Kailua-Kona Vacation Rentals

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Vacation Rentals in Kailua-Kona

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.
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 $100
$174 total
includes taxes & fees
May 18 - May 19
The Flying Honu is located in the heart of Kona Town
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
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Property grounds
The Surf Hideaway is walking distance to everything Kona
10.0 out of 10, Exceptional, (24)
"Really enjoyed the relaxed atmosphere "
The price is $100
$174 total
includes taxes & fees
May 22 - May 23
The Surf Hideaway is walking distance to everything Kona
Fridge, microwave, oven, stovetop
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
10.0 out of 10, Exceptional, (96)
"We had a fantastic stay! From the moment we arrived, everything was in perfect order. The place was impeccably clean, and the amenities provided were just as described. The location was a good launching point for our travels around the island. Would definitely recommend."
The price is $179
$405 total
includes taxes & fees
Jun 4 - Jun 5
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Property grounds
Oceanfront Penthouse - AC, Crashing Waves, Spectacular Sunsets, Surfers, Turtles
10.0 out of 10, Exceptional, (190)
"The condo was in a great location. Central to just about anywhere you would need to go. Conversations with the host were instant if there was a problem."
The price is $345
$691 total
includes taxes & fees
May 29 - May 30
Oceanfront Penthouse - AC, Crashing Waves, Spectacular Sunsets, Surfers, Turtles
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
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
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
Property grounds
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
9.8 out of 10, Exceptional, (146)
"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.🌴
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 $119
$278 total
includes taxes & fees
May 22 - May 23
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
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
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 *
Beach/ocean view
Luxurious Oceanfront Penthouse Condo Air Conditioned.
9.6 out of 10, Exceptional, (230)
"This place is very spacious (being on the corner). It had everything we needed to visit the beach. Cooler, chairs, towels, etc. We only stayed a few nights, but the reserved parking space was very nice and the beach next door was perfect for afternoons. A major grocery store is just mins away via car. Lots of windows let you watch the ocean, and fish activity."
Luxurious Oceanfront Penthouse Condo Air Conditioned.
Sun loungers, beach towels
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
9.6 out of 10, Exceptional, (118)
"We stayed here our last 2 days of a 12 day trip. It was absolutely amazing! I wish we could’ve stayed longer. The condo was very clean and the bed was very comfortable. As was the couch which is where I slept so I could hear the waves crashing as I fell asleep. We found a little beach area just down the stairs with a picnic table so you could sit and enjoy the waves in the sun. Very close to everything. I would definitely stay here again!!"
The price is $205
$466 total
includes taxes & fees
May 20 - May 21
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
On the beach, sun loungers, beach towels
Ocean Front Top Floor Condo/Free WiFi & Parking/Pool/Jacuzzi/Grill/Beach Equipmt
9.6 out of 10, Exceptional, (151)
"Carolyn's place was fantastic! My husbad and I stayed at her condo for a few nights and were very impressed with the location, amenities, and the cleanliness of the space. Don't forget about the views! It was so enjoyable grabbing a cup of coffee in the morning and sitting out on the balcony. We even saw a turtle one morning. We highly recommend Carolyn's place and will most definitely be staying there again when we come back!"
The price is $325
$691 total
includes taxes & fees
May 25 - May 26
Ocean Front Top Floor Condo/Free WiFi & Parking/Pool/Jacuzzi/Grill/Beach Equipmt
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
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 $259
$306 total
includes taxes & fees
May 19 - May 20
Sea Village
View from property
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
9.2 out of 10, Wonderful, (179)
"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
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
Next month
September
February
$176
Month
Price
January
$214
February
$220
March
$195
April
$158
May
$173
June
$176
July
$179
August
$169
September
$149
October
$180
November
$166
December
$192
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

Beach nearby
Kona Coast Resort
3.5 star property
9.4 out of 10, Exceptional, (1006)
"Awesome resort! Would definitely come again. "
Kona Coast Resort
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
PACIFIC 19 Kona
3.5 star property
8.6 out of 10, Excellent, (523)
"Notice ants in the bathroom "
The price is $186
$249 total
includes taxes & fees
May 19 - May 20
PACIFIC 19 Kona
Exterior
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
3.5 star property
8.4 out of 10, Very Good, (1002)
"I was perfectly fine with the hotel until I saw what my money could have gotten me at the Waikoloa Beach Mariott. When you compare the two…hands down I would have much rather stayed in Waikoloa. Better beach and much nicer hotel. King Kamehameha had great nearby shopping and restaurants within walking distance so we didn’t lose out too bad. The hotel was a bit dated and I was totally disgusted when I bent down to retrieve a comb that looked like mine and discovered it was not mine and there was...
The price is $284
$361 total
includes taxes & fees
May 18 - May 19
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 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?

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.: Visitors like this Kailua-Kona vacation home rental. 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 605 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 Hulihee Palace and Haleo Luau, 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

Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

5/5 Excellent
Relaxing stay at Kanaloa at Kona by OUTRIGGER
"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."
A verified traveler stayed at Kanaloa at Kona by OUTRIGGER
Posted 2 days ago
Kanaloa at Kona by OUTRIGGER