Holiday houses in Kailua-Kona

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Popular amenities for Kailua-Kona holiday rentals

Stay near Kailua-Kona's top sights

Kona Brewing Company226 locals recommend
Island Lava Java163 locals recommend
Huggo's162 locals recommend
KTA Super Stores156 locals recommend
Umekes Fish Market Bar & Grill154 locals recommend
Costco Wholesale153 locals recommend

Other great holiday rentals in Kailua-Kona

Guest favourite

Condo in Keauhou

4.89 out of 5 average rating, 44 reviews

Ocean Front | Sleeps 6 | Poolside Penthouse

NatashaRating, 5 stars1 week ago
Michael and Kathryn were great hosts! Very friendly and helpful. The condo is just as described and bigger than we expected! Lots of space. The view and main lanai are amazing.
Guest favourite

Home in Keauhou

5 out of 5 average rating, 19 reviews

Island Time-Luxury Golf Front Home with Pool/Spa

LaurenRating, 5 stars1 month ago
We were so happy with our stay at Jodi’s place. She was a fantastic host and the house was precisely as described - completely comfortable, nicely decorated, with beautiful plantings outdoors. Everything was completely pristine when we arrived and she even left a lovely welcome gift for us. The directions for arriving at the house and gaining entry were clear and easy. Our family really enjoyed our vacation and hope to return to this rental!
Superhost

Apartment in Waikoloa Village

5 out of 5 average rating, 4 reviews

NEW! Big Island Stay w Golf, Pickleball, Views!

KathyRating, 5 stars2 months ago
This condo is very quiet, overlooking the golf course and ocean. Nice sunsets. We really enjoyed the golfing (reasonable rate with the member's pass), and pickleball/tennis is very close ...beside the pool. Close by is a gym - which had a big workout area and daily cardo classes. Also - a very good grocery store nearby. The condo was well set-up for the two of us. particularly helpful were the beach chairs, umbrellas, etc. We spent many afternoons visiting different beaches along the Waikoloa coast. Some were a few miles away, others about 15 min drive. The guidebook in the condo was very helpful.
Superhost

Home in Kealakekua

5 out of 5 average rating, 9 reviews

Mountain Oasis: Modern Plantation Home

SreenivasRating, 5 stars5 months ago
Chris is an amazing host and is very clear in his communication. House was exactly as described. Very clean and well maintained. Kitchen was stuffed with a lot of condiments and a lot of attention to details. Yard had many fruit bearing trees. A quick drive to nice beaches, restaurants, grocery stores etc. All in all we were very satisfied.
Guest favourite

Condo in Waikoloa Village

4.95 out of 5 average rating, 81 reviews

Fabulous Waikoloa Beach Resort 3BR Colony Villas

PaulaRating, 5 stars2 months ago
The perfect space for our family! We felt right at home and loved the location! Great restaurants close by and plenty of activities. The condo is well equipped and includes lots of extras for the beach and pool! We fell in love with the island!
Guest favourite

Condo in Waikoloa Beach

4.98 out of 5 average rating, 60 reviews

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

BiancaRating, 5 stars1 month ago
I had a wonderful stay! The place had everything I needed to cook and feel comfortable, making it feel like a home away from home. The host was incredibly friendly, flexible, and responsive, which made the experience even better. Highly recommend this spot to anyone looking for a hassle-free and welcoming stay!
Guest favourite

Condo in Waimea

4.98 out of 5 average rating, 52 reviews

Exquisite Sunsets and Beaches at Mauna Lani Resort

AliceRating, 5 stars2 months ago
Allison and her Airbnb space were amazing! Big thank you to Allison and her partner for the lovely stay. Exactly what we were looking for. Pros Location Quiet Host - super responsive Gated community Clean Plenty of white towels in the bathrooms Lovely pool/ beach club access AMAZING host. So responsive! Everything worked as described! pack n play + booster AC worked well Things to know Bring shampoo and conditioner / soap. General island tips Rent a car (not a con just something to know about the big island in general :))
Guest favourite

Condo in Waikoloa Village

4.86 out of 5 average rating, 51 reviews

Ocean View Golf 2B2b w/ Pool & Jacuzzi near Beach

SujanRating, 5 stars1 month ago
Great place to stay for staycation. Close to the pool and everything we needed

Quick stats about holiday rentals in Kailua-Kona

  • Total rentals

    1.9K properties

  • Total number of reviews

    83K reviews

  • Family-friendly rentals

    900 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    1.6K properties have a pool

  • Rentals with dedicated workspaces

    1K properties have a dedicated workspace

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