Cottage in Wailea
2 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this cottage rental
Under the Warm Maui Sun - Permit#BBKM\2016\0004
Due to cancellation last moment special for
Mon, Oct 31 - Thu, Nov 10, 2022 $350/night
Regular rates 2022: April 1 - December 27 2022
$410/nite for 2 persons
Winter rates 2023: January 3 - March 31
$490/nite for 2 persons
Regular rates 2023: April 1 - December 27 2022
$450/nite for 2 persons
All prices are plus 13.42% Hawaii state taxes and a one time $150 cleaning fee.
VILLA PAOLA MAUI
Nestled at the entrance to the luxurious Wailea Resort area, Villa Paola is a haven of tranquility and airy Italian delight; truly the most unique Wailea cottage you will find!
Redesigned by artists Alessio and Marcello and luxuriously hand crafted by artisans with old World talent in marble, travertine, mosaics and wood, this 1 bedroom, 1 bath hideaway captures the ambience and classic elegance of a villa in Tuscany. With warm yellow ocher and umber throughout the villa contrasted to the cobalt blue of the saline swimming pool surrounded by lush tropical foliage, you'll debate if you are in the Mediterranean or on Maui.
It's easy to feel as if you have been swept away to Italy when viewing the paintings on every wall that capture the essence of Italian living.
Isn't that the perfect topic to discuss over sunset cocktails at the terrace bar shaded by a custom designed red-wood canopy that lights at night by a moon like fixture. A savory dinner of local fish and vegetables from the farmers market may be prepared in the fully stocked kitchen with top of the line appliances and marble countertops, or brought in from the many excellent eateries minutes away - then lingered over in the charming dining room or on the terrace around an antique Italian table fit for royalty. Your own 5 star Wailea Resort!
After an evening stroll or glass of port, you'll tumble into a restful sleep in the bedroom outfitted with queen bed, down filled pillows and fine European linens. Too happy to fall asleep? Indulge in a little late night TV on either the 52'' or 26'' state-of-the-art 4k screens or online poker with fast wireless internet access.
Bathrooms are your thing? the bathroom is elegantly finished with ivory and sand stone, large-enough-for-two showers and the perfect lighting to admire your tan lines or apply makeup for a night on the town.
When you do tear yourself away from this private oasis, straight down the road (4 minutes American style driving, only 1 minute 37 seconds if you drive like a crazy Italian) you will find one of the most beautiful beaches on Maui; Keawekapu. You also have the option to spend the day at the see- and-be-seen Wailea beach or the all-to-yourself Makena beach. You'll be close to the best accomodations in Wailea; minutes away from the Shops at Wailea, the Grand Wailea, Four Seasons Wailea, and the Kea Lani, where you'll find world class restaurants! When you arrive home, step in to the outdoor relaxing shower.
Feeling a little adventurous? Explore all that Maui has to offer. Majestic views at the top of Haleakala, old-time Hawaii in heavenly Hana, world-class windsurfing at Hookipa, the view of Honolua Bay, one of the best surf spots in Hawaii are just a few of Maui's unique charms. Now that you have discovered the perfect place to stay, it is time to find the perfect place to play - Maui.
Please inquire for children.
With no exceptions, property in NOT suitable for wedding parties or ceremonies and after sunset your number of visitors has to be reasonable. Please inquiry for more details.
Please respect quiet hours after 9:00pm
State Of Hawaii Tax ID#W03350952-01
Keywords: Cottage
Due to cancellation last moment special for
Mon, Oct 31 - Thu, Nov 10, 2022 $350/night
Regular rates 2022: April 1 - December 27 2022
$410/nite for 2 persons
Winter rates 2023: January 3 - March 31
$490/nite for 2 persons
Regular rates 2023: April 1 - December 27 2022
$450/nite for 2 persons
All prices are plus 13.42% Hawaii state taxes and a one time $150 cleaning fee.
VILLA PAOLA MAUI
Nestled at the entrance to the luxurious Wailea Resort area, Villa Paola is a haven of tranquility and airy Italian delight; truly the most unique Wailea cottage you will find!
Redesigned by artists Alessio and Marcello and luxuriously hand crafted by artisans with old World talent in marble, travertine, mosaics and wood, this 1 bedroom, 1 bath hideaway captures the ambience and classic elegance of a villa in Tuscany. With warm yellow ocher and umber throughout the villa contrasted to the cobalt blue of the saline swimming pool surrounded by lush tropical foliage, you'll debate if you are in the Mediterranean or on Maui.
