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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Wailea reviews

  • Exactly what we needed, and saved us from a bad initial choice

    "We had a very tough winter of loss, needed to get to the sun and recuperate. We booked a place sight unseen, paid full price beforehand, and hated it the second we got there. We have never ever done this before, but we negotiated our release early the next morning, went to a cafe with our ipad, and found a miraculous last minute opening here. The owner got right back to us, checked on cleaning etc., and voila, we moved in that afternoon. What a delight! Loved the quick walk to the beach, and the pavilion was perfect shade for the later afternoon. We will be back. Thanks for everything..."
    Guest: Cynthia F. Date of Stay: March 2014 Review Submitted: April 11, 2014
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  • Thank you!

    "I was always told Hawaii was beautiful but never knew that the beauty didn't stop at the beach! Thank you for providing a warm comfortable environment that I could come back to. It was amazing. Can't wait for my next trip!!!"
    Guest: hluis9326 Date of Stay: May 2014 Review Submitted: May 23, 2014
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  • Villa is outstanding!

    "Our family thoroughly enjoyed the Ho'olei Villas! We had stayed at the Grand Wailea 3 times in the past when our daughters were younger. Renting the Villa was a totally different experience and since we like to cook, having a beautiful and fully stocked kitchen was perfect! We enjoyed several dinners/grill-outs using the Wolf gas grill out on the massive Lanai! The Villa is stocked with every possible thing you'd need, from beach items to cooking utensils. The bedrooms are tastefully decorated and the furniture is exceptional, with incredibly comfortable beds and beautiful bedding. Large HD tv's in each bedroom. Our Villa was in the closet grouping of Villas to the Grand Wailea, making the walk an easy 5-10 minutes across the street. It was the best of both worlds, having the privacy and convenience of being able to cook for ourselves, yet take advantage of all the GW resources. My daughters got hooked on the Spa Grande Terme hydrotherapy circuit! The Ho'olei pool was not crowded and there was no problem finding a lounge chair at any point during the day. Lastly, access to the Dolfun Scuba outfit at the Grand Wailea was first class and a great resort dive resource. We were able to complete 6 dive days! Their staff was awesome-big thanks to Charles, Eric & Vic! We rode underwater scooters out to a shipwreck and that was sensational! Best of luck with your vacation! You can't go wrong with the Villas at Ho'olei!"
    Guest: Kevin Date of Stay: April 2014 Review Submitted: May 16, 2014
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  • Perfect Honeymoon

    "My husband and I recently stayed in Derek's condo on our honeymoon and have nothing but good things to say. The unit is in a quiet part of Ekahi yet only a short walk to the ocean. The condo is fully equipped with all the items you need for your beach vacation - boogie boards, lawn chairs, beach towels, cooler etc. Although it was hot while were there we didn't end up having to use the a/c and were cool enough with just the windows open and the fans. Derek was accommodating when we requested late checkout and we thoroughly enjoyed our extra time at the beach. We will definitely be back. Thanks again Derek and Sarah!"
    Guest: Lisa F. Date of Stay: September 2014 Review Submitted: September 12, 2014
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Wailea Travel Tips

Discover the Beauty of Nature Surrounding Wailea Vacation Rentals

Step away from your office and feel the stress leave you as you stay in Wailea vacation rentals. Feel the sun warm you and smell the tropical flowers surrounding you as you stroll along the boardwalk or on the beach. As you inhale, you can smell the salt water and listen to the waves crash onto the shoreline as you collect shells and driftwood. Feel anxiety slip away as you sit on your porch and watch the sun set over the beautiful southern Maui waters.

There's Something for Everyone When Staying in Wailea Condos

When you stay in Wailea condos, you are really adding dimension to a tropical vacation. Instead of crowding into a stuffy hotel room, you can spread out in a house with multiple bedrooms and bathrooms. If you want, you can pick up some fresh foods at the nearby shops at Wailea or walk over to some nearby restaurants. Catch a quick lunch at Ferraro's Bar e Ristorante or head over to Spago for a romantic dinner. Live like a local as you participate in holiday celebrations while staying at Wailea condos.

South Maui Beach Rentals Keep You Close to Popular Tourist Attractions

If you feel like taking a break from snorkeling, swimming, and sailing, consider spending a day at the Wailea Old Blue Golf Course. Top the day off with a luau celebration that your entire family can enjoy. Watch traditional dancers and listen to ukulele players as you eat tropical fruit and other local foods. Stretching your legs has never been quite so enjoyable as when you set out on a path through a tropical rainforest or on the Coastal Nature Trail. If you travel between December and April, gather your family and friends for some magnificent whale watching.

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