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Vacation rentals in Kailua-Kona, HI

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All 798 Rentals in Kailua-Kona
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$113
Per Night
1 / 9
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1 Bedroom, 1 Bathroom, Sleeps 4
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$97
Per Night
1 / 52
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Studio, 1 Bathroom, Sleeps 4
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$169
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 3
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Also consider inquiring on or booking these rentals
ELEGANT OCEANFRONT LIVING
2 Bedrooms, sleeps 4
$203 - $340 / night
Complete Oceanfront VIEW!
1 Bedroom, sleeps 4
$147 - $226 / night
Remodel South-Side end unit Royal Sea CliffResort
1 Bedroom, sleeps 3
$124 - $180 / night
My Little Surf Shack
Sleeps 2
$96 - $170 / night
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$142
Per Night
1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 4
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4 of 5 stars Reviewed 24 February 2014
Our vacation rental was literally Kona Heaven. Very quiet neighbourhood 600 feet up the mountain from the airport with an unrestricted view of the ocean and great sunsets. Perfect...
5 of 5 stars Reviewed 29 October 2013
This property has the main house and two totally separate units. We stayed in the bigger unit that didn't have a kitchen, but we didn't need it. It's spacious, comfortable and...
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$509
Per Night
1 / 39
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6 Bedrooms, 5 Bathrooms, Sleeps 12
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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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$623
Per Night
1 / 15
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6 Bedrooms, 6 Bathrooms, Sleeps 18
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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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$112
Per Night
1 / 12
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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$125
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1 / 9
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2 Bedrooms, 1 Bathroom, Sleeps 6
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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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$180
Per Night
1 / 69
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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$170
Per Night
1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 7
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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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$108
Per Night
1 / 8
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1 Bedroom, 1 Bathroom, Sleeps 2
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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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$112
Per Night
1 / 22
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Studio, 1 Bathroom, Sleeps 3
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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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$306
Per Night
1 / 3
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$85
Per Night
1 / 26
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Studio, 1 Bathroom, Sleeps 2
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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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$164
Per Night
1 / 32
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1 Bedroom, 1 Bathroom, Sleeps 3
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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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$113
Per Night
1 / 16
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1 Bedroom, 1 Bathroom, Sleeps 3
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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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$159
Per Night
1 / 16
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1 Bedroom, 1 Bathroom, Sleeps 2
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From
$452
Per Night
1 / 18
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 12 February 2014
This property is gorgeous! We stayed for ten days in January, 2014 and we just didn't want to leave. The ocean view in January was gorgeous and we were treated to the sight of...
5 of 5 stars Reviewed 2 September 2013
Loved sitting on the lanai watching all the activity on the ocean... dolphins, canoe races, boats... Kitchen is very well outfitted. We had all meals on the lanai; great view...
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From
$283
Per Night
1 / 27
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$112
Per Night
1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 2
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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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$125
Per Night
1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 4
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3 of 5 stars Reviewed 9 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 29 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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$161
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$227
Per Night
1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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...
5 of 5 stars Reviewed 4 November 2013
Fantastic unit. Banyan Tree 401 offer everything you could possibly ask for. Bhavesh went out of his way to make us feel welcome and looked after. Views are breath taking and unit...
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$554
Per Night
1 / 13
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1 Bedroom, 2 Bathrooms, Sleeps 2
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5 of 5 stars Reviewed 15 July 2014
As a returning renter this little slice of heaven is perfection. After a full day of travel we couldn't wait to arrive back at the beautiful "Kona Moana Hale". We arrived well...
5 of 5 stars Reviewed 10 July 2014
The pictures are exactly what you will find at this Beautiful Cottage. This place is in a great location, great for a couple and very clean. Everything was wonderful including the...
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$153
Per Night
1 / 23
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2 Bedrooms, 1 Bathroom, Sleeps 5
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5 of 5 stars Reviewed 3 November 2014
We stayed at this guesthouse rental for ten days and it is lovely, well maintained, and in a beautiful lush rainforest setting. The owner is very pleasant and happy to...
5 of 5 stars Reviewed 10 October 2014
My wife and I booked this place for our honeymoon, and we had a blast! The cottage was suitably secluded, there was a giant forest around the property. The place was very well...
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$113
Per Night
1 / 16
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Studio, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 5 November 2014
This cottage is rustic but clean, well equipped (even a coffee grinder for your Kona Coffee) and absolutely wonderful. The owners (The Carson's) were helpful and welcoming; we...
5 of 5 stars Reviewed 21 August 2014
I loved feeling like we lived in the rain forest. the cabin was great and had everything you need, plus extras for trips to the beach. Just bring food and enjoy. The host's are...
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$112
Per Night
1 / 24
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1 Bedroom, 1 Bathroom, Sleeps 4
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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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$158
Per Night
1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 4
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From
$158
Per Night
1 / 19
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1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 30 July 2013
We loved our trip to Kona. The rental owners were great and provided extras like beach chairs, umbrella, binoculars, snorkel etc. This condo overlooks the pool and the ocean. Very...
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$136
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1 / 30
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2 Bedrooms, 1 Bathroom, Sleeps 4
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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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$112
Per Night
1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$135
Per Night
1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 2
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From
$138
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 12 November 2014
Our initial contact with the owners was very prompt, polite, congenial and low pressure. The condo was staged beautifully and was extremely welcoming and accommodating! It was...
5 of 5 stars Reviewed 7 September 2014
The location of the condo is great. It is right across the street from one of the best snorkeling beaches on the island. It was great to get in a trip to the beach shortly after...
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$238
Per Night
1 / 21
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$130
Per Night
1 / 35
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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$203
Per Night
1 / 43
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 2 November 2014
The place was amazing, the location perfect. Comfortable clean and the staff made it very clear that they were there to make our vacation as amazing as we could imagine it to be.
5 of 5 stars Reviewed 26 October 2014
Stayed at the condo during for the recent Ironman World Championship. This condo was exactly was we needed and was more than we expected. Check in was extremely easy and the...
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$182
Per Night
1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 5
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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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$156
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1 / 19
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1 Bedroom, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 20 September 2014
I fell in love with Marianna's beautiful home right by the beach. The house is spacious, beautiful, well furnished and outa this world! The area is just perfect and happening...
5 of 5 stars Reviewed 15 August 2014
I traveled alone and felt completely save and comfortable in this clean and friendly vacation condo.It was perfect for me to walk to restaurants and Happy Hour with may...
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$294
Per Night
1 / 21
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3 Bedrooms, 2 Bathrooms, Sleeps 10
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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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$169
Per Night
1 / 8
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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Suitability

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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.