Holiday Homes in Kailua-Kona

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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Featured Holiday Homes in Kailua-Kona

Awesome View, Best Snorkel Beach, Big Lanais, Private Home
TV, books

Awesome View, Best Snorkel Beach, Big Lanais, Private Home

9.4 out of 10, Exceptional, (80)
"House was in excellent repair. Everthing was clean and working properly. Host communication was quick and welcoming. Thanks for letting us use your home, we had a great visit!"
Awesome View, Best Snorkel Beach, Big Lanais, Private Home
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
On the beach, sun-loungers, beach towels

Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

9.8 out of 10, Exceptional, (159)
"Plenty of room for 6 adults, the sound of the ocean to fall asleep to was wonderful. Watching the crabs on the lava rocks and the little red headed birds. Would love to come back again, very comfortable home. Thank you "
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Sun-loungers, beach towels

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

9.8 out of 10, Exceptional, (28)
"Awesome place to stay, fully equipped with anything you need. "
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Walk to White Sands Beach or Relax by Your Private Pool
Pool

Walk to White Sands Beach or Relax by Your Private Pool

9.6 out of 10, Exceptional, (220)
"We stayed 5 nights and loved the property. It's private, but extremely close to the beach (private access), shopping, etc. "
Walk to White Sands Beach or Relax by Your Private Pool
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Miscellaneous

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

10.0 out of 10, Exceptional, (36)
"Excellent communication by/with property manager."
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Paradise palm Studio
Interior

Paradise palm Studio

9.6 out of 10, Exceptional, (10)
"Bathroom has a sliding door with no lock, but otherwise excellent, extremely clean and great hosts"
Paradise palm Studio
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Outdoor dining

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

10.0 out of 10, Exceptional, (25)
"It is a very lovely home. We had 10 ranging from 9-76 years of age, everyone enjoyed. Beautiful home and breathtaking views. Would definitely stay here again. Thank you! "
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
Outdoor spa tub

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

9.0 out of 10, Wonderful, (23)
"The house had plenty of room to accommodate our party of 15 adults. The views off the back lanais are indescribable. Dolphins were a giving us some morning entertainment on one of our mornings there. We drove a little way down to Hapuna Beach and saw sea turtles. Magic Sands Beach was just a mile down the road and a great little spot. It was never crowded when we went or drove by on our way to our next adventure. This stay has actually gotten my family and me Looking into moving there. The...
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
The Mai Tai Manor with unobstructed views of the ocean!
Aerial view

The Mai Tai Manor with unobstructed views of the ocean!

9.8 out of 10, Exceptional, (10)
"We had a wonderful Island Christmas in the perfect location and home. Two thumbs way up"
The Mai Tai Manor with unobstructed views of the ocean!
Magic Sands Retreat: Remodeled Cottage,Walk to Beach, Incredible Location,AC!
Beach

Magic Sands Retreat: Remodeled Cottage,Walk to Beach, Incredible Location,AC!

10.0 out of 10, Exceptional, (62)
"We stayed 8 nights and were able to relax and enjoy the birds every morning and it was only a 5 minute walk to Magic Sands Beach. The property management team was very communicative and helpful. If you want a place to stay to relax, this is your place."
Magic Sands Retreat: Remodeled Cottage,Walk to Beach, Incredible Location,AC!
Walk to Beach! HUGE 5 bedroom, 5 bath with Pool!!
Smart TV, books

Walk to Beach! HUGE 5 bedroom, 5 bath with Pool!!

9.4 out of 10, Exceptional, (86)
"We had a great experience! Everything was as we expected, and communication was great throughout our stay. It was just a short walk to the beach and restaurants. We even took a short walk to see the marathon running portion of the Ironman World Championships. The house was clean and perfect for everything we needed. "
Walk to Beach! HUGE 5 bedroom, 5 bath with Pool!!
Oceanfront Kona Beach House
Terrace/patio

Oceanfront Kona Beach House

9.8 out of 10, Exceptional, (70)
"Fantastic stay in a wonderful place with a fantastic host. Everything was as described and the location is perfect for exploring anything in Kona. Exceeded all expectations if we come back to Kona we will be staying again period."
Oceanfront Kona Beach House
Oceanfront Kona Home w/ Beach Access & Views!
Outdoor dining

Oceanfront Kona Home w/ Beach Access & Views!

