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Vacation rentals in Kailua-Kona, HI

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All 771 Rentals in Kailua-Kona
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$128
Per Night
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 4
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$324
Per Night
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1 / 26
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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$110
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1 / 5
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Studio, 1 Bathroom, Sleeps 2
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$110
Per Night
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1 / 8
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1 Bedroom, 1 Bathroom, Sleeps 2
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Details Reviews (7) Make Enquiry
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 20 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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$127
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1 / 33
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1 Bedroom, 1 Bathroom, Sleeps 4
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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
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to Beaches˜ Absolutely the best Oceanfront resort in Kona Hawaii! Tumble out of bed and enjoy a morning ocean walk, returning to breakfast on your ocean view lanai. The condo has been lovingly renovated with both wood and Italian tile flooring, new bathroom and kitchen with granite... View all property information
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4 of 5 stars Reviewed 16 April 2012
We arrived for a little over a week stay at the Ali'i Villas unit 123 after making arrangements with Shannon, who was so very kind and helpful. We were met by Jack, the property...
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$116
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1 / 7
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy the peaceful ambiance as you relax on your own lanai overlooking the tropical gardens with ocean views beyond! This nice 1 bedroom is situated on the second floor and offers guests comfort and privacy. Fully equipped with everything you will need for an enjoyable getaway. King bed with new... View all property information
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$115
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1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
White Sands Estates Triplex on a bluff above Alii Drive with an amazing view of the ocean. Located between Kona's most popular beach, Magic Sands and Kahaluu. This property is located about 4 miles from the center of Historic Kailua-Kona. Just close enough to drive in to dinner or shop but far... View all property information
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4 of 5 stars Reviewed 2 September 2014
My booking for this unit was done through FlipKey.com I never used this site before and was a little afraid...but how will you know unless you try. The reviews for this place did...
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$115
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1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 2
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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 19 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 6 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
$128
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1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Wow...Enjoy Kona coffee mornings on the lanai, or watch the sunset over White Sands Beach from the pool deck! What could be better than celebrating another great Hawaii day by grilling steak and seafood in the barbecue area? Stay in this newly updated second floor unit with Travertine tile... View all property information
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From
$138
Per Night
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (12) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
YOUR HAWAII GETAWAY is perfect for two/four on the Sunny Coast of the Big Island. Located within minutes of all beaches, shops and attractions, this is the best deal on the island. Quiet, private, pool, kitchen, free beach gear, wifi, cable, plush carpet. Step out onto your Hawaiian lanai and... View all property information
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3 of 5 stars Reviewed 28 March 2014
this unit does not have full kitchen you cook on hot plate and have toaster oven plenty of bugs and geckos has single bed if you sleep four they will sleep on floor and bugs...
4 of 5 stars Reviewed 5 February 2014
We stayed her for 3 nights as part of our honeymoon trip around Hawaii. We ate out every lunch and night so only used the kitchen for breakfast which it was able to accommodate...
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From
$219
Per Night
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1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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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 6 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
$133
Per Night
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1 / 35
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • 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
  • x
  • ?
About this property
The Royal Kahili sits on Ali'i Drive just minutes away from Kailua-Kona, Kahalu'u Beach, White Sands Beach, and lies within walking distance to Gate's Beach, Lyman's Surfing Beach and Banyan's Surfing Beach. The Royal Kahili recently had many guests for the Ironman competion that occurred in... View all property information
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4 of 5 stars Reviewed 13 February 2014
This unit is probably in the best location of the entire complex. It is very nicely decorated, with updated bathrooms, great spacious layout. It is extremely well stocked...
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From
$244
Per Night
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1 / 21
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
Welcome to Malulani Green Haven! This private home is located in a gated, quiet cul de sac neighborhood right in the heart of Kailua-Kona. You will enjoy a 180 degree spectacular ocean view from the back lanai and a mountain view on the opposite side. The cool ocean breeze that comes with the... View all property information
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5 of 5 stars Reviewed 3 July 2014
This beautiful home away from home was EVERYTHING we hoped it would be and more. This is by far the best equipped kitchen I have ever had in any vacation condo/cabin. There was...
5 of 5 stars Reviewed 17 June 2014
This was our first time on the Big Island and renting a house. We are a family traveling with grandma and young kids (2 and 4) so we needed the space. The house is very kid...
