Perfect Places Vacation Rentals
Traveler Login Owner Login

Kailua-Kona Vacation Rentals

151 Kailua-Kona Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Kailua-Kona, Hawaii (Big Island), Hawaii, United States.
Destination:

Bedrooms (min)   Sleeps (min)
Interest: Accommodations:
Pet Friendly Internet
Online Booking Pool

Handicap Accessible


Select Arrival Dates
Arrival: Departure:

  Exclude unknown availability
Enter Keywords:


Price per Night Range:


 
Hawaii (Big Island) Top Cities
Listings 101 - 125 of 151
First Previous
3 4 5 6 7
Next Last


2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kbv 304 Top Floor Condo: Huge Oceanview, Elevators, Beach Walking Distance! This beautiful, private top floor condo at Kahaluu Bay Villas is quite...
Rates
$139 - $169 night
$973 - $1435 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kaulana at Kona, an upscale spacious 3 BR with 190 degree views Exquisite adult community overlooking Keauhou Bay and the Kona Coast. Kaulana at K...
Rates
$573 - $573 night
$1161 - $3945 week


Non Smoking


View Details and Book Online Send Inquiry



5 bedroom Vacation Rental Villa in Kailua-Kona
Villa: 5 Bedroom, 5 Bathroom, Sleeps 15
Location: Kailua-Kona, Hawaii, United States
Description: This beautiful custom home, built in 2007, boasts 5 buildings totaling 3,829 sq. feet; including main house, and a private master suite situated at...
Rates
$525 - $575 night
$3675 - $6300 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Large 2 bedroom 3 bath with full kitchen overlooking the pool area. This unit has an ocean view from the lanai. Stroll down Alii Drive and you w...
Rates
$125 - $155 night
$875 - $1575 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: Kalani Kai Walk to Ocean shops and restaurants. Affordable #321 Great location right in Historic Kailua Village. Walk to Kamakahonu Beach the star...
Rates
$115 - $154 night
$767 - $1274 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Casa De Emdeko 211 - 2/2 Ocean View, Ac, Elevators, Spacious, 2nd floor gem This 2nd floor Casa De Emdeko 2 bedroom condo is an extremely spacious...
Rates
$125 - $150 night
$875 - $1743 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This beautiful one bedroom, one bath air conditioned ocean front condo offers a feel of being miles away?.. with no traffic noise, but is just a ve...
Rates
$129 - $191 night
$903 - $2100 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This local has all the sights and sounds of the best Kona has to offer. Enjoy this 1 bedroom, 2 bath unit right in town. You can also enjoy the ...
Rates
$135 - $170 night
$945 - $1680 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Surf & Racquet Tropical, oceanfront paradise. Perfect vacation condo Gorgeous, absolutely direct oceanfront condo with a huge wrap around pri...
Rates
$232 - $288 night
$1588 - $1977 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Cottage in Kailua-Kona - Ocean View
Cottage: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Under new management, Pacific Edge Kona, a gracious oceanfront island style beach home! From the lanai of this waterfront Cottage see breaching hum...
Rates
$250 - $265 night
$1750 - $1855 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This experience is one of a kind- looks like a cottage by the sea. Enjoy the crashing surf at one of Kona's best resorts. If you need more space yo...
Rates
$160 - $232 night
$1081 - $1783 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8! New appliances, furniture, granite counter tops; TV in the liv...
Rates
$139 - $155 night
$973 - $1225 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Pool, hot tub, ocean view/oceanfront condo in Kailua-Kona on The Big Island of Hawaii. *Free economy car with 7 night stay or more, valid 4/9 thru...
Rates
$205 - $330 night
$1435 - $2310 week


