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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Relaxing Oceanfront Condo at Sea Village #1207

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 321499
Kailua Kona condo rental - More of the Lovely View
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • resort, waterfront
  • accept credit card
Rates per property (USD)
$168/night
$1,050/week
Contact the Owner
View Property Details

Gorgeous 2 (or 3) bdrm Ocean View Condo in Keauhou Resort/Kona

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 189340
Kailua Kona condo rental - West view from Lanai
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • near the ocean, resort
  • swimming pool
Rates per property (USD)
$825 - $1,150/week
$3,200 - $4,440/month
Contact the Owner
View Property Details

Kahakai Waterfall Hale

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 156073
Kailua Kona house rental - Beautiful Waterfall Pool and Hot Tub
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • near the ocean, town
  • accept credit card
Rates per property (USD)
$400 - $425/night
$2,625 - $2,800/week
Contact the Owner
View Property Details

Oceanview Home Away from Home - This is the Best !

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 189366
Kailua Kona condo rental - Panoramic Views from All Rooms
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
  • near the ocean, town
  • accept credit card
Contact the Owner
View Property Details

Prime Ocean Front Luxury Townhome on Ali'i Drive!! MUST SEE!!

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 144473
Kailua Kona townhome rental - Sunset from upper lanai
4 Bedrooms, Sleeps 8
  • Townhome
  • 3 Bathrooms
  • near the ocean, waterfront
  • accept credit card
Contact the Owner
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Kona Reef Oceanfront Vacation Condo Rental

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 318447
Kailua Kona condo rental - View from your lanai
1 Bedroom, Sleeps 3
  • Condo
  • 1 Bathroom
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$140 - $155/night
$980 - $1,085/week
Contact the Owner
View Property Details

Oceanfront Luxury Suites of Casa Del Sol, Kailua Kona, Hawaii Big Island

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 190991
Kailua Kona villa rental
2 Bedrooms, Sleeps 9
  • Villa
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$149 - $179/night
$3,500 - $4,500/month
Contact the Owner
View Property Details

Tranquil Kona Comfort 3BR House. Fast bookings (close to town/airport) 96740

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 145973
Kailua Kona house rental - Living room w cathedral ceilings, recessed lights.
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • near the ocean, rural
  • accept credit card
Rates per property (USD)
$1,164/week
$3,675/month
Contact the Owner
View Property Details

Oceanfront Deluxe Kona Reef Condo, Watch the Whales, Dolphins and Surf

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 313985
Kailua Kona condo rental - Kona Reef Resort and Beach
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
  • beach, waterfront
  • swimming pool
Rates per property (USD)
$145/night
$1,015/week
$3,700/month
Contact the Owner
View Property Details
SPECIAL OFFER! January available due to cancellation!! January 1 - February 28

Oceanfront Luxury Condo - Make Your Experience Unforgettable!

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 220062
Kailua Kona condo rental - Fabulous Lanai and View
1 Bedroom, Sleeps 2
  • Condo
  • 1 Bathroom
  • beach
  • swimming pool
Rates per property (USD)
$225 - $250/night
$1,475 - $1,650/week
Contact the Owner
View Property Details
Special Offer
SPECIAL OFFER! $199/Nt - Oceanfront! 2 Br/2Ba Sleeps 6 September 23 - December 19

SPECTACULAR OCEANFRONT ESTATE IN KONA.

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— 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
  • accept credit card
Contact the Owner
View Property Details
Special Offer

Charming Kona Comfort Studio - Fast Bookings - (Close to Town/Airport) 96740

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 149835
Kailua Kona studio rental - Pillow top queen bed (roll away optional)
Studio, Sleeps 3
  • Studio
  • 1 Bathroom
  • near the ocean, rural
  • accept credit card
Rates per property (USD)
$366/week
$1,155/month
Contact the Owner
View Property Details

KEIKI BEACH HOUSE: Luxury Beach Home with Pool

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 146358
Kailua Kona estate rental
4 Bedrooms, Sleeps 10
  • Estate
  • 3 Bathrooms, 1 Half Bath
  • beach, near the ocean
  • accept credit card
Rates per property (USD)
$3,150 - $4,200/week
Contact the Owner
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'Malu Wahi' - A place of calmness, tropical paradise!

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 204176
Kailua Kona house rental - Landscaped Home, Pool Area, and Garden
4 Bedrooms, Sleeps 10
  • House
  • 3 Bathrooms
  • near the ocean, rural
  • swimming pool
Rates per property (USD)
$280 - $300/night
$1,960 - $2,100/week
Contact the Owner
View Property Details

Almost Oceanfront - Listen to the Surf in Luxury!

