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Kailua Kona Vacation Rental Listings

Our Kailua Kona Vacation Rentals selection includes only the best Kailua Kona homes, condos, villas, hotels, bed & breakfasts, cabins, and cottages.

Listed below, you will find numerous Kailua Kona lodging and accommodations to suit your needs. Click on the view details button to explore any of the Kailua Kona rentals you see listed for more information. The Big Island, Kailua Kona Vacation Rentals are continuously added and modified, so if you do not find what you are looking for in our Kailua Kona Vacation rental inventory, make sure you bookmark us and come back frequently.

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White Sands Village - Kailua Kona Vacation Rental - Vacation Rental in Kailua Kona

White Sands Village - Kailua Kona Vacation Rental - Kailua Kona

2 Bedrooms
Sleeps 4
From USD125.0 nt

• Coffee Maker
• TV/VCR
• Stereo
• Phone
• Linens provided
• CD Player

This beautiful, spacious Kailua Kona vacation rental unit with first class amenities has the aloha spirit with great management that will make your vacation outstanding. 2 bedroom/ 2 bath with view and ocean just steps away. This Kailua Kona avcation
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KONA COAST RESORT 1&2&3 BR OCEANVIEW & GOLF CONDOS - Vacation Rental in Kailua Kona

KONA COAST RESORT 1&2&3 BR OCEANVIEW & GOLF CONDOS - Kailua Kona

2 Bedrooms
Sleeps 4
From USD175.0 nt

• Pool
• Jacuzzi/Hot Tub
• Utensils
• Refrigerator
• Microwave
• Full Kitchen

Grand 1- 2-and 3 bedroom Kailua Kona vacation rental condos with sweeping views of the ocean to give you spectacular sunsets from your private lanai. This Kailua Kona resort has many amenities including swimming, Jacuzzi, tennis, golf nearby, work-out
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BLUE HAWAII LUXURY 3 BEDROOM OCEANVIEW WITH POOL - Vacation Rental in Kailua Kona

BLUE HAWAII LUXURY 3 BEDROOM OCEANVIEW WITH POOL - Kailua Kona

3 Bedrooms
Sleeps 6
From USD700.0 nt

• Microwave
• Ice Maker
• Full Kitchen
• Dishwasher
• Coffee Maker
• TV/VCR

From the Blue Sky to the gentle blue Pacific Ocean your views are wonderful at this elegant Kailua Kona home located in Kona's premier gated community. Our Kailua Kona vacation rental, Blue Hawaii, offers 3 bedrooms and 3.5 bathrooms, exquisite furnis
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KONA BALI KAI DIRECT OCEANFRONT 2 B/R CONDOS - Vacation Rental in Kailua Kona

KONA BALI KAI DIRECT OCEANFRONT 2 B/R CONDOS - Kailua Kona

2 Bedrooms
Sleeps 4
From USD250.0 nt

• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Full Kitchen
• Dishwasher

2 bedrooms Kailua Kona vacation rental condo on Alii Drive. Oceanfront & garden views, watch the turtles & enjoy one of Kona’s famous sunsets. Disappearing Sands Beach is close by along with numerous activities....Oceanfront complex, watch the turtles
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KEAUHOU KONA SURF & RACQUET CLUB OCEANFRONT CONDOS - Vacation Rental in Kailua Kona

KEAUHOU KONA SURF & RACQUET CLUB OCEANFRONT CONDOS - Kailua Kona

2 Bedrooms
Sleeps 6
 

• Pool
• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

Beautiful oceanfront Kailua Kona complex. Crashing surf & island sunsets. 3 lighted tennis courts, large swimming pool and BBQ areas around complex. These Kailua Kona condos have direct oceanfront, golf course or garden views. Walk to Kahuluu Beach fo
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KONA MAKAI 1&2 BR OCEANFRONT COMPLEX WITH POOL - Vacation Rental in Kailua Kona

KONA MAKAI 1&2 BR OCEANFRONT COMPLEX WITH POOL - Kailua Kona

2 Bedrooms
Sleeps 4
From USD175.0 nt

• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Full Kitchen

1 & 2 bedroom Kailua Kona vacation rental condos in a very popular oceanfront complex. Sensational heated swimming pool that sits right above the ocean. You can also enjoy the Jacuzzi, tennis, the sauna and ping pong. Take your morning walk to town fr
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KEAUHOU PALENA 1&2 BR OCEANVIEW & GOLF CONDOS - Vacation Rental in Kailua Kona

KEAUHOU PALENA 1&2 BR OCEANVIEW & GOLF CONDOS - Kailua Kona

2 Bedrooms
Sleeps 4
From USD175.0 nt

• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Full Kitchen

Golfers delight! Enjoy life on the fairway from the lanai of this 2-bedroom, 2-bath Kailua Kona vacation rental condo. Make new friends at the pool area and walk to shops and restaurants from this complex....Good location near beaches and...Quiet comf
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Paradise Found gorgeous 4 bedroom 3.5 bath home - Vacation Rental in Kailua Kona

