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Holiday Rentals in Kailua-Kona, HI

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From
$121
Per Night
1 / 7
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (5) Make Enquiry
From
$815
Per Week
1 / 28
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
From
$116
Per Night
1 / 10
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
From
$110
Per Night
1 / 7
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located within walking distance to town, this third floor unit is a great choice for a tropical getaway. Come and enjoy this quiet 1 bedroom 1 bath with a well equipped upgraded kitchen, island style decor, 1 king bed and a sofa sleeper, and wall air-conditioning. This unit faces the ocean and has... View all property information
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4 of 5 stars Reviewed 16 January 2014
Good location, quiet, needs a bit of maintenance - patio door. Major draw backs - no internet, no balcony/lanani. Would recommend to people who travel a lot and want value...
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From
$1,878
Per Week
1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Private and secluded 3br/2bath home at the end of a cul de sac in the amazingly beautiful and prestigious gated community of Kahakai Estates. Far enough from downtown to offer privacy and serenity, yet within a 5 min walk down a private bike path to the famous Ali’i drive and downtown Kailua-Kona... View all property information
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From
$104
Per Night
1 / 17
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This lovely ground floor condo located in downtown makes it easy to explore the sights and activities of historic Kailua-Kona, Hawaii. You may lounge at the pool and enjoy the BBQ/picnic area at the Kalani Kai complex. This affordable 'hale' is the perfect spot for your memorable vacation. This... View all property information
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From
$227
Per Night
1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (18) Make Enquiry
Amenities & Details
  • Hot Tub
  • Internet Access
  • Pool
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
*Free economy car with 7 night stay or more, valid 4/9 thru 12/18, while cars are available. Not valid with any other special offers. Car can be upgraded for minimal fee. If you are interested in adding a rental car outside of these dates, please inquire for rental car pricing. This beautiful 2... View all property information
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5 of 5 stars Reviewed 22 September 2014
We spent a week at this location and was not disappointed in the least with the location and the view. Everything was as advertised. Initially, I was attracted by the prospect...
5 of 5 stars Reviewed 8 July 2014
This Condo 4207 was clean and beautiful. Great location "Ocean Front" Everything we were hoping for to celebrate our Daughter's graduation from High School and Entry to the...
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From
$110
Per Night
1 / 8
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
1 Bedroom/1 bath spacious oceanview condo conveniently located a short walk from the shopping, restaurants and beaches of Kailua-Kona, and extremely well suited for longer stays. Our condo features all the amenities that the discerning traveler requires, including king-sized bed, full kitchen,... View all property information
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5 of 5 stars Reviewed 3 August 2014
The main problem with this condo was that it was so nice we often didn't want to leave. It's clean, nicely decorated, in a great location and the view is absolutely spectacular...
5 of 5 stars Reviewed 28 June 2014
This condo was excellent for our purpose. Fantastic location and walking distance from excellent activities and resturants. It was comfortable for 2. I think it would be possible...
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From
$815
Per Week
1 / 15
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Come and join us in paradise at unit #223 and enjoy the fragrant plumeria drifting on warm tropical Hawaiian Breezes. Relax and let the Hawaiian sun melt away your stress. The Pacific Ocean beckons you to come and swim in the warm coastal waters of Hawaii. Alii Villas is a popular, well maintained,... View all property information
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From
$153
Per Night
1 / 22
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The unit is fully redecorated and updated in Hawaiian decor to enhance your vacation. This beautifully maintained complex is very quaint, peaceful and private in a gated community. This unit is on the top floor and you can hear the ocean crashing from all rooms in the unit. Whales and dolphins can... View all property information
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From
$551
Per Night
1 / 24
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautiful 4 bedroom, 4 bath home with a private pool and an outdoor shower. Unobstructed oceanview of the Kona Coast line. Spectacular stargazing from your own private deck. The home is conveniently located close to many amenities which include a plethora of dining options (including the famous... View all property information
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From
$92
Per Night
1 / 15
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
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 is meticulously maintained and blissfully tranquil. While staying at Kona Isle you can swim, relax by the pool, or watch the whales and dolphins passing... View all property information
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From
$227
Per Night
1 / 34
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (5) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Rejuvenate and indulge your senses while relaxing on our beautiful lanai just 40 feet from the shore of the Pacific Ocean. With a cool drink at your elbow, you'll be amused by the flying fish and turtles at your feet. Watch the surfing action or the dolphins just a little further out. Perhaps... View all property information
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4 of 5 stars Reviewed 22 March 2014
Following some fairly extensive research, my wife and I booked a five week stay in Unit 208 at Kona Bali Kai in Kailua Kona, Hawaii. This is a privately owned two bedroom condo...
