Perfect Places Vacation Rentals
Traveler Login Owner Login

Kailua-Kona Vacation Rentals

139 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 51 - 75 of 139
First Previous
1 2 3 4 5
Next Last


2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Akah Ocean Views, Affordable and comfortable, Great Location #110 Affordable and a super location on the golf course in Keauhou. Two queen...
Rates
$110 - $153 night
$753 - $1195 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, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kksr5304 $179 spc June-September!!direct Ocean Front Best Corner In Complex The Keauhou Surf and Racquet Club is a gated community of condominiums...
Rates
$250 - $300 night
$1750 - $2100 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
$159 - $210 night
$1113 - $2100 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: This lavishly appointed single level home with 3 air-conditioned bedroom suites comes with all the modern bells and whistles made just for entertai...
Rates
$750 - $1250 night
$5250 - $9800 week


Non Smoking


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 yo...
Rates
$120 - $150 night
$840 - $1540 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: Kalani Kai Kona Village condo, affordable price and so convenient #310 Kalani Kai, Hawaiian for Heavenly Sea. And you will enjoy a heavenly retre...
Rates
$88 - $153 night
$597 - $1273 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: Keauhou Palena Golfers Delight Great location in Kona Paradise Keauhou Palena is located in a lovely quiet community but still close to Keauhou Ba...
Rates
$110 - $164 night
$753 - $1195 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Cabin in Kailua-Kona - Ocean Front
Cabin: 1 Bedroom, 1 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 luxurious estate located on a private c...
Rates
$239 - $305 night
$1673 - $2135 week


Non Smoking   High-Speed Internet


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 lovely, recently remodeled vacation condo offers first floor connivance at Kona Makai. The interior is nicely furnished is and the condo of co...
Rates
$132 - $164 night
$909 - $1350 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: Km2102 $89.00 special July-September!! Beautifully Renovated condo This spectacular ground floor unit is completely renovated from top to bottom. ...
Rates
$95 - $120 night
$665 - $945 week


Non Smoking   High-Speed Internet


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: Kksr3202 $119.00 special June-September! Direct oceanfront, Spacious, 2nd Flr Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beaut...
Rates
$125 - $205 night
$875 - $1435 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Holualoa Bay Villas: 106 Beautiful Oceanview, Ac, Elevators, Wifi! Holualoa Bay Villas#106 is a brand new rental in our inventory, that Knutson & ...
Rates
$125 - $145 night
$875 - $1435 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: Royal Sea Cliff#704 Luxury Top Floor Penthouse with Ocean View! **new!** ENJOY UPSCALE PENTHOUSE LIVING AT THIS FULLY FURNISHED OCEAN FRONT LUXUR...
Rates
$169 - $209 night
$1183 - $1953 week


Non Smoking   High-Speed Internet


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
$130 - $165 night
$910 - $1645 week


Non Smoking   High-Speed Internet


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: Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. Watch the do...
Rates
$149 - $169 night
$1043 - $1225 week


Non Smoking   Handicap Accessible   High-Speed Internet


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: Beautiful remodeled 2 BR condo located on Robert Trent Jones Golf Course This quiet beautifully remodeled 1400sf 2 bedroom condo is located at a c...
Rates
$115 - $165 night
$805 - $1155 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: 2 Bedroom Bungalow Unit Description: These comfortable bungalows feature a king size bed in each bedroom, plus a queen sleeper sofa in the living ...
Rates
$194 - $599 night
$1358 - $4193 week


Non Smoking


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Kailua-Kona - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Outstanding 4 Br / 3 Ba Oceanfront Home with saltwater "Queen's Bath" Hale Huna Kai is located within a mile of Kona town on Alli Drive. It is con...
Rates
$429 - $449 night
$3003 - $3843 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Exceptional panoramic coastal views from this supremely private, quiet, end of the road location. Sitting high on a knoll at the very top of O'oma ...
Rates
$450 - $575 night
$3150 - $4410 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: Kksr#36 $129.00 night June-September! 3 BR townhome, sleeps 8!!! New appliances, furniture, granite counter tops; TV in the living room & in all ...
Rates
$139 - $155 night
$973 - $1225 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



7 bedroom Vacation Rental Home in Kailua-Kona
Home: 7 Bedroom, 7 Bathroom, Sleeps 17
Location: Kailua-Kona, Hawaii, United States
Description: This custom home is located in O'Oma Plantation a subdivision of 19 estate-sized, 2 acre parcels. Enjoy exceptional panoramic coastal views from t...
Rates
$725 - $1025 night
$5075 - $8785 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: Kona Pacific Lovely Affordable Condo in Great Location for Vacation Everything you need for an unforgettable Hawaiian vacation! All brand new furn...
Rates
$121 - $153 night
$831 - $1312 week


Non Smoking


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Paradise Found Pool Wonderful ocean views Spacious home Near Kona town Welcome to Paradise. Paradise Found. A lovely, large 4 bedroom well appoi...
Rates
$2373 - $3945 week


Non Smoking   Swimming Pool   High-Speed Internet


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: Kona Isle A4 Beautifully upgraded condo. $69.00 special all of August-Septmbr Kona Isle Condos are located on the Kona Coast of the Big Island of ...
Rates
$75 - $90 night
$525 - $630 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: 1 bedroom/1 bathroom resort suites Unit Description: The 1 bedroom/1 bathroom resort suites at Kona Reef come with amenities to ensure your stay i...
Rates
$162 - $279 night
$1134 - $1953 week


Non Smoking


View Details and Book Online Send Inquiry





Listings 51 - 75 of 139
First Previous
1 2 3 4 5
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: