Kailua-Kona Vacation Rentals & Vacation Rental Homes - Rent Holiday Homes in Kailua-Kona, USA

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                     Kailua-Kona (31 properties)

The perfect home base for exploring the big island of Hawaii. The weather on this side of the island is the best; usually mid 80's and most likely to be sunny, although lately the afternoons have been hazing over. Old town Kailua-Kona has that classic resort.. (continued here)

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Premium Listing

Villa in Kailua-Kona, Kona Coast
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Villa in Kailua-Kona, Kona Coast

Kona Sea Ridge near Kailua Kona

Condo with Ocean view in quiet gated community is spacious, a/c, has a table for romantic sunset dinners on lanai.

bedrooms  3    bathrooms2
sleeps 6

$973 - $973
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     

Premium Listing

2 bedroom Condominium for rent in Kailua-Kona
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2 bedroom Condominium for rent in Kailua-Kona

Casa de Emdeko

Lovely 2 bedroom, 2 bath condo oceanfront. Sleeps max of 6

bedrooms  2    bathrooms2
sleeps 4 - 6

$150 - $175
Per Day
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Not Near A Golf Course Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Townhouse rental in Kailua-Kona
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Holiday Townhouse rental in Kailua-Kona

Big Island Townhome in Kailua-Kona

Luxury townhome overlooking Honl's Beach and Kailua Bay

bedrooms  3    bathrooms3
sleeps 6

$2550 - $4200
Per Month
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Guest House for 1-14 people in Kailua-Kona
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Guest House for 1-14 people in Kailua-Kona

Bears' Place Guest House, Kailua Kona

Ocean view studios-kitchenettes,WIFI,close to beaches & golf. Also 3BE/4BA Home. Sleeps 14. Sprechen Deutsch

bedrooms  3    bathrooms4
sleeps 1 - 14

$75 - $295
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium for 6-8 people in Kailua-Kona
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Condominium for 6-8 people in Kailua-Kona

Kailua-Kona

A Place In Paradise - Four Star Resort - Beatuiful Tropical Grounds. 3B/3B fully furnished. Like New Condition

bedrooms  3    bathrooms3
sleeps 6 - 8

$155 - $195
Per Day
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Vacation rental Condominium in Kailua-Kona
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Vacation rental Condominium in Kailua-Kona

Kona Reef

Ocean Front Condo within walking distance of Kailua-Kona

bedrooms  1    bathrooms1
sleeps 2 - 4

$145 - $175
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Vacation rental Condominium in Kailua-Kona
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Vacation rental Condominium in Kailua-Kona

Kona Coast Resort at Keauhou

Gated first class resort property with 2 pools, jacuzzis, tennis courts, gym. 2 golf courses adjacent.

bedrooms  1    bathrooms1
sleeps 2 - 4

$599 - $825
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Kailua-Kona Condominium
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Kailua-Kona Condominium

Kona Reef

Kona Reef offers Dramatic ocean views from an Oceanfront building..Hear the surf!!

bedrooms  1    bathrooms1
sleeps 1 - 4

$695 - $900
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium in Kailua-Kona
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Holiday Condominium in Kailua-Kona

Kona Magic Sands Resort in Kailua-Kona

Fantastic 3rd floor location direct oceanfront right over the water! Fall asleep to the sounds of the surf!

bedrooms  Studio    bathrooms1
sleeps 2 - 4

$80 - $115
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Cottage for rent in Kailua-Kona
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Cottage for rent in Kailua-Kona

Keauhou-Kona Surf & Racquet Club

Cottage style bungalow condo in gated oceanfront resort with black sand beach and amazing snorkeling!

bedrooms  1    bathrooms1
sleeps 2 - 4

$399 - $650
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
House in Kailua-Kona, Kona Coast
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House in Kailua-Kona, Kona Coast

Kailua Kona, Sunset Area

Sweeping Ocean Views, Gourmet Kitchen, Professionally Decorated

bedrooms  2    bathrooms2
sleeps 4

$1000 - $1500
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Holiday Condominium in Kailua-Kona, Kona Coast
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Holiday Condominium in Kailua-Kona, Kona Coast

Alii Villas

See & hear the ocean surf from this 1 bedroom, 1 bath oceanview condo at 'Alii Villas' top floor (third floor)

bedrooms  1    bathrooms1
sleeps 2 - 4

$560 - $735
Per Week
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium in Kailua-Kona
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Condominium in Kailua-Kona

Kona Sea Ridge Condo

Amazing Ocean View - Serene Location!.Easy walk to town or beaches. Free Wi-Fi!

bedrooms  2    bathrooms2
sleeps 4

$2195 - $2995
Per Month
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium rental in Kailua-Kona, Kona Coast
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Holiday Condominium rental in Kailua-Kona, Kona Coast

$69 Romantic oceanfront studio condo

$69 Romantic oceanfront studio condo center of Kona Village.

bedrooms  Studio    bathrooms1
sleeps 2 - 4

$69 - $89
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Vacation rental Condominium in Kailua-Kona
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Vacation rental Condominium in Kailua-Kona

Makolea Unit #34

1 Bedroom Top Floor Condo w/ Spectacular OCEAN & SUNSET VIEWS from Lanai, near Kahalu'u Beach Park

bedrooms  1    bathrooms1
sleeps 2 - 4

$75 - $95
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Vacation Townhouse in Kailua-Kona
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Vacation Townhouse in Kailua-Kona

Ocean front Townhouse

Spectacular ocean front unit

bedrooms  2    bathrooms2
sleeps 2 - 4

$185 - $250
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Villa in Kailua-Kona, Kona Coast
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Holiday Villa in Kailua-Kona, Kona Coast

