Kailua Kona Vacation Rentals, Kailua Kona Apartments, Cabins, Condos, Cottages, Estates, Houses, Studios, Townhomes & Villas

Kick back in one of several Kailua Kona vacation rentals during your next Kailua Kona, Hawaii vacation. Forget about hassling with tourist-ridden Kailua Kona resorts when you can be your own boss in a Kailua Kona cabin rental, just minutes from the beach. Several Kailua Kona rentals even offer resort amenities so you don’t have to do without any luxuries on your Kailua Kona, Hawaii beach vacation.

Most rentals in Kailua Kona have fully-equipped kitchens so you can cook meals at home and spend money on more important things, like the awesome water sports offered in Kailua Kona, HI. Choose an oceanfront Kailua Kona condo and enjoy panoramic views of the Pacific Ocean from your private screened-in lanai. At night, unwind in the relaxing Jacuzzi tub found in many Kailua Kona beach rentals.

Kailua Kona cottage rentals are cozy places to rekindle the romance in your life. Bring your special someone to a Polynesian style Kailua Kona beach rental located on the ninth hole of a Kailua Kona golf course and watch the sparks fly! Single travelers can get in on the action, as well; round up your friends and split the cost of a Kailua beach rental. Use the money you save on Kailua Kona nightlife. After staying in a Kailua Kona vacation rental, you’ll never want to leave!

Overwhelmed by the selection of Big Island beach rentals? Narrow your search by destination: Hilo villas, Kapoho rentals, Keauhou estates, Kohala Coast condos, Mauna Lani vacation rentals, Volcano condos, Waikoloa Beach Resort condos, and Waikoloa Village villas!

Kailua Kona Vacation Rentals

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ABSOLUTE OCEANFRONT LUXURY 5 BEDROOM/5 BATH HOME

— Property 153872
Kailua Kona condo rental - Incredible Views above the waves - Penthouse
2 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$195/night
$1,365/week
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Direct oceanfront 2BR/2BA second floor unit. Light, Bright, Airy and Upgraded.

— Property 254620
Kailua Kona condo rental - view from ocean
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, village, waterfront, pool
Rates - per property (USD)
$145 - $175/night
$970 - $1,180/week
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Beautiful Beachfront Vacation Rental Condo

— Property 229279
Golf
Kailua Kona condo rental - Living Room
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$215 - $245/night
$1,505 - $1,645/week
Calendar Updated Nov 9 2009

Property Review

We spent our family vacation on the big Island. It was amazing! So much to see and do. We went snorkeling, parasailing, hiking and much more. But most of all the condo was comfortable and...
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Hale Papa Kea - Luxury Oceanfront Retreat

— Property 238189
Kailua Kona house rental - Hale Papa Kea is a two-story oceanfront home
4 Bedrooms, Sleeps 8,
House, 4 Bathrooms, beach, waterfront, terrace
Rates - per property (USD)
$600/night
$4,025/week
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Koa Hale-Beautiful Air-Conditioned Oceanfront Home- Kahaluu Beach 1/4 Mile

— Property 152428
Kailua Kona house rental - View of Kahaluu Beach from the lanai
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, beach, waterfront, air-conditioning
Rates - per property (USD)
$3,000/week
Calendar Updated Nov 9 2009

Property Review

WHAT IS REALLY ATTRACTIVE AND NICE ABOUT SPENDING YOUR VACATION IN A HOME ON THE OCEAN IS THE PRIVACY AND RELAXATION YOU HAVE VS. HOTELS OR CONDOS AND WE HAVE DONE IT ALL. WATCHING THE TURTLES...
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Keauhou Punahele upgraded Ocean View Condo

— Property 321551
Kailua Kona condo rental - Lovely Lanai View to Ocean
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, near the ocean, resort, pool
Rates - per property (USD)
$135/night
$840/week
Calendar Updated Nov 9 2009

Property Review

Beautiful spot. We ( family of 4) rented this condo for 10 days leading up to the Ironman World Championships, and it was perfect. Not to far from the village of Kona, but close enough to get in...
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Hualalai Four Seasons Resort, Vacation Condo Rental

— Property 236799
Kailua Kona condo rental - Great Room Opens to Lanai Patio & Ocean Views
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, pool
SPECIAL OFFER! November $100 per Night Special (October 27 - November 30)
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Executive Ocean View Condo

— Property 322656
Special Offer
Kailua Kona condo rental - Sunset
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, near the ocean, resort, garden
Rates - per property (USD)
$115 - $155/night
$805 - $1,085/week
$3,300 - $4,350/month
Calendar Updated Nov 9 2009

Property Review

I wanted to post this good feedback for the condo property. I was in Kona for the summer months 2007 with my Family on vacation. I really enjoyed the pool as did my Son who is three years old. It...
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Oceanfront Kona Reef Vacation Condo Rental

— Property 318447
Kailua Kona condo rental - Oceanfront Lanai overlooking Kailua Bay
1 Bedroom, Sleeps 3,
Condo, 1 Bathroom, beach, waterfront, pool
Rates - per property (USD)
$140/night
$980/week
Calendar Updated Nov 8 2009

Property Review

Alex and Michele's condo offered everything that we were looking for in our first stay in beautiful Kona, Hawaii. The pictures listed are all accurate and reflect the gorgeous view from the...
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Water Front Condo, Elegant, Clean and Convenient with Spectacular Views!

— Property 255997
Kailua Kona condo rental - Private, Romantic Panoramic Views
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, near the ocean, waterfront, pool
Rates - per property (USD)
$200/night
$1,290/week
$3,900/month
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IRONMAN WEEK STILL AVAILABLE - Last Minute Cancellation Special!!

— Property 156794
Kailua Kona house rental - Fantastic Oceanfront Location on Kona's Alii Drive
5 Bedrooms, Sleeps 16,
House, 4 Bathrooms, near the ocean, waterfront, pool
Rates - per property (USD)
$400 - $800/night
$2,800 - $7,700/week
$13,000 - $17,000/month
Calendar Updated Nov 8 2009

Property Review

We enjoyed staying at this property very much. It was exactly what we needed. It had beautiful ocean views, turtles swimming in the bay, a nice pool, and hot tub. The owners were nice and easy...
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Direct Ocean Front Condo 2 Miles from Downtown Kailua Kona

— Property 240383
Kailua Kona condo rental - Living Room
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, waterfront, pool
Rates - per property (USD)
$135 - $145/night
$945 - $1,015/week
Calendar Updated Nov 9 2009

Property Review

If you like to have the waves crashing on the rocks just about 6 feet from the edge of your lanai, this is the place for you. Though the weather was hot when we visited in late August, there was...
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Enjoy Kailua Kona Oceanfront Condo - Beautiful Views and Spectacular Sunsets!

— Property 307224
Kailua Kona condo rental
1 Bedroom, Sleeps 3,
Condo, 1 Bathroom, downtown, waterfront, balcony
Rates - per property (USD)
$135 - $155/night
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1 bedroom condo in the heart of Kona - HD TV and WiFi- $80/nt Nov-Dec Special!

— Property 179684
Kailua Kona condo rental - View from our Kona condo
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, near the ocean, town, pool
Rates - per property (USD)
$80 - $100/night
$560 - $700/week
$1,600 - $2,200/month
Calendar Updated Nov 8 2009

Property Review

I have done month-long stays in many properties around the world, and can honestly say that this is the very best. Those who like to cook their own food -- and why not, because three major...
SPECIAL OFFER! November $100 Per Night Special (October 27 - November 30)
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Opulent Executive Vacation Home

— Property 219163
Special Offer
Kailua Kona house rental - Loft
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, near the ocean, sauna
Rates - per property (USD)
$135 - $195/night
$945 - $1,365/week
$3,750 - $5,250/month
Calendar Updated Nov 9 2009

Property Review

Everything was wonderful, everything was exactly like Justin the owner described it to us. We couldn't have been happier or more satisfied after coming all the way from Sweden. We were truly...
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Kona Reef 1BR Oceanview Condo - 1 1/2 Blocks to Town

— Property 182816
Kailua Kona condo rental - Oceanfront pool, spa and barbeque area
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, resort, waterfront, pool
Rates - per property (USD)
$119 - $129/night
$795 - $875/week
$3,250 - $3,450/month
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Tu'Tu's Beach House with Huge Pool and Back Yard

— Property 312920
Kailua Kona house rental
5 Bedrooms, Sleeps 10,
House, 4 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$300 - $350/night
$2,000 - $2,450/week
Calendar Updated Nov 7 2009

Property Review

What a wonderful vacation home! We were there 11 days and did not want to leave. The home and beautiful grounds exceeded our expectations...
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2-101 (2) The Beach Villas at Kahaluu