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 138227
Kailua Kona townhome rental - Great for kids and adults, pavilion and bathrooms
2 Bedrooms, Sleeps 4
  • Townhome
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$85 - $130/night
$595 - $910/week
$2,380 - $3,500/month
Contact the Owner
View Property Details

Sunset Ocean Views From Private Lanai

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 133259
Kailua Kona condo rental - Pool w/Spa and Full Ocean Views of Keauhou Bay
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • beach, near the ocean
  • accept credit card
Contact the Owner
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Pauls' Almost Perfect Magic Sands Beach Pool House

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 310700
Kailua Kona house rental - Pool with the old spa, the new one is bigger
4 Bedrooms, Sleeps 12
  • House
  • 4 Bathrooms
  • beach, near the ocean
  • accept credit card
Contact the Owner
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Elegant Estate Home with Ocean views, Pool

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 144246
Kailua Kona house rental - This Gated Estate is Elegantly Decorated
6 Bedrooms, Sleeps 16
  • House
  • 4 Bathrooms
  • beach, near the ocean
  • accept credit card
Rates per property (USD)
$625 - $750/night
$4,375 - $5,215/week
Contact the Owner
View Property Details

Beautiful Guest Ohana & Best Deal in Kona

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 211540
Kailua Kona estate rental - Entry to 1 Bedroom Unit
1 Bedroom, Sleeps 3
  • Estate
  • 1 Bathroom
  • mountain, village
  • accept credit card
Rates per property (USD)
$59/night
$410/week
Contact the Owner
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Oceanfront Kona Shores 2BR/1BA Condo Gorgeous Views & Sunsets

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 144904
Kailua Kona condo rental - Stunning Oceanfront Pool
2 Bedrooms, Sleeps 6
  • Condo
  • 1 Bathroom
  • downtown, waterfront
  • accept credit card
Rates per property (USD)
$99/night
$675/week
Contact the Owner
View Property Details
SPECIAL OFFER! Free nite on 7 nite stay + 10% discount! November 13 - May 31

Opulent Executive Vacation Home

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 219163
Kailua Kona house rental
2 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • beach, near the ocean
  • accept credit card
Contact the Owner
View Property Details
Special Offer
SPECIAL OFFER! Free nite on 7 nite stay + 10% discount! November 13 - May 31

Executive Ocean View Condo

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 322656
Kailua Kona condo rental
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • near the ocean, resort
  • accept credit card
Contact the Owner
View Property Details
Special Offer

Walk to Kona's Best Snorkeling! Oceanfront!

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 211769
Kailua Kona townhome rental - The sun sets on another perfect day in paradise...
2 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms
  • beach, near the ocean
  • swimming pool
Rates per property (USD)
$157 - $209/night
$1,050 - $1,400/week
$3,750 - $4,900/month
Contact the Owner
View Property Details

Beautiful Top Floor Oceanfront Hardwood

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 211771
Kailua Kona condo rental - From Lanai, shows complex with pool and spa
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
  • beach, waterfront
  • swimming pool
Rates per property (USD)
$165/night
$1,095/week
$3,995/month
Contact the Owner
View Property Details

Oceanfront 3 bed, 3 bath, home, Spa, AC, located next to Kahaluu Beach

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 143999
Kailua Kona house rental - View from lanai looking toward Kahaluu Beach Park
3 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$2,765/week
Contact the Owner
View Property Details

Condo in Kona, Rental, Oceanfront, Hawaii

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 142133
Kailua Kona condo rental - Lanai View
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • swimming pool
Rates per property (USD)
$1,225 - $1,365/week
Contact the Owner
View Property Details

Beautiful Direct Oceanfront Condo, Whales, Turtles and Surf

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 160671
Kailua Kona condo rental - Oceanfront 180 degree Lanai view
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • resort, waterfront
  • accept credit card
Rates per property (USD)
$155/night
$1,085/week
$4,400/month
Contact the Owner
View Property Details

Private Oceanfront Suite - Walk to Beach! November Special

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 211767
Kailua Kona studio rental - Incredible Ocean Front Lodging
Studio, Sleeps 2
  • Studio
  • 1 Bathroom
  • washing machine
  • internet access
Rates per property (USD)
$175 - $200/night
$1,175 - $1,375/week
Contact the Owner
View Property Details

Direct Oceanfront Kona - Brand New Remodeled Building

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 174496
Kailua Kona condo rental - Large Balcony With Plenty of Room
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$185/night
$1,295/week
Contact the Owner
View Property Details

Oceanfront 4 BR Home on Turtle Cove~Walk to Beach~

  1. Big Island,
  2. Kona Coast,
  3. Kailua Kona Vacation Rentals
— Property 211775
Kailua Kona house rental - Unobstructed 180 degree view - Ocean front home!
3 Bedrooms, Sleeps 10
  • House
  • 3 Bathrooms
  • waterfront
  • washing machine
Contact the Owner
View Property Details
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