Search Vacation Homes in Kailua-Kona

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Vacation Homes in Kailua-Kona

Oceanfront Kona Beach House
Terrace/patio

Oceanfront Kona Beach House

10.0 out of 10, Exceptional, (75)
"This home is just lovely-clean, very well equipped and right on the ocean. We certainly would stay here again. "
Oceanfront Kona Beach House
Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club
On the beach, sun loungers, beach towels

Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club

9.8 out of 10, Exceptional, (90)
"We loved our stay at this oceanfront property! The sunsets were second to none here!"
The price is SAR 664
SAR 2,244 total
includes taxes & fees
15 Jun - 16 Jun
Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club
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, (235)
"We loved the property "
Walk to White Sands Beach or Relax by Your Private Pool
Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-
Outdoor pool

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

10.0 out of 10, Exceptional, (97)
"The property was beautiful. Our family enjoyed our stay there. "
Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-
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, (144)
"Nice and convenient place to stay. "
The price is SAR 638
SAR 1,443 total
includes taxes & fees
16 Jun - 17 Jun
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
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, (32)
"Beautiful property with amazing views! Very helpful hosts, very clean and nicely decorated. Perfect place for our family to stay for our first trip to the big island. "
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay at this house. The location was great for teens with an easy walk to town, parks and beaches. Open floor plan was great for relaxing by the pool and enjoying the ocean view. Ample private space for the adults and the home was well stocked. Would stay again for certain. "
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Stunning Ocean Views + Designer Designed Kona Home
Property grounds

Stunning Ocean Views + Designer Designed Kona Home

9.8 out of 10, Exceptional, (90)
"We loved the place. Excellent location."
Stunning Ocean Views + Designer Designed Kona Home
Resort-Style Home on Keauhou Bay: Great for Groups
Pool

Resort-Style Home on Keauhou Bay: Great for Groups

Resort-Style Home on Keauhou Bay: Great for Groups
🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included
Property grounds

🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included

9.8 out of 10, Exceptional, (32)
"Couldn’t have been happier with the condo. It was clean, spacious and had everything we needed. The pool and hot tub were perfect and the location overlooking the golf course and the ocean was a dream. Would definitely book this condo again. "
🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included
OCEAN FRONT 2bd/rm Townhome New Remodel Ocean and Sunset Views AC Pickleball!
Interior

OCEAN FRONT 2bd/rm Townhome New Remodel Ocean and Sunset Views AC Pickleball!

10.0 out of 10, Exceptional, (46)
"Loved the place. Was clean, modern, confortable, and had such cute beach decor. Close proximity to the pool and tennis/pickleball courts which we enjoyed using both. Would love to return."
OCEAN FRONT 2bd/rm Townhome New Remodel Ocean and Sunset Views AC Pickleball!
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

10.0 out of 10, Exceptional, (167)
"This is an awesome house with an amazing view and at a great location. We spotted whales close by from the lanai twice! It’s well equipped and has comfortable beds. AC units work well and are quiet. We loved it and will definitely be back! "
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
Beach nearby, sun loungers, beach towels

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

9.4 out of 10, Exceptional, (145)
"Very nice"
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
2Bd/2Ba Townhouse with full kitchen steps away from ocean
Beach nearby, sun loungers, beach towels

2Bd/2Ba Townhouse with full kitchen steps away from ocean

10.0 out of 10, Exceptional, (27)
"Amazing property with everything you need for your island adventure."
2Bd/2Ba Townhouse with full kitchen steps away from ocean
The Mai Tai Manor with unobstructed views of the ocean!
Aerial view

The Mai Tai Manor with unobstructed views of the ocean!

10.0 out of 10, Exceptional, (15)
"Property had all things to make your stay a wonderful experience "
The Mai Tai Manor with unobstructed views of the ocean!
Kimo's Getaway
Terrace/patio

Kimo's Getaway

10.0 out of 10, Exceptional, (69)
"Every thing was so so wonderful！"
The price is SAR 544
SAR 1,443 total
includes taxes & fees
17 Jun - 18 Jun
Kimo's Getaway
Three Palms
Terrace/patio

Three Palms

9.8 out of 10, Exceptional, (47)
"We had a wonderful stay at the rental. "
Three Palms
🏖️Ocean View | Private Pool, Patio, & Lanai | By Beachside Pier!
Terrace/patio

🏖️Ocean View | Private Pool, Patio, & Lanai | By Beachside Pier!

9.8 out of 10, Exceptional, (79)
"Great location to Kona. House was lovely. Plenty of room for people to socialize or have time to themselves. Kitchen is well stocked and we found the layout easy for several people to be working in the kitchen at once. While not really a complaint, one thing that might be a nice improvement would be cushions on the lounge chairs by the pool. We totally enjoyed our stay and would certainly come back to this house."
🏖️Ocean View | Private Pool, Patio, & Lanai | By Beachside Pier!
Magnificent! Private Pool & Hot Tub - 180 degree Ocean View; U pick Orchard
Outdoor pool

Magnificent! Private Pool & Hot Tub - 180 degree Ocean View; U pick Orchard

9.8 out of 10, Exceptional, (164)
"Private, amazing view of ocean & sunsets!! Quiet, peaceful, breeze for some cooling in the hills! Lovely owner Sandra & great hospitality!! Thank you 🌴🌞😄😘"
Magnificent! Private Pool & Hot Tub - 180 degree Ocean View; U pick Orchard
New Listing! Aloha Pearl Private Home with Ocean Views, Private Pool and Hot Tub
Beach

New Listing! Aloha Pearl Private Home with Ocean Views, Private Pool and Hot Tub

10.0 out of 10, Exceptional, (6)
"Great place to stay! Lots of room!"
New Listing! Aloha Pearl Private Home with Ocean Views, Private Pool and Hot Tub
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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