
Holiday rentals in Kailua-Kona
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Top-rated holiday rentals in Kailua-Kona
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Other great holiday rentals in Kailua-Kona
Guest favourite

Apartment in Keauhou
4.9 out of 5 average rating, 51 reviewsOcean Front | Sleeps 6 | Poolside Penthouse
MeganRating, 5 stars1 week ago
We had a lovely stay. The complex is slightly older but matches the pictures well. The primary bedroom is actually a loft so if you have others in your party that wake up earlier, just keep this in mind. But we loved it here. We wanted to stay outside of Kona’s downtown, but we were just two minutes though from a shopping center and many restaurants. Downtown Kona is about 15-20 minutes. The views are amazing and this condo gives you more of a condo complex feel rather than resort, which means the pool was never crowded and it’s not loud. You can sit and enjoy the pool and ocean. I’d definitely stay again!
Top guest favourite

Home in Keauhou
5 out of 5 average rating, 21 reviewsIsland Time-Luxury Golf Front Home with Pool/Spa
JenniferRating, 5 stars1 month 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!
Superhost

Flat in Waikoloa Village
4.71 out of 5 average rating, 7 reviewsNEW! Big Island Stay w Golf, Pickleball, Views!
KathyRating, 5 stars4 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 reviewsMountain Oasis: Modern Plantation Home
SreenivasRating, 5 stars8 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.
Top guest favourite

Apartment in Waikoloa Village
4.95 out of 5 average rating, 82 reviewsFabulous Waikoloa Beach Resort 3BR Colony Villas
AustinRating, 5 stars2 months ago
Great communication, very comfortable accommodations and in a great spot for all the things you would want to do on the big island.
Top guest favourite

Apartment in Waimea
4.98 out of 5 average rating, 56 reviewsExquisite Sunsets and Beaches at Mauna Lani Resort
Marie And AlecRating, 5 stars1 month ago
Allyson is efficient, provided us with great info on what activities, resturants, shopping, and as I briefly mentioned, was remarkably supportive and kind during a medical emergency we were facing. Thank you Allyson.
Guest favourite

Flat in Kailua-Kona
4.93 out of 5 average rating, 61 reviewsThe Great Kona Escape - Private Ohana
DiishanRating, 5 stars3 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.
Guest favourite

Apartment in Kailua-Kona
4.95 out of 5 average rating, 83 reviewsOceanfront 2 bed, 2 bath, kitchen with full AC!
KooroshRating, 5 stars1 week ago
This place was neat and clean. The kitchen was stocked with many of the things we needed. The host was very helpful and responsive. We really loved sitting on the lanai having our morning coffee as the sun came up. This place is on the west side of the island so we were able to catch a couple of beautiful sunsets as well. There were a lot of places to see and do in the town nearby. It is within walking distance but there is no sidewalk so at times it felt safer to drive there. We stayed here for 3 nights and wished we could have stayed longer. We recommend this place to anyone looking for a quiet place to enjoy Hawaii.
Quick stats about holiday rentals in Kailua-Kona
Total rentals
2.3K properties
Total number of reviews
101K reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
1.9K properties have a pool
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
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- Waikōloa Beach
- Kealakekua Bay State Historical Park
- Kohanaiki Private Club Community
- Two Step
- Mauna Lani Golf
- Kuki’o Golf & Beach Club
- Volcano Golf and Country Club
- Ke‘EI Beach
- Waikoloa Beach Golf Course
- Kona Country Club
- Kalāhiki Beach
- Pōhue Beach
- Kealia Beach
- Pololū Beach
- Mauumae Beach
- Makalawena Beach
- Makolea Beach
- Mahaiʻula Beach
- Beans Beach
- Kona Dog Beach
- Kukio Beach
- Honokohau Beach
- Hapuna Golf Course
- 49 Black Sand Beach
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