10.0 out of 10, Exceptional, (47)
"We found this property very well maintained. Beautiful view and the host was always available to answer any questions. It truly is a beautiful place to stay. Highly recommended and great communication with the host. "
Oceanfront Kona Home w/ Beach Access & Views!
Konas#1Rated Premier Partner Oceanfront Pool 4Bd May31June11/13 …11 nite min
Outdoor pool, a heated pool

Konas#1Rated Premier Partner Oceanfront Pool 4Bd May31June11/13 …11 nite min

10.0 out of 10, Exceptional, (131)
"If you want a convenient ocean front property this is it. This authentic, old Hawaiian beach house has a spectacular, convenient location, stunning ocean views and sunsets and the pool/jacuzzi make you never want to leave. Ocean breezes flow through the house so while there is no AC, it's not needed. It is an older home so don't expect perfection but the owner and team do everything possible to make your stay unforgettable. Home is stocked with everything you need from a fully stocked kitchen,...
Konas#1Rated Premier Partner Oceanfront Pool 4Bd May31June11/13 …11 nite min
Hale Lani:Direct Oceanfront Massive Pool, Gated, Remodeled Beauty
Pool

Hale Lani:Direct Oceanfront Massive Pool, Gated, Remodeled Beauty

2.0 star property
8.0 out of 10, Very good, (1)
Hale Lani:Direct Oceanfront Massive Pool, Gated, Remodeled Beauty
Royal Point Modern Hale
Fridge, microwave, oven, stovetop

Royal Point Modern Hale

10.0 out of 10, Exceptional, (1)
"This place is very convenient to beaches and food. A/C works great. Love all of the deck space and views. "
Royal Point Modern Hale
Beautiful Pool with Stunning Ocean and Sunset Views
Outdoor pool

Beautiful Pool with Stunning Ocean and Sunset Views

9.6 out of 10, Exceptional, (53)
"Janie was great to work with. Our grandkids loved the pool. We had 10 of us and each couple got our own rooms and the kids took over the side area and couch. Kitchen was well stocked and big enough for us to move around in for sure. The outdoor rinse off area was very nice when we came back from the beach. We would use it again. Thank you. "
Beautiful Pool with Stunning Ocean and Sunset Views
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (125)
"We loved staying here! It was in a nice, quiet neighborhood, up the hill and away from the crowds but perfectly located for zipping down for dinner and exploring other areas of the island. The front porch was terrific for enjoying coffee in the morning. The home was clean and tidy with the bonus of being able to open all the doors to let the breezes flow through. Comfy beds and having the a/c in the bedrooms was great. Sarah was great to communicate with - we'll definitely stay here on our...
The price is NZ$751
includes taxes & fees
10 Feb - 11 Feb
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Waterfall House | 4 Bed, 3.5 Bath
A heated pool

Waterfall House | 4 Bed, 3.5 Bath

8.6 out of 10, Excellent, (24)
"The house has a fantastic location, amazing views and interesting architecture. However, we were there one night, and the pool and hot tub were dirty. No skimmer was provided so we could try to clean it and the master bathtub wasn't clean either. The drain had dirt and hair. The check out of 10 am sucks, especially as it seems the extra time isn't needed for cleaning. I believe we received a discount because we booked one night about a week and a half prior to staying. However, we paid a hefty...
The price is NZ$2,656
includes taxes & fees
24 Jan - 25 Jan
Waterfall House | 4 Bed, 3.5 Bath
Luxury Oceanfront Estate
Outdoor spa tub

Luxury Oceanfront Estate

10.0 out of 10, Exceptional, (12)
"Gated community, great views, close to town, super clean, nice pool. Amazing backyard patio. We had a wonderful time! "
Luxury Oceanfront Estate
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

Sea Village
Beach

Sea Village

2.5 star property
8.6 out of 10, Excellent, (68)
"This place is a real gem! Private deck overlooking the sea where whales are jumping, the waves crash into the pool and the landscaping is breathtaking. the pool is warm the closet hid a bed and there were tvs in the master bedroom and the living/dining room area. the dishwasher was dirty inside and some of the plates were not cleaned well but the views and quiet and ease of access to downtown and sight seeing was worth a few seconds of dish scrubbing. What a pleasure to stay in such a nice place...
The price is NZ$666
includes taxes & fees
22 Feb - 23 Feb
Sea Village
Aston Kona by the Sea
On the beach

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1054)
"The room was outstanding! View of the ocean, big room so none of us felt cramped. It was very comfortable, felt like home. The pool was clean, hottub was nice. Everywhere you went you could hear waves. The room doors are heavy, which made entering and leaving cumbersome, but i think it makes it so you never hear people walking by your room. The hottub jets timer was short but thats nitpicking. Parking is tight in the garage area but relatively easy. We were there for 8 nights, and only had to...
The price is NZ$808
includes taxes & fees
23 Jan - 24 Jan
Aston Kona by the Sea
Royal Sea Cliff Kona by OUTRIGGER
2 outdoor pools

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (487)
"This property was beautiful! 2 pools and a hot tub. Room was spacious. Activities during the day. Wonderful stay. We will come back "
The price is NZ$1,444
includes taxes & fees
10 Feb - 11 Feb
Royal Sea Cliff Kona by OUTRIGGER
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.