Holiday rentals 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
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!
Guest favourite
Flat in Waikoloa Village
5 out of 5 average rating, 5 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 stars6 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
Apartment in Waikoloa Village
4.95 out of 5 average rating, 82 reviews

Fabulous Waikoloa Beach Resort 3BR Colony Villas

AustinRating, 5 stars3 weeks ago
Great communication, very comfortable accommodations and in a great spot for all the things you would want to do on the big island.
Guest favourite
Apartment in Waikoloa Beach
4.98 out of 5 average rating, 61 reviews

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

ChristineRating, 5 stars1 week ago
Allyson was such a pleasure to deal with and consistently went out of her way to assist us. She went above and beyond; we certainly appreciated her dedication and attention to details and any questions we asked. Allyson, YOU made our trip special and delightful. Thank you for simply being the best concierge on the island.
Guest favourite
Apartment in Waimea
4.98 out of 5 average rating, 52 reviews

Exquisite Sunsets and Beaches at Mauna Lani Resort

AliceRating, 5 stars3 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
Apartment 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
Guest favourite
Flat in Kailua-Kona
4.93 out of 5 average rating, 61 reviews

The Great Kona Escape - Private Ohana

DiishanRating, 5 stars1 month ago
Sandra’s place was really really nice. It felt very much like home. It was super clean, cozy, decorated nicely, and had everything I needed. Sandra was also super kind, responded very quickly to any of my messages, and was very accommodating. I’ll def book her place again when in Kona.

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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