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Kailua-Kona Vacation Rentals

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847 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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Kailua Kona Oceanview - Keauhou Akahi, vacation rental in Kailua-Kona

Kailua Kona Oceanview - Keauhou Akahi

1 bedroom
2 bathrooms
Sleeps 6
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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
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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
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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
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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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Carson's Mountain Cottage with hot tub! Special deal...see description!, vacation rental in Kailua-Kona

Carson's Mountain Cottage with hot tub! Special deal...see description!

1 bedroom
1 bathroom
Sleeps 2
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Waterfall House, vacation rental in Kailua-Kona

Waterfall House

4 bedrooms
3 bathrooms
Sleeps 8
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
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#1 KONA Royal Sea Cliff King Studio wifi Ocean view, vacation rental in Kailua-Kona

#1 KONA Royal Sea Cliff King Studio wifi Ocean view

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Casa De Emdeko B236, vacation rental in Kailua-Kona

Casa De Emdeko B236

2 bedrooms
2 bathrooms
Sleeps 4
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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KAHALUU BAY VILLAS#103: Oceanvies, Elevators, Air Conditioning, Walk to Beach, vacation rental in Kailua-Kona

KAHALUU BAY VILLAS#103: Oceanvies, Elevators, Air Conditioning, Walk to Beach

1 bedroom
1 bathroom
Sleeps 4
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
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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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Downtown Kona Getaway w/ Lanai - Walk to the Beach, vacation rental in Kailua-Kona

Downtown Kona Getaway w/ Lanai - Walk to the Beach

2 bedrooms
1 bathroom
Sleeps 4
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Queen Palm Studio, vacation rental in Kailua-Kona

Queen Palm Studio

1 bedroom
1 bathroom
Sleeps 2
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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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Kahaluu Beach  OCEAN VIEWS, Excellent Snorkeling & Surfing, SUPER CLEAN!, vacation rental in Kailua-Kona

Kahaluu Beach OCEAN VIEWS, Excellent Snorkeling & Surfing, SUPER CLEAN!

2 bedrooms
2 bathrooms
Sleeps 5
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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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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
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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
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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
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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
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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
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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
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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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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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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
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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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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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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
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WINTER SALE! PEGGYS PENTHOUSE, OCEAN/SUNSET/SURFER  VIEW ,BEACH GEAR bucket list, vacation rental in Kailua-Kona

WINTER SALE! PEGGYS PENTHOUSE, OCEAN/SUNSET/SURFER VIEW ,BEACH GEAR bucket list

1 bedroom
1 bathroom
Sleeps 4
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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**$169 April $189 May Specials. Just renovated. 3 Bedroom,  Na Hale O Keauhou**, vacation rental in Kailua-Kona

**$169 April $189 May Specials. Just renovated. 3 Bedroom, Na Hale O Keauhou**

3 bedrooms
3 bathrooms
Sleeps 9
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Aloha Condos, Kanaloa at Kona, Condo 2602, Oceanfront, AC, Renovated, vacation rental in Kailua-Kona

Aloha Condos, Kanaloa at Kona, Condo 2602, Oceanfront, AC, Renovated

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lovely Spacious Oceanfront 2 Bedroom Airconditioned Condo w/ Amazing Ocean Views, vacation rental in Kailua-Kona

Lovely Spacious Oceanfront 2 Bedroom Airconditioned Condo w/ Amazing Ocean Views

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Frequently Asked Questions about Kailua-Kona





Kailua Kona Vacation Rentals
Whether you are planning on surfing, diving, or just laying out in the sun, Kailua Kona is an amazing destination full of pristine beaches and local culture. A Kailua Kona vacation is sure to be unforgettable, but why not make it even more special by staying in your very own vacation rental instead of a hotel? There are a variety of Kailua Kona vacation rentals available, from a cozy one bedroom condo to a spacious rental house that can sleep the entire family. There is sure to be the perfect rental home to suit your needs and your style, so check out our great deals on Kailua Kona vacation rentals for your next trip.
More
Kailua Kona Vacation Rentals
Whether you are planning on surfing, diving, or just laying out in the sun, Kailua Kona is an amazing destination full of pristine beaches and local culture. A Kailua Kona vacation is sure to be unforgettable, but why not make it even more special by staying in your very own vacation rental instead of a hotel? There are a variety of Kailua Kona vacation rentals available, from a cozy one bedroom condo to a spacious rental house that can sleep the entire family. There is sure to be the perfect rental home to suit your needs and your style, so check out our great deals on Kailua Kona vacation rentals for your next trip.
A Kailua Kona Vacation
Kailua Kona is an ocean lover's paradise, full of beautiful sights and opportunities to explore. Enjoy the breathtaking view at Mauna Kea Summit and all that you can see from 13,796 feet high. To check out the sights underneath the water as well, take a dive with Big Island Divers and you will not believe your eyes. Surfer Bear Hawaii Surf Lessons can teach you and the entire family to catch some waves, or lay out in the sun at Manini'owali Beach and let your troubles melt away. Finish the day off with some delectable Hawaiian style drinks at Don's Mai Tai Bar and you may never want to leave. No matter how you spend your Kailua Kona vacation, you can rest assured knowing with vacation rentals you have chosen the most comfortable and convenient option for you and your family. A vacation rental offers you all the benefits of having a home away from home, and did you know it can even save you money?
Money Saving Vacation Rentals
Hotels can be expensive, especially when traveling with a large group. Luckily, with vacation rentals there is no need to worry about booking multiple hotel rooms when you can simply rent a vacation house that can fit your entire group. If you plan on staying a while, many Kailua Kona rental homes also offer a discounted rate on extended stays, so you can enjoy your vacation for longer while saving money. Rental homes offer so many benefits to you, your family, and your wallet, that it is a truly a win-win situation for your next trip to Kailua Kona.