Kailua Kona Vacation Rentals in Hawaii
Our Kailua Kona vacation rentals section includes the condo, townhouse, apartment, villa and home rentals listed below.
Please click on the description to view more information about any of the vacation rentals in Kailua Kona, Hawaii.
Our inventory of Kailua Kona home rentals changes frequently, so please bookmark this page and check back often. You may also be interested in Captain Cook (19 miles), Kealakekua Bay (19 miles), Kealakekua (21 miles), Waikoloa (22 miles), and Kohala Coast (29 miles) for additional vacation rental options.
| Results 1 - 25 of 65 | 1 2 3 Next |
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Bamboo Pool Home Close to Beaches
Beautiful 3 bedroom 3.5 bath home with a unique indoor / outdoor style pool. Home is in an upscale gated community on...
Beautiful 3 bedroom 3.5 bath home with a unique indoor / outdoor style pool. Home is in an upscale gated community on...
Home
3
3.5
6
$299/nt
$2,090/wk
$2,090/wk
Gorgeous Oceanfront Kona Luxury Home
Come experience Aloha at our Oceanfront dream house! Hale Honu is 4.5 miles south of Kona Town on Alii Drive. Enjoy spectacula...
Come experience Aloha at our Oceanfront dream house! Hale Honu is 4.5 miles south of Kona Town on Alii Drive. Enjoy spectacula...
Home
4
4
10
$590/nt
$4,129/wk
$15,000/mth
$4,129/wk
$15,000/mth
10 min to beach, town, airport- 5th
A great Ocean View home for friends or family, as the design provides privacy as well as togetherness. The house has 4 separat...
A great Ocean View home for friends or family, as the design provides privacy as well as togetherness. The house has 4 separat...
Home
4
4
16
$295/nt
$1,858/wk
$1,858/wk
Perfect Family Home on 1 Acre~P00L,
4 bedroom home with Hot Tub too! Perfect for a couple that enjoys their privacy, a large family, or 3- 4 couples sharing...
4 bedroom home with Hot Tub too! Perfect for a couple that enjoys their privacy, a large family, or 3- 4 couples sharing...
Home
4
2
8
$245/nt
Royal Sea Cliff - Resort
2 Bedroon - 2 Bath Sleeps 6 Beautiful View Of Ocean And Mountains Walking Distance To Village, Newly Decorated Completely...
2 Bedroon - 2 Bath Sleeps 6 Beautiful View Of Ocean And Mountains Walking Distance To Village, Newly Decorated Completely...
Condo
2
2
6
$105/nt
$800/wk
$2,458/mth
$800/wk
$2,458/mth
Spectacular ocean view on golf
Beautifully upgraded, air conditioned ground floor condominium on the eighteenth fairway for your perfect Kona, Hawaii vacati...
Beautifully upgraded, air conditioned ground floor condominium on the eighteenth fairway for your perfect Kona, Hawaii vacati...
Condo
2
2
4
$152/nt
$991/wk
$3,566/mth
$991/wk
$3,566/mth
Absolutely the Best Oceanfront Condo
Welcome to Beaches, Absolutely the best Oceanfront Condo in Kailua- Kona Hawaii! Tumble out of bed and enjoy a morning...
Welcome to Beaches, Absolutely the best Oceanfront Condo in Kailua- Kona Hawaii! Tumble out of bed and enjoy a morning...
Condo
1
1
6
$134/nt
$903/wk
$3,097/mth
$903/wk
$3,097/mth
A Must See !! Direct Oceanfront
As you enter our home the sound of the ocean greets you and the magnificent ocean views will never fail to inpire and awe...
As you enter our home the sound of the ocean greets you and the magnificent ocean views will never fail to inpire and awe...
Townhouse
2
2
4
$200/nt
$1,400/wk
$5,750/mth
$1,400/wk
$5,750/mth
Gorgeous 2 or 3 bdrm Ocean View
Elegant and spacious 2 (or 3) bedroom / 2 bath luxury condominium, with new high- grade furnishings throughout, including...
Elegant and spacious 2 (or 3) bedroom / 2 bath luxury condominium, with new high- grade furnishings throughout, including...
Condo
3
2
6
$1,095/wk
$4,350/mth
$4,350/mth
Kona Comfort Tranquil House CLEAN
We Discount According To Length Of Stay: 7 Days 5%, 14 Days 10%, 21 Days 20%, 28 Days 25%, 30 Days 35%, 60+ Days 45%!...
We Discount According To Length Of Stay: 7 Days 5%, 14 Days 10%, 21 Days 20%, 28 Days 25%, 30 Days 35%, 60+ Days 45%!...
Home
3
2
8
$185/nt
$1,231/wk
$3,885/mth
$1,231/wk
$3,885/mth
30 Feet From The Ocean; Free Wifi,
Our vacation condo at the Kona Reef is an absolutely oceanfront, newly- renovated, fully furnished, non- smoking, one...
Our vacation condo at the Kona Reef is an absolutely oceanfront, newly- renovated, fully furnished, non- smoking, one...
