Kailua-Kona Vacation Rentals from CA $232: Short-Term Rentals for 2026

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Our top choices for Kailua-Kona vacation rentals

A beachfront hotel with a stone retaining wall, palm trees, and a view of the ocean at sunset.

1. Aston Kona by the Sea

Holualoa Village

Leith

CA $721 total

includes taxes & fees

Nov 6 - Nov 7

A coastal hotel with balconies, a rocky shoreline, and palm trees.

2. Sea Village

Holualoa Village

Travis

CA $360 total

includes taxes & fees

Oct 23 - Oct 24

A well-maintained garden with a palm tree, stone wall, and outdoor seating area.

3. The Surf Hideaway is walking distance to everything Kona

Historic Kailua Village

Anna H.

CA $232 total

includes taxes & fees

Oct 19 - Oct 20

A spacious living area with a wooden floor, a glass-top dining table surrounded by chairs, a staircase leading to an upper level, and a kitchen area with a white countertop and appliances.

4. Cosy studio next to Kona Beach

Historic Kailua Village

Jennifer

CA $361 total

includes taxes & fees

Nov 3 - Nov 4

A beach with clear turquoise water, sandy shore, and rocky outcrops.

5. Modern and Renovated Ocean Front Studio in Kona! Best Location!

Historic Kailua Village

Ashley

CA $321 total

includes taxes & fees

Oct 20 - Oct 21

A dining area with a table set for four, surrounded by wicker chairs. A ceiling fan is visible above the table.

6. Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.

Historic Kailua Village

randy v.

CA $570 total

includes taxes & fees

Oct 16 - Oct 17

A coastal beach with rocky cliffs, clear turquoise waters, and people enjoying the beach.

7. Charming Condo Hotel in lovely Beach front Kailua-Kona with AC, WiFi

Historic Kailua Village

Rebecca W.

CA $411 total

includes taxes & fees

Oct 17 - Oct 18

A beach with waves, a rainbow, and a cloudy sky.

8. RENOVATED Kona Studio By The Ocean!!!

Historic Kailua Village

Andrew

CA $329 total

includes taxes & fees

Oct 19 - Oct 20

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Top Kailua-Kona Hotel Reviews

Royal Kona Resort

8/10 Good

"Restaurant and bar on property had amazing views and the food was great! Especially breakfast. Hotel rooms sufficient and clean, just need an update eventually. Room views incredible."

Mango Sunset Bed and Breakfast

10/10 Excellent

"Such a cool experience staying at a beautiful B&B on a coffee farm! The property was peaceful and secluded, but still a short drive from Kona town and the airport. The rooms were clean and spacious, and the breakfast was delicious. Dan was a wonderful host and chef. Thanks for the great hospitality!"

Kona Islander Vacation Club

10/10 Excellent

"We’ve been staying at Kona Islander since 2008 and have stayed in several different units over the years. We keep coming back because we love the location and atmosphere, and the staff during this visit were absolutely wonderful, friendly, welcoming, and helpful. We had a great stay overall. Our main disappointment with this particular unit was that it did not have a hot plate or small stovetop. One of the reasons we choose Kona Islander instead of a traditional hotel is the ability to prepare meals during longer stays. We stayed for 10 days and went to Costco planning to make many of our breakfasts, lunches, and dinners in the room, but with only a microwave, we couldn’t do that as planned. This unit also had only a small refrigerator, while other units we’ve stayed in at the property had a full-size refrigerator and freezer. That was less important to us, but worth mentioning. We would absolutely stay at Kona Islander again. We just hope the owner considers adding a hot plate or small stovetop to this unit. That one addition would have made an otherwise wonderful stay even better."

Royal Sea Cliff Kona by OUTRIGGER

8/10 Good

"Our room was lovely, very spacious for a 1 bedroom apartment. The grounds were lovely and well maintained. All the staff were very friendly and accommodating. We didn’t have a car, so we had to catch the local bus to the nearest shops. The bus was free which was an extra bonus. The Royal Sea Cliff is a nice resort."

Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views

10/10 Excellent

"My husband and I, along with our children and their spouses, and two of his siblings, stayed at Kona Blue for a week to celebrate our 50th wedding anniversary. We drove through the security gates of the neighborhood and knew immediately that we were in paradise! We had three vehicles with plenty of room for more in the driveway and easilyaccessed the house through the coded lock on the front door. The house is absolutely stunning, with unbelievable ocean views from most of the rooms! The kitchen offered everything we needed to enjoy our meals, both in the dining room and on the lanai. There was plenty of space for us to spread out when we needed to, with plenty of comfortable seating for the moments we wanted to enjoy together. The pool was the perfect temperature and offered a refreshing dip in the heat of the afternoon. There’s a easily accessible walkway through the gated neighborhood, between the houses and the ocean, to allow you to stroll through the neighborhood and snap that perfect picture of the sunset! The beds were comfortable, and the bedrooms decorated tastefully and beautifully. The property managers promptly answered our questions and helped us. After spending a few days touring the island and finding our favorite spots to spend our days, we realized just how perfect the location of this house really is. This house is a few minutes from the airport, bars, restaurants, and beautiful beaches. Perfect!"

Price trends for vacation rentals in Kailua-Kona

Less expensive	More expensive	This month	Next month
June	February	CA $293	CA $263

Month	Price
January	CA $298
February	CA $323
March	CA $289
April	CA $275
May	CA $285
June	CA $185
July	CA $205
August	CA $212
September	CA $227
October	CA $293
November	CA $263
December	CA $285

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.

Find out more about Kailua-Kona

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Kailua-Kona. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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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 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?

Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views: Visitors like this Kailua-Kona vacation home rental. It is located on the beach and has a balcony, a garden, 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. Some other homes for rent in Kailua-Kona include Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10 and Summer Deal Kona Oceanfront Estate with Pool Water Slide Guest House.

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

With 561 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 Hulihe‘e Palace State Monument, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kona Brewing Company and Kaloko-Honokohau National Historical Park 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.

Kailua-Kona Vacation Rentals

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Check prices for these dates

Our top choices for Kailua-Kona vacation rentals

1. Aston Kona by the Sea

2. Sea Village

3. The Surf Hideaway is walking distance to everything Kona

4. Cosy studio next to Kona Beach

5. Modern and Renovated Ocean Front Studio in Kona! Best Location!

6. Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.

7. Charming Condo Hotel in lovely Beach front Kailua-Kona with AC, WiFi

8. RENOVATED Kona Studio By The Ocean!!!

9. “Ocean View • Steps From the Water • Fresh New Look!

10. Kona Isl Inn, AC,Wifi,Beachfront town of Kailua Kona, walk to restaurants, shops

11. Oceanfront -Waterview 1 BedroomCondo Heart of Town at Kona Plaza walk to Ironman

12. Ocean View Condo in the Heart of Kona

13. Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi

14. Heart of Kona Ocean View Condo w/ Pool, Oversized Lanai,

15. Kona Islander Inn - Prime Downtown Location with Hot Tub, Pool & Beach!

16. Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

17. OCEAN Front Kona Studio - Spectacular view!

18. Ocean Front Condo at The Royal Sea-Cliff Resort

19. Super Clean~Ocean Front! Watch Whales & Dolphins while having your coffee

20. BEST OCEANFRONT VIEWS in KONA, HI - Newly Remodeled Condo

Find vacation rentals that suit your style

Top Kailua-Kona Hotel Reviews

Royal Kona Resort

Price trends for vacation rentals in Kailua-Kona

Find out more about Kailua-Kona

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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