Non Smoking


View Details and Book Online Send Inquiry



Studio Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: Kms109 Groundfloor, Direct Oceanfront, Wifi, Kona Magic Sands Welcome to DIRECT oceanfront living! Unit#109 is a wonderful ground floor property a...
Rates
$110 - $135 night
$770 - $1435 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kona Surf & Racquet Tropical Gardens Views on a Private Lanai. Sit on your private lanai with a delicious cup of Kona coffee and enjoy the birds s...
Rates
$149 - $232 night
$1003 - $1588 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Upgraded one bedroom oasis looking right over the ocean. You will love the unit, you will love the location, walking distance to everywhere in town...
Rates
$135 - $175 night
$945 - $1540 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This top floor Alii Villas condo is a perfect fit for anyone's vacation! Unit#340 is very well maintained, and we can assure you will have an amazi...
Rates
$95 - $110 night
$665 - $1435 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Remodeled 1 BR Ocean View condo in Oceanfront Complex Close to Town This recently remodeled perfectly located one bedroom, one bath ocean view con...
Rates
$97 - $120 night
$679 - $945 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Everything you need for an unforgettable Hawaiian vacation! All brand new furniture, large lanai spans living room and bedroom, free wireless Inter...
Rates
$148 - $176 night
$991 - $1313 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Beautiful single level 3 BR, 3 bath home with spectacular ocean views Hale Aikáne (House of Hospitality to Family and Friends as one) a beautiful,...
Rates
$425 - $475 night
$2975 - $4025 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: SUPER SPECIAL RATES FOR APRIL, MAY & JUNE 250 PER NIGHT AND 1,500 PER WEEK ?KONA SUNSETS VISTAS? IS A WONDERFUL VACATION HOME IN A QUIET, CENTRALL...
Rates
$267 - $378 night
$1803 - $2583 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Cabin in Kailua-Kona - Ocean Front
Cabin: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this estate, located on a private cove featu...
Rates
$265 - $321 night
$1855 - $2247 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Completely Remodeled, Spacious Oceanfront 2 BR condo w/ Airconditioning Enjoy an amazing Hawaiian vacation in this completely remodeled spacious A...
Rates
$210 - $235 night
$1470 - $2135 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Unit is fully redecorated and updated in Hawaiian decor to enhance your vacation. This beautifully maintained complex is very quaint, peaceful and ...
Rates
$135 - $159 night
$945 - $1330 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This oceanfront townhouse is beautifullly furnished, very clean, and cozy. It has Wifi, HD Television & DVR! Get lost in the sounds of the ocean, w...
Rates
$125 - $169 night
$875 - $1953 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 101 - 125 of 151
First Previous
3 4 5 6 7
Next Last

This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 
Why stay in a vacation rental or villa in Kailua-Kona? One word: relaxation. You'll be far not just from the urban setting of Hilo, but from the bustling Honolulu and Oahu. You'll be far from the maddening tourists on Maui. But you'll be on the Big Island, with lots to see and do. And if you decided to stay in your vacation villa in Kona, you'll be blessed with some of the best weather found anywhere. The weather is so good there that over the centuries, Hawaiian monarchs made this area their home. You can even see a reconstruction of King Kamehameha's beach quarters outside the hotel that bears his name. There's also Hulihe'e Palace, the last home of native Hawaiian Royals before the islands were absorbed into the United States.

Kailua-Kona is a great home base from which to explore the Big Island of Hawaii. You may have to drive a bit, but the scenery is worth it. Plus there are plenty of interesting stops along the way. Drive north and you'll see cowboys as you travel through Waimea. Head south and you'll see coffee plantations and quaint places to stop for lunch and shopping, as well as black sand and green sand beaches. Since you've come all this way, perhaps check out the Kapoho vacation rentals and spend a few days on the easy side of the island before heading back to Kona.

Or, just hang around Kailua-Kona. Mark Twain summed up Kailua best: "We landed at Kailua, a little collection of native grass houses reposing under tall cocoanut trees - the sleepiest, quietest, Sundayest looking place you can imagine. Ye weary ones that are sick of the labor and care, and the bewildering turmoil of the great world, and sigh for a land where ye may fold your tired hands and slumber your lives peacefully away, pack up your carpet sacks and go to Kailua! A week there ought to cure the saddest of you all.”

While you may not find yourself resting in a grass house, you’ll certainly feel as if you don’t have to do anything at all when you’re in Kailua-Kona. But if the urge to get active does overcome you, there’ll be plenty to do. Kailua-Kona offers everything you’d expect from a popular beach community—lots of great shopping, fantastic restaurants, friendly locals, welcoming bars and pubs, fishing, beachcombing, parasailing, surfing and whatever else you might want to do under the warm, Hawaii sun.
 

Find additional Vacation Rentals: