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Vacation rentals in Kailua-Kona, HI

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All 614 Rentals in Kailua-Kona
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$107
Per Night
1 / 5
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Studio, 1 Bathroom, Sleeps 2
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$84
Per Night
1 / 26
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Studio, 1 Bathroom, Sleeps 2
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$549
Per Night
1 / 13
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1 Bedroom, 2 Bathrooms, Sleeps 2
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$107
Per Night
1 / 8
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Balcony
  • Dryer
  • Garden
  • 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 DEC 3-11 @ $99/NIGHT or $695/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 your... 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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From
$124
Per Night
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
$954
Per Night
1 / 13
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Outdoor Pool
  • Satellite TV
  • Sauna
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Welcome to our Waiulu Villa (with TWO Golf Carts) at the exclusive Four Seasons Resort Hualalai at Historic Ka'upulehu. Set on the Big Island's Kona-Kohala Coast, this showpiece resort property captures the essence of Hawaiian design, culture and tradition. With a great location on Waiulu St, our... View all property information
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From
$156
Per Night
1 / 19
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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
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Watch the waves crashing on the sand and rock beach from the living room sofa or while making a sumptuous meal in our fully equipped kitchen; our views are not limited to your lanai and the ocean breezes sooth away your stresses. Remodled/redecorated June 2012, our 1 bedroom condo is... View all property information
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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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$163
Per Night
1 / 32
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1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • 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
$3,500
Per Week
1 / 24
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Kona Bliss is located within an exclusive gated community of 12 freestanding homes at Kona Onenalo next to White Sands beach, about 4 miles south of the village of Kailua-Kona. Very serene setting on a promontory point that offers unobstructed ocean views. This 2-story 2000 sq. ft. home has 3... View all property information
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5 of 5 stars Reviewed 27 August 2014
This was better than the pictures. The house was perfect for my husband and I, our 15 y/o son and my mother-in-law. Everyone had their space plus we had plenty of together time...
5 of 5 stars Reviewed 27 November 2013
Well we lucked into the nicest vacation rental we have ever visited. We spent a week in October 2013 at Kona Bliss, with our two young children and two adult friends. The three...
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From
$112
Per Night
1 / 16
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1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Internet Access
  • Pool
  • Private Fishing...
  • Satellite TV
  • 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
$111
Per Night
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
  • 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 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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From
$179
Per Night
1 / 69
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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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From
$107
Per Night
1 / 10
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Housekeeping...
  • Mountain Views
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 31 August 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
$112
Per Night
1 / 16
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Studio, 1 Bathroom, Sleeps 4
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Details Reviews (11) Make Enquiry Similar Properties
Amenities & Details
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Conveniently close to the town of Kailua Kona, this darling little mountain cabin is just what you need for that special getaway! Situated in the middle of an Ohia forest, this cozy cabin is surrounded by ancient Hawaiian trees, Hapu'u ferns and native birds. The property is on 5 acres in the... View all property information
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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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From
$1,723
Per Week
1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry Similar Properties
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Private and secluded 3br/2bath home at the end of a cul de sac in the amazingly beautiful and prestigious gated community of Kahakai Estates. Far enough from downtown to offer privacy and serenity, yet within a 5 min walk down a private bike path to the famous Ali’i drive and downtown Kailua-Kona... View all property information
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From
$111
Per Night
1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (7) Make Enquiry Similar Properties
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Pool
  • Satellite TV
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
$618
Per Night
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
$124
Per Night
1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
LUCKY YOU! Your search for the PERFECT Kona Getaway Condo has ended! Newly renovated and elegantly decorated, you will have every possible amenity to make you feel at home and ready to explore all of the exciting sights, activities and wonders that the Big Island has to offer. You are going to... View all property information
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3 of 5 stars Reviewed 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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From
$152
Per Night
1 / 23
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Best of both worlds! Private 2 bedroom cottage with full kitchen and bath located at a cooler elevation of 2100' in Kaloko Mauka. Close to fantastic hiking trails, but only 10 minutes to the airport and beaches, yet still only 15 minutes to Kona town. Enjoy a hike and bird watching in the morning... View all property information
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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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From
$482
Per Night
1 / 17
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Internet Access
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Hale Huna Kai is located within a mile of Kona town on Alli Drive. It is constructed on two lots and thusly has twice the ocean frontage. Two King master suites with their own baths and a third Queen suite open to spacious oceanfront lanais. A 4th bedroom has twin beds. Large sliders open the... View all property information
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From
$163
Per Night
1 / 9
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Garden
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
As longtime Hawaii travelers and Kona rental condo owners, we understand that your Hawaii vacation is SPECIAL. You want something upscale but affordable, in just the right location, from a name you can trust. Our vacation rental condo has been the setting for hundreds of great Kona vacations since... View all property information
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5 of 5 stars Reviewed 10 April 2012
We stayed here for two weeks. We have spent several vacations on the big island and this was our favorite place to stay so far. We like where this condo complex is located, on...
