Holiday Homes in Kailua-Kona

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Featured Holiday Homes in Kailua-Kona

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

10.0 out of 10, Exceptional, (132)
"We had a wonderful stay at this place! The location was perfect—close to everything we needed while still feeling peaceful and relaxing. The home itself was well-equipped, and had such a warm, welcoming atmosphere that made it feel like a home away from home. The little touches a well-stocked kitchen, and thoughtful decor, really made a difference. It was the perfect spot for our family, and we would absolutely stay here again. Highly recommend!"
The price is NZ$750
includes taxes & fees
17 Apr - 18 Apr
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

9.0 out of 10, Wonderful, (25)
"Outstanding location, right on the water, with great views and a real feeling of being at a private resort. Wonderful features and lay out. Property managers were very responsive and solved a small problem immediately. "
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

9.8 out of 10, Exceptional, (36)
"The apartment is beautifully decorated and has everything we needed. It was very relaxing. I love the lanai and it was super clean. I recommend it. The downsides of staying there included long drive to South Kona beaches, loud coqui frogs at night, roosters crowing at 3 am, and bed too soft. (I was warned about the roosters from a previous review). It was cool enough to keep the bedroom window closed, which helped with the noise. Pack your sleeping pills if you are a light sleeper! The kitchen...
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Stunning Ocean Views + Designer Designed Kona Home

9.8 out of 10, Exceptional, (84)
"What a great place! We loved the evening sunsets on the great deck. Easily assessable to what we had planned for our days in Kona. "
Stunning Ocean Views + Designer Designed Kona Home

Walk to White Sands Beach or Relax by Your Private Pool

9.6 out of 10, Exceptional, (228)
"We had a mix of family time while the younger set did snorkeling boogie boarding and hiking. Loved the pool "
Walk to White Sands Beach or Relax by Your Private Pool

Beautiful Pool with Stunning Ocean and Sunset Views

9.6 out of 10, Exceptional, (57)
"Swam twice a day and enjpyed the outdoor patio dining! Very relaxing stay. Beds were so comfortable! Kitchen had everything you need!"
Beautiful Pool with Stunning Ocean and Sunset Views

Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

9.4 out of 10, Exceptional, (140)
"This rental has a spectacular view! We are thrilled that we were able to spot Humpback whales every day from the lanai. We watched outrigger canoe groups, kayakers, and other boats. Each day was concluded watching the sunset hoping to see the green flash. And we enjoyed the.sweet little birds keeping us company by the lanai. The rental is clean, comfortable, well stocked. Edgar, the owner, was very attentive when a couple of questions came up, which we greatly appreciate. "
The price is NZ$936
includes taxes & fees
2 Apr - 3 Apr
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

4-Bedroom Retreat Near Magic Sands Beach with Outdoor Living & Beach Gear

9.8 out of 10, Exceptional, (17)
"We enjoyed staying here for our family (all adults) trip to the Big Island. Beds were comfortable and having our morning coffee on the lanai was so relaxing. The kitchen was well stocked with dishes and meal prep utensils.The BBQ was handy for a sunset dinner at "home"."
4-Bedroom Retreat Near Magic Sands Beach with Outdoor Living & Beach Gear

Kona's Shangri La: Private Oceanfront Home w/ Pool, Spa & Elevator

9.6 out of 10, Exceptional, (14)
"This was a true island experience. The three levels of the house allowed everyone to have their own space and a really great shared space on the second floor. The elevator and stairs made all floors easily accessible to everyone. The views were outstanding."
Kona's Shangri La: Private Oceanfront Home w/ Pool, Spa & Elevator

🌴This beautiful, one of a kind 3-story home is located directly on the shoreline in Kona🌴

9.6 out of 10, Exceptional, (25)
"Beautiful view, great location "
🌴This beautiful, one of a kind 3-story home is located directly on the shoreline in Kona🌴

Kona Oceanfront-Gorgeous, Quiet, Sleeps 6

9.8 out of 10, Exceptional, (129)
"All the people in the complex were gtreat as well"
Kona Oceanfront-Gorgeous, Quiet, Sleeps 6