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From
$121
Per Night
1 / 12
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Aloha! My Unit is #326 and it is a 400 sq ft studio condo in the heart of downtown Kailua-Kona. The studio is a very clean budget accomodation with a lot of aloha! The condo sits off of Alii Drive between Lava Java and Bubba Gumps. The property has a pool, jacuzzi, BBQ (by pool) and beautiful... View all property information
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5 of 5 stars Reviewed 20 September 2014
My husband and I spent a couple of nights in Kailua-Kona and had some things planned right in town, so we wanted a place that was close by. We chose this place for the location...
5 of 5 stars Reviewed 7 August 2014
Just returned from a 3 night stay at #326 Kona Islander and had another great time. The bonus of the unit is the newly remodeled kitchenette with FULL-SIZED refrigerator. The...
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From
$337
Per Night
1 / 7
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy spectacular sunsets and many activities during your stay for the IRONMAN (Ali'i Dr. is on the race route and within a couple miles of the start) . Enjoy the tropical beauty and relax in your king sized resort rental! Many amenities, like outdoor pools, hot tub, bbq, and exercise room. You... View all property information
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From
$119
Per Night
1 / 6
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Kalani Kai is a very nice condo located right in Kona town and walking distance to the beach. There is a queen bed in the condo plus a sleeper sofa in the living room. Air conditioned. Washer and dryer in the condo 7 night minimum during Ironman and year end holidays email us for shorter stays... View all property information
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From
$281
Per Night
1 / 26
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (28) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
No Worries is a lovely newly renovated 3bd/2bth beach house with outside private shower and A/C units in the main living area and Master bedroom. There are also fans in all rooms. There is a covered lanai for relaxing and BBQ's, and a large front lawn protected with rock wall for kids and games.... View all property information
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5 of 5 stars Reviewed 11 June 2014
This house was perfect for our family of 8 with young adults and teenagers. Loved the location right across from the beautiful white sands beach. The house was comfortable and had...
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From
$257
Per Night
1 / 12
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Surf & Racquet 3-302 is a third (top) floor, two bedroom plus sleeping loft oceanfront condo located approx. four miles south of Kailua Kona. Its completely furnished and equipped. Bedding includes a king in the master, queen in the guest and two twins in the loft. It offers WiFi and the living... View all property information
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From
$143
Per Night
1 / 15
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (7) Make Enquiry
Amenities & Details
  • Gym
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious one bedroom condo is in one of Kona's most popular resorts. You will love your fully equipped kitchen and the very nice furnishings. But what you will enjoy most is the great tropical views from your large private lanai while you have your Kona coffee in the morning and perhaps a... View all property information
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4 of 5 stars Reviewed 25 February 2014
Our rental allowed easy access to highways and exploring. It was quiet and very pleasant. Thank you for the stay
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From
$184
Per Night
1 / 7
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Kona Reef sits ocean front and is conveniently located within walking distance to town, close to sight seeing, shopping and, dinning. This 1 bedroom 1 bath ocean front unit offers some of the best scenic and ocean views on the Kona Coast! Fully equipped, 1 queen and a sofa sleeper. Tax #... View all property information
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From
$116
Per Night
1 / 5
Payment Protection
Studio, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The newly remodeled 400 sq ft suite in my 'Little Surf Shack' has a great 180 degree view of Kona's coastline... Check out the shoreline breaks to see which beaches are pounding and choose your surf spot... Those of you who don't surf the harbor, town and many other water activities are just... View all property information
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5 of 5 stars Reviewed 13 November 2014
I was visiting Kona and found this rental to be better than expected. I was worried about sharing a house, but it was a lock out until with the privacy of any 4 star hotel...
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From
$232
Per Night
1 / 23
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
We always try to offer a better deal than the rate shown here! Please send an inquiry and we'll reply promptly with a better rate offer. Compare our location to others.You'll see we have the best location for all your activities and needs! This is a large 2 story home, and each of the 2... View all property information
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5 of 5 stars Reviewed 5 November 2014
This was the perfect vacation home for our family. The house has every amenity you could imagine from a BBQ grill and fully stocked pantry of food to enough snorkel gear and...
