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

Refine Your Search Start a New Search
Find by availability dates:
and/or by weekly rental rate
(in $ USD):
Current Criteria:
(remove all criteria)

Compare Selected
SPECIAL OFFER! November $100 Per Night Special (October 27 - November 30)
compare

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 20 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...
SPECIAL OFFER! 7th night free on a six night minimum. (December 1 - January 30)
compare

Fall Special for Luxury Oceanfront Condo / Villa

— Property 155739
Special Offer
Kailua Kona condo rental - Ground Floor Oceanfront Condo Villa
3 Bedrooms, Sleeps 6,
Condo, 3 Bathrooms, resort, waterfront, pool
Rates - per property (USD)
$2,450 - $3,850/week
$10,000 - $15,000/month
Calendar Updated Nov 20 2009

Property Review

we enjoyed this condo very much. It was very well suppplied.
compare

Relaxing Oceanfront Condo -- Walk to Town & Shopping!

— Property 170095
Kailua Kona condo rental - We're RIGHT on the ocean...look for whales!!
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, waterfront, pool
Rates - per property (USD)
$100/night
$620/week
compare

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 20 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...
compare

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 20 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...
compare

Oceanfront Kona Condo

— Property 210807
Kailua Kona condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, pool
Rates - per property (USD)
$239/night
$1,595/week
compare

Great Oceanview at Royal SeaCliff Resort

— Property 110533
Kailua Kona condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, tennis court, balcony
Rates - per property (USD)
$130 - $165/night
$780 - $990/week
SPECIAL OFFER! Almost Oceanfront & Gorgeous - On Sale! (October 21 - December 19)
compare

Almost Oceanfront Luxury - Listen to the Surf!

— Property 138227
Special Offer
Kailua Kona condo rental - Great for kids and adults, pavilion and bathrooms
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, waterfront, tennis court
Rates - per property (USD)
$95 - $150/night
$665 - $1,050/week
$150 - $3,000/month
Calendar Updated Nov 19 2009

Property Review

The condo is wonderful, nice furniture and really good equipment, all what you need for enjoing your vacation. a nice place.
compare

Desirable Oceanfront Condo directly across from the Ocean +Alii Drive in Kona

— Property 142113
Kailua Kona condo rental - large heated and gated pool for guests and owners
1 Bedroom, Sleeps 4,
Condo, 2 Bathrooms, downtown, waterfront, tennis court
Rates - per property (USD)
$129 - $139/night
$850 - $935/week
Calendar Updated Nov 19 2009

Property Review

Thai has been a perfect vacation without the use of a car. Each day we walked over to the farmers market for some fresh produce, we checked our e mail right next to the condo and we even played...
compare

A lovely Oceanfront jewel just 25' from shoreline . Serene, comfortable, central

— Property 134526
Kailua Kona condo rental - Watch surfers whales, sea turtles from living room
2 Bedrooms, Sleeps 5,
Condo, 2 Bathrooms, beach, waterfront, garden
Rates - per property (USD)
$178 - $198/night
$1,250 - $1,380/week
Calendar Updated Nov 19 2009

Property Review

This is a great place to stay in Kona. The owner has provided you with all you'll need for a wonderful vacation. If you're looking for a home away from home right on top of the Ocean this is it....
compare

Kona Oasis above town. 3 bedroom 3 bath, Infinity Pool and lots of Privacy.

— Property 7024529h
Kailua Kona house rental
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, air-conditioning, blender
Rates - per house (USD)
$699 - $950/night
$4,893 - $6,650/week
$20,970 - $27,194/month
compare

The Kona View House

— Property 7024531h
Kailua Kona villa rental - Lava Sea Pool
4 Bedrooms, Sleeps 10,
Villa, 3 Bathrooms, air-conditioning, balcony
Rates - per villa (USD)
$599 - $1,999/night
$4,193 - $13,993/week
$17,970 - $42,357/month
compare

Kanaloa 2302

— Property 25393h
Kailua Kona condo rental
2 Bedrooms, Sleeps 5,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$243 - $357/night
compare

S & R Club 6-303

— Property 25398h
Kailua Kona condo rental
2 Bedrooms, Sleeps 5,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$172 - $253/night
compare

Kona Reef D22

— Property 25400h
Kailua Kona condo rental
3 Bedrooms, Sleeps 6,
Condo, 3 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$377 - $517/night
compare

Luxury Townhome, Patio, Pool, Spa, Specials!

