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Kailua-Kona Vacation Rentals

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894 rentals in Kailua-Kona.
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Alii Magic Sands Vacation Rental 3 min walk to Beach, vacation rental in Kailua-Kona

Alii Magic Sands Vacation Rental 3 min walk to Beach

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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A Perfect 10 *** Ocean View Pool Waterfall Hot Tub, vacation rental in Kailua-Kona

A Perfect 10 *** Ocean View Pool Waterfall Hot Tub

5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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2 bdrm 2 ba condo across from White Sands Beach, vacation rental in Kailua-Kona

2 bdrm 2 ba condo across from White Sands Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beachfront Oceanview, 2 bedroom 2 bath, Sleeps 6, vacation rental in Kailua-Kona

Beachfront Oceanview, 2 bedroom 2 bath, Sleeps 6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kailua Kona Oceanview - Keauhou Akahi, vacation rental in Kailua-Kona

Kailua Kona Oceanview - Keauhou Akahi

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Kona Condo w/Lanai, Walk to Beach!, vacation rental in Kailua-Kona

Oceanfront Kona Condo w/Lanai, Walk to Beach!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr, vacation rental in Kailua-Kona

KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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‘Living Aloha’ Condo w/ 2 Master Suites & A/C!, vacation rental in Kailua-Kona

‘Living Aloha’ Condo w/ 2 Master Suites & A/C!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Kahaluu Bay Across from Snorkel Beach - Ocean View, vacation rental in Kailua-Kona

Kahaluu Bay Across from Snorkel Beach - Ocean View

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Holualoa Bay Villas: 106 Beautiful Oceanview, AC, Elevators, Wifi!, vacation rental in Kailua-Kona

Holualoa Bay Villas: 106 Beautiful Oceanview, AC, Elevators, Wifi!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dual-Suite Escape | AC, Ocean & Sunset Views | Oceanfront Pools, Spa & Tennis, vacation rental in Kailua-Kona

Dual-Suite Escape | AC, Ocean & Sunset Views | Oceanfront Pools, Spa & Tennis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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One bedroom Kona Makai condo in Kailua-Kona Hawaii, vacation rental in Kailua-Kona

One bedroom Kona Makai condo in Kailua-Kona Hawaii

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing Ohana Retreat on the Big Island 8 bedrooms, vacation rental in Kailua-Kona

Amazing Ohana Retreat on the Big Island 8 bedrooms

8 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps
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Hawaiian Paradise, Kona Isle, Ocean Front Complex. Rates starting at $90 a night, vacation rental in Kailua-Kona

Hawaiian Paradise, Kona Isle, Ocean Front Complex. Rates starting at $90 a night

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Aloha Romantic Hawaiian Beach Condo Downtown Kona, vacation rental in Kailua-Kona

Aloha Romantic Hawaiian Beach Condo Downtown Kona

1 bedroom
1 bathroom
Sleeps 2
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Kailua-Kona Apartment w/ Pool, Deck & Ocean Views!, vacation rental in Kailua-Kona

Kailua-Kona Apartment w/ Pool, Deck & Ocean Views!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Kona Isle C28. Corner Unit, 2nd Floor, Ocean Views, & Air Conditioning!, vacation rental in Kailua-Kona

Kona Isle C28. Corner Unit, 2nd Floor, Ocean Views, & Air Conditioning!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kahaluu Beach, OCEAN VIEWS, The Best Snorkeling & Surfing, SUPER CLEAN, vacation rental in Kailua-Kona

Kahaluu Beach, OCEAN VIEWS, The Best Snorkeling & Surfing, SUPER CLEAN

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Downtown Kona Getaway w/Lanai, Walk to Beach!, vacation rental in Kailua-Kona

NEW! Downtown Kona Getaway w/Lanai, Walk to Beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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KONA REEF D-32:  Absolute Oceanfront, Top Floor, Private, vacation rental in Kailua-Kona

KONA REEF D-32: Absolute Oceanfront, Top Floor, Private

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Surf and Racquet 1201 2/2 Oceanfront, vacation rental in Kailua-Kona

Surf and Racquet 1201 2/2 Oceanfront

2 bedrooms
2 bathrooms
Sleeps 4
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Palm Hale - King Palm, vacation rental in Kailua-Kona

Palm Hale - King Palm

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Surf and Racquet 5102 2/2 oceanfront, vacation rental in Kailua-Kona

Surf and Racquet 5102 2/2 oceanfront

2 bedrooms
2 bathrooms
Sleeps 4
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306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai., vacation rental in Kailua-Kona

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Country Club Villas 110 2/2 Oceanview, vacation rental in Kailua-Kona

Country Club Villas 110 2/2 Oceanview

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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OceanView Plumeria Suite, kitchenette,Sprechen Deutsch. Bears' Place Guest House, vacation rental in Kailua-Kona

