$4150 / night
Estimated Price for guests, Nights

Wailea Sunset Estate – Home 2457441 House

  • 5 bedrooms
  • 8 sleeps
  •  min stay varies

Wailea Sunset Estate – Home 2457441

  • House
  • 5 bedrooms
  • sleeps 8
  •  min stay varies

Key Info

  • Swimming pool
  • Child Friendly
  • Air conditioning
  • No pets allowed

Description from manager


State of Hawaii Transient Accommodations Tax License #TA-*******-4976-01

County of Maui Short-Term Rental License #Hotel-Zoned

Tax Map Key #************

Wailea Sunset Estate is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted #2 Best Island in the U.S by Condé Nast Traveler's Readers' Choice Awards published on October 17 2017 And for the seventh year in a row in 2018 Maui earned the coveted top spot as the #1 Hawaiian Island from Travel and Leisure's esteemed readers!

Wailea Sunset Estate one of our most popular vacation homes was just lovingly refreshed with some upgraded amenities and decor We installed brand new flat panel televisions in all rooms including a 3D HDTV in the great room and HD channel subscriptions throughout Some televisions also have Netflix unlimited movie viewing.

Here are just a few recent guest comments:

"The M clan had a fabulous time in Wailea The house is a joy between the pool and fabulous sunsets! I hope someday we can come back!" The M Family

"The Wailea Sunset Estate far exceeded our expectations and we had a fabulous time there The house the setting and the furnishings could not have been better and greatly contributed to our enjoyment of our vacation When you plan so far in advance for something and look forward to it (not to mention spend a great deal of money) your hope is that it will be everything that you anticipated - and it was even better than that! Thank you so much for helping to make our once-in-a-lifetime occasion so special for all of us." C Family

"Upon our departure we reminisce about the amazing week we`ve had What a great place to spend time with family The memories we have will be long lasting and forever....We are grateful for the opportunity to make your home our own - if only for a week!" B Family

"Aloha! Thank you so much for the wonderful hospitality Thank you for opening your home to us Once again we are taking away wonderful cherished family memories Your home is beautiful!" The T Family

"What a wonderful week it has been again this year - even better than last year if that is possible Thanks again for everything being so nice for us Everyone is great! Hope to be back again soon." R Family

"Today we leave; it has once again been a fabulous vacation This beautiful homes is the perfect place to spend quality and cherished time with our family and friends We would once again like to thank the owners for sharing your home with us We are planning to return again next June; which would be our 4th year!" R Family

"The pictures don`t do it justice Everyone was always very responsive courteous and helpful We will definitely recommend to anyone we know going to Hawaii Our accommodation (Wailea Sunset Estate) was truly amazing! This house helped make this a vacation of a lifetime!" B & P Families

The Wailea Sunset Estate is a legal hotel-zoned ocean front vacation home which may be rented in combination with the adjoining Wailea Sunset Bungalow for a total of as many as 6 bedrooms and 6.5 baths for up to 14 guests!

The Wailea Sunset Estate is quite possibly the most successful and the most enjoyable and pleasing vacation residence on Maui These are all very real guest comments! More than any other vacation home known to us the Wailea Sunset Estate is a very special abode that is warmly welcoming and comfortable An extraordinarily high percentage of guests repeat their visit to the Wailea Sunset Estate Won't you please join us at this beautiful and very fairly priced elegant ocean front estate?

The Wailea Sunset Estate is a beautiful 4,000 square foot newer luxury estate four bedroom home with five and a half bathrooms The Wailea Sunset Estate is situated near two sandy swimming beaches and the properties border Wailea Resort.

Unlike at many nearby hotels there are no extra "Resort Fees" charged!

Guests have exclusive use of their own hot tub and pool situated under the stars.

The Wailea Sunset Estate has a priceless and stunning panoramic ocean front setting A sprawling manicured grass lawn slopes down to the water's edge where a pebbly cove invites you to snorkel swim boogie board kayak and scuba dive - right from your home! Waves lap gently along the shoreline and may be heard day and night Kick back and view the crystal clear ocean and the glittering starry night skies from the dramatic elevated upstairs decks.