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From
$115
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1 / 22
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Studio, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful Hawaiian style top floor studio condo over looking the aqua blue Pacific Ocean. The only thing you see is the ocean, palm trees, spinner dolphins whales, yellow tang fish and turtles. A beautiful island orchid floral arrangement awaits you. This boutique condo complex is nestled between... View all property information
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5 of 5 stars Reviewed 25 November 2014
We loved the place cant say one bad thing about it the view is unreal and the ocean will put you to sleep we will be back .Bernie and Gayle
5 of 5 stars Reviewed 12 November 2013
This is the 4th time I have stayed in this condo. I have NEVER been disappointed. Beautiful View, Extremely Clean condo and facility, Older but VERY well maintained. They have...
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From
$110
Per Night
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1 / 10
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This unit has a newly remodeled, everything from the bathroom to the kitchen. With anything you might need to make your stay as enjoyable as possible. 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... View all property information
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From
$157
Per Night
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1 / 18
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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 1 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
$116
Per Night
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1 / 9
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1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Very sorry, I am not renting my beautiful condo at this time. Hawaii Tax #W 97222616-01 View all property information
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5 of 5 stars Reviewed 14 May 2014
No words to describe our Holliday rental. A few...stunning, welcoming, clean, etc, etc. Would definitely stay through FlipKey again.
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From
$128
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1 / 9
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
2 Bedrooms, pool, and panoramic ocean views. Enjoy your tropical vacation away from the crowds and traffic of town in our spacious and comfortable guest suite. Our 2 acres are located about six miles north of Kona Town at 1100 ft elevation where the sunsets are spectacular, the stargazing is... View all property information
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5 of 5 stars Reviewed 6 July 2014
This was a great find, we really enjoyed our time there. Great quiet location (some early morning poultry, but that is part of the experience) near the airport and Costco. The...
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From
$203
Per Night
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1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
About this property
Make the most of your vacation by staying at Kailua-Kona’s premier oceanfront property, The Royal Sea Cliff. Our two bedrooms, two bathroom deluxe penthouse condominium is on the top floor where sweeping coastline and ocean views can be enjoyed from the large lanai which connects to the living... View all property information
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5 of 5 stars Reviewed 14 September 2014
Our vacation on the Big Island was amazing and Peter and Karlene's condo made it perfect. It was spacious, private, quiet and the property was surrounded with beautiful gardens...
5 of 5 stars Reviewed 26 July 2014
This is such a great place to stay! Big, clean, great location, beautiful view, awesome Lanai....I can't say enough good things about this place! Wonderful facility, with an...
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From
$894
Per Week
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1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (20) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note: The Recreational Area (Pool/Spa/Long House) will be closed for maintenance from Monday September 15th through Friday September 19th Welcome to our lovely Condo at Keauhou Punahele Resort, located seven miles from downtown Kailua-Kona. You are within walking distance to Keauhou Bay or a... View all property information
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5 of 5 stars Reviewed 26 June 2014
We rented the condo for a week and had a great time. The White Sands Beach was just down the driveway, which made it very convenient. The area is very nice, and not overly...
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From
$116
Per Night
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1 / 16
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1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Welcome to 'Kona Bob's' Condo. This lovely first floor newly remodeled (August 2013) ocean view condo at Kona Shores is decorated Hawaiian Island style. There are many upgraded items including granite countertops in both the kitchen and bathroom, custom cabinetry, stainless steel appliances,... View all property information
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4 of 5 stars Reviewed 6 March 2014
This rental was everything the owner's description said it was. Attractive, recently renovated kitchen and bath.Nice furnishings. Pool right at the ocean is very pleasant and...
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From
$133
Per Night
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1 / 32
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
LAST MINUTE SPECIALS AVAILABLE for this one bedroom/one bath penthouse condo with view to the ocean. (also available is a 2 bedroom/2bath condo in the same complex that is oceanfront at a higher rate but with an amazing ocean/bay front view.) Total renovation from top to bottom…new furniture,... View all property information
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From
$87
Per Night
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1 / 26
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This studio located off Ali'i Drive walking distance to the famous White sand beach also known as Magic Sands. One block above beach in quite neighborhood in a quite cul-de-sac. Perfect for a couple. Listening to the birds in early morning and hear the waves on the beach. The studio is equipped... View all property information
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5 of 5 stars Reviewed 27 October 2014
Thanks for hosting me during my last visit of Kona for the 2014 Ironman Event. This is a perfect location to experience Kona. I had a great relax time spectating the triathlon...
5 of 5 stars Reviewed 13 July 2014
Great place with great hosts! Easy booking process. We were traveling on a budget and this rental exceeded our expectations. Even though the studio is adjacent to the main...
