Perfect Places Vacation Rentals
Traveler Login Owner Login

Kailua-Kona Vacation Rentals

147 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 76 - 100 of 147
First Previous
2 3 4 5 6
Next Last


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 Location! Heart of Kona Village Great condo, affordable price! Kalani Kai, Hawaiian for Heavenly Sea. And you will enjoy a heavenly re...
Rates
$125 - $166 night
$850 - $1342 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 ...
Rates
$160 - $185 night
$1120 - $1435 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, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Alii Point - Luxury Villa in Private and Gated Oceanfront Community Almost Oceanfront. Spend your vacation in a luxurious single family home withi...
Rates
$499 - $499 night
$3493 - $4550 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 4
Location: Kailua-Kona, Hawaii, United States
Description: Affordable and a super location on the golf course in Keauhou. Two queen beds, fully equipped condo with everything to make your visit comfortable ...
Rates
$125 - $166 night
$850 - $1342 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 2 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: The Kona Alii is located right in the heart of Kailua Kona. Enjoy waking up to the crashing ocean with a cup of world famous Kona Coffee! This ...
Rates
$140 - $165 night
$980 - $1715 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: Surf & Racquet Club 6103 has wonderful amenities, high speed internet, three TV's and the location can not be beat. There are all types of wonderfu...
Rates
$176 - $198 night
$1204 - $2002 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: Lovely oceanfront 2nd floor unit recently upgraded and showing beautifully. Very popular vacation complex with Oceanfront Pool and Hot Tub, BBQ and...
Rates
$159 - $189 night
$1113 - $1603 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: Kona Surf & Racquet Tropical, oceanfront paradise. Perfect vacation condo Gorgeous, absolutely direct oceanfront condo with a huge wrap around pri...
Rates
$213 - $323 night
$1467 - $2221 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: Stunning direct oceanfront views in this newly remodeled one bedroom will make you never want to leave.The rhythmic sounds of crashing waves genera...
Rates
$95 - $115 night
$665 - $775 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 321 1/1 $90.00 nightly special March 26th-April 1st! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance...
Rates
$105 - $120 night
$735 - $840 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: Kona Isle C21 Beautiful 2nd floor Condo in Ocean Front Complex! Kona Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and ar...
Rates
$95 - $110 night
$665 - $770 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: 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 ...
Rates
$125 - $125 night
$875 - $1050 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: Lunapule Kona Affordable Condo Great Quiet Location Near Town A hidden beauty near the village of Kailua Kona on the Big Island of Hawaii. This se...
Rates
$182 - $229 night
$1248 - $1564 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: $108 special all of April & May! Absolute Oceanfront Top Floor Private Private, top floor, absolute oceanfront, lovely one bedroom condo at the hi...
Rates
$138 - $168 night
$966 - $1176 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, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Second floor condo with great ocean views. This condo offers all the comforts of home in a tropical paradise. Enjoy the beautiful pool with amazi...
Rates
$100 - $166 night
$675 - $1473 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Mauna Loa Village Lovely tropical setting. luxury at an affordable price Live where Hawaii's royalty played, Mauna Loa Village at the Honua Resort...
Rates
$228 - $257 night
$1568 - $2017 week


Non Smoking   High-Speed Internet


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



2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Great 2/2 on the first floor with a comfortable tropical lanai. Within walking distance to one of Kona's best beaches, Kahalu'u Beach Park, it is r...
Rates
$183 - $212 night
$1255 - $1571 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: Tastefully furnished ; you will love this first floor condo on Alii Drive. C3 is on the first floor so no stairs and you can walk from your lanai r...
Rates
$602 - $1197 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: Nice clean newly furnished second floor unit with central A/C. Great in town location right on Alii Drive. Walk to shops, restaurants & ocean activ...
Rates
$110 - $120 night
$770 - $1225 week


Non Smoking   Handicap Accessible


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 $115.00 special April 16th-28th Direct oceanfront!!! The Keauhou Surf and Racquet Club is a gated community of condominiums. There are t...
Rates
$125 - $205 night
$875 - $1435 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Home in Kailua-Kona - Ocean Front
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Direct Ocean Front Cottage where you can watch whales and surfers while relaxing on the large sunning deck, literally hanging over the oceans edge....
Rates
$325 - $325 night
$2275 - $2450 week


Non Smoking   Swimming Pool


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 Amazing views from your private oceanfront lanai This recently upgraded and remodeled, direct oceanfront condo at Kona Keauhou...
Rates
$213 - $323 night
$1467 - $2221 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: Kona Pacific Lovely Affordable Condo in Great Location for Vacation Everything you need for an unforgettable Hawaiian vacation! All brand new furn...
Rates
$138 - $167 night
$945 - $1480 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: This condo is a comfortable spot for your Hawaiian Vacation. Great partial ocean view to enjoy from your lanai. With anything you might need to ma...
Rates
$95 - $110 night
$665 - $770 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 76 - 100 of 147
First Previous
2 3 4 5 6
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: