Search Holiday Rentals in Kailua-Kona

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Kailua-Kona holiday rentals

Exterior
Aston Kona by the Sea

Aparthotel in Holualoa Village

Aston Kona by the Sea
4.0 star property
8.8 out of 10, Excellent, (1158)
"Clean courteous and very nice place"
United States
David
The price is 7.208.118 ₫
13.002.126 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Aston Kona by the Sea
Exterior
Sea Village

Condo resort in Holualoa Village

Sea Village
2.5 star property
8.6 out of 10, Excellent, (113)
"amazing and beautiful spot "
United States
Paul
The price is 4.725.632 ₫
5.574.451 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sea Village
House, 1 Bedroom | Property grounds
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Holiday Home in Kalaoa

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is 4.618.720 ₫
12.309.484 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning
House | 1 bedroom, Internet
Sunset Shores - Unit B Kauipoho

Holiday Home in Kahaluu-Keauhou

Sunset Shores - Unit B Kauipoho
2.0 star property
The price is 3.612.802 ₫
9.959.256 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Sunset Shores - Unit B Kauipoho
House | 1 bedroom, desk
Sandy Toes Getaway in Kona

Holiday Home in Kahaluu-Keauhou

Sandy Toes Getaway in Kona
2.0 star property
8.0 out of 10, Very good, (1)
"Overall, liked the place. The only issue I had was trying to communicate with someone. I just had a quick question and I couldn’t get an answer. But the place was great. "
United States
Evelyn
The price is 3.407.185 ₫
9.716.708 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Sandy Toes Getaway in 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.
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Top Kailua-Kona Hotel Reviews

OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

10/10 Excellent
"Need more food establishments "
JILL 4-night trip
Posted 1 day ago
OUTRIGGER Kona Resort and Spa

Frequently asked questions

Can I find holiday rentals in Kailua-Kona?

Yes, there are holiday rentals in Kailua-Kona close to Kona Community Aquatic Center, or you can select a more secluded option if you're looking for a relaxing 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 coffee shops.

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

With 569 Expedia holiday rentals, you're guaranteed 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 Keiki Beach 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 holiday rentals like in Kailua-Kona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kailua-Kona. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.