Paradise Found gorgeous 4 bedroom 3.5 bath home - Kailua Kona

4 Bedrooms
Sleeps 8
 

• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Ice Maker

This ocean-view, Kailua Kona vacation home is close to town and the ocean. This island-casual Kailua Kona home has 4 bedrooms, 3.5 baths, two master suites and lanais to enjoy the tropical breezes The lovely Kailua Kona property in a quiet serene loca
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Wyndham Hawaii at Kona Hawaiian Resort - Vacation Rental in Kailua Kona

Wyndham Hawaii at Kona Hawaiian Resort - Kailua Kona

Studio
 
 

• Pool
• Jacuzzi/Hot Tub
• Microwave
• Dishwasher
• Phone
• Air Conditioning

The Big Island of Hawaii offers a tropical vacation with spectacular sunsets. Your vacation home at Kona Hawaiian Village gives you access to all of the island's activities. Enjoy deep-sea fishing, romantic sunset cruises, and shopping. The resort is
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SHANGRI-LA 3 BEDROOM OCEANVIEW HOME WITH POOL - Vacation Rental in Kailua Kona

SHANGRI-LA 3 BEDROOM OCEANVIEW HOME WITH POOL - Kailua Kona

3 Bedrooms
Sleeps 6
From USD550.0 nt

• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Ice Maker

You will agree you have found Shangri-La when you step through the entry of this gorgeous Kailua Kona vacation home by Keauhou Bay. Enjoy our famous Kona Sunsets, go kayaking on the bay or just relax by the pool. The master bedroom suite has his & her
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SunQuest Vacations Kona Hawaii - Vacation Rental in Kailua Kona

SunQuest Vacations Kona Hawaii - Kailua Kona

5 Bedrooms
Sleeps 10
 

• Dishwasher
• Full Kitchen
• Microwave
• BBQ

SunQuest Vacations is proud to offer you the LARGEST INVENTORY of quality, exclusive private Kailua Hawaii vacation homes and condos for vacation rental on the Big Island of Hawaii. Our Kona Hawaii vacation rental homes and condos are located in the K
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SPECIAL OFFER
BEACHES OCEANFRONT ABSOLUTELY THE BEST - Vacation Rental in Kailua Kona
10.08% OFF
From: Jul 13, 2008
To: Jul 21, 2008

BEACHES OCEANFRONT ABSOLUTELY THE BEST - Kailua Kona

1 Bedrooms
Sleeps 6
From USD125.0 nt

• Pool
• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

Welcome to Beaches˜Absolutely the best Oceanfront Condo value in Kona! Tumble out of bed and enjoy a morning ocean walk, returning to breakfast on your oceanview lanai. One of the few with a large Italian tiled lanai overlooking the ocean. This Kailua
*Check to inquire


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SPECIAL OFFER
Banana Patch House - Vacation Rental in Kailua Kona
10% OFF
From: Apr 09, 2008
To: Sep 30, 2008

Banana Patch House - Kailua Kona

3 Bedrooms
Sleeps 6
From USD300.0 nt

• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Ice Maker

Experience a real fun Kona coffee farm. The geese and chickens will love your company and you will enjoy this very nice Kailua Kona vacation house that's approximately 20 minutes from Kona and 2 miles from Kealakekua Bay where you can enjoy great snor
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Luxurious Kanaloa at Kona Oceanfront Condo - Vacation Rental in Kailua Kona

Luxurious Kanaloa at Kona Oceanfront Condo - Kailua Kona

3 Bedrooms
Sleeps 6
 

• Jacuzzi/Hot Tub
• Covered Parking
• Utensils
• Refrigerator
• Microwave
• Ice Maker

Oceanfront condos amid the cool tropical gardens at the Kanaloa condo complex located in Kailua-Kona, Hawaii (Big Island). Kanaloa is a gated community that offers three pools (one oceanfront), Jacuzzi ® spas, night-lighted tennis courts, community BB
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PLUMERIA 3 BEDROOM OCEANVIEW HOME WITH POOL - Vacation Rental in Kailua Kona

PLUMERIA 3 BEDROOM OCEANVIEW HOME WITH POOL - Kailua Kona

3 Bedrooms
Sleeps 6
From USD400.0 nt

• Pool
• BBQ
• Utensils
• Stove - Gass
• Stove - Electric
• Refrigerator

Plumeria is a wonderful Kailua Kona vacation home in a delightful neighborhood. Enjoy the outstanding ocean views & our famous sunsets. This Kailua Kona vacation rental has 2 bedrooms in the main house and 1 bedroom in the attached apartment. King in
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KANALOA DIRECT OCEANFRONT CONDOS - Vacation Rental in Kailua Kona

