Hawaii Island Holiday Rentals

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Holiday Rentals in Hawaii Island

View from room
Aston Kona by the Sea
4.0 star property
8.8 out of 10, Excellent, (978)
"This resort was relaxing and enjoyable. I would definitely stay here again if I had the opportunity. The only reason that I did not give it a perfect review was due to the really weird design of the window in the bedroom. It was a corner window that faced into the outdoor entrance to the condo. We always had to keep the blackout curtains tightly shut. Now, the patio on the other side facing the pool and the ocean made up for it. This is where we spent our time when we were in the condo. It was...
The price is NZ$461
per night
19 May - 20 May
Aston Kona by the Sea
Beach
Sea Village
2.5 star property
9.2 out of 10, Wonderful, (15)
"Check in was snow, the room guaranteed by 4:00 pm, I was there at 3:40pm and they won’t let us to the room till 4:00pm, this resort didn’t provide shampoo and conditioner, it is kind of weir."
The price is NZ$499
per night
17 May - 18 May
Sea Village
Condo, 2 Bedrooms, Oceanfront | View from room
Royal Sea Cliff Kona by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, (429)
"Excellent property, and wonderful, helpful staff. We had an ocean front room, which was amazing. The pool is great for kids and adults alike. The property is also located a little away from the busy part of Ali’i drive, which makes it great to relax at the end of the day after a day full of activities but is conveniently located near beaches and grocery/convenient stores. I highly recommend the property to anyone planning a trip to Kona."
Royal Sea Cliff Kona by OUTRIGGER
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Condo, 1 Bedroom, Ocean View | View from room
Kanaloa at Kona by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, (469)
"This property was well past my expectations in a good way. Very peaceful and welcoming. You can walk to the shopping center and other beach front resorts with ease. Be prepared to have some type of vehicle whether it’s car, scooter, electric bike etc since most of the attractions are far from this location. "
Kanaloa at Kona by OUTRIGGER
Aerial view
Kanaloa at Kona by Castle
3.0 star property
7.6 out of 10, Good, (388)
"Everything was great about the property. It's bigger than we expected. Big kitchen and living room. Great view on the patio/deck. The fees do add up to be a lot , but we knew about them prior to booking and just included them in the cost per night when budgeting. It's a little far away from kailua, but with the full kitchen next time we will do a few meals at the resort "
Kanaloa at Kona by Castle
Aerial view
Castle Hali'i Kai at Waikoloa
4.0 star property
9.0 out of 10, Wonderful, (628)
"Beautiful family friendly condo/resort. We found an amazing deal on this website that allowed us to enjoy a week of relaxation and exploring. The views and condition of the resort was top notch. Our only complaint was that the floors could have been cleaner. Otherwise we would recommend this place to anyone traveling with a family."
Castle Hali'i Kai at Waikoloa
Outdoor pool
Fairway Villas Waikoloa by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (453)
"I stayed 10 nights at this property. Condo is well kept, it had all necessary appliances and features a condo should have and even beach chair, snorkels and surf boards probably left by previous guests. It was a pleasure going to the pool and jacuzzi. There are a good number of Bbqs in good condition and kept clean. Location is great, close to the A-Bay beach and walking distance except when is is very shot and sunny. Then it's better to go by car. Condo is also walking distance to numerous...
Fairway Villas Waikoloa by OUTRIGGER
Outdoor pool
Kona Reef, A Raintree Vacation Club Resort
3.0 star property
8.4 out of 10, Very good, (306)
"Property was clean, quiet and rooms were very nice, stocked with all your needs. "
Kona Reef, A Raintree Vacation Club Resort
Traditional Cottage, 1 Bedroom, Kitchen | Private kitchen
Pahala Plantation Cottages
3.5 star property
7.8 out of 10, Good, (338)
"It’s a good place to stay and affordable compared to the other places. Country side experience."
The price is NZ$191
per night
17 May - 18 May
Pahala Plantation Cottages
Outdoor pool, pool loungers
Colony I at Sea Mountain in Pahala
2.5 star property
9.0 out of 10, Wonderful, (426)
"General speaking, this hotel/resort is in very good condition. However, it's not good if you need to find a restaurant in a hurry as there is no one nearby. Another inconvenience is that we found out the hotel did not provide shampoo, conditioner or body wash even for short stay guests. You can buy a small package for $3 in the office but it's not open after hours. "
The price is NZ$349
per night
23 May - 24 May
Colony I at Sea Mountain in Pahala
View from property
3-Level OCEANFRONT HOME
9.4 out of 10, Exceptional, (304)
