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Holiday Rentals in Kailua-Kona, HI

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All 749 Rentals in Kailua-Kona
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From
₹98,253
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details Reviews (15) Make Enquiry
From
₹93,963
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details Reviews (4) Make Enquiry
From
₹7,355
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details Reviews (15) Make Enquiry
Also consider
OCEAN SURFER ROOM
Sleeps 4
₹4,658 - ₹7,110 / night
Hualalai Four Seasons Villa
2 Bedrooms, sleeps 6
₹42,599 / night
LOCATION, LOCATION, LOCATION
1 Bedroom, sleeps 2
₹22,617 / night
Kona-2 Bedroom-big Ocean View (Wow)
2 Bedrooms, sleeps 4
₹6,068 - ₹9,807 / night
From
₹5,823
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
7 photos Details Reviews (3) Make Enquiry
From
₹27,582
Per Night
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4 Bedrooms, 4 Bathrooms, Sleeps 8
24 photos Details Reviews (5) Make Enquiry
From
₹10,726
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details Reviews (15) Make Enquiry
3 of 5 stars Reviewed 13 January 2014
I stayed here with my toddler son, husband, and his parents & sister over Christmas and New Years. The house is nice with fantastic views. The deck is HUGE. Great for...
4 of 5 stars Reviewed 9 April 2013
My wife and 4 kids stayed in this home for 2 weeks... It is a wonderful home in one of the better neighborhoods in Kona.... We LOVED all the birds and the gecko's, coupled with...
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From
₹24,211
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details Reviews (1) Make Enquiry
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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From
₹9,194
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details Reviews (9) Make Enquiry
5 of 5 stars Reviewed 18 April 2011
My husband and I spent a week at the Kona Coast Resort celebrating our 35th anniversary. We loved how comfortable and beautiful the furniture, the lanai and our place in general...
5 of 5 stars Reviewed 7 February 2011
We had the best stay in 20 years at this resort.clean quiet,friendly staff,home away from home. shopping centre 100 yards away,2 pools.gym and immaculate grounds.Nice big deck to...
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From
₹11,646
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details Reviews (11) Make Enquiry
From
₹8,458
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details Reviews (4) Make Enquiry
From
₹25,559
Per Night
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4 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details Reviews (7) Make Enquiry
From
₹79,681
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
15 photos Details Reviews (3) Make Enquiry
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
₹61,293
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details Reviews (5) Make Enquiry
From
₹6,129
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 2
13 photos Details Reviews (7) Make Enquiry
4 of 5 stars Reviewed 31 March 2014
The cottage is very quaint, and truly what we were looking for for this stay in Hawaii. Fresh air, flora galore,clear starry skies at night, and the sound of roosters when you...
5 of 5 stars Reviewed 2 March 2014
The cottage was clean and well stocked. It was a little chilly for me, but the owners said that January and February are the coolest months there. My husband loved the temperature.
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From
₹26,295
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details Reviews (19) Make Enquiry
From
₹33,711
Per Night
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6 Bedrooms, 6 Bathrooms, Sleeps 18
Bookings
15 photos Details Reviews (5) Make Enquiry
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
₹9,194
Per Night
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4 Bedrooms, 4 Bathrooms, Sleeps 10
20 photos Details Reviews (7) Make Enquiry
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
₹4,597
Per Night
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Studio, 1 Bathroom, Sleeps 2
Bookings
26 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 14 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
₹116,457
Per Night
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4 Bedrooms, 5 Bathrooms, Sleeps 10
19 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 12 July 2013
This was a once in a lifetime holiday and far removed from our usual exploring trips. This magnificent home is not for those who are counting their pennies as it is by far and...
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From
₹9,133
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
21 photos Details Reviews (12) Make Enquiry
3 of 5 stars Reviewed 29 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
₹6,068
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
12 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 3 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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From
₹6,068
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
12 photos Details Reviews (2) Make Enquiry
4 of 5 stars Reviewed 15 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
₹55,164
Per Night
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3 Bedrooms, 4 Bathrooms, Sleeps 8
13 photos Details Reviews (1) Make Enquiry
From
₹6,129
Per Night
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
9 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 15 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
₹5,271
Per Night
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Studio, 1 Bathroom, Sleeps 4
Bookings
52 photos Details Reviews (1) Make Enquiry
From
₹27,521
Per Night
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6 Bedrooms, 5 Bathrooms, Sleeps 12
39 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 3 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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From
₹6,742
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
21 photos Details Reviews (7) Make Enquiry
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
₹24,456
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
18 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 13 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 3 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
₹7,294
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
26 photos Details Reviews (7) Make Enquiry
From
₹30,585
Per Night
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
36 photos Details Reviews (4) Make Enquiry
From
₹7,662
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
12 photos Details Reviews (2) Make Enquiry
4 of 5 stars Reviewed 25 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 30 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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From
₹9,746
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
19 photos Details Reviews (25) Make Enquiry
3 of 5 stars Reviewed 21 January 2013
My family of 6 adults and 2 children stayed in unit 1303 for the first 2 weeks of January. The complex is beautiful and the garden areas, pools and tennis courts are very well...
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From
₹18,388
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
14 photos Details Reviews (2) Make Enquiry
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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From
₹9,194
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
27 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 23 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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From
₹8,520
Per Night
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3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
26 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 30 July 2014
I highly recommend staying at "Ocean View Home 3 minutes to Beach." The location is perfect for visitors who want to explore Kona's shops and historic sites. I am a huge fan of...
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From
₹175,850
Per Night
15 Bedrooms, 11 Bathrooms, Sleeps 34
25 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 12 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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From
₹5,823
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
8 photos Details Reviews (7) Make Enquiry
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
₹6,068
Per Night
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
12 photos Details Reviews (7) Make Enquiry
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 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
₹30,647
Per Night
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5 Bedrooms, 5 Bathrooms, Sleeps 16
10 photos Details Reviews (5) Make Enquiry
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
₹10,113
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
23 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 28 August 2013
The location was superb! The ocean was outside your balcony and one could sit watch the turtles feeding in the rocks below, the yellow tang swimming in the surf and the dolphins...
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Suitability

  • Wheelchair access (70)
  • Elder access (177)
  • Suitable for children (232)
  • Pet friendly (3)
  • Smoking allowed (0)

Amenities

  • Internet (618)
  • All pools (565)
  • Public pool (478)
  • Other outdoor space (421)
  • Grill (407)
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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.