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 $1,258.

From$95/night

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Kona Plaza#411 Top Floor In Heart of Kona Town, Ac & Elevators!

Condo, Kailua-Kona

Kona Plaza#411 Top Floor In Heart of Kona Town, Ac & Elevators! is a condo in Kailua-Kona, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Kona Plaza#411 Top Floor In Heart of Kona Town, Ac & Elevators!

Kona Plaza#411 Top Floor In Heart of Kona Town, Ac & Elevators! is a condo 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,245.

From$99/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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Kona Plaza#221 Stylish Condo, Able to Walk to everything, Heart of Town, AC!

Condo, Kailua-Kona

Kona Plaza#221 Stylish Condo, Able to Walk to everything, Heart of Town, AC! is a condo in Kailua-Kona, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Kona Plaza#221 Stylish Condo, Able to Walk to everything, Heart of Town, AC!

Kona Plaza#221 Stylish Condo, Able to Walk to everything, Heart of Town, AC! is a condo 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,305.

From$101/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.

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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Walkable to pier, restaurants and shops! A/C, W/D, pool views and parking!

Condo, Kailua-Kona

Walkable to pier, restaurants and shops! A/C, W/D, pool views and parking! is a condo in Kailua-Kona, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Walkable to pier, restaurants and shops! A/C, W/D, pool views and parking!

Walkable to pier, restaurants and shops! A/C, W/D, pool views and parking! is a condo 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,537.

From$147/night

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Summer Deal Walkable Kona Condo with Pool Beach Access and Lanai

Condo, Kailua-Kona

Summer Deal Walkable Kona Condo with Pool Beach Access and Lanai is a condo in Kailua-Kona, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Summer Deal Walkable Kona Condo with Pool Beach Access and Lanai

Summer Deal Walkable Kona Condo with Pool Beach Access and 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,796.

From$148/night

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Kona Pacific B411 - Garden View Kona Condo | Walk to Town & Ironman

Condo, Kailua-Kona

Kona Pacific B411 - Garden View Kona Condo · Walk to Town & Ironman is a condo in Kailua-Kona, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Kona Pacific B411 - Garden View Kona Condo | Walk to Town & Ironman

Kona Pacific B411 - Garden View Kona Condo · Walk to Town & Ironman is a condo 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 $2,005.

From$158/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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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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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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Kona Plaza 210

Holiday Home, Kailua-Kona

Kona Plaza 210 is a holiday home in Kailua-Kona, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Kona Plaza 210

Kona Plaza 210 is a holiday home in Kailua-Kona, with pool 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 paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,690.

From$159/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.

🏖️Ground Floor Kona Condo w/ A/C | Pools & Oceanfront Complex

Condo, Kailua-Kona

🏖️Ground Floor Kona Condo w/ A/C · Pools & Oceanfront Complex 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 🏖️Ground Floor Kona Condo w/ A/C | Pools & Oceanfront Complex

🏖️Ground Floor Kona Condo w/ A/C · Pools & Oceanfront Complex 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 $1,615.

From$131/night

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🏖️Kona Condo in Oceanfront Complex w/ Lanai | B22

Condo, Kailua-Kona

🏖️Kona Condo in Oceanfront Complex w/ Lanai · B22 is a condo in Kailua-Kona, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 🏖️Kona Condo in Oceanfront Complex w/ Lanai | B22

🏖️Kona Condo in Oceanfront Complex w/ Lanai · B22 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 $1,686.

From$139/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…

Read more

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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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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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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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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GREEN Dancer’s Cottage TA-038-749-9520-01

Cottage, Kailua-Kona

GREEN Dancer’s Cottage TA-038-749-9520-01 is a cottage in Kailua-Kona, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About GREEN Dancer’s Cottage TA-038-749-9520-01

GREEN Dancer’s Cottage TA-038-749-9520-01 is a cottage 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, kitchen, with kitchen, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,927.

From$185/night

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