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Wailea Villas

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0+ rooms, 2+ guests
Distance from
1 mi
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$1,000+
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324 rentals in Wailea.
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Summer Special! Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!
1 bedroom
2 bathrooms
Sleeps 4
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1 other traveler has booked this property
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
Sun Splash C301 Wailea Beach Villas
3 bedrooms
4 bathrooms
Sleeps 6
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Royal Ilima A201 Wailea Beach Villas
3 bedrooms
4 bathrooms
Sleeps 6
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Regal Mandalay M511 Wailea Beach Villas
3 bedrooms
2 bathrooms
Sleeps 6
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Mer Et Soleil K408 Wailea Beach Villas
4 bedrooms
3 bathrooms
Sleeps 8
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Grand Seascape K407 Wailea Beach Villas
3 bedrooms
2 bathrooms
Sleeps 6
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Golden Mandarin D102 Wailea Beach Villas
3 bedrooms
4 bathrooms
Sleeps 6
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Floral Gardens Villa G102 Wailea Beach Villas
3 bedrooms
4 bathrooms
Sleeps 6
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Blue Horizons K308 Wailea Beach Villas
4 bedrooms
3 bathrooms
Sleeps 8
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Bella Luna D302 Wailea Beach Villas
3 bedrooms
4 bathrooms
Sleeps 6
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Aqua Lani J305 Wailea Beach Villas
3 bedrooms
3 bathrooms
Sleeps 6
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Wailea Sunset Estate
5 bedrooms
6 bathrooms
Sleeps 10
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Aloha Kai Suite at Wailea Beach Villas PH 205
3 bedrooms
3 bathrooms
Sleeps 8
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Wailea Luxurious Beachfront 2br,2ba on Polo Beach Unit #408
2 bedrooms
2 bathrooms
Sleeps 4
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Elua Village # 701 - Luxury 2b/2b with Ocean View, and Newly Remodeled!
2 bedrooms
2 bathrooms
Sleeps 4
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Amazing Wailea Surf Villa at Wailea Beach Villas
2 bedrooms
2 bathrooms
Sleeps 6
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Sandy Surf K508 at Wailea Beach Villas
3 bedrooms
3 bathrooms
Sleeps 6
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Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleeps 4 Great Rates!
1 bedroom
2 bathrooms
Sleeps 4
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Palms at Wailea #2303 Ground Floor 2Bd/2Ba Near Beach, Great Rates! Sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
Palms at Wailea #1902 Garden View 2Bd/2Ba, Fully Air Conditioned, Sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
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5 other travelers have booked this property
Grand Champions #48: Stunning 180 Degree Ocean Views. Top Floor Paradise Home
2 bedrooms
2 bathrooms
Sleeps 6
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7 other travelers have booked this property
Palms at Wailea #1209 1Bd/2Ba Fully Air Conditioned, Great Rates! Sleeps 4
1 bedroom
2 bathrooms
Sleeps 4
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1 other traveler has booked this property
Wailea Elua #2110 2Bd/2Ba, 2nd Flr Gorgeous Ocean View, Central Air, Sleeps 5
2 bedrooms
2 bathrooms
Sleeps 5
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2 other travelers have booked this property
Palms at Wailea #702 Upstairs Garden View 1Bd/2Ba, Great Rates! Sleeps 4
1 bedroom
2 bathrooms
Sleeps 4
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3 other travelers have booked this property
Palms at Wailea #604 2Bd/2Ba, Fully Air Conditioned, Great Rates! Sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
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4 other travelers have booked this property
Palms at Wailea #1508, Panoramic Ocean View 2Bd/2Ba, Sleeps 4, Great Rates!
2 bedrooms
2 bathrooms
Sleeps 4
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Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4
1 bedroom
2 bathrooms
Sleeps 4
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1 other traveler has booked this property
Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4
2 bedrooms
2 bathrooms
Sleeps 4
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5 other travelers have booked this property
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates!
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea Grand Champions #50 is a 2Bd/2Ba, Great Location Near Pool, Sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
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5 other travelers have booked this property
Sunny Surf E301 at Makena Surf
3 bedrooms
3 bathrooms
Sleeps 6
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Wailea Ekahi 7G Luxury Ocean Front S Maui Condo
1 bedroom
2 bathrooms
Sleeps 2
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1 other traveler has booked this property
Fantastic Location - Beautiful Oceanfront Condo -Makena Surf Resort # E-205
2 bedrooms
2 bathrooms
Sleeps 6
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Stunning Beach Front Condo Makena Surf Resort # E-204
2 bedrooms
2 bathrooms
Sleeps 6
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Upgraded Unit w/ Beautiful Ocean Views Makena Surf Resort # C-103
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Beach Front 2 BDRM Condo - Makena Surf Resort # B-304
2 bedrooms
2 bathrooms
Sleeps 4
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Stunning Golf & Ocean Views - Wailea Grand Champions #180
3 bedrooms
2 bathrooms
Sleeps 6
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Remodeled Elegance & Luxury - Daily Housekeeping Elua Village # 2107
2 bedrooms
2 bathrooms
Sleeps 6
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Lovely Remodeled 2 BDRM Condo Elua Village # 2106
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea Luxury At Its Finest Wailea Elua Village # 1702
2 bedrooms
2 bathrooms
Sleeps 6
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Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305
3 bedrooms
3 bathrooms
Sleeps 8
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Classy 2 BD Condo W/ Excellent Amenities Wailea Elua Village # 1204
2 bedrooms
2 bathrooms
Sleeps 5
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Prime Wailea 2 BDRM Condo Wailea Elua Village # 801
2 bedrooms
2 bathrooms
Sleeps 6
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Renovated Condo-Wailea 2 BDRM Condo Wailea Elua #702
2 bedrooms
2 bathrooms
Sleeps 6
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Stunning Ground Floor 2 Bedroom Wailea Elua #307
2 bedrooms
2 bathrooms
Sleeps 5
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Lovely Ground Floor 2 BDRM Condo Wailea Elua Village # 105
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Wailea Condo Wailea Ekolu # 401
2 bedrooms
2 bathrooms
Sleeps 6
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Fantastic Location - Beautiful Condo -Makena Surf Resorts # G-204
2 bedrooms
2 bathrooms
Sleeps 5
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Gorgeous 2 Bdrm Ocean Front - Makena Surf Resort #G-201
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea Vacation Rentals
Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.
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Wailea Vacation Rentals
Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.
A Wailea Vacation
No matter how you like to relax, there is sure to be a great place to do it in Wailea. From an indulgent day at the Spa Grande to tee time at Wailea Old Blue Course, it is full of ways to treat yourself and have a great time. If you're feeling adventurous, Hawaiian Sailing Canoe Adventures allows small groups to enjoy sailing in an outrigger canoe, or if you just want to relax on the beach, Keawakapu is a perfect choice for everything from sunning to snorkeling. Whatever the day's adventures bring, choosing a vacation rental to stay in means you can go back to the privacy and comfort of your very own rental home away from home for a truly authentic experience.
Family-Friendly Wailea
From exploring the beaches to catching a dinner show at Honua'ula Luau, there are a variety of great experiences for children when vacationing to Wailea. With vacation rentals, you can rent a property to accommodate nearly any size family, and it is a fantastic excuse to bring everyone along. Without having to pay for extra hotel rooms, it can also be a great money saver when traveling with a large group. Enjoying a Wailea vacation with the entire family at your very own rental home will be sure to create wonderful memories for years to come.