It's easy to feel as if you have been swept away to Italy when viewing the paintings on every wall that capture the essence of Italian living.
Isn't that the perfect topic to discuss over sunset cocktails at the terrace bar shaded by a custom designed red-wood canopy that lights at night by a moon like fixture. A savory dinner of local fish and vegetables from the farmers market may be prepared in the fully stocked kitchen with top of the line appliances and marble countertops, or brought in from the many excellent eateries minutes away - then lingered over in the charming dining room or on the terrace around an antique Italian table fit for royalty. Your own 5 star Wailea Resort!
After an evening stroll or glass of port, you'll tumble into a restful sleep in the bedroom outfitted with queen bed, down filled pillows and fine European linens. Too happy to fall asleep? Indulge in a little late night TV on either the 52'' or 26'' state-of-the-art 4k screens or online poker with fast wireless internet access.
Bathrooms are your thing? the bathroom is elegantly finished with ivory and sand stone, large-enough-for-two showers and the perfect lighting to admire your tan lines or apply makeup for a night on the town.
When you do tear yourself away from this private oasis, straight down the road (4 minutes American style driving, only 1 minute 37 seconds if you drive like a crazy Italian) you will find one of the most beautiful beaches on Maui; Keawekapu. You also have the option to spend the day at the see- and-be-seen Wailea beach or the all-to-yourself Makena beach. You'll be close to the best accomodations in Wailea; minutes away from the Shops at Wailea, the Grand Wailea, Four Seasons Wailea, and the Kea Lani, where you'll find world class restaurants! When you arrive home, step in to the outdoor relaxing shower.
Feeling a little adventurous? Explore all that Maui has to offer. Majestic views at the top of Haleakala, old-time Hawaii in heavenly Hana, world-class windsurfing at Hookipa, the view of Honolua Bay, one of the best surf spots in Hawaii are just a few of Maui's unique charms. Now that you have discovered the perfect place to stay, it is time to find the perfect place to play - Maui.
Please inquire for children.
With no exceptions, property in NOT suitable for wedding parties or ceremonies and after sunset your number of visitors has to be reasonable. Please inquiry for more details.
Please respect quiet hours after 9:00pm
State Of Hawaii Tax ID#W03350952-01
Keywords: Cottage
Amenities at Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004
Non-smoking
No pets allowed
Map of Wailea
Ratings and reviews
10 / 10Outstanding·Jan 2026
Wonderful place.. welcoming hosts. Great location for all Maui had to offer. Our hosts gave us the privacy we needed but were attentive to our needs and helpful with directions. Believe me the pictures are exactly as advertised.. we had a lovely time!
10 / 10Outstanding·Jan 2026
We stayed here for five nights, and it was easily the most relaxing part of our trip to Maui. The space is beautifully thought out and truly feels like a retreat.The owners are wonderful and live right in front of the rental, but don’t let that deter you. You have complete privacy, and we never felt intruded upon in any way. The kitchen is nice and well stocked, and we cooked several breakfasts during our stay. While I personally prefer a Keurig over a traditional coffee pot, the coffee setup worked just fine.The outdoor space just off the kitchen was absolutely divine and where we spent most of our time. Although we were on the go quite a bit and only used the pool twice, it was still a great amenity. The pool was a little cold in January but definitely usable.The hosts are painters, and the space is decorated with a lot of their artwork, which was wonderful to look at. Much of the furniture has an antique or vintage feel and is very unique, adding a lot of character. It’s clear they put a great deal of thought and care into every detail, and it really shows.The location was also perfect, truly equidistant between Wailea and Kihei, making it easy to access both areas. We would 100% recommend this place and happily give it a 5-star review.
10 / 10Outstanding·Oct 2025
Talk about a wonderful experience. Upon arrival we met "The Twins" for a quick tour of the cottage we would call home for the next eight days. We loved it all from the art, to the pool, to the comfortable furnishings, to the beautiful bathroom and the outdoor bar.The kitchen was fully stocked and everything was exceptionally clean.Quick easy access to Kihei for beach access, shopping and restaurants.We loved the total privacy of the grounds and pool area. We loved it so much, we are booking again for spring!
10 / 10Outstanding·Jun 2025
We’ve stayed here a number of times and everything is always the same…comfortable, clean and welcoming. A home away from home!
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Top rated by guests
9.9Outstanding
(195 Ratings)
"Wonderful place.. welcoming hosts. Great location for all Maui had to offer. Our hosts gave us the privacy we needed but were attentive to our needs and helpful with directions. Believe me the pictur..."
Kate M.Don't miss out! Price and availability may change
