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Holiday Rentals in Kailua-Kona, HI

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From
$244
Per Night
1 / 12
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (24) Make Enquiry
From
$123
Per Night
1 / 7
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (11) Make Enquiry
From
$850
Per Week
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$2,790
Per Week
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (12) Make Enquiry
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  • Dryer
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Touched by the spirit of Hawaii’s past and blessed by the Kahunas of Hawaii’s present, this beautiful home sits in Keauhou Bay where Kamehameha the III, the last King of Hawaii, was born. This 2700 square foot multi-level home faces the lovely Bay with views from each level of swaying palm trees... View all property information
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From
$135
Per Night
1 / 8
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. Casa offers guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds enjoying the garden. Enjoy the garden pool... View all property information
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From
$901
Per Night
1 / 23
6 Bedrooms, 7 Bathrooms, Sleeps 18
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Amenities & Details
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Description: Welcome to the Oceantop Villa! Swim in our beautiful pool while you enjoy breathtaking views of the Pacific. Our Spacious 6 bedroom, 6.5 bathroom plantation style home is perfect for family reunions or multifamily visits. Privacy and relaxation are what we strive for and I am sure you... View all property information
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From
$110
Per Night
1 / 8
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1 Bedroom, 1 Bathroom, Sleeps 4
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Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
1 Bedroom/1 bath spacious oceanview condo conveniently located a short walk from the shopping, restaurants and beaches of Kailua-Kona, and extremely well suited for longer stays. Our condo features all the amenities that the discerning traveler requires, including king-sized bed, full kitchen,... View all property information
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5 of 5 stars Reviewed 3 August 2014
The main problem with this condo was that it was so nice we often didn't want to leave. It's clean, nicely decorated, in a great location and the view is absolutely spectacular...
5 of 5 stars Reviewed 28 June 2014
This condo was excellent for our purpose. Fantastic location and walking distance from excellent activities and resturants. It was comfortable for 2. I think it would be possible...
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From
$184
Per Night
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (27) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Gym
  • 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
This unit sets the stage for casual vacation fun! Two bedrooms with two baths sleep 4 comfortably. This immaculate newly remodeled oceanfront suite features a bright and cheery atmosphere. The remodeled kitchen looks right out at the turquoise Pacific. Cook dinner while you relax if you dare!... View all property information
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5 of 5 stars Reviewed 1 January 2014
Our family gathered from four states to spend Christmas together. This was a perfect home - well maintained, nicely located, and designed for group space and private space. We...
4 of 5 stars Reviewed 15 December 2013
The Good - This condo unit is in a great location about a mile from town. The unit itself is well laid out with 2 bedrooms both at the back of the unit. The lanai is very...
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From
$178
Per Night
1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Pool
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Come and enjoy watching the ocean activities, cool breezes and awesome sunsets from this total ocean front 2bd 2bath unit! Beautifully upgraded kitchen and baths (July 2011) with tiled flooring, granite countertops, and high end finishes are just a few of the reasons this unit is the perfect home... View all property information
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From
$166
Per Night
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 2 September 2012
The condo was exactly what we needed. Lots of space, well equipped, great location and an easy to deal with owner! We stayed for 6 days in August and it was a great home base to...
4 of 5 stars Reviewed 18 March 2012
We stayed at this vacation rental for 10 days and had a very nice time. It is in a safe, clean, well managed building. Quiet, friendly and safe. There are 3 pools, and one is...
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From
$121
Per Night
1 / 12
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Aloha! My Unit is #326 and it is a 400 sq ft studio condo in the heart of downtown Kailua-Kona. The studio is a very clean budget accomodation with a lot of aloha! The condo sits off of Alii Drive between Lava Java and Bubba Gumps. The property has a pool, jacuzzi, BBQ (by pool) and beautiful... View all property information
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5 of 5 stars Reviewed 20 September 2014
My husband and I spent a couple of nights in Kailua-Kona and had some things planned right in town, so we wanted a place that was close by. We chose this place for the location...
5 of 5 stars Reviewed 7 August 2014
Just returned from a 3 night stay at #326 Kona Islander and had another great time. The bonus of the unit is the newly remodeled kitchenette with FULL-SIZED refrigerator. The...