5 of 5 stars Reviewed 7 March 2013
It was my husband and I's first time in Hawaii and this place makes me want to come back again and again. This place has everything you could possibly need and it is truly a home...
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From
$165
Per Night
1 / 32
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Location: White Sands Village, Kailua-Kona, Kona Coast, Big Island, Hawaii, USA View Map Accommodations: Condo, 2 Bedrooms, 2 Baths (Sleeps 4) White Sands Village Condominium is across from the finest beach on the Kona coast: White Sands Beach. The locals call it 'Magic Sands.' Swimming, boogie... View all property information
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5 of 5 stars Reviewed 18 June 2014
With business travel you face the constant tension between frugality and privacy. I value my co-worker deeply; do I want to share a bed (or bathroom!?) with her? That's a bit...
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From
$214
Per Night
1 / 15
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Just a 10-minute drive to downtown Kona, our quiet, private cottages sit on a 10-acre gated estate. Silver Oaks Ranch is located just five miles from downtown Kailua Kona and five miles from Keahole airport at a cool 1400 feet elevation. Although less than 10 minutes from downtown, we are nestled... View all property information
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From
$306
Per Night
1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Amenities & Details
  • Internet Access
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located on a quiet oceanfront property just south of commercial Kona, this two-bedroom two-bath vintage cottage boasts a large covered lanai, classic Hawaiiana furnishings and a grassy yard with parking. With one queen bed and three twins, it’s ideal for a small to medium family or a couple wanting... View all property information
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From
$165
Per Night
1 / 18
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (17) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our vacation condominium is located at Kanaloa at Kona, a 4-star resort right on the ocean and adjacent to the Kona golf course, overlooking the Keauhou Bay. Set in 18 acres of lush tropical foliage and manicured lawns, our condo provides a beautiful setting for a relaxing, memorable vacation.... View all property information
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5 of 5 stars Reviewed 2 September 2012
The condo was exactly what we needed. Lots of space, well equipped, great location and an easy to deal with owner! We stayed for 6 days in August and it was a great home base to...
4 of 5 stars Reviewed 18 March 2012
We stayed at this vacation rental for 10 days and had a very nice time. It is in a safe, clean, well managed building. Quiet, friendly and safe. There are 3 pools, and one is...
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From
$183
Per Night
1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (23) Make Enquiry
Amenities & Details
  • Balcony
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. Watch the dolphins, whales (during winter season) surfers, and those magnificent Kona Sunsets right from your own private lanai. Large pool and hot tub in center of... View all property information
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4 of 5 stars Reviewed 10 March 2014
We stayed at Kona Bali Kai 317 for three nights as the start of my 30th birthday trip. The view from the lanai was fantastic and we saw many whales and turtles before our first...
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From
$195
Per Night
1 / 69
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Nestled in an exclusive gated community you will find this private villa overlooking the charming village of Kona. Panoramic ocean views span the horizon for as far as your eyes will take you. This property is considered to be in a favored zone due to the perfect elevation, climate and proximity... View all property information
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5 of 5 stars Reviewed 4 November 2014
This is a first for us, that is renting a condo/house and we are now spoiled thank too the Villa by the Sea. This is a nice quiet gated community very convenient to shopping and...
5 of 5 stars Reviewed 7 September 2014
The Good: Furnished, in ways, more richly than our own abode, this well-equipped house feels more like home than a rental. Nothing is rental-cheesy - there's even a pair of...
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From
$429
Per Night
1 / 44
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 18
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our island home is located above Magic Sands beach, just a mile from shopping, restaurants and nightlife. We love entertaining family and friends in our newly decorated 2700+ square foot home; there are great spaces for groups, and also quiet, private spaces for relaxing with a favorite book. The... View all property information
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5 of 5 stars Reviewed 30 November 2014
Big Island Home I am recommending "Paradise in Kona" as a fabulous destination vacation for a family with or without children, friends who want to hang out, a few couples who...
5 of 5 stars Reviewed 17 October 2014
I have stayed at many places and can wholeheartedly recommend this house. We travelled with extended family and because the house is so big we all had private rooms we could...
