We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kailua-Kona

Check availability
Refine search

Search within

 

Desired stay

 

Price range

 
150 AUD25,150 AUD
 

Bedrooms

Studio10+
 

Bathrooms

14+
 

Sleeps

110+
 

Traveller rating

1.05.0
 

Property type

 

Amenities

 

Suitability

 
Own a rental property?
Want more exposure for your rental? Get listed in TripAdvisor Holiday Rentals (in partnership with FlipKey).
Holiday Rental Calculator
Compare & Save »
Free Newsletter

Sign up to hear about gorgeous holiday rentals, the latest deals, exciting destinations, and more.

Rental properties provided by
Learn more
Don't see the property you rented? Tell us more about it »

Vacation Rentals in Kailua-Kona, Island of Hawaii

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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.

 
more     
Nearby rentals
Tip: Refine your search by price, amenities, & more (see left column).
Searching … 0% complete
521 Trusted Kailua-Kona Rentals
List View
loading...
Showing 0 plottable rentals of 0 total
Map nearby restaurants, attractions & more
Restaurants
Things to Do

Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Keauhou Punahale#B102
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Na Hale O'Keauhou F2
Slideshow
4.5 of 5 stars 5 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Week:
855 AUD - 1,070 AUD
Month:
3,664 AUD - 4,280 AUD
Minimum rental - 1 week
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Kona Magic Sands 109
Slideshow
4.5 of 5 stars 8 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 3
  • 1 Bathroom
  • Professional
EMAIL AGENT
Night:
77 AUD - 103 AUD
Week:
539 AUD - 718 AUD
Month:
2,114 AUD - 2,463 AUD
Minimum rental - 5 nights
Check availability
Show on map
Also consider
Panoramic...
194 AUD - 256 AUD / night
2 Bedrooms, sleeps 6
2 Bathrooms
Paradise View...
82 AUD / night
1 Bedroom, sleeps 6
2 Bathrooms
Kona Reef's...
149 AUD - 204 AUD / night
1 Bedroom, sleeps 4
1 Bathroom
Luxurious...
231 AUD - 282 AUD / night
1 Bedroom, sleeps 2
1 Bathroom
PERFECT...
81 AUD - 102 AUD / night
Sleeps 4
1 Bathroom
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Sea Village#4307
Slideshow
4 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Kanaloa At Kona#3701
4.5 of 5 stars 5 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Gorgeous Luxury Townhome at Na Hale O Keauhou
Slideshow
4 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
153 AUD - 245 AUD
Minimum rental - 5 nights
Check availability
Show on map
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Sea Village 3317 - (Roofing Construction from June 1st till Sept 28th)
Slideshow
4 of 5 stars 8 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Professional
EMAIL AGENT
Night:
103 AUD - 128 AUD
Week:
718 AUD - 898 AUD
Month:
2,299 AUD - 3,079 AUD
Minimum rental - 5 nights
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Hale Queen Kalama 10% discount on 5 nights or more
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
133 AUD - 169 AUD
Minimum rental - 3 nights
Check availability
Show on map
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Easy Living Keauhou Kona  2-bed Condo No Stairs
Slideshow
4.5 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
103 AUD - 128 AUD
Minimum rental - 5 nights
Check availability
Show on map
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Ocean Front Commuity 2 bedroom 2 bath! Great Views
Slideshow
4 of 5 stars 9 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
128 AUD - 159 AUD
Week:
898 AUD - 1,868 AUD
Month:
3,849 AUD - 5,650 AUD
Minimum rental - 3 nights
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Great 2 Bedroom-2 Bathroom Condo in Kailua (K4-KBV 2-202)
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
200 AUD - 301 AUD
Minimum rental - 3 nights
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Hale Kalena (Kanaloa)
Slideshow
4.5 of 5 stars 17 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
123 AUD - 149 AUD
Week:
862 AUD - 1,329 AUD
Month:
3,695 AUD - 4,649 AUD
Minimum rental - 3 nights
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Embrace The Ocean--Oceanfront Condo
Slideshow
4.5 of 5 stars 3 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
144 AUD - 174 AUD
Week:
1,006 AUD
Month:
3,849 AUD
Minimum rental - 5 nights
Check availability
Show on map
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Kailua Bay Resort neat downtown Kailua Kona
Slideshow
4 of 5 stars 3 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
102 AUD - 180 AUD
Week:
711 AUD - 1,257 AUD
Month:
3,048 AUD - 3,849 AUD
Minimum rental - 3 nights
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Amazing Condo in Kailua-Kona (K5-SR 2-103)
Slideshow
4 of 5 stars 21 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
186 AUD - 302 AUD
Minimum rental - 3 nights
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
KONA CONDO 4 STAR RESORT 2 BED 2 BATH KANALOA 405!
Slideshow
4.5 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Special offer details »
Night:
122 AUD - 184 AUD
Week:
855 AUD - 1,286 AUD
Minimum rental - 3 nights
Check availability
Show on map

