and this place was the best rental of all of them -- and they were all good. We enjoyed being so...
    5 of 5 stars Reviewed October 22, 2014
    The perfect equipped condo is located a few miles south of Pahoa. It lies directly at the shoreline surrounded by rainforest. The next supermarket is in Pahoa. For trips Hilo...
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    Holualoa
    11 Bedrooms, 7 Bathrooms, Sleeps 32 | Quick View
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    $996
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    • Hot Tub
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    • Mountain Views
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    • x
    • x
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    • Elder access
    • x
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    About this property
    Homes Over Kona:  Property Description Enjoy luxury living on hillside slopes at a perfect elevation. Aromatic tropical breezes, spring-like temperatures, and birds singing in this sub-climate are to be sure to tickle your senses. Not too hot, not too cold, Homes Over Kona are located centrally... View all property information
    Location Information
    Holualoa, Island of Hawaii 96725
    1 / 33
    5 of 5 stars (1) Excellent
    Waikoloa
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $219
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    • Internet Access
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    About this property
    KA NOHONA KAI LA'AKEA, which translates in Hawaiian to 'seaside home of sacred light/happiness' only begins to describe what you are about to experience when you stay in this lovely home. Located in the famous Mauna Lani Resort, the award winning architecture of Fairways # 1101 is the perfect place... View all property information
    Location Information
    Waikoloa, Kohala Coast
    5 of 5 stars Reviewed December 30, 2015
    We spent a very comfortable and enjoyable week at Ka Nohona Kai La'akea during the hot summer season. There were so many advantages to staying here vs staying at a hotel in the...
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    1 / 25
    4 of 5 stars (19) Very good
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $145
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    About this property
    Welcome to Casa 317 a 2/2 condo located on the 3rd floor at the Casa de Emdeko complex just 1.5 miles from downtown Kailua Kona. The perfect place to enjoy Hawaiian sunsets, tropical settings, and lanai views which look to the ocean front pool, cabana dining area, as well as the shimmering Pacific... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii
    4 of 5 stars Reviewed April 9, 2013
    Nice area and grounds. Enjoyed the salt water pool and beach. The unit is out-dated but large and comfortable. On the last two days there was a bad smell in the bathroom coming...
    3 of 5 stars Reviewed December 13, 2012
    The rentatl company was fine, the condo itself was fine, although sorely needed remodeling. But three times, twice for an entire day the water was shut off to the entire complex...
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    1 / 25
    2 of 5 stars (1) Poor
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $109
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    • Satellite TV
    • Grill
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Casa De Emdeko - One Bedroom Deluxe with Ocean Views- AC Included! This lovely unit is a one bedroom deluxe with great ocean views! Dine inside or out and enjoy the famous Kona sunsets from the lanai or join the other friendly guests down at the beach. The furnishings are Tommy Bahama, the bedroom... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 24
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $89
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    • Pet-friendly
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    • Child-friendly
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    About this property
    AC Included! Lovely, One Bedroom, One Bathroom! The condo is tiled throughout with wood floors in the bedroom. The bedroom has a Queen size bed with access to the bathroom which features double sinks and a walk in shower. The kitchen has brand new beautiful Quartz countertops. The whole condo has... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 23
    Kailua-Kona
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    From
    $549
    / Night
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    • Waterfront
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    • Washer
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    • DVD Player
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    • Pet-friendly
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    About this property
    E Komo Mai (Welcome) to Bay Watch Experience this private oceanfront home tucked away in Heeia Bay, on the sun-kissed southwest shores of the Big Island of Hawaii. This classic Hawaiiana residence is situated above the ocean’s edge next to a beautiful lava rock bluff, offering a spectacular view... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 27
    Kailua-Kona
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    $145
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    • Internet Access
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    About this property
    Slice of Heaven, home away from home! Sunsets included... Kanaloa 2101 a large Ocean Front One Bedroom, Two Bath Condo, sleeps 4! Recently remodeled condo at Kanaloa' s ocean front complex. This one bedroom, two bath condo features a murphy bed in the living room for extra guests and two... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 15
    5 of 5 stars (28) Excellent
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Kona Isle captures the very essence of old romantic Hawaii, with its manicured gardens, private beach and tropical ocean breezes. Come lounge under the palm trees and watch the dolphins and whales at play, enjoy swimming in the solar-heated pool and easy access to the salt walter pool next to the... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    4 of 5 stars Reviewed December 14, 2015
    Easy and convenient check in-out. The place was very confortable and enjoyable. The comunication with the owner was easy and kind. The views and the sound of the sea make this...
