Kailua-Kona Vacation Rentals

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Our top choices for Kailua-Kona vacation rentals

Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
The price is CA $122
CA $445 total
includes taxes & fees
Apr 20 - Apr 21
Sunset Shores - Unit B Kauipoho

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Kalaoa
9.0 out of 10, Wonderful, (21 reviews)
"Very comfortable room that had everything we could need. Beautiful nature all around and a view of the ocean from our balcony. Would love to stay here again!"
United States
Vicki B.
The price is CA $116
CA $328 total
includes taxes & fees
Apr 19 - Apr 20
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Cosy studio next to Kona Beach

Cosy studio next to Kona Beach
Historic Kailua Village
9.6 out of 10, Exceptional, (32 reviews)
"Great location, very nice place."
United States
Vera T.
The price is CA $144
CA $331 total
includes taxes & fees
Apr 23 - Apr 24
Cosy studio next to Kona Beach

Beach condo with shared pool & hot tub/private lanai - near beaches/restaurants

Beach condo with shared pool & hot tub/private lanai - near beaches/restaurants
Holualoa Village
8.4 out of 10, Very good, (13 reviews)
"Clean condo in great location!"
United States
Debra
The price is CA $138
CA $496 total
includes taxes & fees
Apr 20 - Apr 21
Beach condo with shared pool & hot tub/private lanai - near beaches/restaurants

The Flying Honu is located in the heart of Kona Town

The Flying Honu is located in the heart of Kona Town
Historic Kailua Village
9.6 out of 10, Exceptional, (113 reviews)
"Everything about the Flying Honu was perfect! Great parking, wonderful owner and great location!"
United States
Andrew
The price is CA $161
CA $268 total
includes taxes & fees
Apr 29 - Apr 30
The Flying Honu is located in the heart of Kona Town

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

Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff
Historic Kailua Village
9.0 out of 10, Wonderful, (77 reviews)
"Very nice stay would come back!"
United States
Cody
The price is CA $133
CA $408 total
includes taxes & fees
Apr 27 - Apr 28
Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,222 reviews)
"Spacious ‘condo’, exceptional staff - friendly, helpful, great beach area in addition to pool, ocean front, area around not overly busy, property well cared for"
Canada
Linda
The price is CA $274
CA $567 total
includes taxes & fees
May 8 - May 9
Aston Kona by the Sea

Sea Village

Sea Village
3.5 star property
Holualoa Village
8.8 out of 10, Excellent, (141 reviews)
"Nice amenities "
United States
Mary Dell
The price is CA $281
CA $334 total
includes taxes & fees
Apr 23 - Apr 24
Sea Village

Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.

Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.
Kalaoa
9.0 out of 10, Wonderful, (28 reviews)
"Room was as advertised. Outdoor patio gave wonderful sunsets."
United States
Carl
The price is CA $129
CA $348 total
includes taxes & fees
Apr 23 - Apr 24
Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.

Contemporary Studio 1 minute to the Ocean!

Contemporary Studio 1 minute to the Ocean!
Historic Kailua Village
8.8 out of 10, Excellent, (90 reviews)
"Super cute place in a perfect location! Lots of restaurants/things to do that are a walkable distance! We can’t wait to stay again!"
United States
Kaitlyn K.
The price is CA $131
CA $312 total
includes taxes & fees
Apr 22 - Apr 23
Contemporary Studio 1 minute to the Ocean!

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is CA $122
CA $445 total
includes taxes & fees
Apr 29 - Apr 30
Island Elegance Prime Spot

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
The price is CA $210
CA $663 total
includes taxes & fees
Apr 20 - Apr 21
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

RENOVATED Kona Studio By The Ocean!!!

RENOVATED Kona Studio By The Ocean!!!
Historic Kailua Village
9.2 out of 10, Wonderful, (56 reviews)
"Great location and we loved the lanai"
United States
James
The price is CA $131
CA $311 total
includes taxes & fees
Apr 19 - Apr 20
RENOVATED Kona Studio By The Ocean!!!

Kona Garden Studio Ohana: private sunset lanai & seasonal fruit from the garden!

