Kailua-Kona Vacation Rentals

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Vacation Rentals in Kailua-Kona

Royal Sea Cliff Kona by OUTRIGGER
Condo, 2 Bedrooms, Oceanfront | View from room
Royal Sea Cliff Kona by OUTRIGGER
3.0 star property
8.4 out of 10, Very Good, 433 reviews
"Beautiful"
Royal Sea Cliff Kona by OUTRIGGER
Aston Kona by the Sea
View from room
Aston Kona by the Sea
4.0 star property
8.8 out of 10, Excellent, 983 reviews
"Awesome!"
The price is $379
$595 total
includes taxes & fees
Jun 2 - Jun 3
Aston Kona by the Sea
Kanaloa at Kona by Castle
Aerial view
Kanaloa at Kona by Castle
3.0 star property
7.6 out of 10, Good, 391 reviews
"Very nice property thank you 🤗"
Kanaloa at Kona by Castle
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Kanaloa at Kona by OUTRIGGER
Condo, 1 Bedroom, Ocean View | View from room
Kanaloa at Kona by OUTRIGGER
3.0 star property
8.4 out of 10, Very Good, 471 reviews
"This was a great property. The grounds and condo were beautiful. Small amount of beach stuff to use. Washer and dryer came in handy. It would have been nice to have some tupperware or foil in the kitchen. The walls are thin and we could hear every step made upstairs. There is a nice quiet bay within walking distance. "
Kanaloa at Kona by OUTRIGGER
Sea Village
Beach
Sea Village
2.5 star property
9.2 out of 10, Wonderful, 15 reviews
"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 $189
$223 total
includes taxes & fees
Jun 3 - Jun 4
Sea Village
Kona Reef, A Raintree Vacation Club Resort
Outdoor pool
Kona Reef, A Raintree Vacation Club Resort
3.0 star property
8.4 out of 10, Very Good, 312 reviews
"I loved it"
Kona Reef, A Raintree Vacation Club Resort
Newly updated condo in the heart of downtown Kona. One block from the beach
Aerial view
Newly updated condo in the heart of downtown Kona. One block from the beach
9.8 out of 10, Exceptional, 13 reviews
"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
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Pool | Outdoor pool
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
10.0 out of 10, Exceptional, 135 reviews
"We had an amazing stay at this property. Exceeded our expectations from the pictures online. We loved being able to hang out in the several lounging spots at the house, being able to walk the beach and tidepools directly in front of the home and easily walk to town. We didn't feel like we needed to leave the property it was so great. Mei, the property manager helped us immediately and gave recommendations. We would absolutely book again."
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Beach
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
9.6 out of 10, Exceptional, 32 reviews
"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
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
Aerial view
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
9.6 out of 10, Exceptional, 162 reviews
"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 $109
$265 total
includes taxes & fees
Jun 3 - Jun 4
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
Sun loungers
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
9.4 out of 10, Exceptional, 155 reviews
"While not for the view, it is clean and reasonably appointed with a short walk to coast and main drag in Kona. Pullout couch works for a teen. Roomy enough. Nice shower. Our only real issue was a water outage during stay which was very inconvenient but probably beyond the control of host. Would return."
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
View from property
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
9.2 out of 10, Wonderful, 181 reviews
"This was a perfect destination for my family and i. Kitchen set up.for full meals, clean, spacious, and oh man the views. The sunsets off the lanai were spectacular. Easy walking to everything in town, and a great starting point for longer destinations. Beach outside the door, waves crashing, it was awesome. Easy to get to, only caveat is you need to be a pretty good at parking in tight spots. The garage is clean, safe, and small. Other than that, awesome all around."
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
Castle at Kona Reef
Outdoor pool
Castle at Kona Reef
3.0 star property
7.6 out of 10, Good, 602 reviews
"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
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
Sun loungers, beach towels
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
9.6 out of 10, Exceptional, 118 reviews
"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 $205
$466 total
includes taxes & fees
Jun 23 - Jun 24
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
VERY PRIVATE, expansive ocean VIEWS, close to BEST BEACH
Interior
VERY PRIVATE, expansive ocean VIEWS, close to BEST BEACH
10.0 out of 10, Exceptional, 76 reviews
"Our family all came to celebrate my wifes and I anniversary. We needed a property that would accomodate all of our family. We had a great time. The property location was great. Very close to stores including Costco, Walmart and Target. Very clost to the airport and the pier. Lots of space. The house was able to accomodate 11 of us. Allie was a great hostess. She always responded quickly to any questions or concerns I had. Furthermore, there were many restaurants, hikes and beaches she...
VERY PRIVATE, expansive ocean VIEWS, close to BEST BEACH
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
Property grounds
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
9.8 out of 10, Exceptional, 146 reviews
"We were very comfortable with 5 guests. The sofa bed was surprisingly comfortable. The views are amazing-we saw whales, sea turtles, tons of fish and sea creatures. The pool is nice. The condo had a cooler, beach chairs and beach towels. There is a great surf break directly in front of the condos. Highly recommend!"
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
Beach nearby, sun loungers, beach towels
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
9.8 out of 10, Exceptional, 80 reviews
"Let's start with our host, Simmy - what a wonderful unique person! Super helpful and responsive; her energy is contagious. Thank you Simmy! Truly "From Big Island". Next, the property - you'll know you're at the right place as soon as you see the gorgeous trumpet flowers out front, leading you into your slice of island paradise. The property itself is gorgeous, with the lanai as the focal point. We ate all our at-home meals in this beautiful space, sharing sun and shade with the geckos,...
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
Kalani Kai#104 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
Terrace/patio
Kalani Kai#104 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
9.2 out of 10, Wonderful, 33 reviews
"More action on taking care of the bed bugs and couch bed bugs. Everything overal was amazing down from the furnuture to every appliances that was supplied to me and my other half. Everything worked perfectly fine. Wish there was more parking space openings avaliabe to access closer to room that u staying at"
Kalani Kai#104 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
Contemporary Studio 1 minute to the Ocean!
Interior
Contemporary Studio 1 minute to the Ocean!
9.0 out of 10, Wonderful, 51 reviews
"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 $115
$247 total
includes taxes & fees
Jun 4 - Jun 5
Contemporary Studio 1 minute to the Ocean!
Across the Street From the Ocean!
Beach | Beach nearby
Across the Street From the Ocean!
8.8 out of 10, Excellent, 52 reviews
"The blinds really need to be replaced, all broken and could not close for privacy. Great lanai, pool and barbecue. Very comfortable!"
Across the Street From the Ocean!
Don't see what you're looking for?
See all available properties in Kailua-Kona
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.