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From
$225
Per Night
1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
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 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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From
$505
Per Night
1 / 39
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6 Bedrooms, 5 Bathrooms, Sleeps 12
Booking
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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 2 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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From
$129
Per Night
1 / 35
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Mountain Views
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
$169
Per Night
1 / 11
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Upper floor of island-style house on scenic Alii Drive with 5-min walk to Magic Sands Beach All the comfort of your home away from home. Spacious lanai to enjoy oceanview meals and relaxation. Walk to Magic Sands for swimming, sunning and body-surfing or if snorkeling, paddle-boarding and surfing... View all property information
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From
$167
Per Night
1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
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Amenities & Details
  • Garden
  • Grill
  • Internet Access
  • Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
$155
Per Night
1 / 19
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1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (5) Make Enquiry Similar Properties
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This attractive, centrally located, one bedroom and 2 bath Vacation Condo has been newly updated and it offers an awesome Ocean Front view all across Kailua Bay and beyond. It is spacious, comfortable and has a large gated pool, Free WiFi, elevator and assigned parking. The location is perfect... View all property information
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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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From
$135
Per Night
1 / 30
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Details Reviews (7) Make Enquiry Similar Properties
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Housekeeping...
  • 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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$112
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • 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 (phone: hidden) 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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$156
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1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Grill
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  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
New appliances, furniture, granite counter tops; flat screen TV's in the living room as well as all the bedrooms. There are 2 queen beds upstairs with window A/C units & twin beds in the downstairs bedroom. There is also a queen sleeper sofa in the living room. Suitable for 8! The Keauhou Surf... View all property information
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$97
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Studio, 1 Bathroom, Sleeps 4
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  • 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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$89
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Newly remodeled unit, with ocean view, we also have a screened in Lanai, queen size bed and queen size sleeper sofa bed. Kitchen has new appliances, stove, microwave oven, refrigerator.It sleeps four very comfortably, flat screen TV, VCR, stereo, air conditioner, ceiling fans in every room. Unit... View all property information
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4 of 5 stars Reviewed 7 October 2014
Easy parking, good size rooms, quiet & internet connection. Comfortable with airconditioner as it was warm & humid while we were there. Appreciated all the commforts of home...
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$135
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Studio, 1 Bathroom, Sleeps 2
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  • Air Conditioning
  • Balcony
  • Garden
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • 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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$137
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Hot Tub
  • Pool
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Looking for the perfect vacation getaway on Big Island of Hawaii? Look no further! This modern top floor penthouse unit with vaulted ceilings offers unobstructed ocean/sunset views and easy access to some of the most incredible snorkeling in all of Hawaii. + Walk across the street to Kahaluu... View all property information
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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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$281
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1 / 13
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Dishwasher
  • Dryer
  • Internet Access
  • Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy the Kona sunset from the lanai of Kanaloa 1703. This spacious second story oceanfont two bedroom plus loft is fully furnished and equipped. Amenities include high speed internet, DVD/VCR and CD player. There are ceiling fans in all the rooms and optional air conditioning (@$30/day+tax) is... View all property information
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$160
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Balcony
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  • 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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$169
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Balcony
  • Dryer
  • Garden
  • 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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$201
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1 / 43
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located in Na Hale O Keauhou, one of Kailua-Kona’s newest complexes, this luxury 2-story townhome offers panoramic ocean and sunset views from the upper and lower lanais, and a fantastic tropical scene inside, courtesy of a local artist. With 1778 square feet of living space this spacious... View all property information
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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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$111
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Air Conditioning
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  • Dishwasher
  • Internet Access
  • Private Beach
  • Private Outdoor...
  • Safe
  • 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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$197
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1 / 18
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious private three bedroom two and a quarter bath home offers lots of wide-open spaces and million dollar oceanviews for your tropical get away. The single family home is located right above the Kona Village at about a 700 feet elevation, which offers wonderful ocean views of the Kona... View all property information
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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 8 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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$111
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Studio, 1 Bathroom, Sleeps 3
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  • Dryer
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  • Internet Access
  • Pool
  • Satellite TV
  • Washer
  • 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 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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$111
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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$134
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1 Bedroom, 1 Bathroom, Sleeps 2
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  • Air Conditioning
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  • Housekeeping...
  • Mountain Views
  • Pool
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
ROYAL SEA CLIFF RESORT, KAILUA KONA An architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Ocean views of Local Fisherman, Cruise Ships, Whales and Dolphins, Surfers, and Parasailing. With over 7 tropical acres,... View all property information
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$167
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • 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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$188
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Grill
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  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
One of a kind, like a cottage by the sea. Enjoy the crashing surf and one of Kona's best resorts. If you need more than one to make 4 bedrooms rent the one next door too. Many guests consider this option for space and privacy Huge swimming pool, lighted tennis courts, covered BBQ area with... View all property information
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$181
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2 Bedrooms, 1 Bathroom, Sleeps 5
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • 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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3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • Dryer
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  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
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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$157
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1 Bedroom, 1 Bathroom, Sleeps 2
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  • Balcony
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  • Internet Access
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  • Washer
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • 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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$211
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Balcony
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  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
From this tropical, newly remodeled Island retreat you can watch whales, dolphins, sea turtles and surfers. Feel the ocean breeze, watch the waves and ever-changing magnificent sunsets. This large condo is on the 4. floor (top floor, Penthouse). It offers complete privacy, comfort, peace and... View all property information
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3 of 5 stars Reviewed 26 October 2014
Condo was exactly as pictured in the web. The weather was hot and humid. No air flowing.; ceiling fans did not help. We left all windows and doors open at all times. The beds were...
5 of 5 stars Reviewed 21 October 2014
A glorious 10 days perfect location , surfing on the door step. Beautifully equipped condo. Very generous accommodating host. Marianne is gracious & welcoming not perturbed by our...
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$180
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Waterfront
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  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
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  • 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 21 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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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.