Vacation rentals in Wailea Beach, HI

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Wailea Beach, HI

Maui Vista 2207 - Wailea Beach, HI

Maui Vista 2207

Apartment, Wailea Beach

Maui Vista 2207 is a apartment in Wailea Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Maui Vista 2207

Maui Vista 2207 is a apartment in Wailea Beach, with pool 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, and ourdoor pool.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,506.

From$121/night
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Maui Vista 3101 - Wailea Beach, HI

Maui Vista 3101

Apartment, Wailea Beach

Maui Vista 3101 is a apartment in Wailea Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Maui Vista 3101

Maui Vista 3101 is a apartment in Wailea Beach, with pool 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, and ourdoor pool.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,559.

From$127/night
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Maui Vista 3205 - Wailea Beach, HI

Maui Vista 3205

Apartment, Wailea Beach

Maui Vista 3205 is a apartment in Wailea Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Maui Vista 3205

Maui Vista 3205 is a apartment in Wailea Beach, with pool 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, and ourdoor pool.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,580.

From$130/night
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Maui Vista 3105 - Wailea Beach, HI

Maui Vista 3105

Apartment, Wailea Beach

Maui Vista 3105 is a apartment in Wailea Beach, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Maui Vista 3105

Maui Vista 3105 is a apartment in Wailea Beach, with 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, ac, air conditioning, family friendly, and kids playground.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,601.

From$132/night
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Waterfront vacation rentals in Wailea Beach, HI

Discover vacation rentals close to the coast, water, and beach areas around Wailea Beach, HI.

Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC! - Wailea Beach, HI

Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC!

Apartment, Wailea Beach

Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC! is a apartment in Wailea Beach, with easy beach access and parking. This stay gives travelers a comfortable…

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About Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC!

Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC! is a apartment in Wailea Beach, 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: parking, onsite parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,051.

From$193/night
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Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II - Wailea Beach, HI

Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II

Apartment, Wailea Beach

Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II is a apartment in Wailea Beach, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II

Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II is a apartment in Wailea Beach, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,630.

From$233/night
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South Maui 1 BR Guest Suite - Kamaole Beach Area - Wailea Beach, HI

South Maui 1 BR Guest Suite - Kamaole Beach Area

Apartment, Wailea Beach

South Maui 1 BR Guest Suite - Kamaole Beach Area is a apartment in Wailea Beach, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About South Maui 1 BR Guest Suite - Kamaole Beach Area

South Maui 1 BR Guest Suite - Kamaole Beach Area is a apartment in Wailea Beach, 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, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,167.

From$238/night
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Polo Beach Club 409 | Ocean View Lanai, Beachfront Pool & Direct Beach Access - Wailea Beach, HI

Polo Beach Club 409 | Ocean View Lanai, Beachfront Pool & Direct Beach Access

Condo, Wailea Beach

Polo Beach Club 409 · Ocean View Lanai, Beachfront Pool & Direct Beach Access is a condo in Wailea Beach, with pool access and easy beach access. This stay gives travelers a comfortable…

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About Polo Beach Club 409 | Ocean View Lanai, Beachfront Pool & Direct Beach Access

Polo Beach Club 409 · Ocean View Lanai, Beachfront Pool & Direct Beach Access is a condo in Wailea Beach, 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 $4,739.

From$677/night
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Vacation rentals with a pool in Wailea Beach, HI

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

Maui Vista 3218 1 Bedroom Condo - Wailea Beach, HI

Maui Vista 3218 1 Bedroom Condo

Condo, Wailea Beach

Maui Vista 3218 1 Bedroom Condo is a condo in Wailea Beach, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Maui Vista 3218 1 Bedroom Condo

Maui Vista 3218 1 Bedroom Condo is a condo in Wailea Beach, 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, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,611.

From$166/night
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Maui Vista 3401 2 Bedroom Condo - Wailea Beach, HI

Maui Vista 3401 2 Bedroom Condo

Condo, Wailea Beach

Maui Vista 3401 2 Bedroom Condo is a condo in Wailea Beach, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Maui Vista 3401 2 Bedroom Condo

Maui Vista 3401 2 Bedroom Condo is a condo in Wailea Beach, 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, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,724.

From$168/night
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Cozy condo with a view of famous Kamaole Beach II - Wailea Beach, HI

Cozy condo with a view of famous Kamaole Beach II

Condo, Wailea Beach

Cozy condo with a view of famous Kamaole Beach II is a condo in Wailea Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy condo with a view of famous Kamaole Beach II

Cozy condo with a view of famous Kamaole Beach II is a condo in Wailea Beach, 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,443.

From$206/night
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Polo Beach - CoralTree Residence Collection - Wailea Beach, HI

Polo Beach - CoralTree Residence Collection

Apartment, Wailea Beach

Polo Beach - CoralTree Residence Collection is a apartment in Wailea Beach, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Polo Beach - CoralTree Residence Collection

Polo Beach - CoralTree Residence Collection is a apartment in Wailea Beach, 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 $6,040.

From$632/night
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Vacation rentals with parking in Wailea Beach, HI

Find vacation rentals that make arriving by car easier.

Maui Vista 3214 Kihei condo w/ 3 pools and free parking, summer deal - Wailea Beach, HI

Maui Vista 3214 Kihei condo w/ 3 pools and free parking, summer deal

Condo, Wailea Beach

Maui Vista 3214 Kihei condo w/ 3 pools and free parking, summer deal is a condo in Wailea Beach, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Maui Vista 3214 Kihei condo w/ 3 pools and free parking, summer deal

Maui Vista 3214 Kihei condo w/ 3 pools and free parking, summer deal is a condo in Wailea Beach, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,249.