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From
$100
Per Night
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1 / 52
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Studio, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Grill
  • Internet Access
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
BIG OCEAN VIEW...NICEST UNIT we have, DISCOUNTS, Peaceful HAWAIIAN HOME WITH STUDIOS n HAWAIIAN TOUCH , VERY Close to Beaches, Galleries, Aloha live theater, many restarants, DownTown & Chocalate/Coffee farms SPECAIL Breakfast and specail hawaiian toach PACKAGE complimentary drinks, fruit... View all property information
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From
$1,617
Per Week
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1 / 22
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (15) 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
This newer home is the perfect vacation destination for families coming to the Big Island of Hawaii. Located halfway between the Kona International Airport and downtown Kona, this home boasts comfort and relaxation. You will find a beautiful gourmet kitchen, breakfast nook with a fantastic ocean... View all property information
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4 of 5 stars Reviewed 24 June 2014
House is well located and easy to get to from airport and other attractions. Really nice beach toys, chairs & towels provided. Bedrooms good size and comfortable, kitchen and...
5 of 5 stars Reviewed 24 March 2013
We just returned from a week's stay at this house. The house itself is new with all updated amenities. The house was immaculate upon arrival. The lanai is so pleasant with a...
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From
$115
Per Night
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1 / 12
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
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  • Wheelchair access
  • Elder access
  • ?
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About this property
This three bedroom two bath house with pool and peak a boo view of the ocean from the lanai is located in the White Sands Estates area just 4 miles from the Center of Kailua-Kona Town. Close enough to go in for dinner but far enough away from the noise and traffic. This home is tucked away in a... View all property information
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4 of 5 stars Reviewed 14 August 2014
Good size place (living room, kitchen) good value, appreciated the wifi, needs a few repairs, ac would be nice, has a nice lanai,
4 of 5 stars Reviewed 24 July 2014
First off, it was the perfect place for my family to stay, while we prepared for our son's big wedding day! We stayed for 5 days, making sure we got everything covered. From...
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From
$638
Per Night
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1 / 15
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6 Bedrooms, 6 Bathrooms, Sleeps 18
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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 19 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 9 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
$290
Per Night
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1 / 27
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Aloha and Welcome to Malulani Gardens! At a 500-foot elevation our air conditioned house enjoys jaw dropping panoramic ocean views into Kailua Bay and refreshing ocean breezes. This single level ‘Home away from home’ with a private pool has high vaulted ceilings throughout and is light, airy and... View all property information
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From
$139
Per Night
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1 / 30
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Located on beautiful Hualalai Mountain surrounded by tropical forest and flowers sits this private custom built 2 bedroom guest house. Come and experience the beauty of the Big Island with us! 10 mins to the Kona Airport and 10 minute drive to Kailua Kona you cant beat the location and scenery! View all property information
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5 of 5 stars Reviewed 6 September 2014
Sarah's Ohana is almost new and well furnished. It has a very comfortable king bed in the main bedroom, a rap around lounge in the living area, and a single bed in another...
5 of 5 stars Reviewed 5 April 2014
If you 're looking for something different than the big resorts, this is it. Quiet, relaxing, yet 15 minutes from the Kona main drag. In fact, when you drive up to this little...
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From
$180
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • 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
  • ?
  • ?
About this property
NOTE, THERE IS A SEVEN NIGHT MINIMUM FOR THIS CONDO. Country Club Villas 223 is located in the Keauhou area, approx. four miles south of Kailua Kona. This beautifully furnished ocean view two bedroom (king in master, two twins in guest) two bath is located on the second floor of a three story... View all property information
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$691
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Wake up to the beauty and sounds of the sea from this fabulous oceanfront home. Brand new to the vacation rental market, this beautifully decorated home has a large open floor plan with huge sliding doors opening up to ocean and coastline views. Facing south, there is large shaded lanai set... View all property information
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5 of 5 stars Reviewed 23 August 2014
We just spent a week in this beautifully appointed ocean-front rental in Kona and couldn't have had a better time. The home is large with fantastic amenities including a patio and...
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$232
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
Aloha and Welcome! Come and experience our absolutely fabulous, oceanfront, air conditioned, and spacious tastefully remodelled and interior designed penthouse condo with the most spectacular ocean views. Our top floor (4th floor) condo is in a secure and private building with elevator, pool,... View all property information
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5 of 5 stars Reviewed 2 December 2014
The Banyan tree was a fabulous location for our 1st visit to the Big Island. Everything was within easy driving (and even at times walking) distance. Magic Sands (boogie...
5 of 5 stars Reviewed 22 October 2014
Unit 401 was excellent. The view from the lanai is wonderful, the condo was extremely clean and comfortable with air conditioning in the main area and bedroom. The condo is...