    5 of 5 stars Reviewed October 25, 2015
    I went to Kailua Kona to take part in the Ironman and wanted somewhere quiet where I could relax and prepare myself and this was the perfect place. Walking in the door and being...
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    1 / 23
    Waimea
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $275
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    • Satellite TV
    • Internet Access
    • Mountain Views
    • Hot Tub
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    • DVD Player
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    This spectacular 3 bedroom- 3 bath single-level cottage is located within Kamilo, which is nestled near the heart of the Mauna Lani Resort area. Upon entering Kekokua Cottage enjoy the vaulted ceilings and open floor plan which allows the living room, dining room and fully equipped kitchen to flow... View all property information
    Location Information
    Waimea, Island of Hawaii 96743
    1 / 52
    Pahoa
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    From
    $110
    / Night
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    • Satellite TV
    • Washer
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    • Patio
    • Porch
    • Grill
    • Balcony
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Enjoy and explore 'The Big Island' of Hawaii amongst the locals. Our quaint Hawaiian hale (home) Cottage rentals are located in the lush tropical rain forests near the eastern shores of 'The Big Island' of Hawaii and just 20 minutes South of Hilo International Airport. Whether you are looking for... View all property information
    Location Information
    Pahoa, Island of Hawaii 96778
    1 / 19
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $99
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    • Waterfront
    • Washer
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    • Pet-friendly
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    About this property
    ** Discounts for 14 nights or longer and $10 per person per night for third and/or fourth person occupying unit. Call for details. Due to its spectacular location, our home normally rents for $155/night. We have reduced our rates unit the economy truns around to allow everyone the opportunity to... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 17
    5 of 5 stars (1) Excellent
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $160
    / Night
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    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Keauhou-Kona Surf & Racquet Club (KKSRC) is a gated, oceanfront complex located 5 miles south of Kailua-Kona and 14 miles south of Kona International Airport at Keahole (KOA). We are nestled between Kona Country Club and the Pacific Ocean on more than 17 beautifully landscaped tropical acres.... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    5 of 5 stars Reviewed November 12, 2015
    Very nice place to stay. It is well equipped. The apartment is more spacious than the photos stated.
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    1 / 20
    5 of 5 stars (29) Excellent
    Kailua-Kona
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $100
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
    • x
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    About this property
    We purchase our condo in May 2010 and had it completely renovated and redecorated. EVERYTHING IS BRAND NEW! Even the windows and sliding door are new with dual pane glass. We also own 1 other 2 bedroom unit in the same complex. It is next door This unit is a ground level, small 2 bedroom, 1... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    4 of 5 stars Reviewed December 31, 2015
    Well located near the center of Kailua Kona (15 minutes walking distance) but not too near so you can enjoy a relaxing stay far from the touristic buzz of the shops and...
    5 of 5 stars Reviewed November 20, 2015
    We stayed 7 nights and it was perfect! The condo was very clean and the beds were so comfy. It was also well stocked with everything we needed for the beaches. We would definitely...
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    1 / 19
    Ookala
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $300
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    • Hot Tub
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Whether adventure or a relaxing vacation calls, Ocean Soul is the perfect place for your next Hawaiian retreat. Perched on the cliffside of Waipunalei, Ocean Soul's 13 acre property hosts the most amazing ocean views, a lap swimming pool, multi-level home with three bedrooms and yes, its very own... View all property information
    Location Information
    Ookala, Island of Hawaii 96774
    1 / 32
    Kailua-Kona
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $6,500
    / Night
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    About this property
    This beautifully designed and custom-built oceanfront Hawaiian luxury retreat sits on 8 private landscaped acres and is located in a quiet community on the Kohala Coast. As you pass through the gated entrance to Nani Paniau, you will be welcomed by the lush tropical landscape and the historic... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96743
    1 / 17
    5 of 5 stars (14) Excellent
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $125
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    It doesn't get any better than this! Start your paradise holiday overlooking panoramic ocean and beautiful golf course views. Country Club Villas is a premier condo complex in Keauhou. Our completely remodelled first floor condo has breathtaking views of the ocean while situated on the 18th tee of... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    5 of 5 stars Reviewed 3 weeks ago
    This condo was exactly like it was described. It was clean and comfortable. Great beach gear such as towels and chairs were supplied. It was in a perfect location, within...