"Location and ocean view was FANTASTIC. While it's not a 5-star/ $1000 per night hotel, it has everything you would need/ expect from an excellent beach house. We were only a group of 2, but the house easily could accommodate 6 people. Great jumping off point to see sites on this side of the island (Hilo, Volcano, towns that existed a few years ago but then were taken by lava). Don't miss Uncle Robert's on Wednesday night with other locals. It was a great time. Also, the Lava Flow museum in Pahoa...
3-Level OCEANFRONT HOME
Exterior
Mauna Lani Point
4.0 star property
9.2 out of 10, Wonderful, (262)
"Comfortable, clean, quaint, well-equipped unit! Marvallee was wonderful with communication! Location is EXCELLENT!!!"
Mauna Lani Point
Pool
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
10.0 out of 10, Exceptional, (134)
"We had an amazing time staying here. Close to everything. Quiet. We didn’t want to leave!! Can’t wait to come back and stay here again."
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Aerial view
Newly updated condo in the heart of downtown Kona. One block from the beach
9.8 out of 10, Exceptional, (13)
"Location is perfect! Totally enjoyed the apartment, very clean and relaxing. Nice quiet and the screened in balcony is a plus!"
Newly updated condo in the heart of downtown Kona. One block from the beach
Aerial view
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
9.6 out of 10, Exceptional, (162)
"The unit was very clean. It had everything needed for an awesome stay. Plenty of shopping and restaurants very close. Across the street from the ocean. Loved being on the ground floor. I would stay here again."
The price is NZ$454
per night
23 May - 24 May
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
Beach
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
9.6 out of 10, Exceptional, (31)
"Everything was great, from the cleanliness, to the prompt communication with the staff when any questions were had. It was a nice addition to have swim/snorkel accessories, such as the boogey boards, swim noodles, sun screen, etc. Definitely had a comfortable stay and would stay here again."
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Interior
Contemporary Studio 1 minute to the Ocean!
9.0 out of 10, Wonderful, (50)
"Very nice unit with a nice view of the pool. As other people has stated parking is challenging. But I always found a place in the lot or right next to the property on the street. The bed is comfortable and I slept well. Minor issue with some small ants in the bathroom.owner was very responsive. I would definitely stay here again."
The price is NZ$402
per night
17 May - 18 May
Contemporary Studio 1 minute to the Ocean!
Property grounds
The Flying Honu is located in the heart of Kona Town
10.0 out of 10, Exceptional, (13)
"Great place to stay and very nice host"
The price is NZ$285
per night
18 May - 19 May
The Flying Honu is located in the heart of Kona Town
Property grounds
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
9.6 out of 10, Exceptional, (86)
"Property was the best we have stayed at, right on the beach/water! You cannot ask for a better location. It's close to kona downtown, close to many larger beaches and gorgeous views. We'd stay here again for sure."
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
Sun-loungers
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
9.4 out of 10, Exceptional, (154)
"The condo is decorated nicely and located near restaurants and shopping area. The host answered us promptly with questions and addressing concern/issue. We met a nice "neighbor" on the same floor and had a pleasant visit with her and her dog. Kalalau beach is near by which provides nice snorkeling experience. We will come back and visit again."
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Hawaii Island you may be interested in

Outdoor pool, pool cabanas (surcharge), pool umbrellas
Royal Kona Resort
3.5 star property
8.2 out of 10, Very good, (2527)
"The staff at the Front Desk have always been so cheery, helpful, courteous and efficient! I love my upgrade given to me, the view, the comfort, the dining - all fabulous! Mahalo!!"
The price is NZ$375
per night
19 May - 20 May
Royal Kona Resort
Exterior
Hilton Waikoloa Village
4.0 star property
8.0 out of 10, Very good, (1005)
"The valet team was one of the best they made my stay memorable, they would greet me and remember what I did the day before and what we were going to do every time we would leave "
The price is NZ$561
per night
18 May - 19 May
Hilton Waikoloa Village
2 outdoor pools, pool umbrellas, pool loungers
Hilton Grand Vacations Club Kings’ Land Waikoloa
4.0 star property
9.2 out of 10, Wonderful, (1003)
"It was an amazing stay and the people working were always so friendly and kind "
The price is NZ$499
per night
2 Jun - 3 Jun
Hilton Grand Vacations Club Kings’ Land Waikoloa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hawaii Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hawaii Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hawaii Island. Seeing all the best attractions is bound to make you fall in love with Hawaii Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hawaii Island short-term rentals, that won’t be hard to do.

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