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$185
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 3 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 6 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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$173
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Ocean Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
****** NEW OWNERS REMODELED APRIL 2013****** OCEAN FRONT PANORAMIC VIEWS IN KAILUA-KONA POOL, HOT TUB ,WATCH THE DOLPHINS PLAY, WHALE WATCING DECEMBER---MARCH. ****SKIP WALMART *****. FREE WIFI****** ******WE PROVIDE PLENTY OF PAPER PLATES NAPKINS PAPER TOWELS COFFEE COFFEE GRINDER TOILET... View all property information
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5 of 5 stars Reviewed 10 February 2014
Wonderful place, wonderful location, wonderful view. My husband and I had a great time at this location. Great views of the ocean to watch the whales and dolphins. Also...
5 of 5 stars Reviewed 19 January 2014
I will not redundantly write about what the other reviewer commented. I will just say that whatever Tom (the owner) promised us will find in this place in the contract and in the...
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From
$99
Per Night
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1 / 17
1 Bedroom, 1 Bathroom, Sleeps 3
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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
$173
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
We are rent our condo at the Wyndham Kona Hawaiian Resort. When staying at Wyndham Kona Hawaiian Resort in Kailua-Kona on the Big Island’s west coast, you’ll feel as if you’re stepping back in time to a simpler, unspoiled era. The resort is designed to re-create the charming island ambiance found... View all property information
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5 of 5 stars Reviewed 23 July 2014
SUPERB LUXURIOUS would definately come again!! Loved the hot tub. Everything clean. Beautiful atmosphere. Very Hawaiian style and Polynesian. Tons of activities. Super helpful...
5 of 5 stars Reviewed 21 March 2014
I recommend Wyndham Kona without hesitation, it absolutely exceeded expectations. Large, clean and well furnished condo in a spotless resort. The staff are friendly and helpful...
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From
$266
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3 Bedrooms, 2 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Aloha and welcome to Leilani View! Brand new to the rental market. Be the the first to review our private home in a peaceful neighborhood with a breathtaking view. Come home after a day at the beach to our newly updated 3 bedroom 2 bath home. Centrally located on the Kona coast of the Big Island... View all property information
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5 of 5 stars Reviewed 16 August 2014
We were 10 of us (my brother's family and mine) and we found Phil's place a great home away from home. The place was very clean and roomy and easily sleeps 10. Phil has pretty...
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$165
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • 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
Enjoy beautiful Kona sunsets and spectacular ocean views from our third floor Country Club Villas Condo with a private lanai. This vacation condo has spectacular unobstructed views of the ocean and overlooks the 18th fairway of the Kona Country Club. It is situated on the quiet third level of a... View all property information
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5 of 5 stars Reviewed 7 April 2014
I am a Japanese and a frequent visitor of Hawaiian Islands. In these 5 years, I and my family stayed at this unit as “our Home of Hawaii” for our summer vacation. This unit is...
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$168
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1 Bedroom, 1 Bathroom, Sleeps 3
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  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Drenched in sunlight and fifteen minutes from the beach, Mango Cottage is a Bali inspired retreat nestled on the slope of the now dormant volcano, Hualalai. The house has a large private yard filled with tropical plants, fragrant flowers, outdoor sitting areas and private hot tub. It is situated on... View all property information
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5 of 5 stars Reviewed 5 November 2014
All of the prior glowing reviews were spot on. We spent seven nights and thoroughly enjoyed our visit. We were welcomed to the cottage with plumeria blooms (my wife’s favorite...
5 of 5 stars Reviewed 1 November 2014
We had a wonderful stay at the Mango cottage. One week didn't feel like enough. The cottage is very charming, so we relaxed the minute we arrived. A Bali feel to the interior and...
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From
$110
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy your next tropical getaway in this lovely 3rd floor unit at Kona Makai. Recent kitchen upgrades (2012) makes this condo a wonderful choice with new granite countertops, appliances including a washer and dryer. Just off the kitchen and living space is a cozy lanai with new dining furniture and... View all property information
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From
$162
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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
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy this hideaway in a tropical garden setting at the cool 1,000 foot elevation, where you will be surrounded by ocean views and Hawaii's exotic landscapes, but be minutes from beaches, shopping, golf, galleries, coffee farms, sea excursions and the Big Island's many other attractions. The... View all property information
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From
$521
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6 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
It's called the Blue Lagoon home. A great Hawaii beach house with nice Hawaiian decor. Park the car and walk to the beach. It's a 5 minute walk to White Sands Beach (aka, Magic Sands Beach) and a 10 minute walk to Kahalu'u Beach Park, one of Kona's premier snorkeling spots. The Hawaii Warm home... View all property information
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5 of 5 stars Reviewed 2 August 2014
Had a wonderful Hawaiian stay. This great tropical vacation home is spacious and clean. It was so nice to have a kitchen supplied with all you need to cook; pots, pans, utensils...