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From
$735
Per Night
1 / 8
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
You will love this Heavenly beach house- An absolute WOW property, incredible ocean views and the relaxing sound of the waves right outside your door!Turtles sleep and play a few feet away from your lanai or stay indoors and watch your favorite shows on a 72' Flat Screen TV! *Gated Private... View all property information
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From
$116
Per Night
1 / 10
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our condo is ready for your Hawaiian vacation. Enjoy a tropical paradise at Kona Makai, close to town, but as peaceful as the Upcountry. Enjoy ocean views from the lanai. Barbeque at the water's edge. Be as busy or as lazy as you want while staying at Kona Makai. Kona Makai is a resort style... View all property information
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4 of 5 stars Reviewed 24 October 2014
Chris was quick with responses and helpful advice as well as supplying a clean, well located condo. He has given the use of all conveniences necessary for a satisfying stay...
5 of 5 stars Reviewed 1 September 2014
I can't say enough positive about this condo. The condo itself is fully equipped and spotless. Meals on the lanai were wonderful, the grounds are so beautiful. So nice having...
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From
$368
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1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • ?
  • Wheelchair access
  • Elder access
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About this property
The Hula Hut is really much more than a hut. It's a private, 3 bedroom, 2 bath home located exactly 1-mile south of Kailua-Kona town. Decorated in a fun, relaxed, island-style funkiness, this home comfortably accommodates up to 6 people in a tropical living style. It's an easy walk to town where... View all property information
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5 of 5 stars Reviewed 13 November 2012
I took my parents, my son and daughter and my son-in-law to Hawaii in 2006 and stayed in the Hula Hut. It was excellent! Clean, spacious, great private pool and views, located...
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$214
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Just steps from the ocean and golf, we invite you to be our guest in our vacation condominium at Kanaloa at Kona, a four-star resort. The 18 acres of beautifully manicured grounds are situated between Keauhou Bay and the Pacific Ocean on the west, and the Kona Country Club Golf Course on the east.... View all property information
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5 of 5 stars Reviewed 25 July 2014
We had a wonderful stay at this condo. The owner was easy to work with and the place was clean and we'll stocked. The best part for us was there were all the things you needed for...
5 of 5 stars Reviewed 16 March 2012
The condo is in excellent condition, in a resort with three pools, tennis courts and access to golf and the ocean. The shore is stunning, but rocky. There is a nice beach with...
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From
$484
Per Night
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Balcony
  • Dryer
  • Grill
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Located in sunny Kailua-Kona, this spacious two story 4-bedroom family home is situated in an affluent neighborhood minutes to all shops and beaches. The home features an outdoor entertainment area with the ambiance of a 5 star resort, that’s has a sparkling pool, quality furnishings, large covered... View all property information
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5 of 5 stars Reviewed 22 July 2014
When I first contacted Sheila and Eddie, they provided all the necessary information to deal with the logistics of staying in the house. They settled any qualms I had in relation...
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$135
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1 / 6
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1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Our cottage is a 1 bedroom 2 bath with a den. There is a queen bed and 2 twins. The twins are in a den area that is semi private. The kitchen is new and both baths have been updated. It is 1 block from the ocean with public access. Attached is a caretaker unit. View all property information
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$116
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
OPEN FALL Special @ $85/NIGHT or $575/wk Add tax (13.5%) + $45 cleaning fee for a real bargain. Cheaper than hotel for entire home away from home. Are you looking for something more unique and Island style than a cramped, cookie cutter hotel room? Come experience the Aloha spirit of Hawaii in... View all property information
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2 of 5 stars Reviewed 21 September 2014
We were so looking forward to our stay here,judging by the pictures and reviews a wonderful place to stay! Let's go with the pros first: close to airport,away from traffic and...
5 of 5 stars Reviewed 24 August 2013
I stayed with Caryl for almost a month, originally I had plans to split my vacation by staying in two different ohanas in different parts of Kona, but I found that I really liked...
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From
$613
Per Night
1 / 10
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5 Bedrooms, 5 Bathrooms, Sleeps 16
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
About this property
Incredible views from Living Room, Dining Room and Kitchen! Beautiful tri-level custom designed Oceanfront house with separate units, located on the water at beautiful Lyman's Bay just two miles south of Kailua Kona town. Penthouse Suite is 2BR / 2BA unit with fully equipped kitchen. Orchid Suite... View all property information
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4 of 5 stars Reviewed 14 November 2013
We stayed here for a week at the end of September/beginning of October. Our group included 3 couples, 1 of which had a toddler and a baby. Location Description: This is a...
5 of 5 stars Reviewed 3 May 2013
Kona Shangrila was a dream come true. We had three generations of family visiting and the house was great. It was the perfect balance of togetherness and privacy. The windows...