OceanView Plumeria Suite, kitchenette,Sprechen Deutsch. Bears' Place Guest House

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Great Ocean Views! 2007 Built Penthouse at Kahaluu, vacation rental in Kailua-Kona

Great Ocean Views! 2007 Built Penthouse at Kahaluu

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kanaloa 1703 3BR Oceanfront, vacation rental in Kailua-Kona

Kanaloa 1703 3BR Oceanfront

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fabulous Ocean Views! 2005 Built 3-Bed at Kahaluu, vacation rental in Kailua-Kona

Fabulous Ocean Views! 2005 Built 3-Bed at Kahaluu

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Kona Oceanfront Private Home, 2 Bedroom + bonus room, 3 bath, sleeps 8, vacation rental in Kailua-Kona

Amazing Kona Oceanfront Private Home, 2 Bedroom + bonus room, 3 bath, sleeps 8

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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KONA ISLE - Truly Unique Oceanfront/Garden Condo, vacation rental in Kailua-Kona

KONA ISLE - Truly Unique Oceanfront/Garden Condo

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Carson's Mountain Cabin with hot tub and fireplace! Special winter deal...., vacation rental in Kailua-Kona

Carson's Mountain Cabin with hot tub and fireplace! Special winter deal....

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Seaside Zen Cottage on the Beach in Kailua Kona, vacation rental in Kailua-Kona

Seaside Zen Cottage on the Beach in Kailua Kona

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Plantation Manager's Beach House - Kailua Kona, vacation rental in Kailua-Kona

Plantation Manager's Beach House - Kailua Kona

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Sunsets & Surfers - Kona Reef Ocean Front Unit, vacation rental in Kailua-Kona

Sunsets & Surfers - Kona Reef Ocean Front Unit

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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12/20-12/26 Available!!! Ahhh.... PARADISE ~Fab OCEAN VIEW, Snorkel, Surf,Bike, vacation rental in Kailua-Kona

12/20-12/26 Available!!! Ahhh.... PARADISE ~Fab OCEAN VIEW, Snorkel, Surf,Bike

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Retreat in Kona, vacation rental in Kailua-Kona

Spacious Retreat in Kona

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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BEAUTIFUL Beachfront / Top Floor / Air Con / Walk to Town, vacation rental in Kailua-Kona

BEAUTIFUL Beachfront / Top Floor / Air Con / Walk to Town

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elegant Private Kona Oceanfront Hawaiian Beach House directly on Kahaluu Bay, vacation rental in Kailua-Kona

Elegant Private Kona Oceanfront Hawaiian Beach House directly on Kahaluu Bay

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Wow!  Awesome Kailua Ocean View and Convenient Too!, vacation rental in Kailua-Kona

Wow! Awesome Kailua Ocean View and Convenient Too!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Best of Kona: pool, hot tub, walk to ocean, free wifi, newly remodeled, vacation rental in Kailua-Kona

Best of Kona: pool, hot tub, walk to ocean, free wifi, newly remodeled

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Paradise isn't lost, it is here in KAILUA-KONA, vacation rental in Kailua-Kona

Paradise isn't lost, it is here in KAILUA-KONA

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront - Kanaloa at Kona - Newly Remodeled, vacation rental in Kailua-Kona

Oceanfront - Kanaloa at Kona - Newly Remodeled

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hawaii County Certified! Hale Hina - Perfection in Paradise!, vacation rental in Kailua-Kona

Hawaii County Certified! Hale Hina - Perfection in Paradise!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous remodeled condo Oceanfront! SUNSET!, vacation rental in Kailua-Kona

Gorgeous remodeled condo Oceanfront! SUNSET!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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SPECIAL FOR 2021! BREATHTAKING OCEAN VIEWS DELUXE 1/1 CASA DE EMDEKO B#135, vacation rental in Kailua-Kona

SPECIAL FOR 2021! BREATHTAKING OCEAN VIEWS DELUXE 1/1 CASA DE EMDEKO B#135

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kona Oceanfront Top Floor Condo 30ft from Shore - Amazing View, Wifi, A/C, vacation rental in Kailua-Kona

Kona Oceanfront Top Floor Condo 30ft from Shore - Amazing View, Wifi, A/C

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Direct Ocean View : Top Floor : End Unit : Wrap-Around Lanai : 5* Reviews, vacation rental in Kailua-Kona

Direct Ocean View : Top Floor : End Unit : Wrap-Around Lanai : 5* Reviews

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets, vacation rental in Kailua-Kona

Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Direct Oceanfront, Big Wave Penthouse-1,200 sq ft, Stunning View. Free,fast WiFi, vacation rental in Kailua-Kona

Direct Oceanfront, Big Wave Penthouse-1,200 sq ft, Stunning View. Free,fast WiFi

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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