Kailua-Kona Vacation Rentals

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Vacation Rentals in Kailua-Kona

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 ¥37,274
per night
May 22 - May 23
Aston Kona by the Sea
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)
"We had a great, relaxing time while we were there. 3 pools along with 3 free BBQ grills to use. Next to the ocean and a golf course. We didn't need air conditioning since the trade winds either from over the mountains or the ocean keep the condo cool day and night. We will return again and request to stay at Kanaloa at Kona by OUTRIGGER again."
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
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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 ¥37,200
per night
May 22 - May 23
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
Outdoor pool
Kona Reef, A Raintree Vacation Club Resort
3.0 star property
8.4 out of 10, Very Good, (309)
"The location is excellent, by a good beach. Very clean. Bed and linens are comfortable. Great staff. "
Kona Reef, A Raintree Vacation Club Resort
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 ¥16,966
per night
May 29 - May 30
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
Pool | Outdoor 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.
View from property
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
9.2 out of 10, Wonderful, (180)
"We had a great trip! The condo was just as advertised. The location was great, just a short walk to town and THAT VIEW!"
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
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
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 ¥14,787
per night
May 29 - May 30
Contemporary Studio 1 minute to the Ocean!
Sun loungers, beach towels
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
9.6 out of 10, Exceptional, (118)
"My husband and I honeymooned here in early May 2024. The pictures on the listing are EXACTLY what to expect we were so excited to see the view in person. The building itself is a little dated, but as soon as we got to our room we completely forgot about it. When we first arrived we were nervous about the noise level we would hear from being so close to the street, however the waves themselves were so loud we couldn’t hear anything over them. Kitchen was perfect for our breakfasts and lunches,...
The price is ¥31,908
per night
May 24 - May 25
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
On the beach
Direct Oceanfront Condo on Private Beach Resort *Central AC *
9.6 out of 10, Exceptional, (147)
"na"
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Property grounds
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
9.8 out of 10, Exceptional, (19)
"It was wonderful"
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
Property grounds
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
9.6 out of 10, Exceptional, (87)
"Nice place. Would stay there again"
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
Property grounds
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
10.0 out of 10, Exceptional, (4)
"We stayed here for our daughter’s wedding that was nearby. A good amount of space for the 10 of us that stayed. Overall, the house was great! Well finished, bright and beautiful. The ocean view from the decks was spectacular, and the decks were safe for our 18 month niece. The property was located a few mile out of town, the perfect balance of quiet and convenience. Thanks so much for letting us stay, we loved it!"
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
On the beach, beach towels
Ocean View Studio, Walk to Magic Sands and Kahaluu -Free Wifi
9.8 out of 10, Exceptional, (87)
"I enjoyed my stay there!"
Ocean View Studio, Walk to Magic Sands and Kahaluu -Free Wifi
Outdoor pool
Castle at Kona Reef
3.0 star property
7.6 out of 10, Good, (602)
"This was our second time staying at the Kona Castle Reef . This oceanfront unit was comfortable, tidy and an excellent layout. Some of the lighting fixtures seemed dated and Could use replacement . Having the bbq’s there as an alternative cooking option was fantastic. We can’t wait to visit again next year and hopefully secure the same unit as we did this time ."
Castle at Kona Reef
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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 Kailua-Kona you may be interested in

Outdoor pool, cabanas (surcharge), pool umbrellas
Royal Kona Resort
3.5 star property
8.2 out of 10, Very Good, (2539)
"First time there and i enjoyed my stay "
The price is ¥30,297
per night
May 27 - May 28
Royal Kona Resort
Beach nearby
Kona Coast Resort
3.5 star property
9.4 out of 10, Exceptional, (1012)
"great"
Kona Coast Resort
Exterior
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
3.5 star property
8.4 out of 10, Very Good, (1005)
"Staff was super friendly and helpful- beautiful grounds "
The price is ¥47,473
per night
Jun 16 - Jun 17
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
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.

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Frequently asked questions

Can I find vacation rentals in Kailua-Kona?

Yes, we have vacation rentals in Kailua-Kona close to Kona Le'a Plantation, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and popular beaches in Kailua-Kona. While you're here, grab a bite or have a drink at the charming coffeehouses and top-notch restaurants.

What are some of the best vacation home rentals that Kailua-Kona has to offer?

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10: Visitors like this Kailua-Kona vacation home rental. It is located in the city center and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind. Some other homes for rent in Kailua-Kona include Direct Oceanfront Condo on Private Beach Resort *Central AC * and Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home..

How many vacation rentals will I find in Kailua-Kona?

With 603 Expedia vacation rentals, you're sure to find just the right place for your Kailua-Kona stay.

What can I see and do in Kailua-Kona?

Cultural attractions include Haleo Luau and Hulihee Palace, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kailua-Kona Wharf and Kailua Pier are other places worth a visit.

What are vacation rentals like in Kailua-Kona?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Kailua-Kona. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips.

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Expedia verified reviews