Kailua-Kona Vacation Rentals from CA $209: Short-Term Rentals for 2026

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

Walk to White Sands Beach or Relax by Your Private Pool : Visitors like this Kailua-Kona vacation home rental. It is located near the beach and has a patio, 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. You and your friends and family can relax into your vacation with amenities like a selection of games. Some other homes for rent in Kailua-Kona include Stunning Ocean Views + Designer Designed Kona Home and Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Kailua-Kona vacation rentals

Sunset Shores - Unit B Kauipoho

Kahaluu-Keauhou

CA $432 total

includes taxes & fees

May 10 - May 11

Sea Village

Holualoa Village

Anna

CA $305 total

includes taxes & fees

May 15 - May 16

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

Kalaoa

CA $655 total

includes taxes & fees

May 16 - May 17

Aston Kona by the Sea

Holualoa Village

Michele

CA $563 total

includes taxes & fees

May 11 - May 12

The Surf Hideaway is walking distance to everything Kona

Historic Kailua Village

Nicki

CA $209 total

includes taxes & fees

May 9 - May 10

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

Kalaoa

Soe

CA $328 total

includes taxes & fees

May 12 - May 13

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

Holualoa Village

Debra

CA $489 total

includes taxes & fees

May 9 - May 10

Beach nearby, sun loungers, beach towels

RENOVATED Kona Studio By The Ocean!!!

Historic Kailua Village

James

CA $326 total

includes taxes & fees

May 26 - May 27

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Top Kailua-Kona Hotel Reviews

PACIFIC 19 Kona

10/10 Excellent

"Nice central location with plenty of parking"

Royal Kona Resort

8/10 Good

"Fantastic locatio, walkable to downtown Kona shops and restaurants. Great view and restaurant. Nice warm pool. Grounds and hallways, etc, were immaculate. Parking was across the street. Everyone was very pleasant. Rooms were large. The only reason why I didn't give a 5-star review is because our room smelled of mold. As a mold sensitive person, this was too much exposure for me over our 2 nights--likely due to carpeting and the humidity."

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

8/10 Good

"We stayed 4 nights, the hotel missed 1 day house keeping. I like the swimming pool but the water was not circulated enough. Breakfast has pancake and a variety of breads, and hearty, hot and cooked eggs, bacon etc. Very close to shopping, ABC and restaurants. 9 minutes walk to the beach where we could see many fish when swimming. We also joined the submarine tour, not only seeing many fishes under the sea, 2 dolphins followed our shuttle boat. "

Four Seasons Resort Hualalai

10/10 Excellent

"I cannot begin to explain the EXCEPTIONAL service, amenities, accommodations and experience at this resort. We fell in love with Hualalai and will 1000% be returning. I came here with my husband for my 50th birthday and was treated with such kindness. The staff here are above and beyond and honestly, as a frequent Marriott Ambassador Elite traveler, I have to say that Marriott’s higher end brands need to step it up to match the class, ease, and care that Four Seasons has shown us. Look no further if you are deciding on which Hawaii island to visit. We are looking at property here already if that tells you anything! Thank you, Four Seasons Hualalai, for ensuring I had a remarkable birthday celebration!"

Price trends for vacation rentals in Kailua-Kona

Less expensive	More expensive	This month	Next month
May	February	CA $173	CA $203

Month	Price
January	CA $284
February	CA $306
March	CA $276
April	CA $286
May	CA $173
June	CA $203
July	CA $220
August	CA $216
September	CA $239
October	CA $271
November	CA $257
December	CA $246

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 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?

Walk to White Sands Beach or Relax by Your Private Pool: Visitors like this Kailua-Kona vacation home rental. It is located near the beach and has a patio, 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. You and your friends and family can relax into your vacation with amenities like a selection of games. Some other homes for rent in Kailua-Kona include Stunning Ocean Views + Designer Designed Kona Home and Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona.

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

With 576 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 Magic Sands Beach 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

Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Kailua-Kona vacation rentals

Sunset Shores - Unit B Kauipoho

Sea Village

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

Aston Kona by the Sea

The Surf Hideaway is walking distance to everything Kona

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

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

RENOVATED Kona Studio By The Ocean!!!

Ocean View Condo in the Heart of Kona

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Island Elegance Prime Spot

Contemporary Studio 1 minute to the Ocean!

Cozy studio with WiFi & AC in enchanting Kailua-Kona, walking distance to beach

Cosy studio next to Kona Beach

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

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

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

Ocean Front Condo at The Royal Sea-Cliff Resort

Across the ocean Treehouse at the Salty Jungle Kona - Perfect for two!

The Surf Shack at Kona Bali Kai 151

Find vacation rentals that suit your style

Top Kailua-Kona Hotel Reviews

PACIFIC 19 Kona

Price trends for vacation rentals in Kailua-Kona

Find out more about Kailua-Kona

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