Vacation rentals in Kailua-Kona, HI

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

10 ★ 2 reviews

Keauhou Kona Surf & Racquet Club#3-203

Condo, Kailua-Kona

Keauhou Kona Surf & Racquet Club#3-203 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,…

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About Keauhou Kona Surf & Racquet Club#3-203

Keauhou Kona Surf & Racquet Club#3-203 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, beachfront, beach front, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,420.

From$366/night

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10 ★ 1 reviews

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Holiday Home, Kailua-Kona

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning is a holiday home in Kailua-Kona, with easy beach access, parking, and room for a group. This stay gives travelers a…

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About Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning is a holiday home in Kailua-Kona, with easy beach access, parking, 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 cancellation, free wifi, parking, onsite parking, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,615.

From$165/night

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9 ★ 77 reviews

Lea Casa at Casa de Emdeko

Condo, Kailua-Kona

Lea Casa at Casa de Emdeko 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…

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About Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,547.

From$288/night

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9 ★ 2 reviews

Big Island Royal Sea Cliff 325 1 Bedroom Condo

Condo, Kailua-Kona

Big Island Royal Sea Cliff 325 1 Bedroom Condo is a condo in Kailua-Kona, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Big Island Royal Sea Cliff 325 1 Bedroom Condo

Big Island Royal Sea Cliff 325 1 Bedroom Condo is a condo in Kailua-Kona, with pool 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 cancellation, pool, hot tub, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,693.

From$242/night

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Family-friendly vacation rentals in Kailua-Kona, HI

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

10 ★ 2 reviews

Kailua-kona House w/ Balcony & Ocean Views!

Cottage, Kailua-Kona

Kailua-kona House w/ Balcony & Ocean Views! is a cottage in Kailua-Kona, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the…

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About Kailua-kona House w/ Balcony & Ocean Views!

Kailua-kona House w/ Balcony & Ocean Views! is a cottage in Kailua-Kona, with easy beach access, outdoor space, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,741.

From$389/night

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Bears' Place Guest House

Guest House, Kailua-Kona

Bears' Place Guest House is a guest house in Kailua-Kona, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Bears' Place Guest House

Bears' Place Guest House is a guest house in Kailua-Kona, with parking 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 cancellation, free wifi, parking, paid parking, and family friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,175.

From$130/night

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Gingerhill Farm Retreat

Apartment, Kailua-Kona

Gingerhill Farm Retreat is a apartment in Kailua-Kona, with parking, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Gingerhill Farm Retreat

Gingerhill Farm Retreat is a apartment in Kailua-Kona, with parking, room for a group, and a quieter setting. 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, parking, paid parking, family friendly, and family room.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,035.

From$112/night

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Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

Cottage, Kailua-Kona

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach! is a cottage in Kailua-Kona, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach! is a cottage 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,280.

From$132/night

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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.

Kona Isle E23

Holiday Home, Kailua-Kona

Kona Isle E23 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…

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About Kona Isle E23

Kona Isle E23 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,378.

From$233/night

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Kona Plaza 212

Holiday Home, Kailua-Kona

Kona Plaza 212 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 212

Kona Plaza 212 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,437.

From$231/night

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Updated Top Floor - Ocean View - Pool! - Vrkcv

Condo, Kailua-Kona

Updated Top Floor - Ocean View - Pool! - 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…

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About Updated Top Floor - Ocean View - Pool! - Vrkcv

Updated Top Floor - Ocean View - Pool! - 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, onsite parking, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,152.

From$212/night

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Big Island Kalanikai 215 1 Bedroom Condo

Condo, Kailua-Kona

Big Island Kalanikai 215 1 Bedroom Condo is a condo in Kailua-Kona, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Big Island Kalanikai 215 1 Bedroom Condo

Big Island Kalanikai 215 1 Bedroom Condo is a condo in Kailua-Kona, with pool 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 cancellation, pool, free wifi, washer, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,624.

From$246/night

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Vacation rentals with parking in Kailua-Kona, HI

Find vacation rentals that make arriving by car easier.

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

Holiday Home, Kailua-Kona

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach! is a holiday home in Kailua-Kona, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach! is a holiday home in Kailua-Kona, with 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, free wifi, parking, paid parking, and non smoking::room.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,281.

From$106/night

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Casa De Emdeko 104

Apartment, Kailua-Kona

Casa De Emdeko 104 is a apartment 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 Casa De Emdeko 104

Casa De Emdeko 104 is a apartment 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,190.

From$264/night

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Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Holiday Home, Kailua-Kona

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning is a holiday home in Kailua-Kona, with parking and room for a group. This stay gives travelers a comfortable base…

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About Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning is a holiday home in Kailua-Kona, with parking 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 cancellation, free wifi, parking, onsite parking, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,615.

From$165/night

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Mango Sunset Bed and Breakfast

B & B, Kailua-Kona

Mango Sunset Bed and Breakfast is a b & b in Kailua-Kona, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Mango Sunset Bed and Breakfast

Mango Sunset Bed and Breakfast is a b & b in Kailua-Kona, with 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, free breakfast, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,474.

From$296/night

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Vacation rentals with a kitchen in Kailua-Kona, HI

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

Sea Village 4-205

Condo, Kailua-Kona

Sea Village 4-205 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…

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About Sea Village 4-205

Sea Village 4-205 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, kitchen, with kitchen, beachfront, and beach front.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,383.

From$364/night

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Kona Isle E23

Condo, Kailua-Kona

Kona Isle E23 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…

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About Kona Isle E23

Kona Isle E23 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, kitchen, with kitchen, beachfront, and beach front.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,397.

From$366/night

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Downtown Kailua-kona Condo w/ Pool & Views

Apartment, Kailua-Kona

Downtown Kailua-kona Condo w/ Pool & Views is a apartment in Kailua-Kona, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Downtown Kailua-kona Condo w/ Pool & Views

Downtown Kailua-kona Condo w/ Pool & Views 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,427.

From$369/night

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