Vacation rentals in Kailua Bay, HI

Best Vacation rentals and Airbnb offers in Kailua Bay, HI

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

Condo, Kailua Bay

Summer Deal Downtown Kona 1BR Condo with Pool Lanai Near Ocean is a condo in Kailua Bay, 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 Bay, 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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Kona Plaza#411 Top Floor In Heart of Kona Town, Ac & Elevators!

Condo, Kailua Bay

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

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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 Bay, 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 Bay

New Discount Weekly,Monthly,Daily,OceanviewSteps to Town,Beach,Pier,Ocean access is a condo in Kailua Bay, 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 Bay, 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 Bay

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

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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 Bay, 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 Waterfront Vacation Rentals in Kailua Bay, HI

Discover vacation rentals close to the coast, water, and beach areas around Kailua Bay, HI.

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

Condo, Kailua Bay

🏖️Ground Floor Kona Condo w/ A/C · Pools & Oceanfront Complex is a condo in Kailua Bay, 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 Bay, 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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Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona

Apartment, Kailua Bay

Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona is a apartment in Kailua Bay, 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 Bay, 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 Bay

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site! is a apartment in Kailua Bay, 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 Bay, 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 Bay

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site! is a apartment in Kailua Bay, 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 Bay, 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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Browse Vacation Rentals with a Pool in Kailua Bay, 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 Bay

Casa De Emdeko 204 is a holiday home in Kailua Bay, 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 Bay, 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 Bay

Walkable to pier, restaurants and shops! A/C, W/D, pool views and parking! is a condo in Kailua Bay, 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 Bay, 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 Bay

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

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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 Bay, 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 $1,800.

From$148/night

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

Condo, Kailua Bay

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

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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 Bay, 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 $1,998.

From$158/night

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Best Kailua Bay, 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 Bay

Casa De Emdeko 230 - DELUXE, 2nd Floor, Oceanview, AC, Extra spacious! is a condo in Kailua Bay, 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 Bay, 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 Bay

Ocean View Condo with Large Lanai is a condo in Kailua Bay, 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 Bay, 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 $1,533.

From$142/night

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

Condo, Kailua Bay

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

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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 Bay, 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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Kona Plaza 210

Holiday Home, Kailua Bay

Kona Plaza 210 is a holiday home in Kailua Bay, 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 Bay, 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 Bay, 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 Bay

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

Steps to the Ocean - Great Location -central AC - Vrkcv is a condo in Kailua Bay, 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 Bay, 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 Bay

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

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

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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 Bay, 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 Bay, HI vacation rentals with a kitchen

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

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

Condo, Kailua Bay

Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko is a condo in Kailua Bay, 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 Bay, 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 $1,526.

From$141/night

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

Condo, Kailua Bay

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

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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 Bay, 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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🏖️Garden View Kona Condo | A/C, Pools, Walk to Ocean

Condo, Kailua Bay

🏖️Garden View Kona Condo · A/C, Pools, Walk to Ocean is a condo in Kailua Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 🏖️Garden View Kona Condo | A/C, Pools, Walk to Ocean

🏖️Garden View Kona Condo · A/C, Pools, Walk to Ocean is a condo in Kailua Bay, 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 $1,766.

From$147/night

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Sunsets and Tradewinds

Holiday Home, Kailua Bay

Sunsets and Tradewinds is a holiday home in Kailua Bay, 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 Bay, 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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