Price trends for vacation rentals in Kailua-Kona

Less expensive
More expensive
This month
Next month
September
February
$169
$174
Month
Price
January
$200
February
$225
March
$220
April
$189
May
$169
June
$169
July
$174
August
$175
September
$152
October
$194
November
$175
December
$223
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kailua-Kona. Select dates and complete search for nightly totals inclusive of taxes and fees.

Other types of properties in Kailua-Kona you may be interested in

Royal Kona Resort
Outdoor pool, cabanas (surcharge), pool umbrellas
Royal Kona Resort
3.5 star property
8.2 out of 10, Very Good, 2,535 reviews
"Things we liked - the staff was excellent, the food and drinks we had at the hotel were good, the shower and amount of hot water was great, the view from our balcony was lovely, and the lagoon was quiet and peaceful. Things that could have been better - overall the site seemed a bit run down, and our room had a strong musty odor. The staff was gracious and deodorized each day and it did improve. We also liked that there was daily yoga!"
The price is $195
$259 total
includes taxes & fees
Jun 2 - Jun 3
Royal Kona Resort
Kona Coast Resort
Beach nearby
Kona Coast Resort
3.5 star property
9.4 out of 10, Exceptional, 1,009 reviews
"Beautiful property!! The view was beautiful from our condo and it was so peaceful and had lots of room I really enjoyed my stay."
Kona Coast Resort
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
Exterior
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
3.5 star property
8.4 out of 10, Very Good, 1,005 reviews
"The Staff, the Luau, the location, and view from our balcony were great. It was noisier than I would have liked with kids in the pool and adults late at night. Also the rules about the daily card/towels were unclear. We were never charged but it was inconvenient to not be able to get towels before 8am and not be able to keep them over night."
The price is $305
$386 total
includes taxes & fees
Jun 10 - Jun 11
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.

Everything you need to know about Kailua-Kona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua-Kona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua-Kona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kailua-Kona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua-Kona. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kailua-Kona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kailua-Kona rentals

At Expedia, we put the best Kailua-Kona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kailua-Kona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua-Kona vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua-Kona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Kailua-Kona?

Yes, we have vacation rentals in Kailua-Kona close to Kona Community Aquatic Center, 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?

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.: Visitors review this Kailua-Kona vacation home rental favorably. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation. Another good choice for your trip to Kailua-Kona is Direct Oceanfront Condo on Private Beach Resort *Central AC *.

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

With 606 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.

Recent reviews of Kailua-Kona properties
Expedia verified reviews

Kona Coast Resort

Kona Coast Resort

5/5 Excellent
"Beautiful property!! The view was beautiful from our condo and it was so peaceful and had lots of room I really enjoyed my stay."
A verified traveler stayed at Kona Coast Resort
Posted 2 days ago
Kona Coast Resort