Wailea-Makena Vacation Rentals : Search Short-Term Rentals

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Our top choices for Wailea-Makena vacation rentals

Outdoor pool, open 8:00 AM to 9:30 PM, pool umbrellas, sun loungers

1. Aston Maui Hill

South Kihei

Douglas Paul Zwerner or Laura

$349 nightly

Aug 4 - Aug 5

Total with taxes and fees

2. Signature Residences at Maui Banyan

South Kihei

Julie

$427 nightly

Aug 7 - Aug 8

Total with taxes and fees

Deluxe Apartment, Partial Ocean View | Balcony

3. The Residences at Kamaole Sands Resort

South Kihei

Sophie

$518 nightly

Aug 6 - Aug 7

Total with taxes and fees

Beach nearby, sun loungers, beach towels

4. LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit

Wailea

Teri S.

$479 nightly

Aug 6 - Aug 7

Total with taxes and fees

5. Beautiful, Renovated, Hale Kamaole 159

South Kihei

Rene

$308 nightly

Aug 15 - Aug 16

Total with taxes and fees

6. Romantic 1 BR Condo with King Tempurpedic

Wailea

Kathryn R.

$323 nightly

Aug 10 - Aug 11

Total with taxes and fees

7. Hawaiian Reno on Wailea Blue Golf Ocean ViewPool

Wailea

david k.

$390 nightly

Aug 10 - Aug 11

Total with taxes and fees

8. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

South Kihei

Anonymous traveler

$341 nightly

Aug 17 - Aug 18

Total with taxes and fees

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Top Wailea-Makena Hotel Reviews

Wailea Beach Resort - Marriott, Maui

10/10 Excellent

"The property has a great location and good facilities. I felt that their charges for extra services and facilities were excessive. The room was expensive and I object to their adding another $100 per night for a "resort fee" and self parking."

Maui Banyan Vacation Club

10/10 Excellent

"Excellent property, check-in/out was easy (they let me check in early), great location, parking extremely easy every day. Only thing to plan for that is different from some other rentals: don’t expect anything to already be in the kitchen as far as foo/spices/condiments or things like that. Some places will at least have salt & pepper non-perishable essentials like that, maybe umbrellas or chairs, this place did not so do just be prepared to bring everything you plan to need (bathroom has the basics though: shampoo/conditioner, soap, towels etc.). Great stay, very satisfied and would more than happily repeat."

Wailea Ekahi - CoralTree Residence Collection

10/10 Excellent

"Great all around stay at Coraltree. We stayed in 11C and everything was clean, comfortable and as expected. The facilities were amazing. Pools were great and you can’t beat the walkable private beach access (2min walk on paved trails/roads). We will be back! Aloha!"

Castle Kama'ole Sands

10/10 Excellent

"Just wow - the location was outstanding!! We had an awesome ocean view room and it was conveniently located right across from beach and a short walk to dining options (limited). It was a different set up from the pictures as far as how the bedrooms were laid out but still worked for our family. Front staff even ensured we had what we needed such as an air mattress and extra towels (upon request). Amenities were also great (and clean) - pool, gym, and barbeque areas were plenty. Only small con - kitchen is lightly stocked with dining and cooking needs. So review what is there before you do your grocery shopping."

AC Hotel by Marriott Maui Wailea

10/10 Excellent

"We had a wonderful stay and will definitely be back! The hotel was exceptionally clean, beautifully designed, and aesthetically pleasing from the moment we arrived. The staff was friendly, welcoming, and always helpful whenever we needed anything. The grounds were meticulously maintained and spotless, making it a pleasure to walk around and relax. The swimming pool was absolutely amazing and became one of our favorite places to unwind after exploring Maui. One of our favorite amenities was the 24-hour fitness center. Having access to it at any time was perfect, especially since we used it every day…sometimes even twice a day after indulging in Maui’s delicious, decadent meals. The gym was well maintained, clean, and had everything we needed to stay consistent with our workouts while on vacation. Overall, this hotel exceeded our expectations and made our vacation even more enjoyable. We look forward to staying here again for our next annual trip to Maui. Highly recommend!"

Find out more about Wailea-Makena

Everything you need to know about Wailea-Makena vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wailea-Makena vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wailea-Makena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wailea-Makena vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wailea-Makena. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wailea-Makena in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wailea-Makena rentals

At Expedia, we put the best Wailea-Makena vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wailea-Makena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wailea-Makena vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wailea-Makena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Our top choices for Wailea-Makena vacation rentals

1. Aston Maui Hill

2. Signature Residences at Maui Banyan

3. The Residences at Kamaole Sands Resort

4. LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit

5. Beautiful, Renovated, Hale Kamaole 159

6. Romantic 1 BR Condo with King Tempurpedic

7. Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

8. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

9. Beautiful Ocean View Studio!

10. 180 Degree Ocean View in Wailea! WE204

11. Wailea Elua- CoralTree Residence Collection

12. 1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

13. Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

14. Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach

15. Across from Kamaole 2 Beach, concrete building, well maintained.

16. Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

17. Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wifi

18. Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

19. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

20. Ekahi 27A: Priceless Ocean View from a Private Lanai

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Top Wailea-Makena Hotel Reviews

Wailea Beach Resort - Marriott, Maui

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7. Hawaiian Reno on Wailea Blue Golf Ocean ViewPool