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From
$258
Per Night
1 / 12
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Surf & Racquet 3-302 is a third (top) floor, two bedroom plus sleeping loft oceanfront condo located approx. four miles south of Kailua Kona. Its completely furnished and equipped. Bedding includes a king in the master, queen in the guest and two twins in the loft. It offers WiFi and the living... View all property information
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From
$215
Per Night
1 / 22
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3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Just steps from the ocean and golf, we invite you to be our guest in our vacation condominium at Kanaloa at Kona, a four-star resort. The 18 acres of beautifully manicured grounds are situated between Keauhou Bay and the Pacific Ocean on the west, and the Kona Country Club Golf Course on the east.... View all property information
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5 of 5 stars Reviewed 25 July 2014
We had a wonderful stay at this condo. The owner was easy to work with and the place was clean and we'll stocked. The best part for us was there were all the things you needed for...
5 of 5 stars Reviewed 16 March 2012
The condo is in excellent condition, in a resort with three pools, tennis courts and access to golf and the ocean. The shore is stunning, but rocky. There is a nice beach with...
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From
$208
Per Night
1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
We always try to offer a better deal than the rate shown here! Please send an inquiry and we'll reply promptly with a better rate offer. Compare our location to others.You'll see we have the best location for all your activities and needs! This is a large 2 story home, and each of the 2... View all property information
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5 of 5 stars Reviewed 5 November 2014
This was the perfect vacation home for our family. The house has every amenity you could imagine from a BBQ grill and fully stocked pantry of food to enough snorkel gear and...
5 of 5 stars Reviewed 7 March 2013
It was my husband and I's first time in Hawaii and this place makes me want to come back again and again. This place has everything you could possibly need and it is truly a home...
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From
$2,052
Per Week
1 / 18
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details 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
Welcome to paradise. Our recently acquired 2 bedroom, 2 bath, 1161 sq. ft. condo is completely remodeled in 2014 and ready for you to enjoy. The large 25’ lanai puts you incredibly close to the water. You’ll love the oceanfront dining and relaxing, where you can enjoy breakfast, lunch or dinner... View all property information
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From
$195
Per Night
1 / 69
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Nestled in an exclusive gated community you will find this private villa overlooking the charming village of Kona. Panoramic ocean views span the horizon for as far as your eyes will take you. This property is considered to be in a favored zone due to the perfect elevation, climate and proximity... View all property information
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5 of 5 stars Reviewed 4 November 2014
This is a first for us, that is renting a condo/house and we are now spoiled thank too the Villa by the Sea. This is a nice quiet gated community very convenient to shopping and...
5 of 5 stars Reviewed 7 September 2014
The Good: Furnished, in ways, more richly than our own abode, this well-equipped house feels more like home than a rental. Nothing is rental-cheesy - there's even a pair of...
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From
$116
Per Night
1 / 5
Payment Protection
Studio, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The newly remodeled 400 sq ft suite in my 'Little Surf Shack' has a great 180 degree view of Kona's coastline... Check out the shoreline breaks to see which beaches are pounding and choose your surf spot... Those of you who don't surf the harbor, town and many other water activities are just... View all property information
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5 of 5 stars Reviewed 13 November 2014
I was visiting Kona and found this rental to be better than expected. I was worried about sharing a house, but it was a lock out until with the privacy of any 4 star hotel...
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From
$121
Per Night
1 / 12
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Pool
  • Satellite TV
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 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
$429
Per Night
1 / 44
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4 Bedrooms, 3 Bathrooms, Sleeps 18
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Our island home is located above Magic Sands beach, just a mile from shopping, restaurants and nightlife. We love entertaining family and friends in our newly decorated 2700+ square foot home; there are great spaces for groups, and also quiet, private spaces for relaxing with a favorite book. The... View all property information
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5 of 5 stars Reviewed 30 November 2014
Big Island Home I am recommending "Paradise in Kona" as a fabulous destination vacation for a family with or without children, friends who want to hang out, a few couples who...