Condo
1
1
4
$147/nt
$1,321/wk
$1,321/wk
Amazing Ohana Retreat on the Big
Ohana Retreat is the perfect spot for a large family to enjoy the beauty of Hawaii. We offer an immaculate island- style...
Ohana Retreat is the perfect spot for a large family to enjoy the beauty of Hawaii. We offer an immaculate island- style...
Home
8
9
22
$6,000/wk
Shogun Pool Home - Great Views,
Beautiful 5 Bedroom 3 Bath home with Pool on private, mini- estate located in an established neighborhood just minutes from...
Beautiful 5 Bedroom 3 Bath home with Pool on private, mini- estate located in an established neighborhood just minutes from...
Home
5
3
15
$399/nt
$2,790/wk
$2,790/wk
Kona Comfort Cozy Flat, Pristine
We discount according to length of stay: 7 days 5%, 14 days 10%, 21 days 2We discount according to length of stay: 7 days...
We discount according to length of stay: 7 days 5%, 14 days 10%, 21 days 2We discount according to length of stay: 7 days...
Apartment
1
1
4
$75/nt
$499/wk
$1,575/mth
$499/wk
$1,575/mth
Royal Sea Cliff Oceanfront Only
New Listing Special. True Oceanfront resort well located in Kona with ocean views from our lanai. Newly pruchased condo at...
New Listing Special. True Oceanfront resort well located in Kona with ocean views from our lanai. Newly pruchased condo at...
Condo
0
1
2
$121/nt
$799/wk
$799/wk
Kona ocean front vacation home
Beautiful ocean front vacation home walking distance to shops and restaurants. Only ocean front pool and jacuzzi that sits...
Beautiful ocean front vacation home walking distance to shops and restaurants. Only ocean front pool and jacuzzi that sits...
Home
3
2.5
10
$668/nt
Tropical Perfection with a Private
A real tropical beauty! 3 bedroom 2 bath private home in Kailua- Kona's award winning Kahakai Estates gated neighborhood....
A real tropical beauty! 3 bedroom 2 bath private home in Kailua- Kona's award winning Kahakai Estates gated neighborhood....
Home
3
2
6
$224/nt
$1,400/wk
$1,400/wk
Whitesands Beach Penthouse across
Beautiful 2 Bedroom 2 Bath Top floor penthouse condo suite, approx. 2, 000 sq. ft., across the street from Whitesands beach....
Beautiful 2 Bedroom 2 Bath Top floor penthouse condo suite, approx. 2, 000 sq. ft., across the street from Whitesands beach....
Condo
2
2
8
$149/nt
$1,043/wk
$1,043/wk
Kona Shores Vacation Condo
Cute and Cozy one bedroom condo and is only one mile or a 15 walk to town and on the way you will come across beautiful Hon'l...
Cute and Cozy one bedroom condo and is only one mile or a 15 walk to town and on the way you will come across beautiful Hon'l...
Condo
1
1
4
$78/nt
$525/wk
$1,800/mth
$525/wk
$1,800/mth
Sale $110/nt. Until 12/31 Oceanfront
Book Now! Availability Is Limited In This Location Location Location Oceanfront Condo With The Best Views And Spectacular...
Book Now! Availability Is Limited In This Location Location Location Oceanfront Condo With The Best Views And Spectacular...
Condo
1
1
4
$166/nt
Snorkel Cove Pool Home - Close
Walking distance to Whitesands beach, all rooms in this large home open onto the very private pool and large sundeck with...
Walking distance to Whitesands beach, all rooms in this large home open onto the very private pool and large sundeck with...
Home
4
3
10
$362/nt
Deluxe 4/bd Walk To Beach, Sleeps
A Spacious Vacation Home centrally located for all the fabulous activities Kona has to offer - snorkeling, kayaking, surfing...
A Spacious Vacation Home centrally located for all the fabulous activities Kona has to offer - snorkeling, kayaking, surfing...
Home
4
2.5
10
$213/nt
$1,485/wk
$1,485/wk
Oceanfront Luxury on a Budget
Experience Big Island living and dining directly on the water along Alii Drive. Our property has direct access into the ocean;...
Experience Big Island living and dining directly on the water along Alii Drive. Our property has direct access into the ocean;...
Home
3
2
6
$203/nt
$1,367/wk
$4,500/mth
$1,367/wk
$4,500/mth
Kailua Bay Resort Condo Pool view,
Complex is located in the heart of historic and charming downtown Kailua- Kona. You are walking distance to restaurants,...
Complex is located in the heart of historic and charming downtown Kailua- Kona. You are walking distance to restaurants,...
Condo
1
1
4
$64/nt
$440/wk
$440/wk
Ocean Views, Gated, Private Pool,
This is a beautiful home in Konas award winning Kahakai Estates. Close to shopping, restaurants, beaches and in a sunny...
This is a beautiful home in Konas award winning Kahakai Estates. Close to shopping, restaurants, beaches and in a sunny...
Home
3
2
6
$199/nt
$1,350/wk
$1,350/wk