Search Holiday Rentals in Kailua-Kona

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Kailua-Kona holiday rentals

Exterior
Sea Village

Sea Village

Sea Village
2.5 star property
Holualoa Village
8.8 out of 10, Excellent, (117)
"Staff was very courteous. Liked the closet with beach stuff that we could use...chairs, snorkeling gear,etc."
United States
Fred Robinson Tew
The price is 6.056.852 ₫
7.190.211 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
Sea Village
View from room
Aston Kona by the Sea

Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1174)
"Excellent staff, great location, had a great vacation."
United States
Cristi
The price is 8.609.915 ₫
14.716.789 ₫ total
includes taxes & fees
25 Jan - 26 Jan 2026
Aston Kona by the Sea
House, 1 Bedroom | Living area | Smart TV, streaming services
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
10.0 out of 10, Exceptional, (1)
The price is 4.168.538 ₫
12.314.491 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning
Beach
Kona Bali Kai

Kona Bali Kai

Kona Bali Kai
2.0 star property
Holualoa Village
8.4 out of 10, Very good, (62)
"Much appreciated, my stay was great. "
United States
Guy
The price is 7.729.848 ₫
11.190.445 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Kona Bali Kai
House | 1 bedroom, Internet
Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
Sunset Shores - Unit B Kauipoho
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

Royal Kona Resort

Royal Kona Resort

10/10 Excellent
"I love the Royal Kona and will likely stay every time I visit the Big Island! It’s a great price point with fantastic amenities available, as well as being family-friendly. I did notice some availability issues, which is always surprising to me because it seems a touch unreasonable to overbook nowadays, especially when some folks are coming in on international flights. Most everyone on staff is professional but I can understand that particular frustration, though I was lucky to dodge that issue this time. With that small note aside, the food was amazing as usual, spa treatment was luxurious and necessary, and the pool area was well maintained like it has been on every previous visit! I’m so grateful to have been able to spend Christmas in Kona at my favorite resort :)"
Jamaika 6-night trip
Posted 2 days ago
Royal Kona Resort

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 583 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 Kona Brewing Company 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.