— Property 78065h
Kailua Kona condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$189 - $285/night
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Romantic Honeymoon Cottage with Extraordinary View - on 3 Acres

— Property 301982
Kailua Kona cottage rental - Terrace oceanview
1 Bedroom, Sleeps 4,
Cottage, 1 Bathroom, near the ocean, rural, garden
Rates - per property (USD)
$150/night
Calendar Updated Nov 8 2009

Property Review

Hale Koi is a delightful and tranquil cottage. We enjoyed our stay very much and only wished it could have been longer. The cottage itself is very comfortable and well equiped. Both the bird...
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Beautifully renovated Ocean View Condo - Kona Alii Unit# 206

— Property 171869
Kailua Kona condo rental - View of ocean from chair in living room
1 Bedroom, Sleeps 4,
Condo, 2 Bathrooms, downtown, waterfront, pool
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Totally Oceanfront, Spectacular Location!

— Property 103751
Kailua Kona condo rental
Studio, Sleeps 2,
Condo, 1 Bathroom, beach, waterfront, internet access
Rates - per property (USD)
$100/night
$600/week
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OCEANFRONT Kanaloa A/C, Wi-Fi, Kings 1 FREE Night

— Property 321701
Kailua Kona condo rental - Your Actual Lanai View
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, resort, waterfront, jacuzzi
Rates - per property (USD)
$245 - $325/night
$1,695 - $2,195/week
$6,350 - $7,750/month
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BLUE WATER HOUSE:Luxury Home, Oceanfront with Pool in Gated Community

— Property 169257
Kailua Kona estate rental - View
3 Bedrooms, Sleeps 10,
Estate, 3 Bathrooms, beach, village, jacuzzi
Rates - per property (USD)
$7,000 - $10,500/week
Calendar Updated Nov 6 2009

Property Review

Terrific amenities, wonderfully maintained, luxurious details and comfortable furnishings. We brought our 6 month old baby and there were all the "things" we needed to keep him safe, comfortable...
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Charming Kona Comfort Studio - CLEAN - Hawaiian Style (Close to Town/Airport)

— Property 149835
Kailua Kona studio rental - Comfy queen bed with pillow top mattress
Studio, Sleeps 3,
Studio, 1 Bathroom, near the ocean, rural, internet access
Rates - per property (USD)
$55/night
$366/week
$1,155/month
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Oceanfront condo steps from beach, water - very private 6-unit complex

— Property 251581
Kailua Kona condo rental - Enjoy Kona coffee on the lanai and watch the ocean
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$170 - $210/night
$1,190 - $1,470/week
$4,335 - $5,355/month
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Great Kailua Location.10 min to beach,town,airport. 5th NIGHT FREE!-Nov-Dec.23rd

— Property 232352
Kailua Kona house rental - Bears' Place Guest House, Kailua Kona, Hawaii
4 Bedrooms, Sleeps 16,
House, 4 Bathrooms, near the ocean, town, daily maid service
Rates - per property (USD)
$295/night
$1,858/week
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Tranquil House rural yet close to town/airport/Costco clean Wi-Fi fast bookings

— Property 145973
Kailua Kona house rental - Roomy Living room with cathedral ceilings
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, near the ocean, rural, jacuzzi
Rates - per property (USD)
$185/night
$1,231/week
$3,885/month
Calendar Updated Nov 8 2009

Property Review

Ther large upstairs of house that we rented was very clean and attractive. Plenty of room for the 4 of us large Kitchen, dining area and master bedroom. The master Bath was very open and airy...
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Hale Nani-Kai (Kona Makai 4105)

— Property 7031731h
Kailua Kona condo rental
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, air-conditioning, balcony
Rates - per condo (USD)
$99 - $175/night
$693 - $1,225/week
$2,970 - $4,306/month
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Hale Kulani (Surf & Racquet Club 4102)

— Property 7031728h
Kailua Kona condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, air-conditioning, beach chairs
Rates - per condo (USD)
$199 - $295/night
$1,393 - $2,065/week
$5,970 - $7,563/month
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Hale Ehu Kai - Holualoa Bay Villas

— Property 7031723h
Kailua Kona condo rental - Living Room
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach towels, blender
Rates - per condo (USD)
$155 - $225/night
$1,085 - $1,575/week
$4,650 - $6,073/month