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From
$429
Per Night
1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious, upgraded and tastefully decorated three bedroom home has sweeping ocean view in the quiet gated community of Kahakai Estates. Located within walking distance of shopping, restaurants, beaches less than a mile from the historic downtown Kailua-Kona. Enjoy the morning coffee from the... View all property information
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5 of 5 stars Reviewed 20 October 2014
Ironman competitor and supporters rented this well appointed,immaculate vacation house.The pool and gardens were spacious and private.Those amazing sunsets ...memorable.We so much...
5 of 5 stars Reviewed 15 June 2014
We couldn't have asked for a nicer place to stay. Super clean, beautifuly decorated, beatiful yard and pool. It was everything that the pictures represented. We stayed here for...
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From
$135
Per Night
1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
LUCKY YOU! Your search for the PERFECT Kona Getaway Condo has ended! Newly renovated and elegantly decorated, you will have every possible amenity to make you feel at home and ready to explore all of the exciting sights, activities and wonders that the Big Island has to offer. You are going to... View all property information
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3 of 5 stars Reviewed 10 April 2014
This condo is totally adequate as a a low cost vacation rental. The location is really good, you can walk all over Kailua town. It is rather loud as a night has moved in next door...
2 of 5 stars Reviewed 30 June 2011
While this condo is centrally located and contains the basic necessities for a couple visiting Kailua-Kona, be careful what you're getting yourself into and don't expect a refund...
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From
$109
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1 / 15
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Studio, 1 Bathroom, Sleeps 3
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  • Air Conditioning
  • Balcony
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
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About this property
Kona Islander Inn has the best location in the village - across Ali'i Drive from the ocean. It's only a short walk to restaurants, shopping, night life, attractions, and the Farmers Market where there are fresh fruit, flowers, Kona coffee, and local souvenirs. This condo is on the second floor.... View all property information
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From
$121
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Keauhou Punahele is a quiet condo community located very close to all activities. Within walking distance of the shopping area where you will find a grocery store, restaurants & movie theatre and a stone throw away from Keauhou Bay where you can rent snorkel gear, kayaks or board the Fairwinds for... View all property information
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2 of 5 stars Reviewed 15 December 2014
In a nice complex with a quiet setting. But needs a through cleaning: in corners, cork floor, under bed, behind entertainment center, shower mold/scum, windows & sills, shower...
5 of 5 stars Reviewed 3 August 2012
We stayed here in July 2012 for about a week. This is such a nice place - nicely furnished, roomy, and has all of the conveniences of home. The condo is right on the golf...
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From
$141
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1 / 44
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
SALE!! Book FALL SEASON 2014 and get a super low rate of $120.00 per night! Our tropical condo has stunning ocean views in this breathtaking ocean front condominium complex in Kailua-Kona on the Big Island. Thats the sunny side. You can hear the ocean crashing from most rooms in the unit. We have... View all property information
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5 of 5 stars Reviewed 15 September 2013
This condo is magnificent. The unit is fantastic on the 3rd floor with breathtaking views from the balcony. The pool and Spa are super clean, the pool is a good size. The...
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From
$1,103
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1 / 13
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spectacular three bedroom three bath villa centrally located within the Hualalai Resort. Two story townhome style in the exclusive Ke Alaula neighborhood, just a 3-4 minute cart ride to the Four Seasons Hotel. Fully receding pocket glass, screen and shutter doors capture warm ocean breezes... View all property information
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From
$1,838
Per Night
1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Just a few steps from the fabulous Four Seasons Resort this exclusive luxury villa is a delightful retreat for your next Hualalai vacation. Beautifully appointed with elegant designer furnishings, original artwork, gourmet kitchen, and spectacular ocean views this 3 bedroom suite villa sleeps 6 -8... View all property information
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5 of 5 stars Reviewed 8 November 2010
My family of five from Toronto stayed at Ida's villa this year. Having never previously stayed at a villa, we had reservations. We should not have worried. The villa was beautiful...
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From
$158
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1 / 27
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
ALOHA AND WELCOME TO OUR OHANA (FAMILY) This beautiful ocean view Ohana is located at 700' elevation, just 3 miles above Kona Town. It is a very relaxing environment surrounded by tropical plants and trees. It is the perfect location retreat close to beaches, sightseeing, shopping, snorkeling,... View all property information
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From
$3,515
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1 / 25
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15 Bedrooms, 11 Bathrooms, Sleeps 34
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  • Air Conditioning
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to Kona Beach Bungalows. The Kona Beach Bungalows are 5 luxury oceanfront vacation rentals on the Kona Coast. We welcome weddings, corporate retreats, family reunions and other reasons for a large group to rent the entire estate and enjoy special memories. Ideal for large gatherings at... View all property information
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5 of 5 stars Reviewed 13 October 2013
We just returned from our second trip to the Big Island of Hawaii and had a wonderful stay at the Kona Beach Bungalows. We were travelling with several others, so rented three of...
