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Holiday Rentals with Pools in Kailua-Kona

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1382 rentals in Kailua-Kona.
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Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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KBK Aerial View
Lobby
Close to White Sands Beach
Kona Bali Kai 317 Direct Oceanfront
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Lanai dining
Tropical living room
Perfect Hawaiian Sunsets
One bedroom Kona Makai condo in Kailua-Kona Hawaii
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Oceanfront lanai
Brand new kitchen with stainless appliances.
Historic Kona Town (.3) 5 minute walk from condo.
Kona Reef 2 Bedroom Oceanfront Penthouse
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Sunset from lanai
Beach across the street (arrows point to unit)
Pool
2 bdrm 2 ba condo across from White Sands Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Beach Front Ocean View Penthouse (Top Floor) Corner Unit with FAST internet!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Kona Makai 2-102 Beautifully appointed, Ground Floor, Wifi, AC!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Keauhou Gardens 3104, 1 BR.Garden view
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Affordable Oceanfront in Kona - 10 yds from ocean!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Save time - get the best Kailua-Kona rentals sent straight to your email!
Surf and Racquet 5102 2/2 oceanfront
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Great Ocean Views! 2007 Built Penthouse at Kahaluu
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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2 Master Suites/Gorgeous Ocean-Sunset Views & Private Saltwater solar-heated Poo
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Oceanfront Condo | Fast 5G Wi-Fi | King Bed | Hot Tub/Pool
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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KONA REEF-OCEANFRONT...SEE AND HEAR THE OCEAN WAVES -D BUILDING 3RD LEVEL!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Penthouse Unit built 2007, Across from Kahaluu Beach, Fantastic Ocean Views!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Spacious Family Home ~ Stunning Panoramic Ocean Views and Private HEATED Pool!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Oceanfront Luxury! - Affordable Oceanfront Condo Now with A/C!!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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BEAUTIFUL Beachfront / Top Floor / Air Con / Walk to Town
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Sunsets & Surfers - Kona Reef Ocean Front Unit
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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A Must See!!! Luxury Oceanfront Townhouse!!! Nothing Compares
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Ahh......~PARADISE ~Fab OCEAN VIEW, BEST Snorkeling, Surfing
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Oceanfront PoolSpa Private 4 Bedroom Home Walk to Town Sleeps 8 New Years Open
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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New Kitchen/Bath Remodel! - Ocean Front - Central Air - Featured on Today Show
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Ko'u hale o kou hale Fun in the Sun and a view that says WOW!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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�Beautiful gated Private Oceanfront Home, beautiful tiled pool & Spa
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Best of Kona: pool, hot tub, walk to ocean, free wifi, newly remodeled
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Gorgeous remodeled condo Oceanfront! SUNSET!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Oceanfront Penthouse, As Close As You Can Stay To Ocean, Stunning Views, A/C!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Oceanfront - Kanaloa at Kona - Newly Remodeled
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Paradise isn't lost, it is here in KAILUA-KONA
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Ocean View Condo! Across from White Sands Beach! Remodeled!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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ALSO SEE WEST SUITE VRBO 668612
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Aloha Condos, Kanaloa at Kona, Condo 2602, Oceanfront, AC
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Direct Oceanfront Condo: New Remodel, Crashing Waves, Sunsets, Turtles, Surfers
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Hawaii County Certified! Hale Hina - Perfection in Paradise!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Magic Sands Oceanfront Home
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Luxury oceanfront beach house with pool. Walk to Kona town center. Sleeps 8
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Ocean Views, Walk to beach and town. AC, Huge lanai
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Surfers & Sunsets-Kona Reef Ocean Front Unit
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Kona Oceanfront Top Floor Condo 30ft from Shore - Amazing View, Wifi, A/C
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Luxury Private Retreat | Big Ocean Views | Pool | Perfect - Families, Friends
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Oceanfront, Top Floor, Two-Bedroom / Updated including split system AC!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Lovely Updated Oceanfront Private Top Floor Condo
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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#306-Beautifully remodeled direct oceanfront corner unit w/180 water views.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
More info
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�Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans su
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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The “Promise Tree” is a great family gathering place in Kailua Kona!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
More info
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Direct Oceanfront, Big Wave Penthouse-1,200 sq ft, Stunning View. Free,fast WiFi
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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