For guests who wish to stay connected during their holiday there is wireless high speed internet service at no extra charge Several rooms have convenient hard-wired cable modem ethernet jacks Since December 2011 there are all-new larger flat panel televisions with HD service throughout the property The living room has a 3D television! There also is an iPod dock and two XBox game systems provided in the

Additional amenities: Full Kitchen, Games

More Less


  • Great for children of all ages
  • No pets allowed

Bed & bathroom

  • 5 Full baths, 1 Half bath


  • Air conditioning
  • Private outdoor pool (unheated)
  • Private outdoor pool (heated)
  • Jacuzzi or hot tub
  • Grill
  • Internet access
  • Stove
  • Fridge
  • Microwave
  • Toaster
  • Dishwasher
  • Washing machine
  • Clothes dryer
  • TV
  • Satellite TV
  • DVD player
  • Stereo system
  • Linen provided
  • Towels provided

More Less


  • Parking
  • Not suitable for wheelchair users


This owner does not use online booking. Please contact them and they will be able to offer you a secure way to pay for your stay. Never pay for your vacation rental by wire transfer (such as Western Union or Moneygram) as this type of payment is untraceable.

Damage deposit: $5,000.00
No smoking at this property

About the manager

Private Paradise Villas

Tourist License

Calendar last updated:
19 Oct 2021
Years listed:
Overall rating:

Languages spoken: English





Very Good
13 reviews

Very Good

“Truly Spectacular”

Reviewed 16 Mar 2014

This house is nothing short of spectacular. We chose this home for a family get-together and it worked perfectly. The Master Suite gave my husband and me the privacy we wanted, while our children an… More

“Incredible location, very nice house, professionally managed and”

Reviewed 15 Aug 2013

The title says it all. We had a great experience with this rental because of the oceanfront location, the well-furnished house, and the professional and friendly interaction we had with the people at … More

“Beautiful estate!”

Reviewed 15 Aug 2013

We loved the Wailea Sunset Estate! This beautiful property was expertly maintained by Tropical Villa Vacations and was extremely comfortable. More importantly, it is positioned on one of the most be… More

“Frustrating Exprience”

Reviewed 10 Oct 2012

We have worked with Tropical Villa Vacations for 7 years in a row...and our relationship with them is now over. We typically rent a different home in Kihei but it was not available this year, so we h… More

“Frustrating Exprience”

Reviewed 10 Oct 2012

We have worked with Tropical Villa Vacations for 7 years in a row...and our relationship with them is now over. We typically rent a different home in Kihei but it was not available this year, so we h… More

Response from the manager We thank Carol and her family for their candid remarks. The pool cover at Wailea Sunset Estate had been in operation at the time we took their reservation. A few months prior to their arrival, the pool cover developed a significant problem. We were hopeful to be able to organize a repair, but after a series of various professional reviews and evaluations, we learned after their visit that the only process to repair the pool cover will be to permanently remove it and to essentially re-build the entire pool, or, to leave it installed but inoperable. One of the difficulties of maintaining a property on Maui is seaside corrosion and other environmental conditions that are beyond the control of the property owner or our firm. The fact that the Wailea Sunset Estate was one of possibly only 2 properties on the sunnier side of the island that made any attempt to ever install and maintain a pool cover, is a clear and solid indication that doing so is extremely challenging. There are only a handful of private homes on the ocean on the island of Maui. There are not a lot of other rental choices. The Wailea Sunset Estate is one of the nicest options in both South and West Maui, with a very large lawn that flows right down to the Pacific. Unfortunately, it was not possible to re-locate the family to another property with a pool cover, or we would have offered to do so. The few other oceanfront homes in South and West Maui were already pre-reserved at the time we received their reservation request, as noted by the guest herself in this comment. We granted the family a size-able cash refund equal to several nights stay - for their inconvenience. We were not insensitive to the effect the lack of a pool cover had on their vacation. We did offer a partial cash refund, that from my own past experience as a rental agent on Maui for 17 years, was something that not all other property owners would have offered. It is important to point out that one of the few other options on Maui with a pool cover is a great deal more expensive than the Wailea Sunset Estate. The Estate is by Maui rental market standards, a very affordable home for up to 10 guests, given it's size, waterfront location, and the value/cost of maintaining it. When we learned that the pool cover may not be put back into service, we requested our web services firm to update our sites. If they haven't yet completed that work, we apologize, but the final word on this matter was received not long ago. We will endeavor to update our sites in the next week - to remove references to the pool cover if any still remain on-line. I'd like to point out that the family does mention that we provided very good service for many, many years before this one glitch soured their opinion of our service. Since the Wailea Sunset Estate was first launched approximately 10+ years back, it has successfully hosted hundreds of very happy families. Please see the abundant real testimonials for the Wailea Sunset Estate at our website: With the exception of a non-working pool cover, the Wailea Sunset Estate is as lovely as always. It just went through a full month of maintenance, including new plaster siding, paint, re-upholstery, tile and stone care, and some new guest-use inventory inside. We regret that Carol and her family had a less than ideal vacation. We hope that Carol will inquire with us again in the future so we have an opportunity to restore her confidence in our services. Aloha, Irene Ann Aroner Owner Principal Broker Tropical Villa Vacations