— Property 143901
Kailua Kona townhome rental - Outdoor Pool, Hale, Dining Area
3 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, near the ocean, garden
compare

BAMBOO HOUSE:Ocean View Luxury Home Gated Community/with Pool

— Property 314563
Kailua Kona house rental - View of fabulous home.
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, beach, resort, garden
Calendar Updated Nov 19 2009

Property Review

We stayed at the Bamboo House while on our honeymoon in Hawaii. The house is beautiful and has everything you could possibly need. We were so glad after being there that we decided not to stay at...
compare

1 bedroom condo in the heart of Kona - HD TV and WiFi- $80/nt 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 19 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! Spring/Summer Sale only $130/nt! (March 3 - September 9)
compare

Spring Sale $130/nt TOTALLY OCEANFRONT CONDO w/ Free Wi-Fi & BEAUTIFUL SUNSETS!!

— Property 193801
Special Offer
Kailua Kona condo rental - Breathtaking Sunsets from Large Private Lanai
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, town, waterfront, pool
Rates - per property (USD)
$160 - $180/night
Calendar Updated Nov 19 2009

Property Review

My wife and I spent split our honeymoon staying on Maui and the Big Island, and we are so glad we chose this great condo for our stay on the Big Island. It had everything we needed and more. We...
SPECIAL OFFER! Prime Whale Watching Spot-$180 per night (February 1 - April 1)
compare

We'll meet or beat any price you find for a comparable beachfront home!

— Property 186051
Special Offer
Kailua Kona house rental - Front approach to home
2 Bedrooms, Sleeps 5,
House, 2 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$200/night
$1,400/week
$5,000/month
compare

50 percent off nightly if you stay a month! Blue ocean view!

— Property 248188
Kailua Kona condo rental - Master Suite's king bedroom
2 Bedrooms, Sleeps 8,
Condo, 3 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$200/night
$999/week
$2,997/month
compare

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 18 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...
compare

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
compare

Tropical Beauty, Private Pool, Ocean Views, Gated Luxury

— Property 265917
Kailua Kona house rental - Heated pool with ocean views.
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, downtown, pool
Rates - per property (USD)
$210 - $225/night
$1,470 - $1,575/week
compare

2-302 (2) The Beach Villas at Kahaluu

— Property 7014457h
Kailua Kona condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$189 - $285/night
compare

Kona Nalu #105

— Property 25391h
Kailua Kona condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$230 - $369/night
compare

White Sands Village #219

— Property 7007814h
Kailua Kona house rental
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, adventure, air-conditioning
Rates - per house (USD)
$122 - $150/night
compare

Welcome to Paradise- Kona Pacific (Newly Remodeled) DECEMBER AVAILABILITY

— Property 149396
Kailua Kona condo rental - Kona Pacific
1 Bedroom, Sleeps 4,
Condo, 2 Bathrooms, near the ocean, town, garden
Rates - per property (USD)
$95 - $120/night
compare

Direct Oceanfront Condo w/AC, View whales & turtles, RELAX!

— Property 160671
Kailua Kona condo rental - Watch the waves roll in
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, waterfront, jacuzzi
Rates - per property (USD)
$180/night
$1,260/week
$4,500/month
Calendar Updated Nov 17 2009

Property Review

The view from this property was amazing. Surfers, sea turtles, cruise ships, outrigger canoes were all visible from the most private balcony.i I have ever seen. It was ultra private allowing...
compare

Direct Oceanfront, Unobstructed Views, Romantic, Private

— Property 142133
Kailua Kona condo rental - Lanai View
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$175 - $195/night
Calendar Updated Nov 17 2009

Property Review

We have stayed on all the islands, and this one was the most beautiful, best location, with everything and more that a guest could ask for. Attention to detail, owners are very helpful and...