    5 of 5 stars Reviewed September 19, 2015
    Truly Magnificent!! My family and I had the pleasure of staying in this beautiful luxurious condo for 9 glorious days. You will not believe how gorgeous this place is, until you...
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    1 / 18
    5 of 5 stars (5) Excellent
    Kapaau
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    $129
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    About this property
    This unique setting, a working farm in the heart of Kohala, offers it all. The cozy cottage has expansive views of gardens and sweeping lawns, with the Kohala coast as a backdrop. Located midway between artistic Hawi and historic Kapa'au, this cottage offers convenience and privacy. Protected by... View all property information
    Location Information
    Kapaau, Island of Hawaii 96755
    5 of 5 stars Reviewed November 28, 2015
    Peggy and Ken are good people; American, well traveled, intelligent, educated, unassuming, very helpful. The place: right sized as described; no petty theft at this end of the...
    5 of 5 stars Reviewed August 31, 2015
    We spent eight lovely days at this beautiful and enchanting farm in haw'i in north kohala. Our hosts, Peggy and Ken, were beyond gracious and made our stay feel so exceptional...
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    1 / 20
    Kealakekua
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    $1,750
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    • Outdoor Dining Area
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    About this property
    Hualalai Hale is an oasis of privacy, luxury and open space at the Hualalai Resort. The single level home offers generous sized rooms and suites with towering wood trimmed ceilings. Offering beautiful ocean views, this private property begs to be enjoyed by small or large groups. While relaxing... View all property information
    Location Information
    Kealakekua, Island of Hawaii 96750
    1 / 11
    5 of 5 stars (11) Excellent
    Pahoa
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • Terrace
    • Internet Access
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    • Pet-friendly
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    • x
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    About this property
    This is the elegant Hawaiian retreat that you have been dreaming about. This inviting contemporary home sits atop 25 acres of gently sloping grassy fields with commanding panoramic ocean views. This estate is a slice of 'Old Hawaii', fragrant breezes, rainbows, a forest of Ohia trees, and sunny... View all property information
    Location Information
    Pahoa, Island of Hawaii 96778
    5 of 5 stars Reviewed 2 weeks ago
    My partner and I stayed with David for several nights; he was an interesting, generous and entertaining host. Our room was clean and spacious; he even had fresh cut flowers...
    5 of 5 stars Reviewed 3 weeks ago
    The property is absolutely beautiful - overlooking the ocean. It is a sanctuary on earth! My husband and I stayed for three nights in the rain forest suite and enjoyed everything...
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    1 / 26
    5 of 5 stars (22) Excellent
    Keaau
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $160
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    About this property
    <div id='FK_Best_Of_Badge53209b133ecbc'> <a href='http://www.flipkey.com/'><img alt='flipkey' src='http://www.flipkey.com//img/FK-logo-90x14.png'/></a> </div> <div id='TA_vrbadge149' class='TA_vrbadge'> <ul id='C6p4W8k' class='TA_links OXEgGRB'> <li id='iETc8kFEFB'... View all property information
    Location Information
    Keaau, Island of Hawaii 96749
    5 of 5 stars Reviewed April 28, 2015
    awesome place to stay. very comfortable. We enjoy everything about this place the pool and the house.
    5 of 5 stars Reviewed January 9, 2015
    Thanks Melanie and Todd for letting us stay in your beautiful home. This place was perfect, I can't say enough good about it in a review, I would stay here anytime and will...
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    1 / 29
    5 of 5 stars (16) Excellent
    Pahoa
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    About this property
    WELCOME! The Bamboo Cottage is a spacious and airy 650 square foot stand-alone one-bedroom cottage. It has an open floor plan, large windows, and tropical island décor throughout. The rattan and bamboo furnishings, warm wood, and Hawaiian print fabrics offer a true taste of island living. It... View all property information
    Location Information
    Pahoa, Island of Hawaii 96778
    5 of 5 stars Reviewed 1 week ago
    The Baboo Cottage provided a perfect little home base for us to travel and explore the Pahoe area, discover the local beaches and sights, and venture up to Kiluea and Mauna Kea...