Kailua-Kona Holiday Rental Advice

10-12 Day Trip
Posted by SheaG, 17 May 2012
... There are certainly lots of beautiful condos with lanais and grills, ocean views, close to great beaches, look in areas like the Mauna Kea, Mauna Lani, and Waikoloa Beach. But you will not find the abundant and varied inventory of ocean or beachfront vacation rentals as on Kauai and Maui ... more
Which hotel in Kailua-Kona
Posted by hippocanth, 3 Apr 2012
... m really more of a vacation rental kinda gal!) We did not visit Kahaluu for snorkeling, which I believe is where the KBR is, so I cannot make a comparison. However, there is some snorkeling to be found right off the little beach at The Courtyard. If you swim along ... more
Posted by baker1016, 3 Apr 2012
... lot of research, starting to feel like information over load. But perhaps not quite enough yet. Had not even considered South Kohala. Will look into that as well. KamaainaK , can you tell me more? Have also sarted to look at vacation rentals. Thanks again everyone, I love the TA forums ... more
Posted by SheaG, 3 Apr 2012
... isn't a very good vacation rental home destination but it does have lots of choices in condos. South Kohala has better weather, better hotels, better restaurants, the best beaches, less vog, and easier access to the Hamakua Coast attractions (waterfalls, lush scenery), valleys, heiaus, and scenic small towns. If ... more
Recommendations on Kailua-Kona condo for Family
Posted by typicallytropical, 21 Feb 2012
$150/night is actually $135/night before taxes, and good luck finding ocean front in that price range. Maybe a 1BD/1BA ocean view room in an older complex. Bamboo furniture is a standard in most vacation rental condos. ... more
Posted by SueinCA, 23 Feb 2012
... up the street with a grocery store and restaurants. We aren't too far from a small beach with snorkeling. As others have said, most vacation rentals have a tropical theme decor and this is similar. The complex has a pool and lawn ares, is well maintained and nicely landscaped ... more
Late night car rentals
Posted by Husker_Mike, 3 Apr 2011
... reservation. If the rental agencies know you are coming, they'll be there. Anymore, just showing up at the airport is a recipe for a bad vacation. Rental car companies have reduced their inventory and occasionally sell out during peak times. Without a reservation, you'll pay the highest prices ... more
Kona by the Sea or Banyan Tree?
Posted by typicallytropical, 24 Aug 2011
... is the best ocean front vacation rental condo complex in Kona. You can't compare it to the Banyan Tree. The units ending with 15, 16 and 17 are not very desirable for the view being somewhat blocked by the other building. All the others are prime units. There is ... more
Kailua-Kona condo
Posted by ss_kitamura, 8 Nov 2011
... Our wish list includes: Ocean front (or ocean view at a minimum) and walking distance to town. Any thoughts/suggestions on the complexes we should consider (or avoid) would be very welcome. Also if anyone is familiar with a small vacation rental home, we may also be interested. Thanks, Sam ... more
Posted by typicallytropical, 8 Nov 2011
The best ocean front vacation rental condo in Kona is the Kona By The Sea. However, it's a loooong walk to town from there. The only real resort type vacation rental condo in town is the Kona Coast Resort, but it's on a golf course and not ocean ... more