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
4.9 out of 5 average rating, 48 reviews

Ocean Front | Sleeps 6 | Poolside Penthouse

ErinRating, 5 stars2 days ago
The condo was plenty spacious, peacefully quiet, and generally as pictured although it was difficult to tell from photos that the master bedroom is an upstairs loft style room so noise from downstairs can be easily heard. The location was beautiful and an easy drive to get to a shopping center with restaurants and a grocery store. The host was very communicative and responsive. I'd be happy to stay here again on a future trip.
Guest favourite
Home in Keauhou
5 out of 5 average rating, 21 reviews

Island Time-Luxury Golf Front Home with Pool/Spa

JenniferRating, 5 stars2 weeks ago
The place was beautiful and well-appointed. The pool and hot tub were amazing. Jodi was an incredible host. We had a wonderful vacation and would love to come back!
Guest favourite
Apartment in Waikoloa Village
4.83 out of 5 average rating, 6 reviews

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

KathyRating, 5 stars3 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
Condo in Waikoloa Village
4.95 out of 5 average rating, 82 reviews

Fabulous Waikoloa Beach Resort 3BR Colony Villas

AustinRating, 5 stars1 month 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
Condo in Waikoloa Beach
4.98 out of 5 average rating, 62 reviews

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

DebraRating, 5 stars6 days ago
Allyson was a great host. She responded to every questions we had. Willing to get a problem fixed, she came to condo to figure out what we were doing wrong. The place had everything possible for a relaxing vacation. There was not one thing that the condo did not have. Kitchen was very well equipped. Closet has enough beach equipment. Comfortable beds, bathrooms were very clean. Thank you Allyson for making our trip such a wonderful experience. You are a great host.
Guest favourite
Condo in Waimea
4.98 out of 5 average rating, 54 reviews

Exquisite Sunsets and Beaches at Mauna Lani Resort

AliRating, 5 stars1 week ago
The condo was wonderful! We had 5 adults and it felt big enough! Really appreciated having access to beach chairs, umbrella, towels, cooler and boogie boards. Made the beach days much more enjoyable! Great recommendations on farmers markets and restaurants! Highly recommend staying here.
Guest favourite
Apartment in Kailua-Kona
4.93 out of 5 average rating, 61 reviews

The Great Kona Escape - Private Ohana

DiishanRating, 5 stars2 months 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

    84K reviews

  • Family-friendly rentals

    910 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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