From$178/night
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Maui Vista 3-102 - Updated, Ground Level, Steps to the Pool, Walk to Everything! - Wailea Beach, HI

Maui Vista 3-102 - Updated, Ground Level, Steps to the Pool, Walk to Everything!

Condo, Wailea Beach

Maui Vista 3-102 - Updated, Ground Level, Steps to the Pool, Walk to Everything! is a condo in Wailea Beach, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Maui Vista 3-102 - Updated, Ground Level, Steps to the Pool, Walk to Everything!

Maui Vista 3-102 - Updated, Ground Level, Steps to the Pool, Walk to Everything! is a condo in Wailea Beach, 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 $1,279.

From$183/night
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Near the Beach - Wailea Beach, HI

Near the Beach

Condo, Wailea Beach

Near the Beach is a condo in Wailea Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Near the Beach

Near the Beach is a condo in Wailea Beach, 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, hot tub, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,632.

From$233/night
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Well-maintained lofted 2 Bedroom - Maui Vista 2411 - Wailea Beach, HI

Well-maintained lofted 2 Bedroom - Maui Vista 2411

Condo, Wailea Beach

Well-maintained lofted 2 Bedroom - Maui Vista 2411 is a condo in Wailea Beach, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Well-maintained lofted 2 Bedroom - Maui Vista 2411

Well-maintained lofted 2 Bedroom - Maui Vista 2411 is a condo in Wailea Beach, 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 $1,873.

From$268/night
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Pet-friendly vacation rentals in Wailea Beach, HI

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

REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach - Wailea Beach, HI

REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach

Condo, Wailea Beach

REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach is a condo in Wailea Beach, with pool access, easy beach access, and parking. This stay gives travelers a…

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About REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach

REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach is a condo in Wailea Beach, 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 $1,856.

From$265/night
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Location, Location! Walking distance to beach, restaurants, and shops! - Wailea Beach, HI

Location, Location! Walking distance to beach, restaurants, and shops!

Condo, Wailea Beach

Location, Location! Walking distance to beach, restaurants, and shops! is a condo in Wailea Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About Location, Location! Walking distance to beach, restaurants, and shops!

Location, Location! Walking distance to beach, restaurants, and shops! is a condo in Wailea Beach, 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, hot tub, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,395.

From$342/night
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Newly Remodeled, Perfect South Maui Location, Across From the Best Beaches - Wailea Beach, HI

Newly Remodeled, Perfect South Maui Location, Across From the Best Beaches

Condo, Wailea Beach

Newly Remodeled, Perfect South Maui Location, Across From the Best Beaches is a condo in Wailea Beach, with pool access and easy beach access. This stay gives travelers a comfortable base…

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About Newly Remodeled, Perfect South Maui Location, Across From the Best Beaches

Newly Remodeled, Perfect South Maui Location, Across From the Best Beaches is a condo in Wailea Beach, 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 $2,567.

From$367/night
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Polo Beach Club Vacation Rentals - APlus Resorts - Wailea Beach, HI

Polo Beach Club Vacation Rentals - APlus Resorts

Condo, Wailea Beach

Polo Beach Club Vacation Rentals - APlus Resorts is a condo in Wailea Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Polo Beach Club Vacation Rentals - APlus Resorts

Polo Beach Club Vacation Rentals - APlus Resorts is a condo in Wailea Beach, 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 $6,359.

From$612/night
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Vacation rentals with a kitchen in Wailea Beach, HI

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

Maui Vista 3218 Kihei condo steps to sand and pools, summer deal - Wailea Beach, HI

Maui Vista 3218 Kihei condo steps to sand and pools, summer deal

Condo, Wailea Beach

Maui Vista 3218 Kihei condo steps to sand and pools, summer deal is a condo in Wailea Beach, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Maui Vista 3218 Kihei condo steps to sand and pools, summer deal

Maui Vista 3218 Kihei condo steps to sand and pools, summer deal is a condo in Wailea Beach, 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 $1,364.

From$195/night
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Maui Vista 3401 2BR condo w/ ocean views and 3 pools, summer deal - Wailea Beach, HI

Maui Vista 3401 2BR condo w/ ocean views and 3 pools, summer deal

Condo, Wailea Beach

Maui Vista 3401 2BR condo w/ ocean views and 3 pools, summer deal is a condo in Wailea Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Maui Vista 3401 2BR condo w/ ocean views and 3 pools, summer deal

Maui Vista 3401 2BR condo w/ ocean views and 3 pools, summer deal is a condo in Wailea Beach, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,406.

From$201/night
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Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC! - Wailea Beach, HI

Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC!

Apartment, Wailea Beach

Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC! is a apartment in Wailea Beach, with pool access, easy beach access, and kitchen access. This stay gives…

Read more

About Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC!

Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC! is a apartment in Wailea Beach, 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 $1,676.

From$239/night
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Condo in Kihei at Kamaole Beach III - Wailea Beach, HI

Condo in Kihei at Kamaole Beach III

Condo, Wailea Beach

Condo in Kihei at Kamaole Beach III is a condo in Wailea Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Condo in Kihei at Kamaole Beach III

Condo in Kihei at Kamaole Beach III is a condo in Wailea Beach, 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 $2,034.

From$291/night
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