A coastal town with houses, a beach, and the ocean.

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Our top choices for Kailua-Kona holiday rentals

1. Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
10.0 out of 10, Exceptional, (1 review)
"Excellent location. Room was different than expected with pictures shown. They are a mix of rooms. Once I figured out some things, all was amazing. Quiet. Safe. Comfortable.Great location for exploring the island. Walkable small beaches. Received a lot of different emails about the property and checking in. It made it confusing but figured it out. Its kind of like staying in a friend's guest room. Never really saw anyone."
United States
Linda
The price is 2.347.034 ₫
8.478.329 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Sunset Shores - Unit B Kauipoho

2. Kailua Studio w/ Pool Access & Garden Views!

Kailua Studio w/ Pool Access & Garden Views!
3.0 star property
Historic Kailua Village
8.8 out of 10, Excellent, (6 reviews)
"Cozy spot, a short walk from the beach and some great spots to watch the sunset."
United States
Anonymous traveller
The price is 3.891.284 ₫
9.739.440 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Kailua Studio w/ Pool Access & Garden Views!

3. Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,270 reviews)
"The room, staff, property, and everything was incredible. Our family’s first time in Hawaii and I will definitely be planning on coming back. We all loved it so much! Great for kids too!"
United States
Shannon Marie
The price is 7.866.170 ₫
13.924.828 ₫ total
includes taxes & fees
19 Sept - 20 Sept
Aston Kona by the Sea

4. Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
8.0 out of 10, Very good, (1 review)
"It is really very close to the beach, you can even walk it.i also love the place itself. very quiet. The only thing really is the air con is very loud that you can’t sleep! That is the tie breaker. Either you sleep in comfort with the loud sound of the air conditioner blasting loud into your ear or hot but quiet during the night. I always end up turning off the air and just taking off my clothes under the covers Lol. Also the small window by the back porch doesn’t have a curtain so the neighbor...
United States
Melinda
The price is 2.347.034 ₫
8.478.329 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Island Elegance Prime Spot
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

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 575 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 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 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.