    4 of 5 stars Reviewed November 2, 2015
    We stayed from 10/11-10/15 2015. Is very beautiful and peaceful. No cell phone service with Verizon there, was my only concern. It is a bit of a drive, but if you are looking for...
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    Pahala
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Maile House is a restored Sugar Plantation supervisor's home, with three bedrooms and two baths, high ceilings, wood floors, bay window, large kitchen, and private tropical yard with coco palms, gardenias, fragrant mock orange, plumeria, and a large gold tree with a swing. It is furnished with... View all property information
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    Pahala, Island of Hawaii 96777
    1 / 22
    Waikoloa
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $1,673
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
    About this property
    Fabulous Shores at Waikoloa Golf Villa- Penthouse level and Ocean View- PRIVATE- over 2000 sqft of Hawaiian Living- OCEAN/GOLF COURSE VIEW- NEW FURNISHINGS- WALK TO BEACH- 65' HDTV TV- FREE WIFI SHORES #23 GOLF PENTHOUSE VILLA is an extremely PRIVATE location in the Shores at Waikoloa,... View all property information
    Location Information
    Waikoloa, Kohala Coast 96738
    1 / 21
    4.5 of 5 stars (7) Very good
    Kohala Coast
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $140
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    About this property
    Ocean views greet you as you enter this two bedroom, 2 bath, sleeps six, second floor condo. Ocean views from the living room, kitchen and master bedroom. The master bedroom has a queen bed, bathroom and access to the lanai. The second bedroom has a queen bed as well. There is a sofa bed in the... View all property information
    Location Information
    Kohala Coast, Island of Hawaii 96740
    5 of 5 stars Reviewed February 11, 2013
    We had a wonderful time, the place was in a very practical location, a nice 20 min walk from downtown Kona. Spectacular sunsets too!
    4 of 5 stars Reviewed January 30, 2013
    Condo is dated but great value for the money. Very clean and good view of ocean & bay from balcony. Short drive to restaurants in Kona. No internet network and when we called the...
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    1 / 12
    4.5 of 5 stars (5) Very good
    Kailua-Kona
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Surf & Racquet 3-302 is a third (top) floor, two bedroom plus sleeping loft oceanfront condo located approx. four miles south of Kailua Kona. Its completely furnished and equipped. Bedding includes a king in the master, queen in the guest and two twins in the loft. It offers WiFi and the living... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    5 of 5 stars Reviewed August 2, 2010
    We were there for the Ironman race. This was a great location. Unit is spot less and very functional. The view is spectacular. I highly recommend this location.
    5 of 5 stars Reviewed August 1, 2010
    Our stay was great. The condo was located in a desireable location, was quiet and well maintained. The only drawback was the vog.
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    1 / 28
    Waikoloa
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $110
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    About this property
    E-Komo-Mai: Welcome to our island home! We invite you to enjoy this wonderful, private, spacious condo in the “Waikoloa Fairways” golf course community. With access to two swimming pools and a covered bar-b-que area, tennis courts and golf course, this peaceful oasis is a fabulous place to make... View all property information
    Location Information
    Waikoloa, Kohala Coast 96738
    Kailua-Kona
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    $930
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    About this property
    This very large one bedroom, two bath condo features a full ocean view and is approximately 1,000 sq ft. There is a video tour as well as new pictures to come soon which will show better how large the condo actually is! The Space Living, kitchen and dining all in a great room with an extra large... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 22
    Kailua-Kona
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $199
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    • Washer
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    • x
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    About this property
    This newer home is the perfect vacation destination for families coming to the Big Island of Hawaii. Located halfway between the Kona International Airport and downtown Kona, this home boasts comfort and relaxation. You will find a beautiful gourmet kitchen, breakfast nook with a fantastic ocean... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $225
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    About this property
    Multi level modern beach house offering views of the snorkel, surfing areas, sun sets at Kahaluu beach. Four miles south of Kona town. Perfect for 1 couple wanting to cook home meals and sight see. Quiet area, but located in a prime beach location. Wrap around decks on all 3 levels. The roof is a... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 22
    Kailua-Kona
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    $600
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    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... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 25
    4 of 5 stars (3) Very good
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $155
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    • Pet-friendly
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    • x
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    • x
    About this property
    Amazing Sunsets, Sand, Surf & Sparkling black lava is what you will see from this Absolute Oceanfront 3rd floor 2 bedroom 2 bathroom condo. Queen size in the Master bedroom and twin beds in the guest. Tile flooring throughout, updated kitchen, internet and long distance phone calls to mainland &... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    4 of 5 stars Reviewed November 13, 2015
    Our Condo at Kona Reef, D-33 was excellent. Had everything you could need. Balcony looked right onto the ocean. Waves so loud you had to almost yell to each other.