KANALOA DIRECT OCEANFRONT CONDOS - Kailua Kona

3 Bedrooms
Sleeps 6
From USD300.0 nt

• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Ice Maker

Gracious living in 1, 2 or 3 bedroom, 2-bath Kailua Kona vacation rental condos with golf course and ocean views. 3 pools and lighted tennis courts, Jacuzzi, BBQ area and a gourmet oceanfront restaurant on the premises. This Kailua Kona vacation renta
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KONA HIDEAWAY 4 BEDROOM OCEANVIEW HOME WITH POOL - Vacation Rental in Kailua Kona

KONA HIDEAWAY 4 BEDROOM OCEANVIEW HOME WITH POOL - Kailua Kona

4 Bedrooms
Sleeps 8
From USD500.0 nt

• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Ice Maker

Lovely 4 bedroom, 3 bath comfortable Kailua Kona vacation home with private swimming pool and ocean views. This spacious Kailua Kona vacation rental home set on 1 acre has rolling hills, fruit trees and many variety of palms for you to enjoy. The Kail
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COUNTRY CLUB VILLAS OCEAN VIEW 2 & 3 B/R CONDOS - Vacation Rental in Kailua Kona

COUNTRY CLUB VILLAS OCEAN VIEW 2 & 3 B/R CONDOS - Kailua Kona

2 Bedrooms
Sleeps 4
From USD250.0 nt

• Pool
• Jacuzzi/Hot Tub
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

A great Kailua Kona complex with 3 pools, Jacuzzi, tennis courts, in a superb location. Sits right on the golf course with wonderful ocean views beyond. These Kailua Kona vacation rental condos are very large and offer the convenience of golf, shoppin
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MAI TAI 3 BEDROOM HOME WITH GREAT OCEAN VIEWS - Vacation Rental in Kailua Kona

MAI TAI 3 BEDROOM HOME WITH GREAT OCEAN VIEWS - Kailua Kona

3 Bedrooms
Sleeps 8
From USD400.0 nt

• Pool
• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

This 3 bedroom, 2.5 bath Kailua Kona vacation home has everything you need to have fun and relaxation during your stay in Kona. Enjoy the private swimming pool with a large deck area. Take the path beside the house and walk to the ocean. Sit on your l
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HOLUALOA BAY VILLAS 2 BR OCEANVIEW CONDOS - Vacation Rental in Kailua Kona

HOLUALOA BAY VILLAS 2 BR OCEANVIEW CONDOS - Kailua Kona

2 Bedrooms
Sleeps 4
From USD250.0 nt

• Pool
• Jacuzzi/Hot Tub
• Covered Parking
• BBQ
• Utensils
• Stove - Electric

Large spacious two bedroom and two bath Kailua Kona vacation rental condo with outstanding views of Holualoa Bay. You can enjoy tennis, an exercise room and a gorgeous pool, not to mention some great surfing right across Alii Drive from your Kailua Ko
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PARADISE FOUND 4 BEDROOM OCEANVIEW HOME WITH POOL - Vacation Rental in Kailua Kona

PARADISE FOUND 4 BEDROOM OCEANVIEW HOME WITH POOL - Kailua Kona

4 Bedrooms
Sleeps 8
From USD500.0 nt

• Pool
• Garage
• BBQ
• Utensils
• Stove - Electric
• Refrigerator

You have found it! Privacy, outstanding views of the ocean and yet close to all the activities Kona has to offer. The four suites and 3.5 baths of this large executive vacation home will make you feel comfortable and relaxed. Enjoy the swimming pool o
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Black Sands Kailua Kona Vacation Rental - Vacation Rental in Kailua Kona

Black Sands Kailua Kona Vacation Rental - Kailua Kona

3 Bedrooms
Sleeps 8
 

• Utensils
• Stove - Gass
• Refrigerator
• Microwave
• Full Kitchen
• Coffee Maker

The Kailua Kona beach houses are Gambrell designed, Lindall cedar Kailua Kona vacation homes built eight feet off the ground to take advantage of the gentle ocean breezes and the stunning views. The large Kailua vacation rental has 3 bedrooms, 2 baths
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Raintree's Kona Reef Hawaii - Vacation Rental in Kailua Kona

Raintree's Kona Reef Hawaii - Kailua Kona

Studio
 
 

• Sauna
• Pool
• Jacuzzi/Hot Tub
• Microwave
• Dishwasher
• Phone

Kona Reef Resort is the perfect place to relax, explore, and discover. Located at the waters edge in historical Kailua-Kona, this ocean-side setting is conveniently located near historical sites and museums, authentic Hawaiian feasts, land and water a
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ALII VILLAS 1 & 2 BR OCEANFRONT & OCEANVIEW CONDOS - Vacation Rental in Kailua Kona

ALII VILLAS 1 & 2 BR OCEANFRONT & OCEANVIEW CONDOS - Kailua Kona

1 Bedrooms
Sleeps 4
From USD150.0 nt

• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Full Kitchen

1 & 2 bedroom Kailua Kona vacation rental condos fully equipped and close in to town. Lovely Kailua Kona oceanfront complex that is very tropical, friendly and quite affordable....Close to town & lots of...Small complex close to beaches &...
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