“Beautiful House and Beautiful Location”

Reviewed 5 Jun 2012

Our second time staying at this wonderful house. We absolutely love the location, and the house is gorgeous. The owner spared no expense in construction - very nice materials, appliances, fittings, … More

“A paradise for our family vacation”

Reviewed 29 May 2012

We have rented this house for our family vacation for the past 3 years and it is truly perfect. The location is great...close to lots of restaurants and easy base to explore all of Maui. Wonderful hou… More

“Best Family Vacation Home Ever”

Reviewed 5 Mar 2012

This was the most amazing house at the most amazing location! Everything you ever wanted was here! It is so beautifully decorated and was so clean with all the amenities you could ever want! Top of … More

“Heaven on Earth and then some!”

Reviewed 15 Dec 2011

House was beyond beautiful and the service of all personnel out of this world. Couldn't wait to show and tell family and friends about our vacation.

“A very memorable and fun stay, second time we have stayed here.”

Reviewed 17 Aug 2010

We loved the house, location, and the weather of Wailea. This house is good size. We sometimes stay at Polo Beach Condos just a short walk away when it's just a few people. If you have a family… More

Review 1-10 of 13


How do I find more info about the property?

You can get in touch with the property manager through the contact form on this page.

What if I have questions before I book?

Send the property manager an email through the contact form on this page. Alternatively, if there’s a phone number on this page, you can call them.

How do I contact the property manager?

Send an email through the contact form on this page. Or if there’s a phone number on this page, you can call them.

How do I know my booking is safe?

You'll need to send the property manager an inquiry to book - the owner will let you know how to pay. If they accept online booking they'll send you a quote and info on how to pay. If you pay through our website you’ll be covered by Payment Protection.

If they don’t accept online booking they'll still be able to offer a secure form of payment. Read our top tips on booking safely.

How do I know what it will cost for my stay?

Select the Prices tab for an overview of this property's prices.

Or you can send the property manager an inquiry through the contact form to request a quote. The property manager will email you the total cost for your dates and how to pay.

How do I pay for my vacation?

Send the property manager an inquiry through the contact form requesting a quote for your dates. The property manager will email you the total cost for your dates and how to pay.

Please note: only bookings paid for through our site are covered by Payment Protection.
Find out more about booking safely.

How do damage deposits work?

The property manager of this property is responsible for taking and refunding your damage deposit. The damage deposit terms should be agreed before booking and outlined in the booking contract, if the property manager supplies one. Please refer to these details or contact the property manager directly if you have any questions.

How do I cancel my booking?

You'll need to contact the property manager to cancel. They should have provided their contact details when you made your booking - otherwise, email them through the contact form.

How do I make changes to my booking?

You'll need to contact the property manager to edit your booking. They should have provided their contact details when you made your booking - otherwise, email them through the contact form.

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