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$157
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1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
KonaAwesomeCondo is the best vacation condo rental on The Big Island of Hawaii in the heart of Kona. Fully supplied with many extras for guests to enjoy. The condo has a gorgeous saltwater pool at the ocean's edge, freshwater pool, soft sandy beach, bbq's at the water's edge, has a King bed, new... View all property information
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5 of 5 stars Reviewed 2 December 2014
My mother and I stayed at this condo for ten days in December. The host was incredibly lovely and hospitable. She made every effort to make our stay perfect! The condo itself...
5 of 5 stars Reviewed 29 May 2014
We were so happy to find this place. Great location, quiet, and beautiful landscaping and pool. The condo had everything we needed except some insulated tumblers for the pool...
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From
$128
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
170 feet from shoreline.....And some of the *rare* shoreline that features a beach, tide pools and ocean side lawns complete with loungers! On-island owners' personal seaside getaway with ocean views from the sofa, bed and balcony. Beautifully maintained --Complete renovation in late 2012. (Light... View all property information
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5 of 5 stars Reviewed 13 September 2014
This is the BEST rental we have encountered in our 10 years of "wintering" in the islands. Very large studio with excellent use of space--enough floor space for 2 yoga...
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$168
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The unit is nicely decorated with a 42 inch; flat screen TV with a DVD player. Portable radio with CD player. Lanai is great whale watching in winter and dolphins playing in the summer. Internet available in common area...not unit specific. Tax #W26953091. Ease of check-in & added security as well... View all property information
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From
$187
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2 Bedrooms, 1 Bathroom, Sleeps 5
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  • Dishwasher
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This absolute ocean-front corner unit is perfect for your special romantic occasions; however it will sleep 4 or 5. Most of the Condos in Kona Magic Sands are 400 sq ft studios. This large 3 rd floor corner unit is 660 sq ft. Privacy, security & sunset views are all yours for your vacation... View all property information
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4 of 5 stars Reviewed 14 July 2013
This condo affords fantastic views of tidepools with visiting turtles and a popular surf spot. If you're going to visit Hawaii, a place by the water is really nice to remind you...
4 of 5 stars Reviewed 3 July 2013
I would definitely stay here again. Lots of space, love the view and closeness to the ocean. We slept with the doors open, screens shut, to let the waves put us to sleep. It...
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$161
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
If you are looking for vacation rental condo in a great resort, that is within easy walking distance to Kailua-Kona, then the Kona Reef is the place. Located on the edge of town, with an oceanfront pool and spa, each air conditioned condo is fully equipped for an enjoyable stay in Kailua-Kona.... View all property information
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$115
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Private Outdoor...
  • Safe
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
A stone's throw from the ocean, 920 square foot 1 Bedroom 1 bathroom forever view ocean front condo. Guests enjoy watch the winter whales as they migrate past! Ocean sounds are mesmerizing stunning full ocean shore line forever view, over looking the very inviting pool. Please check out the... View all property information
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5 of 5 stars Reviewed 9 September 2014
We traveled to Kona with our adult children and stayed in two units this owner had available. The location was ideal: close to beaches, restaurants, & activities. The condo was...
5 of 5 stars Reviewed 8 September 2014
This beautiful large condo was perfect for my husband a me. We especially enjoyed the large lanai so close to the beach and with views down the coastline. The condo was squeaky...
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$174
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2 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful, elegantly furnished and fully-equipped 2 bedroom, two bath guest house, with antiques and open beam ceiling, on a 1 acre gated estate, with koi pond, waterfall, fountain, chlorine-free pool and hot tub, and 180 degree ocean-view lanai. Close to 1300 square feet of living space. The guest... View all property information
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4 of 5 stars Reviewed 22 March 2014
My husband and I really enjoyed our island vacation from this eloquent location. The neighbourhood is pleasant, and the estate is amazing! We ate citrus fruit from the mature...
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Internet Access
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  • Water Views
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is a 2 bedroom, 2 bath fully remodeled condo with granite counter tops, and overlooking the golf course and ocean. This is not just your standard remodel as everything in the condo has been. Enjoy the BBQ on your spacious lanai or relax and enjoy the view while sipping a cocktail. This ground... 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.