Kimo's Getaway

10.0 out of 10, Exceptional, (62)
"Well maintained and convenient to the rest of Kona. Jim was very helpful. Highly recommend! "
The price is NZ$670
includes taxes & fees
28 Mar - 29 Mar
Kimo's Getaway

Oceanfront - Private- Family Friendly-Oasis He'eia Bay-House and Cottage-

10.0 out of 10, Exceptional, (95)
"First impression upon arrival - wow! What a beautiful home with the most beautiful view! We are every meal except for a few times we were adventuring on the patio overlooking the ocean. We slept every night with the windows open, enjoying the sound of the crashing waves. The pool was very enjoyable as well for kids and adults alike. The beds were comfortable and there was plenty of room for our group of 11. The folks who stayed in the cottage area also said the fold out bed was comfortable and...
Oceanfront - Private- Family Friendly-Oasis He'eia Bay-House and Cottage-

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Walk to Magic Sands Large Home w/ Private Pool, Hot Tub, Terrace & 2 W/Ds

9.0 out of 10, Wonderful, (23)
"Great location and amenities. Upstairs great room was too hot. A/C in bedrooms was much appreciated. "
Walk to Magic Sands Large Home w/ Private Pool, Hot Tub, Terrace & 2 W/Ds

Ho'o Maluhia: Breezy Oceanview Retreat w/Private Pool and Stunning Views

9.6 out of 10, Exceptional, (53)
"Clean, great sunset views"
Ho'o Maluhia: Breezy Oceanview Retreat w/Private Pool and Stunning Views

🏖️Great Ocean Views | Private Pool | WIFI | vrKCV

9.6 out of 10, Exceptional, (81)
"The house was well appointed and the layout was perfect for all of the varying ages of our children and family members. The views expansive and the sunsets were epic. Would definitely stay there again! "
🏖️Great Ocean Views | Private Pool | WIFI | vrKCV

Pele's Last Resort, a three bedroom, two and a half bath home at Holua Kai

10.0 out of 10, Exceptional, (17)
"This is a beautiful property! Located in a gated community that is easy to access. The home was just a luxury place to be while on the island. "
Pele's Last Resort, a three bedroom, two and a half bath home at Holua Kai

Panoramic Ocean Front Views! Private Corner Townhouse. AC included! Pickleball!

9.8 out of 10, Exceptional, (181)
"Very quiet location. Close to amenities. Grounds were meticulously maintained. Had a great time!"
Panoramic Ocean Front Views! Private Corner Townhouse. AC included! Pickleball!

🏖️Beautiful Ocean View! | Central AC | Serene Surroundings | vrKCV

10.0 out of 10, Exceptional, (45)
"This home was excellent and super comfortable. It was everything it was described to be and more. And when we needed assistance, communication was easy and efficient. We would completely recommend it for anyone."
🏖️Beautiful Ocean View! | Central AC | Serene Surroundings | vrKCV
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kailua-Kona

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (511)
" Will definitely go back. Our room was spacious with three sliding doors onto two big decks. One deck was covered for meals and one open for sun tanning. Clean, great tv channels is always a bonus. Staff very friendly. Complex just gorgeous. Pool was great too. "
The price is NZ$1,261
includes taxes & fees
9 Apr - 10 Apr
Royal Sea Cliff Kona by OUTRIGGER

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1071)
"Beautiful room, wonderful amenities impeccable hospitality! A slice of paradise."
The price is NZ$860
includes taxes & fees
11 Apr - 12 Apr
Aston Kona by the Sea

Kona Bali Kai

2.0 star property
7.6 out of 10, Good, (5)
"This was the perfect location for our stay. We were a 1 mile drive from Magic Sands Beach and 1 mile drive to local shopping, dinning and entertainment! While we chose to drive everywhere, the location is totally walkable to all the attractions. Also, before booking I read reviews, and apparently other condos do not have AC. This one DOES have AC. Which was a nice surprise. Parking was effortless with lots of spaces available. Communication with the owner was easy. One more thing to note- they...
The price is NZ$587
includes taxes & fees
2 Apr - 3 Apr
Kona Bali Kai
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.