
Vacation rentals in Kailua Bay
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Top-rated vacation rentals in Kailua Bay
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Top guest favorite

Guest suite in Holualoa
4.99 out of 5 average rating, 330 reviewsKona Coffee Vacation Rental Holualoa
AlgirdasRating, 5 stars1 week ago
My wife and I LOVED our stay at the Kona Coffee Plantation. The spacious, tastefully furnished apartment is set in a beautiful, jungle like setting. Although the unit sits above the main house it offers complete privacy. Loved the large deck off the main living area and the huge sliding doors that lead to it—helped bring the outside, in. The photos don’t do the property justice. Kona, itself is a few minutes drive down the mountain by and some of the best beaches in Waikoloa are an easy half hour drive. Our favorite was A bay. Staying here gave us the best of both worlds—beach and mountain side. Highly recommend!
Top guest favorite

Condo in Kailua-Kona
4.95 out of 5 average rating, 41 reviewsCoastal Paradise with a fabulous ocean view.
SonjaRating, 5 stars1 month ago
The view is unbelievably beautiful! Located right on the ocean’s edge. Fell asleep nightly to the sounds of the ocean! Spent every morning enjoying coffee on the lanai taking in the beauty. The condo was beautifully maintained! Betsy was a great host. When we return to the Big Island we will absolutely stay here again! Loved it!!!
Top guest favorite

Home in Kailua-Kona
5 out of 5 average rating, 21 reviewsIsland Time-Luxury Golf Front Home with Pool/Spa
JenniferRating, 5 stars2 months 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

Apartment 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 favorite

Condo in Waikoloa Village
4.95 out of 5 average rating, 83 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 favorite

Condo 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 favorite

Apartment 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.
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- Waikōloa Beach
- Kohanaiki Private Club Community
- Two Step
- Mauna Kea Golf Course
- Kealakekua Bay State Historical Park
- Mauna Lani Golf
- Volcano Golf and Country Club
- Makolea Beach
- Kuki’o Golf & Beach Club
- Nanea Golf Club
- Ke‘EI Beach
- Waikoloa Beach Golf Course
- Pahoa Beach
- Kona Country Club
- Wawaloli Beach
- Honokohau Beach
- Kona Dog Beach
- Makalawena Beach
- Mahaiʻula Beach
- Beans Beach
- Kukio Beach
- Kealia Beach
- Kalāhiki Beach
- Mauumae Beach
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