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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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Wailea-Makena vacation rentals

Exterior

1. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (33 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
$439 nightly
The price is $521
Jul 31 - Aug 1
Total with taxes and fees
Signature Residences at Maui Banyan
Outdoor dining

2. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (110 reviews)
"Excellent room"
United States
Rene
$312 nightly
The price is $365
Aug 15 - Aug 16
Total with taxes and fees
Beautiful, Renovated, Hale Kamaole 159
Beach nearby

3. 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 traveler
$415 nightly
The price is $498
Jul 31 - Aug 1
Total with taxes and fees
Beachside Retreat | Walk to Shops & Dining
Outdoor pool, open 8:00 AM to 9:30 PM, pool umbrellas, sun loungers

4. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (950 reviews)
"Great stay. Grounds were nice and clean. Staff was friendly. I would stay there again."
United States
Douglas Paul Zwerner or Laura
$349 nightly
The price is $414
Aug 3 - Aug 4
Total with taxes and fees
Aston Maui Hill
Pool

5. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (60 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.
$323 nightly
The price is $377
Aug 6 - Aug 7
Total with taxes and fees
Romantic 1 BR Condo with King Tempurpedic
Beach nearby, beach towels

6. 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.
$366 nightly
The price is $428
Jul 31 - Aug 1
Total with taxes and fees
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
Beach nearby, sun loungers, beach towels

7. #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.
$482 nightly
The price is $563
Jul 31 - Aug 1
Total with taxes and fees
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
Beach nearby

8. 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.
$329 nightly
The price is $385
Aug 5 - Aug 6
Total with taxes and fees
Across from Kamaole 2 Beach, concrete building, well maintained.
On the beach, sun loungers, beach towels

9. 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.
$347 nightly
The price is $406
Aug 2 - Aug 3
Total with taxes and fees
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
TV, books, stereo

10. 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.
$390 nightly
The price is $455
Aug 10 - Aug 11
Total with taxes and fees
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Outdoor dining

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, (172 reviews)
"Great place to stay, close to beaches, and shops."
United States
Anonymous traveler
$342 nightly
The price is $400
Aug 29 - Aug 30
Total with taxes and fees
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
Property grounds

12. 5th Floor Oceanview Retreat Steps from the Beach

5th Floor Oceanview Retreat Steps from the Beach
South Kihei
9.4 out of 10, Exceptional, (93 reviews)
"Host was very accommodating with my short notice request to stay an additional day. "
United States
David M.
$383 nightly
The price is $449
Jul 31 - Aug 1
Total with taxes and fees
5th Floor Oceanview Retreat Steps from the Beach
Property grounds

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

Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
South Kihei
9.8 out of 10, Exceptional, (126 reviews)
"We stayed here with our three year old daughter. Very much enjoyed how clean the apartment was, the well appointed kitchen and the terrace area. Communication from the host was very responsive and super helpful. Would stay here again."
Canada
Katherine
$468 nightly
The price is $547
Aug 5 - Aug 6
Total with taxes and fees
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
Interior

14. 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.
$630 nightly
The price is $738
Aug 1 - Aug 2
Total with taxes and fees
180 Degree Ocean View in Wailea! WE204
Outdoor dining

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

Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wifi
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.
$423 nightly
The price is $496
Aug 23 - Aug 24
Total with taxes and fees
Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wifi
Beach nearby, sun loungers, beach towels

16. 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, (60 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.
$353 nightly
The price is $413
Aug 4 - Aug 5
Total with taxes and fees
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
Beach nearby, sun loungers, beach towels

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

LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit
Wailea
10.0 out of 10, Exceptional, (162 reviews)
"Beautiful area and great location with walking distance to dining and shopping."
United States
Teri S.
$479 nightly
The price is $561
Jul 31 - Aug 1
Total with taxes and fees
LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit
Beach nearby

18. Beautiful garden view condo with tropical decor

Beautiful garden view condo with tropical decor
South Kihei
8.8 out of 10, Excellent, (15 reviews)
"Excellent place with fantastic condition and amenities. We stayed six nights and it was amazing! Wonderful host. "
United States
Arabinda N.
$635 nightly
The price is $664
Aug 2 - Aug 3
Total with taxes and fees
Beautiful garden view condo with tropical decor
1 bedroom, iron/ironing board, WiFi (free), bed sheets

19. 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.
$331 nightly
The price is $386
Aug 5 - Aug 6
Total with taxes and fees
Perch - King Suite at Maui Banyan | Steps from the Beach | South Kihei Gem
Exterior

20. Kamaole Sands 3104-Bright and Fresh!

Kamaole Sands 3104-Bright and Fresh!
South Kihei
10.0 out of 10, Exceptional, (51 reviews)
"Beautiful and comfortable ground unit in a great Kihei complex."
United States
Shaun C.
$413 nightly
The price is $483
Aug 28 - Aug 29
Total with taxes and fees
Kamaole Sands 3104-Bright and Fresh!
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

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

10/10 Excellent
"Property was very nice. Free shuttle service and breakfast was excellent and helpful. Lamar was our favorite. He was friendly, helpful and always courteous. Property could benefit from more amenities like a restaurant or more food options after breakfast. Otherwise, we were happy with our stay."
James 4-night trip
Posted 4 hours ago
Residence Inn by Marriott Maui Wailea

Find out more about Wailea-Makena

Everything you need to know about Wailea-Makena vacation rentals

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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 $414 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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