    3 of 5 stars Reviewed September 28, 2015
    We were there in August, assumed there was air conditioned, found out there is not, and no fan on the balcony neither. Furniture is wearing out.
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    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $500
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    • Patio
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    About this property
    You will love this Heavenly beach house- An absolute WOW property, incredible ocean views and the relaxing sound of the waves right outside your door!Turtles sleep and play a few feet away from your lanai or stay indoors and watch your favorite shows on a 72' Flat Screen TV! *Gated Private... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Captain Cook
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    $425
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    About this property
    Oceanfront home sitting on the cliffs overlooking the Pacific Ocean. The yard extends out to an infinity edge pool that appears to flow into the ocean. The spa on the cliffs edge is a create place to watch the sunset on the ocean horizon. Milolii is a small village removed from town where you can... View all property information
    Location Information
    Captain Cook, Island of Hawaii 96704
    1 / 15
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $170
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    About this property
    This desirable oceanfront penthouse unit (with elevator) features spacious open beam ceilings and is only 30 feet from the gentle surf lapping directly below the lanai, where surfers launch into the spectacular blue waves of Banyans Beach, one of Kona’s most popular surfing spots. This... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 98
    5 of 5 stars (2) Excellent
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $185
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    • Washer
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    • Pet-friendly
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    About this property
    Our Kailua-Kona condo offers a fully-equipped kitchen, NEW soft, kid friendly carpet, NEW Furniture, NEW completely remodeled master and guest bathrooms (May 2015), Hawaiian-style terraces with ocean views and an outdoor pool. The Pacific Ocean and The Kue'manu Heiau temple are located across the... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    5 of 5 stars Reviewed 2 weeks ago
    This way exceeded our expectations. What a wonderful spot. Breakfast on the lanai every morning. This condo is immaculate. We highly recommend. The Kahaluu beach and rocks...
    5 of 5 stars Reviewed January 14, 2015
    We traveled from NYC for my sister's graduation in Oahu and wanted to go the Big Island to relax. We found this place and it was perfect for my family and my sisters. The...
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    1 / 25
    5 of 5 stars (11) Excellent
    Pahoa
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $375
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    • Pet-friendly
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    About this property
    Aloha from Kehena Beach House! Precariously perched high on a lush tropical sea cliff amid a mature coconut forest at the ocean's absolute edge stands this extremely private and totally remodeled electrically gated, secure romantic... View all property information
    Location Information
    Pahoa, Island of Hawaii 96778
    5 of 5 stars Reviewed June 5, 2015
    the view is nice, and somewhat private, but it is far from restaurants and a 3 hour drive from the airport in kona. The area is filled with groups of people who live in the parks...
    5 of 5 stars Reviewed May 15, 2015
    What a magical property in which to celebrate our 20th anniversary! The house is perched over the water where you can watch the resident pod of dolphins arrive every morning to...
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    1 / 29
    5 of 5 stars (3) Excellent
    Waikoloa
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    $298
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    • Mountain Views
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    About this property
    THE ONLY WAIKOLOA VACATION RENTAL WITH A PRIVATE POOL! Stunning 4 bedroom 2 bath home with views of Kohala, Mauna Kea and the Sea. Private yard with beautifully maintained mature landscaping and PRIVATE POOL. Each room has it’s own entrance through French Doors which lead to the Lanai or upper... View all property information
    Location Information
    Waikoloa, Kohala Coast 96750
    5 of 5 stars Reviewed February 5, 2015
    We had an amazing time!! Great house, very spacious, clean and nicely decorated. Also lots of toys for the kids. The pool is great too. We made many great memories!!
    5 of 5 stars Reviewed March 31, 2012
    My husband and I had the pleasure of staying at this beautiful and comfortable home for 10 days . Andy, the owner, could not have been more accommodating in making sure we had...