5 of 5 stars Reviewed 17 October 2014
I have stayed at many places and can wholeheartedly recommend this house. We travelled with extended family and because the house is so big we all had private rooms we could...
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From
$153
Per Night
1 / 13
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Condo in Kailua-Kona, Hawaii TOLL FREE 1-877-336-6751 VIEW LARGE PHOTOS https://www.facebook.com/media/set/?set=a.10151178105274010.462591.264015029009&type;=1 Royal Kailuan is a cozy property offering 2 bedrooms and 2 baths. This property is near all... View all property information
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From
$116
Per Night
1 / 10
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our condo is ready for your Hawaiian vacation. Enjoy a tropical paradise at Kona Makai, close to town, but as peaceful as the Upcountry. Enjoy ocean views from the lanai. Barbeque at the water's edge. Be as busy or as lazy as you want while staying at Kona Makai. Kona Makai is a resort style... View all property information
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4 of 5 stars Reviewed 24 October 2014
Chris was quick with responses and helpful advice as well as supplying a clean, well located condo. He has given the use of all conveniences necessary for a satisfying stay...
5 of 5 stars Reviewed 1 September 2014
I can't say enough positive about this condo. The condo itself is fully equipped and spotless. Meals on the lanai were wonderful, the grounds are so beautiful. So nice having...
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From
$215
Per Night
1 / 15
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Just a 10-minute drive to downtown Kona, our quiet, private cottages sit on a 10-acre gated estate. Silver Oaks Ranch is located just five miles from downtown Kailua Kona and five miles from Keahole airport at a cool 1400 feet elevation. Although less than 10 minutes from downtown, we are nestled... View all property information
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From
$484
Per Night
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Located in sunny Kailua-Kona, this spacious two story 4-bedroom family home is situated in an affluent neighborhood minutes to all shops and beaches. The home features an outdoor entertainment area with the ambiance of a 5 star resort, that’s has a sparkling pool, quality furnishings, large covered... View all property information
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5 of 5 stars Reviewed 22 July 2014
When I first contacted Sheila and Eddie, they provided all the necessary information to deal with the logistics of staying in the house. They settled any qualms I had in relation...
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From
$368
Per Night
1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The Hula Hut is really much more than a hut. It's a private, 3 bedroom, 2 bath home located exactly 1-mile south of Kailua-Kona town. Decorated in a fun, relaxed, island-style funkiness, this home comfortably accommodates up to 6 people in a tropical living style. It's an easy walk to town where... View all property information
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5 of 5 stars Reviewed 13 November 2012
I took my parents, my son and daughter and my son-in-law to Hawaii in 2006 and stayed in the Hula Hut. It was excellent! Clean, spacious, great private pool and views, located...
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From
$337
Per Night
1 / 7
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy spectacular sunsets and many activities during your stay for the IRONMAN (Ali'i Dr. is on the race route and within a couple miles of the start) . Enjoy the tropical beauty and relax in your king sized resort rental! Many amenities, like outdoor pools, hot tub, bbq, and exercise room. You... View all property information
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From
$123
Per Night
1 / 9
Payment Protection
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 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
$116
Per Night
1 / 8
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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 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
$166
Per Night
1 / 28
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1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (57) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Beach
  • Private Outdoor...
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 3 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 30 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
$429
Per Night
1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious, upgraded and tastefully decorated three bedroom home has sweeping ocean view in the quiet gated community of Kahakai Estates. Located within walking distance of shopping, restaurants, beaches less than a mile from the historic downtown Kailua-Kona. Enjoy the morning coffee from the... View all property information
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5 of 5 stars Reviewed 20 October 2014
Ironman competitor and supporters rented this well appointed,immaculate vacation house.The pool and gardens were spacious and private.Those amazing sunsets ...memorable.We so much...
5 of 5 stars Reviewed 15 June 2014
We couldn't have asked for a nicer place to stay. Super clean, beautifuly decorated, beatiful yard and pool. It was everything that the pictures represented. We stayed here for...