Kona Garden Studio Ohana: private sunset lanai & seasonal fruit from the garden!
Kalaoa
10.0 out of 10, Exceptional, (20 reviews)
"Spotless place, Erin and Elias are great people, would stay again. Convenient to airport as well."
United States
Jeffrey
The price is CA $194
CA $397 total
includes taxes & fees
Apr 20 - Apr 21
Kona Garden Studio Ohana: private sunset lanai & seasonal fruit from the garden!

Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking
Kalaoa
9.8 out of 10, Exceptional, (18 reviews)
"Room was perfect and had everything we needed. Lots of space and the ocean view was perfect"
United States
Audrey
The price is CA $129
CA $348 total
includes taxes & fees
Apr 22 - Apr 23
Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

Comfortable condo near shopping/dining, near beaches, shared hot tub & pool

Comfortable condo near shopping/dining, near beaches, shared hot tub & pool
Holualoa Village
9.8 out of 10, Exceptional, (10 reviews)
"Great location "
United States
Dave
The price is CA $137
CA $526 total
includes taxes & fees
Apr 20 - Apr 21
Comfortable condo near shopping/dining, near beaches, shared hot tub & pool

Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi

Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi
Kalaoa
8.6 out of 10, Excellent, (19 reviews)
"We loved the porch, surrounded by nature, large banana trees and all kinds of flowering bushes."
United States
Carmen
Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi

Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch

Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch
Kahaluu-Keauhou
9.8 out of 10, Exceptional, (32 reviews)
"Clean place, owners were very friendly "
United States
Sue F.
The price is CA $159
CA $394 total
includes taxes & fees
Apr 17 - Apr 18
Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch

Kona Bay View Condo • Pool + Lanai • Walk to Town and Dining. AC. Free Parking

Kona Bay View Condo • Pool + Lanai • Walk to Town and Dining. AC. Free Parking
Historic Kailua Village
10.0 out of 10, Exceptional, (4 reviews)
"We had a fantastic stay. The location was great as it was just off Ali'i drive and we were able to walk to restaurants and shopping. The view from the upper balcony was fantastic. I was able to view whales swimming by. We had everything we needed to make some meals and even had some amenities for our trip to the beach. The host was responsive when we had questions or concerns. Overall we had a very nice trip, and would recommend this place for small families to stay!"
United States
Chris K.
The price is CA $184
CA $692 total
includes taxes & fees
Apr 18 - Apr 19
Kona Bay View Condo • Pool + Lanai • Walk to Town and Dining. AC. Free Parking

Classic island condo w/ partial ocean view, & shared hot tub & pool

Classic island condo w/ partial ocean view, & shared hot tub & pool
Holualoa Village
8.6 out of 10, Excellent, (17 reviews)
"On arrival the place was easy to find and get into the condo. The place was clean and everything was as described. No issues the whole stay. Nice and easy. "
United States
Justin E.
The price is CA $138
CA $496 total
includes taxes & fees
Apr 20 - Apr 21
Classic island condo w/ partial ocean view, & shared hot tub & pool
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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Top Kailua-Kona Hotel Reviews

Price trends for vacation rentals in Kailua-Kona

Less expensive
More expensive
Next month
May
February
CA $194
Month
Price
January
CA $282
February
CA $333
March
CA $304
April
CA $236
May
CA $194
June
CA $198
July
CA $217
August
CA $217
September
CA $242
October
CA $289
November
CA $237
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.

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 scenic seaside in Kailua-Kona. While you're here, grab a bite or have a drink at the top-notch restaurants and charming coffeehouses.

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

Stunning Ocean Views + Designer Designed Kona Home: Visitors like this Kailua-Kona vacation home rental. It is located next to a golf course and has a balcony, a garden, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. Some other homes for rent in Kailua-Kona include Don`t miss out on this amazing home for your Kona vacation! and Walk to White Sands Beach or Relax by Your Private Pool.

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

With 573 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 Hulihe‘e Palace State Monument, whereas Kamakahonu Beach and Kaloko-Honokohau National Historical Park are a couple of picturesque spots to enjoy the outdoors. While here, Kailua-Kona Wharf and Kona Brewing Company 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.