A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.

Wailea-Makena Vacation Rentals

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Our top choices for Wailea-Makena vacation rentals

1. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (37 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is CA $51
CA $683 total
includes taxes & fees
Sep 14 - Sep 15
Signature Residences at Maui Banyan

2. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas"
United States
George Lucas
The price is CA $91
CA $767 total
includes taxes & fees
Sep 10 - Sep 11
The Residences at Kamaole Sands Resort

3. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"I’ve stayed at several units in the same complex and this one was one of the best. Nicely appointed and a great view from the lanai. The bed was very comfy and the AC worked great. It’s so nice to be able to walk across the street to such a nice beach, we even saw a turtle in the water."
United States
Daniel L.
The price is CA $155
CA $484 total
includes taxes & fees
Sep 13 - Sep 14
Beautiful, Renovated, Hale Kamaole 159

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

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Wailea
10.0 out of 10, Exceptional, (38 reviews)
"Location location location! Just 1 block from the shops and Wailea beach…can’t beat that! "
United States
david k.
The price is CA $207
CA $623 total
includes taxes & fees
Oct 9 - Oct 10
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

5. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (63 reviews)
"The condo property was beautiful and in a great location. We had to book last minute due to storms affecting our initial booking and host was very responsive. "
United States
Kathryn R.
The price is CA $217
CA $521 total
includes taxes & fees
Sep 20 - Sep 21
Romantic 1 BR Condo with King Tempurpedic

6. Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
Wailea
10.0 out of 10, Exceptional, (163 reviews)
"Beautiful area and great location with walking distance to dining and shopping."
United States
Teri S.
The price is CA $233
CA $772 total
includes taxes & fees
Sep 10 - Sep 11
Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

7. Kameole Beach II across street - Feel Soft Sand on Your Toes and Find Your Aloha

Kameole Beach II across street - Feel Soft Sand on Your Toes and Find Your Aloha
South Kihei
9.6 out of 10, Exceptional, (122 reviews)
"Beach is closed, shops located around"
United States
Yelena M.
The price is CA $121
CA $503 total
includes taxes & fees
Sep 10 - Sep 11
Kameole Beach II across street - Feel Soft Sand on Your Toes and Find Your Aloha

8. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.8 out of 10, Exceptional, (97 reviews)
"Kitchen was fully equipped. Condo was very clean and host was promt with replys. Loved our stay "
Canada
Lori D.
The price is CA $144
CA $773 total
includes taxes & fees
Sep 18 - Sep 19
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

9. 180 Degree Ocean View in Wailea! WE204

180 Degree Ocean View in Wailea! WE204
Wailea
10.0 out of 10, Exceptional, (5 reviews)
"The location and view were fabulous. Walking distance to many restaurants and shops."
United States
Carolyn C.
The price is CA $270
CA $950 total
includes taxes & fees
Oct 1 - Oct 2
180 Degree Ocean View in Wailea! WE204

10. Perch - King Suite at Maui Banyan | Steps from the Beach | South Kihei Gem

Perch - King Suite at Maui Banyan | Steps from the Beach | South Kihei Gem
South Kihei
9.0 out of 10, Wonderful, (2 reviews)
"Checkin was very fast, and easy to navigate. Talked with a front desk person and that was it.The location is great, only a 5-10 minute walk down to the beach and very close to downtown Kihei!"
United States
Anthony N.
The price is CA $162
CA $528 total
includes taxes & fees
Sep 19 - Sep 20
Perch - King Suite at Maui Banyan | Steps from the Beach | South Kihei Gem

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

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (173 reviews)
"Perfect location, great parking. Excellent value and manager was wonderful. "
United States
Cheyenne M.
The price is CA $197
CA $531 total
includes taxes & fees
Sep 13 - Sep 14
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

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

Across from Kamaole 2 Beach, concrete building, well maintained.
South Kihei
10.0 out of 10, Exceptional, (165 reviews)
"Great location!"
United States
Tyler B.
The price is CA $197
CA $531 total
includes taxes & fees
Sep 13 - Sep 14
Across from Kamaole 2 Beach, concrete building, well maintained.

13. 1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
South Kihei
9.4 out of 10, Exceptional, (61 reviews)
"The beach was just across the street. Food and shopping near by was great. The complex was quiet and clean room. Had a great time, next in Maui will have to stay again. It was perfect! "
United States
Stephanie G.
The price is CA $174
CA $537 total
includes taxes & fees
Sep 10 - Sep 11
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

14. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (967 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
The price is CA $423
CA $502 total
includes taxes & fees
Oct 8 - Oct 9
Aston Maui Hill

15. Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches

Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches
Wailea
9.6 out of 10, Exceptional, (173 reviews)
"The communication with the host was superb, the amenities were generous and the location was fantastic."
United States
Howard G.
The price is CA $275
CA $1,150 total
includes taxes & fees
Sep 12 - Sep 13
Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches

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

Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
South Kihei
10.0 out of 10, Exceptional, (228 reviews)
"The location right next to the water and the wonderful amenities were just what we needed! Might have to come here again!"
United States
Paulina B.
The price is CA $177
CA $561 total
includes taxes & fees
Sep 10 - Sep 11
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

17. Ocean View Maui Condo Right Across from the Beach! 1 of 6 larger MK condos, A/C

Ocean View Maui Condo Right Across from the Beach! 1 of 6 larger MK condos, A/C
South Kihei
9.8 out of 10, Exceptional, (130 reviews)
"We had a great stay at the condo. The location was perfect. The condo was spotless and the amenities very useful, especially all the beach equipment. And thanks for the snacks and candy that were there when we arrived."
United States
Bob J.
The price is CA $205
CA $598 total
includes taxes & fees
Oct 1 - Oct 2
Ocean View Maui Condo Right Across from the Beach! 1 of 6 larger MK condos, A/C

18. Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
9.2 out of 10, Wonderful, (91 reviews)
"Location was perfect. We were there right after all of the flooding and the road was damaged but did not affect our stay at all. Our host was always responsive and made sure we were comfortable! Would surely stay again.:)"
United States
Melissa P.
The price is CA $157
CA $625 total
includes taxes & fees
Sep 18 - Sep 19
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

19. One Bedroom Ocean View

One Bedroom Ocean View
South Kihei
10.0 out of 10, Exceptional, (4 reviews)
"Good"
United States
Hobum L.
The price is CA $152
CA $605 total
includes taxes & fees
Sep 10 - Sep 11
One Bedroom Ocean View

20. Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wi-fi

Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wi-fi
Wailea
10.0 out of 10, Exceptional, (81 reviews)
"Great location near beach, the shops at Wailea, golf courses, restaurants, . . . .Host responded quickly and thoughtfully to any questions. The condo was clean and well stocked with beach toys like chairs, towels, . . .Very seamless move in and out. "
United States
Matthew M.
The price is CA $267
CA $680 total
includes taxes & fees
Oct 7 - Oct 8
Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wi-fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wailea-Makena Hotel Reviews

Find out more about Wailea-Makena

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wailea-Makena. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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