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From
$158
Per Night
1 / 27
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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
ALOHA AND WELCOME TO OUR OHANA (FAMILY) This beautiful ocean view Ohana is located at 700' elevation, just 3 miles above Kona Town. It is a very relaxing environment surrounded by tropical plants and trees. It is the perfect location retreat close to beaches, sightseeing, shopping, snorkeling,... View all property information
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From
$143
Per Night
1 / 15
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Gym
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious one bedroom condo is in one of Kona's most popular resorts. You will love your fully equipped kitchen and the very nice furnishings. But what you will enjoy most is the great tropical views from your large private lanai while you have your Kona coffee in the morning and perhaps a... View all property information
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4 of 5 stars Reviewed 25 February 2014
Our rental allowed easy access to highways and exploring. It was quiet and very pleasant. Thank you for the stay
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From
$233
Per Night
1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Keauhou Surf and Racquet Club is a gated community of condominiums. There are three professional style tennis courts with night lighting; a tennis pro is on hand daily for lessons or game improvement coaching. The large, newly remodeled swimming pool is ideal for “laps” and also for small... View all property information
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From
$143
Per Night
1 / 13
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
You will enjoy excellent ocean views from your large, private lanai. Even a beautiful small beach directly across the road, you just have to share with the famous turtles. This lovely, small complex offers amenities you won't believe. Good things really do come in small packages! This fourteen... View all property information
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From
$613
Per Night
1 / 10
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5 Bedrooms, 5 Bathrooms, Sleeps 16
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Incredible views from Living Room, Dining Room and Kitchen! Beautiful tri-level custom designed Oceanfront house with separate units, located on the water at beautiful Lyman's Bay just two miles south of Kailua Kona town. Penthouse Suite is 2BR / 2BA unit with fully equipped kitchen. Orchid Suite... View all property information
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4 of 5 stars Reviewed 14 November 2013
We stayed here for a week at the end of September/beginning of October. Our group included 3 couples, 1 of which had a toddler and a baby. Location Description: This is a...
5 of 5 stars Reviewed 3 May 2013
Kona Shangrila was a dream come true. We had three generations of family visiting and the house was great. It was the perfect balance of togetherness and privacy. The windows...
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From
$736
Per Night
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
*'Little Piece of Heaven', one of the most fabulous oceanfront Villas in Kona, Hawaii! You will love the unique 'Hawaiian Living at Its Best ' indoor/outdoor design and beauty it has to offer! *The oceanfront location/views at Lyman's Bay are magical and you and your family will have a perfect... View all property information
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From
$1,839
Per Night
1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Just a few steps from the fabulous Four Seasons Resort this exclusive luxury villa is a delightful retreat for your next Hualalai vacation. Beautifully appointed with elegant designer furnishings, original artwork, gourmet kitchen, and spectacular ocean views this 3 bedroom suite villa sleeps 6 -8... View all property information
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5 of 5 stars Reviewed 8 November 2010
My family of five from Toronto stayed at Ida's villa this year. Having never previously stayed at a villa, we had reservations. We should not have worried. The villa was beautiful...
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From
$1,104
Per Night
1 / 13
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spectacular three bedroom three bath villa centrally located within the Hualalai Resort. Two story townhome style in the exclusive Ke Alaula neighborhood, just a 3-4 minute cart ride to the Four Seasons Hotel. Fully receding pocket glass, screen and shutter doors capture warm ocean breezes... View all property information
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From
$121
Per Night
1 / 12
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
  • 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 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
$153
Per Night
1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
It doesn't get any better than this! Start your paradise holiday overlooking panoramic ocean and beautiful golf course views. Country Club Villas is a premier condo complex in Keauhou. Our completely remodelled first floor condo has breathtaking views of the ocean while situated on the 18th tee of... View all property information
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5 of 5 stars Reviewed 15 July 2014
We (My husband , my adult daughter and myself) stayed here for 5 nights. The villa looks just like the photos. The villa is clean, beautifully decorated and very comfortable. We...
5 of 5 stars Reviewed 19 May 2014
This was our first vacation on the big island and after much research on where to stay we picked the perfect spot. The condo is equipped with everything that you will need and...
