Perfect Places Vacation Rentals
View Vacation Rentals in English, French, German, Italian, Portuguese and Chinese (Traditional)
Traveler Login Owner Login
Chinese (Traditional) Portugeuse Spanish Italian German French English

Kailua-Kona Vacation Rentals

198 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:



Hawaii (Big Island) Top Cities
Things to Do on the Big Island
Listings 151 - 175 of 198
First Previous
4 5 6 7 8
Next Last


1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Spacious second floor condo on the golf course in Keauhou. Enjoy relaxing views of the golf course from the large lanai. Large master suite with ad... Learn More
Rates
$191 - $207 night
$946 - $972 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Home in Kailua-Kona
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: The home is approximately 100 feet from Keauhou Bay and located within walking distance of the Keauhou shopping center.Sit back and enjoy this home... Learn More
Rates
$325 - $385 night
$2275 - $2940 week


Non Smoking


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This newer home is the perfect vacation destination for families coming to the Big Island of Hawaii. Located halfway between the Kona International... Learn More
Rates
$229 - $249 night
$1603 - $2275 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: This complex is a great location for being near downtown Kailua Kona, yet you are right across the street from the beautiful Kona Coast Sunsets, fu... Learn More
Rates
$80 - $90 night
$560 - $875 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 4
Location: Kailua-Kona, Hawaii, United States
Description: This Keauhou Surf and Racquet unit offers a spacious family environment for your vacation. These units are approx 1200 square feet interior living ... Learn More
Rates
$160 - $200 night
$1120 - $1400 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 2
Location: Kailua-Kona, Hawaii, United States
Description: Aloha, come see for yourself why Casa De Emdeko remains one of the most requested oceanfront condominiums along the Kona Coast. Condo #328 located ... Learn More
Rates
$100 - $120 night
$700 - $973 week


Non Smoking


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Kailua-Kona
Home: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Kona Bay Estates is an exclusive, small, gated community with a security guard who patrols the neighborhood. The community is located on a rare lag... Learn More
Rates
$1200 - $1300 night
$8400 - $10500 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: Keauhou Kona Surf & Racquet Club 4-203. Absolutely direct oceanfront, crashing surf, watch the whales and dolphins from your lanai. Very nicely f... Learn More
Rates
$217 - $339 night
$1062 - $1753 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 2
Location: Kailua-Kona, Hawaii, United States
Description: Welcome to Hui o Kulia, where the view from A-15 at the Kona Reef will take your breath away. Relax and watch the whales and dolphins swim by, crui... Learn More
Rates
$145 - $165 night
$1015 - $1393 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: Lovely oceanfront 2nd floor unit recently upgraded and showing beautifully. Very popular vacation complex with Oceanfront Pool and Hot Tub, BBQ and... Learn More
Rates
$159 - $189 night
$1113 - $1603 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Alii Villas on Alii Drive is wonderful place to spend your holiday. Historic Kailua Village is close by where the world famous Ironman Triathlon ta... Learn More
Rates
$172 - $222 night
$740 - $1077 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: Spacious 3/2 home with views of the Kona Coast and the blue Pacific Ocean. Enjoy tropical breezes while relaxing in this gorgeous three bedroom va... Learn More
Rates
$380 - $562 night
$2178 - $3403 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: Keauhou Kona Surf & Racquet Club is one of the most fun places in Kona. This oceanfront complex is conveniently located near Keauhou Shopping Cent... Learn More
Rates
$193 - $255 night
$948 - $1154 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Hale Ku?ono is a 3 story 3BR / 4BA home right on Kona Bay. Watch the Spinner Dolphins frolic, para sailors floating above and outrigger canoes padd... Learn More
Rates
$599 - $599 night
$4193 - $4900 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 2
Location: Kailua-Kona, Hawaii, United States
Description: This is a 1 bedroom, 2 bath condo in the Kona Pacific condo in the town of Kailua Kona on the Big Island. This condo has been renovated beautifully... Learn More
Rates
$109 - $119 night
$763 - $1050 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Sea Village is an inviting Oceanfront complex located about a mile south of downtown Kona along Alii Drive. Our one bedroom-one bath condo is just ... Learn More
Rates
$99 - $109 night
$693 - $1050 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: Quiet community on the golf course in Keauhou. This second floor condo has a relaxing view of the course. Spacious floor plan, large lanai, free pa... Learn More
Rates
$191 - $207 night
$946 - $972 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Cabin in Kailua-Kona - Ocean Front
Cabin: 3 Bedroom, 2 Bathroom, Sleeps 8
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 ... Learn More
Rates
$365 - $470 night
$2555 - $3290 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: Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds enjoy... Learn More
Rates
$90 - $120 night
$650 - $840 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 8
Location: Kailua-Kona, Hawaii, United States
Description: Across from the ocean on Alii Drive. Close to living area with 2 bedrooms and 2 baths and a loft with bed and lounge area. Enclosed swimming pool ... Learn More
Rates
$125 - $125 night
$875 - $1050 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Relax in this large one bedroom 2 bath condo located within Keauhou Palena! The condo features a remodeled kitchen, a large floor plan, in unit W/D... Learn More
Rates
$99 - $110 night
$693 - $875 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: The grounds of the complex are lush with palm trees and flowering bushes. There is a wonderful pool and Jacuzzi on the grounds. It is conveniently ... Learn More
Rates
$175 - $190 night
$1225 - $1330 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 Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and are individually and privately owned. The gorgeous 74-unit complex ... Learn More
Rates
$105 - $140 night
$735 - $980 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: BEAUTIFUL REMODELED 1 BED 1 BATH IS RIGHT IN HEART OF KONA VILLAGE. IF YOU ARE LOOKING FOR NICE, CLEAN AND CLOSE TO TOWN, LOOK NO FURTHER. KONA PLA... Learn More
Rates
$95 - $100 night
$665 - $700 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Decorated in a traditional island style elegance this 3 bedroom 3 bath home has unobstructed 180 degree views of ocean and Kailua Kona. Located at... Learn More
Rates
$400 - $450 night
$2800 - $3850 week


Non Smoking


View Details and Book Online Send Inquiry





Listings 151 - 175 of 198
First Previous
4 5 6 7 8
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: