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Holiday Rentals with Pools in Hilo

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    Travellers to Hilo are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    21 Matching Rentals in HiloView all 78 rentals
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    Horses and Waterfalls1 / 48
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Maunaloa Shores 5081 / 32
    (49)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Tropical Jungle Oasis1 / 31
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Maunaloa Shores 3071 / 31
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2016
    This is our second trip to Hilo and this complex, but the first time staying in #307. We like the location of this complex, right next to a park and the ocean. It's also close...
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    About this property
    Freshly remodeled with a simple elegance - this oceanfront 2-bedroom condo is your comforting and soothing get-away.  Relax on the lanai, enjoy the plush living room or retreat to one of the luxurious bedrooms. Just minutes from downtown Hilo, with great swimming right next door! Maunaloa Shores...
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    Hilo, Island of Hawaii 96720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Maunaloa Shores 6071 / 26
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 December 2016
    We stayed here for 10 days and just love the location right next to the park.It is very nice unit in the building nice view of the jungle out back but not much of a view of the...
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    About this property
    Newly remodeled with a stylish eye, this fabulous condo takes full advantage of its great location and views.  With two comfortable bedrooms, a river rock bathroom shower, a spacious, well-appointed kitchen and a stunning living room that opens onto a lovely tiled lanai, you may not want to leave...
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    Hilo, Island of Hawaii 96720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Opaliuli Historic Estate Guest House1 / 28
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Porch
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed at the Guesthouse at Olaliuli historic estate and couldn't have been more pleased with our stay. The house has two large bedrooms and bathrooms- plenty of room. Upon...
    Reviewed 4 March 2017
    We stayed here at the end of Feb and loved our time here. The two master bedrooms are large and accommodating, each with it's own full bath. The guest house is a bit removed...
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    About this property
    Enter the magnificent Royal Palm lined drive and experience Big Island history. Enjoy the unique ambiance of this one of a kind grounds of the former Ola’a Sugar Plantation residence and its directors cottage, now the guest house. It has been completely and tastefully restored. The floors and...
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    Hilo, Island of Hawaii 96749
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Maunaloa Shores 5011 / 25
    (15)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2016
    Great location outside of downtown Hilo, near Carlsmith Beach Park. Definitely need a car though if renting there. The unit was OK but not great. Full kitchen, well equipped...
    Reviewed 22 August 2013
    Great little condo. The management office was great to allow for a earlier check-in so we didn't have to wait around with our luggage. The fully stocked condo is in a great...
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    About this property
    Maunaloa Shores is located in Keaukaha in the heart of a great recreational area but less than 10 minutes from downtown Hilo with shopping, entertainment, and restaurants. Keaukaha spans about 4 miles with parks and a variety of swimming lagoons, some of which are calm enough for toddlers...
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    Hilo, Island of Hawaii 96720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Maunaloa Shores 4031 / 32
    (16)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2014
    Don't get me wrong as a whole the Condo was clean. Except for the kitchen.Would I recommend this condo, yes if the Kitchen was cleaned up and reorganized.But it seems...
    Reviewed 25 November 2013
    This was just what we were looking for. My husband & I stayed here w/ my adult son & his girlfriend. We went snorkeling w/ the sea turtles, laid & sunned on the lava...
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    About this property
    Maunaloa Shores 403 is a nicely updated two bedroom condominium at the popular Maunaloa Shores building in Keaukaha, Hilo's beach park area. This updated condo has cool ceramic tile floors throughout, and ceiling fans to keep things cool and comfortable. The furnishings are high quality, and local...
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    Location Information
    Hilo, Island of Hawaii 96720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Grill
    • Internet Access
    • Waterfront
    • Washer
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Papa'Aloa is the ultimate in dream vacation spots! Located on the beautiful and historical Hamakua coast only 25 miles north of Hilo, Papa'Aloa is perched on this historic 1 acre with an oceanfront location that is second to none. What we consider to be the last of the old Hawaii, this is...
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    Location Information
    Hilo, Island of Hawaii 96780
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hale Mar Hawaii: oceanfront luxury home w/pool1 / 26
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2016
    Had a fantastic stay at this wonderful house beside the ocean. The home and gardens are beautiful. We enjoyed use of the pool, hot tub and barbecue while the waves crashed along...
    Reviewed 7 June 2012
    It is a great housing with great location. My kids love the hot tub and swimming pool very much. I enjoyed the ocean view and the sound of the waves. The kitchen is well...
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    About this property
    Hale Mar provides the best value in luxury, absolute ocean front homes in Hawaii, with private swimming pool, outdoor hot tub, resort quality furnishings, gourmet kitchen, full laundry, FREE wireless internet, and more. Close to the active Volcano for unique day and night lava viewing hikes, and to...
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    Location Information
    Hilo, Island of Hawaii 96749
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Parking
    • Satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mauna Loa Shores unit 108, also known as Hale Honu, is your perfect base for exploring the Hilo area and the rest of the Big Island. Well located and affordable, Mauna Loa Shores is a favorite among visitors, whether staying three nights or three months.  It's just a stone's throw from the ocean –...
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    Location Information
    Hilo, Island of Hawaii 96720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Aloha Nature Lovers !   ( Horses and Waterfalls )1 / 37
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Waterfront
    • Grill
    • Washer
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2017
    Nice place for those who prefer simple ranch style living. Beautiful nature, wonderful views, many different wild animals. Friendly and helpful owner
    Reviewed 10 July 2015
    My girlfriend and I stayed at the cabin for about a week. We really enjoyed our stay. The location is beautiful, with great scenery and access to a private waterfall. The...