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From
$184
Per Night
1 / 7
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Pool
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Kona Reef sits ocean front and is conveniently located within walking distance to town, close to sight seeing, shopping and, dinning. This 1 bedroom 1 bath ocean front unit offers some of the best scenic and ocean views on the Kona Coast! Fully equipped, 1 queen and a sofa sleeper. Tax #... View all property information
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From
$1,349
Per Night
1 / 13
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Centrally located 3 bedroom, 3.5 bath luxury villa overlooks the 15th hole of the Jack Nicklaus designed Hualalai Golf Course. Ground floor single level floor plan has a spacious lanai that extends to private lawn area - great extra space to enjoy indoor and outdoor living. Beautiful teak lanai... View all property information
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From
$674
Per Night
1 / 15
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6 Bedrooms, 6 Bathrooms, Sleeps 18
Bookings
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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 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
$166
Per Night
1 / 32
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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
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Location: White Sands Village, Kailua-Kona, Kona Coast, Big Island, Hawaii, USA View Map Accommodations: Condo, 2 Bedrooms, 2 Baths (Sleeps 4) White Sands Village Condominium is across from the finest beach on the Kona coast: White Sands Beach. The locals call it 'Magic Sands.' Swimming, boogie... View all property information
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5 of 5 stars Reviewed 18 June 2014
With business travel you face the constant tension between frugality and privacy. I value my co-worker deeply; do I want to share a bed (or bathroom!?) with her? That's a bit...
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From
$4,047
Per Week
1 / 22
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Seaside Zen Cottage Located on the makai (ocean) side of Alii Drive, 2.5 miles from Kailua-Kona, this three bedroom, three bathroom cedar home was once a school teacher's house in Hilo. It was dismantled and reassembled at the beach in the 1930's. In keeping with the Hawaiian... View all property information
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5 of 5 stars Reviewed 23 July 2014
I was worried about this Beach House before renting but we would up loving it. The reviews seemed to range. There are some comments that the beach in front of house is small, yes...
4 of 5 stars Reviewed 22 April 2014
We traveled to Kona with my parents, my husband and our two children. The property is just as it is portrayed on the website. Right on the very often empty beach on a peaceful...
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From
$109
Per Night
1 / 15
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Studio, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Kona Islander Inn has the best location in the village - across Ali'i Drive from the ocean. It's only a short walk to restaurants, shopping, night life, attractions, and the Farmers Market where there are fresh fruit, flowers, Kona coffee, and local souvenirs. This condo is on the second floor.... View all property information
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From
$105
Per Night
1 / 52
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Studio, 1 Bathroom, Sleeps 4
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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
$116
Per Night
1 / 13
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Balcony
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Located almost exactly halfway between downtown Kailua Kona and the Keauhou Shopping Center, couples can escape to this beautifully appointed romantic retreat with breath taking ocean views and peaceful surroundings. It is an easy 7 minute drive to beaches, snorkeling, shopping and the Kona coffee... View all property information
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5 of 5 stars Reviewed 10 December 2014
Jim and Isabel made my girlfriend and I feel very welcomed to their beautiful home. The master suite, bathroom, lanai, and pool were all spotless, fresh, and so relaxing. Isabel's...
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From
$245
Per Night
1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • Grill
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Older Hawaiian-style cottage with excellent ocean front location. Easy walk into town and Honls Beach! Great yard with outdoor shower. Living Area opens to large lanai with table and chairs for outside dining New carpet installed Jan 2011. Tax #W40304662 Additional amenities include: suitable for... View all property information
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From
$196
Per Night
1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This Keauhou Surf and Racquet unit offers a spacious family environment for your vacation. These units are approx 1200 square feet interior living space. Add a wrap around outside lanai with 180 degree ocean views and lush green grass outside of that, and you have your own oceanfront oasis that... View all property information
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4 of 5 stars Reviewed 22 April 2014
Cristina with Boundless Hawaii was absolutely wonderful, extremely helpful and was very tentative. We absolutely loved eating breakfast out on the patio outside every morning...
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From
$736
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1 / 8
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
You will love this Heavenly beach house- An absolute WOW property, incredible ocean views and the relaxing sound of the waves right outside your door!Turtles sleep and play a few feet away from your lanai or stay indoors and watch your favorite shows on a 72' Flat Screen TV! *Gated Private... View all property information
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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.