Vacation rentals in Kailua-Kona, HI

Best Vacation rentals and Airbnb offers in Kailua-Kona, HI

Summer Deal Downtown Kona 1BR Condo with Pool Lanai Near Ocean

Condo, Kailua-Kona

Summer Deal Downtown Kona 1BR Condo with Pool Lanai Near Ocean is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Summer Deal Downtown Kona 1BR Condo with Pool Lanai Near Ocean

Summer Deal Downtown Kona 1BR Condo with Pool Lanai Near Ocean is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,264.

From$96/night

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New Discount Weekly,Monthly,Daily,OceanviewSteps to Town,Beach,Pier,Ocean access

Condo, Kailua-Kona

New Discount Weekly,Monthly,Daily,OceanviewSteps to Town,Beach,Pier,Ocean access is a condo in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable…

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About New Discount Weekly,Monthly,Daily,OceanviewSteps to Town,Beach,Pier,Ocean access

New Discount Weekly,Monthly,Daily,OceanviewSteps to Town,Beach,Pier,Ocean access is a condo in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,106.

From$100/night

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Casa De Emdeko 204

Holiday Home, Kailua-Kona

Casa De Emdeko 204 is a holiday home in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Casa De Emdeko 204

Casa De Emdeko 204 is a holiday home in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,351.

From$109/night

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🌴Centrally Located | AC | Ocean View | Kailua Bay Resort 4-305🌴

Condo, Kailua-Kona

🌴Centrally Located · AC · Ocean View · Kailua Bay Resort 4-305🌴 is a condo in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About 🌴Centrally Located | AC | Ocean View | Kailua Bay Resort 4-305🌴

🌴Centrally Located · AC · Ocean View · Kailua Bay Resort 4-305🌴 is a condo in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,619.

From$119/night

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Browse Vacation Rentals with a Pool in Kailua-Kona, HI

Add a pool to the search when you want an easy place to cool off between outings.

Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona

Apartment, Kailua-Kona

Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona is a apartment in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona

Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona is a apartment in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,495.

From$139/night

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Summer Deal Oceanfront Kona Condo with Heated Pool and Lanai

Condo, Kailua-Kona

Summer Deal Oceanfront Kona Condo with Heated Pool and Lanai is a condo in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring…

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About Summer Deal Oceanfront Kona Condo with Heated Pool and Lanai

Summer Deal Oceanfront Kona Condo with Heated Pool and Lanai is a condo in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,692.

From$140/night

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Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site!

Apartment, Kailua-Kona

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site! is a apartment in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site!

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site! is a apartment in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, beachfront, beach front, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,376.

From$140/night

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Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site!

Apartment, Kailua-Kona

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site! is a apartment in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site!

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site! is a apartment in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,376.

From$140/night

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Best Kailua-Kona, HI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Casa De Emdeko 230 - DELUXE, 2nd Floor, Oceanview, AC, Extra spacious!

Condo, Kailua-Kona

Casa De Emdeko 230 - DELUXE, 2nd Floor, Oceanview, AC, Extra spacious! is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About Casa De Emdeko 230 - DELUXE, 2nd Floor, Oceanview, AC, Extra spacious!

Casa De Emdeko 230 - DELUXE, 2nd Floor, Oceanview, AC, Extra spacious! is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,549.

From$131/night

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Ocean View Condo with Large Lanai

Condo, Kailua-Kona

Ocean View Condo with Large Lanai is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Ocean View Condo with Large Lanai

Ocean View Condo with Large Lanai is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,535.

From$142/night

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🏖️Partial Ocean View Condo w/ A/C | Kona Isle B25

Condo, Kailua-Kona

🏖️Partial Ocean View Condo w/ A/C · Kona Isle B25 is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About 🏖️Partial Ocean View Condo w/ A/C | Kona Isle B25

🏖️Partial Ocean View Condo w/ A/C · Kona Isle B25 is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,783.

From$149/night

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Sunsets and Tradewinds

Holiday Home, Kailua-Kona

Sunsets and Tradewinds is a holiday home in Kailua-Kona, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Sunsets and Tradewinds

Sunsets and Tradewinds is a holiday home in Kailua-Kona, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,907.

From$176/night

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Best Pet-Friendly Vacation Rentals in Kailua-Kona, HI

Bring your pet along with stays that welcome four-legged travelers.

Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii

Apartment, Kailua-Kona

Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii is a apartment in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable…

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About Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii

Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii is a apartment in Kailua-Kona, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,484.

From$160/night

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Steps to the Ocean - Great Location -central AC - Vrkcv

Condo, Kailua-Kona

Steps to the Ocean - Great Location -central AC - Vrkcv is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Steps to the Ocean - Great Location -central AC - Vrkcv

Steps to the Ocean - Great Location -central AC - Vrkcv is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,731.

From$163/night

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Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii

Apartment, Kailua-Kona

Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii is a apartment in Kailua-Kona, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii

Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii is a apartment in Kailua-Kona, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,816.

From$170/night

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Fabulous central location! Walk to restaurants, grocery store, and many beaches.

Condo, Kailua-Kona

Fabulous central location! Walk to restaurants, grocery store, and many beaches. is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives…

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About Fabulous central location! Walk to restaurants, grocery store, and many beaches.

Fabulous central location! Walk to restaurants, grocery store, and many beaches. is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,911.

From$181/night

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Best Kailua-Kona, HI vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Immaculate; Air Cond; Ocean/Garden views; WiFi N

Apartment, Kailua-Kona

Immaculate; Air Cond; Ocean/Garden views; WiFi N is a apartment in Kailua-Kona, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Immaculate; Air Cond; Ocean/Garden views; WiFi N

Immaculate; Air Cond; Ocean/Garden views; WiFi N is a apartment in Kailua-Kona, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,335.

From$117/night

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Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko

Condo, Kailua-Kona

Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko

Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,523.

From$141/night

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Royal Sea Cliff#406 Luxury 4th Floor Unit with Amazing Ocean View!

Condo, Kailua-Kona

Royal Sea Cliff#406 Luxury 4th Floor Unit with Amazing Ocean View! is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Royal Sea Cliff#406 Luxury 4th Floor Unit with Amazing Ocean View!

Royal Sea Cliff#406 Luxury 4th Floor Unit with Amazing Ocean View! is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,755.

From$145/night

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Ah..PARADISE beautiful Ocean VIEW Remodled A/C NO Stairs 50. gift 7 nt.booking

Condo, Kailua-Kona

Ah..PARADISE beautiful Ocean VIEW Remodled A/C NO Stairs 50. gift 7 nt.booking is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers…

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About Ah..PARADISE beautiful Ocean VIEW Remodled A/C NO Stairs 50. gift 7 nt.booking

Ah..PARADISE beautiful Ocean VIEW Remodled A/C NO Stairs 50. gift 7 nt.booking is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,551.

From$146/night

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Our Favorite Family-Friendly Vacation Rentals in Kailua-Kona, HI

Plan a trip with stays that give families more room to spread out.

Cozy Cloud Forest Ohana

Apartment, Kailua-Kona

Cozy Cloud Forest Ohana is a apartment in Kailua-Kona, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Cozy Cloud Forest Ohana

Cozy Cloud Forest Ohana is a apartment in Kailua-Kona, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,380.

From$117/night

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Cozy Vintage Inspired Hawaiian Guest Cottage

Cottage, Kailua-Kona

Cozy Vintage Inspired Hawaiian Guest Cottage is a cottage in Kailua-Kona, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Vintage Inspired Hawaiian Guest Cottage

Cozy Vintage Inspired Hawaiian Guest Cottage is a cottage in Kailua-Kona, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,224.

From$118/night

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Kope Cottage -1 BR -1B-Endless Views

Cottage, Kailua-Kona

Kope Cottage -1 BR -1B-Endless Views is a cottage in Kailua-Kona, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Kope Cottage -1 BR -1B-Endless Views

Kope Cottage -1 BR -1B-Endless Views is a cottage in Kailua-Kona, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,347.

From$124/night

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8 Mi to Magic Sands Beach: Tranquil Home w/ Lanai!

Apartment, Kailua-Kona

8 Mi to Magic Sands Beach: Tranquil Home w/ Lanai! is a apartment in Kailua-Kona, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 8 Mi to Magic Sands Beach: Tranquil Home w/ Lanai!

8 Mi to Magic Sands Beach: Tranquil Home w/ Lanai! is a apartment in Kailua-Kona, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,127.

From$153/night

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