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    About this property
    Aloha Nature Lovers ! Located between Waipio Valley and Valcano National Park. Great hiking and awesome ocean views. Enjoy very Private pools and waterfalls at your door step. The little cabin has great ocean views to watch the ships go sailing buy. Nights are wonderful just sitting around the...
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    Location Information
    Hilo, Island of Hawaii 96780
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Private home inTropical setting with pool1 / 13
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 February 2017
    When I arrived at this home, it was dark but finding it was easy. Everything about the home seems new. The kitchen is modern with a twist of new. The house, as you can see from...
    Reviewed 23 January 2017
    My family and I have had the pleasure of booking this rental a few times. Great sunny location. The pool is amazing; it's solar heated and temperature is always perfect...day or...
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    About this property
    Enjoy your privacy in this 3 bedroom 2 bath home. The home is nestled in the Ohio forest in theHawaiian Paradise Parksubdivision. We are on Kaloli Point near the ocean. The backyard is fenced and has a large swimming pool. Our guests enjoy biking around the neighborhood and whale watching...
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    Hilo, Island of Hawaii 96749
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Contemporary Clean Apartment Near the Ocean1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Balcony
    • Ocean Views
    • Wi-Fi
    • Mountain Views
    • Washer
    • Terrace
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2016
    Very nice accommodation for two adults, everything you need is there, in good working condition. The owner was very helpful all along the way.
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    About this property
    Modern, contemporary clean apartment in front of the ocean with a peek-a-boo ocean view from the balcony. Great place to relax and use as a base to sightsee on the island. You have the entire condo to yourself (not a shared rental). Quiet, safe building and area with the following amenities: *...
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    Hilo, Island of Hawaii 96720
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Maunaloa Shores 306; 2 Bedroom Oceanview Condo in Hilo1 / 25
    (30)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Maunaloa Shores 306 is a two bedroom condominium with a great ocean view. This third floor unit is nicely furnished and well-appointed, with upgraded kitchen and bathroom. You'll enjoy ocean views from the living room, lanai and one of the bedrooms.  Located in the heart of Keaukaha, Hilo's...
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    Location Information
    Hilo, Island of Hawaii 96720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Family Home Retreat In Hilo1 / 20
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Mountain Views
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2015
    It would be nicer if the bedrooms had window curtains or shades. Also, would be nice if there was a tv there.
    Reviewed 24 February 2015
    The house is clean and simple but has everything you will need for a short stay during traveling. Convenient place to visit Mauna Kea for sunset and stargazing. Our children had...
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    About this property
    This is the home we built in 1995 to raise our kids, now it can be your family's home away from home. We know of no other property available for vacation rental that offers what we do: a spacious home, centrally located on one landscaped acre with private pool and hot-tub. Fully equipped kitchen,...
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    Location Information
    Hilo, Island of Hawaii 96720
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Maunaloa Shores 612 is a retreat that feels like home.  Recently redone in a tropical decor accented by original art works, there are comfy armchairs both inside and on the lanai.  For writing postcards or computer work on the fast internet, there is a teak and bamboo desk in the Master Bedroom....
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    Location Information
    Hilo, Island of Hawaii 96720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Parking
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Begin your vacation to the Big Island of Hawaii in a way rarely seen by tourists at the Hilltop Legacy Vacation Rental located in Downtown Hilo Bay. Discover The Big Island's famous Volcanoes National Park, Rainbow & Akaka falls as well as zip line at the World Botanical Gardens. Located on a...
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    Location Information
    Hilo, Island of Hawaii 96720
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean front condo  next to Reeds Bay in Hilo, HI1 / 17
    (32)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Balcony
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The picture of pool is actual view from unit's balcony. It faces the East, so you get the most amazing sunrise! (We were 4 hours ahead of HI time, up super early!) There is a...
    Reviewed 2 weeks ago
    Well, this was an amazing find... I visited my Mom for a week, she has retired in Hilo, and this was the perfect spot for me! This is a corner unit on the 3rd floor and so...
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    About this property
    There is no other condo building on the Big Island of Hawaii this close to the water. You are so close to the water, that you can hear the water in Hilo Bay lapping the shore about 20 feet from the balcony. The condo is just 5 minutes by taxi--less than 2 miles Hilo International Airport. With...
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    Location Information
    Hilo, Island of Hawaii 96720
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    • Balcony
    • Ocean Views
    • Parking
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    JUNE SPECIAL !!!! 2 FREE DAYS !! VALID JUNE 9-JUNE 20 30 DAY MINIMUM, AFTER THAT YOU CAN ADD BY THE DAY, WEEK, OR MONTH. Rental rate says 1 night minimum - this is not correct but site is not set up to change that to reflect 30 day minimum . Sorry ! Condo association rules. Please do...
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    Location Information
    Hilo, Island of Hawaii 96720
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
    • Washer
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Property Highlights Private swimming pool BBQ grill downstairs Central A/C Washer/Dryer Large sectional sofa in the living room Building has 24 hour security with on-duty security guard Sleeping Arrangements Bedroom 1 – Queen Bed Others: large sectional sofa Beds: 1 Queen Bed
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    Location Information
    Hilo, Island of Hawaii 96720
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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