Kona Shangrila / Kona Hawaii

Private Home: Oceanfront 5 BDR/5 BTH Estate w/Pool & Spa - Swim & snorkel with Turtles- Surf or Boogie Board

bedrooms  5    bathrooms5
sleeps 12 - 16

$750 - $950
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium in Kailua-Kona, Kona Coast
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Condominium in Kailua-Kona, Kona Coast

Kona Magic Sands Resort

Wow! Oceanfront as close as it gets! Right over the water with waves splashing and sandy beach steps away!

bedrooms  Studio    bathrooms1
sleeps 2 - 3

$80 - $99
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Guest House in Kailua-Kona, Kona Coast
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Guest House in Kailua-Kona, Kona Coast

KonaComfort Charming Studio WIFI Clean

Fast bookings, 2 day minimum, long term stay discounts, close off street parking, private entrance, full bath.

bedrooms  1    bathrooms1
sleeps 2 - 3

$65 - $65
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Kailua-Kona Condominium
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Kailua-Kona Condominium

OCEANFRONT Condo - Spectacular 180° View

Only 30 feet from the ocean with large private lanai, master bedroom with 180 degree view, air conditioning

bedrooms  1    bathrooms2
sleeps 2

$160 - $205
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Disabled Access Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Holiday Condominium in Kailua-Kona, Kona Coast
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Holiday Condominium in Kailua-Kona, Kona Coast

Beaches

Absolutely the Best Oceanfront Condo in Kona Hawaii

bedrooms  1    bathrooms1
sleeps 6

$125 - $179
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
3 bedroom House for rent in Kailua-Kona
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3 bedroom House for rent in Kailua-Kona

Feels Like Home in Paradise!

Come enjoy our beautiful home on the Big Island of Hawaii with all the amenities of home.

bedrooms  3    bathrooms2
sleeps 6

$800 - $1000
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday House in Kailua-Kona
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Holiday House in Kailua-Kona

Mahuahua House

Luxurious Ocean view Home with Private Pool

bedrooms  4    bathrooms3
sleeps 8 - 12

$350 - $400
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Condominium for 4 people in Kailua-Kona
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Condominium for 4 people in Kailua-Kona

BEST OCEANFRONT Condo Kona, Hawaii $95/d

Receive a free night at our oceanfront 1 bedroom suite in beautiful Kailua Kona Big Island of Hawaii.

bedrooms  1    bathrooms1
sleeps 4

$95 - $95
Per Day
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
House in Kailua-Kona
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House in Kailua-Kona

Hale Pua (Flower House) Oceanfront

Nothing better than oceanfront with beautiful pool in Kona on Alii Drive! Whales and Dolphins play in front!

bedrooms  6    bathrooms6
sleeps 12 - 16

$8500 - $9350
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Condominium in Kailua-Kona, Kona Coast
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Condominium in Kailua-Kona, Kona Coast

Kona Makai Resort at Kailua-Kona

Oceanfront Resort,deluxe 2 bedroom top floor ocean view balcony. Pool, tennis, gym, BBQs. 1 mile to town.

bedrooms  2    bathrooms1
sleeps 2 - 6

$625 - $795
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium in Kailua-Kona, Kona Coast
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Holiday Condominium in Kailua-Kona, Kona Coast

Kona Reef Resort at Kailua-Kona Village

Oceanfront and beachfront condo! Just steps into town!

bedrooms  1    bathrooms1
sleeps 2 - 4

$599 - $849
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
1 bedroom Condominium in Kailua-Kona
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1 bedroom Condominium in Kailua-Kona

Kailua-Kona

Beautiful Oceanfront Condo, corner unit with a wrap around lanai. See more at www.halekonakai.net

bedrooms  1    bathrooms1
sleeps 2 - 3

$145 - $175
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Kailua-Kona rental Condominium
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Kailua-Kona rental Condominium

Affordable Kona Condo~Oceafront Pool~

Cute Condo in Kona...Oceanfront Commplex just south of Kona town. Come relax in paradise!

bedrooms  2    bathrooms1
sleeps 4 - 7

$75 - $100
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Rental Condominium in Kailua-Kona
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Rental Condominium in Kailua-Kona

Lovley Condo in Kona~Oceanfront Complex~

Great condo in an oceanfront complex just south of Kona town. Updated with everything you need for a great stay.

bedrooms  1    bathrooms1
sleeps 4

$75 - $100
Per Day
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Villa rental in Kailua-Kona
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Holiday Villa rental in Kailua-Kona

Kanaloa Resort Condo

Oceanside 4-star luxury resort. Concierge. 1700 sq.ft. condo w/ 2 lanais. Full kitchen, laundry. Tennis/golf.

bedrooms  2    bathrooms2
sleeps 4 - 6

$1075 - $1170
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     

About Kailua-Kona Vacation Rentals & Vacation Rental Homes - Rent Holiday Homes in Kailua-Kona, USA:

 The perfect home base for exploring the big island of Hawaii. The weather on this side of the island is the best; usually mid 80's and most likely to be sunny, although lately the afternoons have been hazing over.

Old town Kailua-Kona has that classic resort feel of a seaside village with lots of restaurants and night life. There is shopping for South Sea Pearls as well as art and and glassware and something for every budget.

There is excellent snorkelling and body surfing, surfing or even nice beaches right here in town and along the way to Keauhou along Ali'i Drive. From "Kona town" you are 2 hours from Hawaii Volcano National Park. You are 2 hours to the old Hawaii town of Hilo, through the ranching town of Waimea and the dramatic cliffs along the Hamakua Coast.

There are great beaches to explore within easy driving distance from Kona. Charter a boat for a fishing trip from Kona, or take a tour up to the observatory on the top of Mauna Loa or actually ski on it's slopes. I could go on and on about all of the things to explore on this island. I have been exploring it for over 30 years and always find something new. .