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    1 / 25
    5 of 5 stars (1) Excellent
    Kailua-Kona
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $325
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    About this property
    Last minute discounts see below. Akoa Place, this Kahakai beauty sits at the top of this luxury gated community overlooking Kailua's beautiful coastline! 2005 Custom built home on 1.09 acres, includes an infinity pool that enjoys the over 180 degree view of the ocean, high vaulted ceilings and... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii
    5 of 5 stars Reviewed April 30, 2014
    Traveling with two boys (20 & 12) we foud Akoa Place to be exactly what we needed! Each of the boys had their own room to accomodate their different sleep patterns and the Master...
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    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    *Free economy car with 7 night stay or more, valid 4/9 thru 12/18, while cars are available. Not valid with any other special offers. Car can be upgraded for minimal fee. If you are interested in adding a rental car outside of these dates, please inquire for rental car pricing. This beautiful 2... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 25
    5 of 5 stars (1) Excellent
    Waimea
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $139
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    About this property
    This is a 3 bedroom solar powered home in Kawaihae, located a scenic 30 minute drive to the north of the Kona Airport. Unlike many Hawaiian rental properties, this home is very conveniently located to area roadways which reduces commuting time to nearby towns and areas of interest. The home... View all property information
    Location Information
    Waimea, Island of Hawaii 96743
    5 of 5 stars Reviewed January 12, 2014
    I am a single dad, and wanted to take my 3 sons somewhere really special, yet affordable, for the holidays. We all voted for Big Island, and chose this house because it promised...
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    1 / 26
    Kailua-Kona
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    $399
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    About this property
    AC Included in this 4 Bed, 3.5 Bath home with Pool & Ocean Views. New addition to the Kona Coast Vacations Ohana of private home vacation rentals. This beautiful island home is single level, beautifully furnished, with ocean views and a private pool. Located in a gated subdivision and situated... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 35
    Kailua-Kona
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $325
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    About this property
    Pu'uwai Villa is on a landscaped half-acre on a private road with plenty of off-street parking. Private, very quiet, one of only six homes on the road. A large open space borders the property. Three bedrooms, two and a half baths. Pu’uwai Villa has 2700 square feet of living area and sleeps up... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Island of Hawaii Vacation Rentals

    If you are planning a trip to the Big Island, you know you are headed to a destination full of ocean adventures, beautiful sights, and fascinating local culture. To make your trip to Island of Hawaii even more unforgettable, why not try staying in your very own vacation rental instead of a hotel? From a cozy oceanfront condo in Kailua-Kona, to a spacious rental house in Waikoloa, to a luxury villa in Keauhou that can accommodate the whole family, there is sure to be an Island of Hawaii vacation rental to suit your needs and your style. Even if you are traveling on a budget, there are amazing deals available on the perfect Island of Hawaii rental home for you.

    An Island of Hawaii Vacation

    Whether you are looking to relax on pristine beaches, explore the depths of the ocean, or absorb amazing local sights and sounds, there is something for everyone on Island of Hawaii. Coffee lovers can take a trip to Holualoa and visit Big Daddy Kona Coffee for free tastings and fascinating tours of the award winning coffee farm. Adrenaline junkies will love getting a bird's eye view of the island with Big Island Eco Adventures Ziplining in Hawi. Kilauea Iki Trail offers a scenic hike into a living caldera, and Sunlight on Water in Kailua-Kona allows you to take a guided swim or snorkel with the beautiful local wildlife. Relax in the sun and melt your troubles away at Hapuna Beach in Kamuela. There are so many great Island of Hawaii activities it can be hard to choose just how to spend your days, but renting a vacation home is not a choice you will have second guesses about. Enjoy all the benefits of a home away from home with our Island of Hawaii vacation rentals on your next trip.

    Money Saving Vacation Rentals

    In addition to being a comfortable and convenient option for you and your family, did you know vacation rentals can also save you money? Hotels can be expensive, especially when traveling with a large group. Being able to rent a spacious home that can fit even the largest group instead of booking separate hotel rooms means you can cut off a lot of the cost of your trip. Island of Hawaii vacation rentals often offer discounted rates for extended stays, so if you are planning on staying a while you can actually save money while staying longer. It is easy to see that for your next vacation to Island of Hawaii, renting a vacation home is truly a win-win situation.