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. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (3 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is CA $152
CA $903 total
includes taxes & fees
Aug 16 - Aug 17
The Residences at Kamaole Sands Resort

2. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (34 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 $63
CA $713 total
includes taxes & fees
Aug 16 - Aug 17
Signature Residences at Maui Banyan

3. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (111 reviews)
"Excellent room"
United States
Rene
The price is CA $157
CA $486 total
includes taxes & fees
Aug 15 - Aug 16
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 $209
CA $628 total
includes taxes & fees
Aug 22 - Aug 23
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

5. 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 $244
CA $789 total
includes taxes & fees
Aug 13 - Aug 14
Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

6. Beachside Retreat | Walk to Shops & Dining

Beachside Retreat | Walk to Shops & Dining
South Kihei
9.6 out of 10, Exceptional, (9 reviews)
"Nice place "
United States
Anonymous traveller
The price is CA $80
CA $681 total
includes taxes & fees
Aug 15 - Aug 16
Beachside Retreat | Walk to Shops & Dining

7. 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 $158
CA $535 total
includes taxes & fees
Aug 13 - Aug 14
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

8. 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 $144
CA $595 total
includes taxes & fees
Aug 15 - Aug 16
One Bedroom Ocean View

9. 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, (90 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 $132
CA $593 total
includes taxes & fees
Aug 13 - Aug 14
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

10. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (61 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 $219
CA $524 total
includes taxes & fees
Aug 18 - Aug 19
Romantic 1 BR Condo with King Tempurpedic

11. 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.
Perch - King Suite at Maui Banyan | Steps from the Beach | South Kihei Gem

12. 180 Degree Ocean View in Wailea! WE204

180 Degree Ocean View in Wailea! WE204
Wailea
10.0 out of 10, Exceptional, (4 reviews)
"The location and view were fabulous. Walking distance to many restaurants and shops."
United States
Carolyn C.
The price is CA $363
CA $1,079 total
includes taxes & fees
Aug 15 - Aug 16
180 Degree Ocean View in Wailea! WE204

13. #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 $156
CA $781 total
includes taxes & fees
Aug 13 - Aug 14
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

14. Beautiful Ocean View Studio!

Beautiful Ocean View Studio!
South Kihei
9.6 out of 10, Exceptional, (19 reviews)
"We loved the location and partial ocean view from the balcony. Easy walk to the beach and we had everything available that we needed for a comfortable stay. "
United States
Susan C.
The price is CA $127
CA $569 total
includes taxes & fees
Aug 25 - Aug 26
Beautiful Ocean View Studio!

15. 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)
"Great place, across from beach "
United States
Angelika H.
The price is CA $138
CA $526 total
includes taxes & fees
Aug 15 - Aug 16
Kameole Beach II across street - Feel Soft Sand on Your Toes and Find Your Aloha

16. 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 $199
CA $534 total
includes taxes & fees
Aug 13 - Aug 14
Across from Kamaole 2 Beach, concrete building, well maintained.

17. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (956 reviews)
"Everything was perfect and clean"
United States
Kathy
The price is CA $422
CA $501 total
includes taxes & fees
Aug 20 - Aug 21
Aston Maui Hill

18. 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 $182
CA $548 total
includes taxes & fees
Aug 18 - Aug 19
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

19. Steps to beach! Beautiful renovated 1 bedroom

Steps to beach! Beautiful renovated 1 bedroom
South Kihei
9.8 out of 10, Exceptional, (79 reviews)
"everything was as it should be"
United States
Doug B.
The price is CA $146
CA $648 total
includes taxes & fees
Aug 30 - Aug 31
Steps to beach! Beautiful renovated 1 bedroom

20. ContemporaryHawaiianReno in Wailea*Pool*Beach*Golf

ContemporaryHawaiianReno in Wailea*Pool*Beach*Golf
Wailea
10.0 out of 10, Exceptional, (44 reviews)
"Great condo! "
Canada
Marcie M.
The price is CA $209
CA $630 total
includes taxes & fees
Aug 21 - Aug 22
ContemporaryHawaiianReno in Wailea*Pool*Beach*Golf
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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