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$153
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1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
It doesn't get any better than this! Start your paradise holiday overlooking panoramic ocean and beautiful golf course views. Country Club Villas is a premier condo complex in Keauhou. Our completely remodelled first floor condo has breathtaking views of the ocean while situated on the 18th tee of... View all property information
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5 of 5 stars Reviewed 15 July 2014
We (My husband , my adult daughter and myself) stayed here for 5 nights. The villa looks just like the photos. The villa is clean, beautifully decorated and very comfortable. We...
5 of 5 stars Reviewed 19 May 2014
This was our first vacation on the big island and after much research on where to stay we picked the perfect spot. The condo is equipped with everything that you will need and...
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From
$1,348
Per Night
1 / 13
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Centrally located 3 bedroom, 3.5 bath luxury villa overlooks the 15th hole of the Jack Nicklaus designed Hualalai Golf Course. Ground floor single level floor plan has a spacious lanai that extends to private lawn area - great extra space to enjoy indoor and outdoor living. Beautiful teak lanai... View all property information
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From
$674
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1 / 15
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6 Bedrooms, 6 Bathrooms, Sleeps 18
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
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  • Elder access
  • x
  • ?
About this property
This wonderful beach house with private pool is perfect for all your vacation needs! Centrally located one short block from beach and walking distance to Magic Sands and Kahaluu Beach Park. 6 private bedrooms all with their own bathroom. The upper level has Three bedroom suites two with plush... View all property information
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5 of 5 stars Reviewed 20 October 2014
We came to Hawaii with 16 people, including 6 kids, and this house was perfect for us. It is laid out sort of like a little hotel with a common lanai & kitchen (each room had...
5 of 5 stars Reviewed 10 January 2014
Stayed here with a team that was going to do the Queen Lil'l canoe race and had a fantastic time. Even before we arrived, the owners of the property was incredibly helpful to...
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From
$735
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1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
About this property
*'Little Piece of Heaven', one of the most fabulous oceanfront Villas in Kona, Hawaii! You will love the unique 'Hawaiian Living at Its Best ' indoor/outdoor design and beauty it has to offer! *The oceanfront location/views at Lyman's Bay are magical and you and your family will have a perfect... View all property information
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Kailua Kona Vacation Rentals

Whether you are planning on surfing, diving, or just laying out in the sun, Kailua Kona is an amazing destination full of pristine beaches and local culture. A Kailua Kona vacation is sure to be unforgettable, but why not make it even more special by staying in your very own vacation rental instead of a hotel? There are a variety of Kailua Kona vacation rentals available, from a cozy one bedroom condo to a spacious rental house that can sleep the entire family. There is sure to be the perfect rental home to suit your needs and your style, so check out our great deals on Kailua Kona vacation rentals for your next trip.

A Kailua Kona Vacation

Kailua Kona is an ocean lover's paradise, full of beautiful sights and opportunities to explore. Enjoy the breathtaking view at Mauna Kea Summit and all that you can see from 13,796 feet high. To check out the sights underneath the water as well, take a dive with Big Island Divers and you will not believe your eyes. Surfer Bear Hawaii Surf Lessons can teach you and the entire family to catch some waves, or lay out in the sun at Manini'owali Beach and let your troubles melt away. Finish the day off with some delectable Hawaiian style drinks at Don's Mai Tai Bar and you may never want to leave. No matter how you spend your Kailua Kona vacation, you can rest assured knowing with vacation rentals you have chosen the most comfortable and convenient option for you and your family. A vacation rental offers you all the benefits of having a home away from home, and did you know it can even save you money?

Money Saving Vacation Rentals

Hotels can be expensive, especially when traveling with a large group. Luckily, with vacation rentals there is no need to worry about booking multiple hotel rooms when you can simply rent a vacation house that can fit your entire group. If you plan on staying a while, many Kailua Kona rental homes also offer a discounted rate on extended stays, so you can enjoy your vacation for longer while saving money. Rental homes offer so many benefits to you, your family, and your wallet, that it is a truly a win-win situation for your next trip to Kailua Kona.