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

Wailea-Makena Holiday Rentals

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Check prices for these dates

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

Our top choices for Wailea-Makena holiday 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
The price is HK$373
HK$4,055 total
includes taxes & fees
7 Aug - 8 Aug
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
The price is HK$980
HK$2,864 total
includes taxes & fees
15 Aug - 16 Aug
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 traveller
The price is HK$1,286
HK$4,837 total
includes taxes & fees
1 Sept - 2 Sept
Beachside Retreat | Walk to Shops & Dining
Outdoor pool, open 8:00 AM to 9:30 PM, pool umbrellas, pool 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
The price is HK$2,737
HK$3,249 total
includes taxes & fees
25 Aug - 26 Aug
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.
The price is HK$1,235
HK$2,967 total
includes taxes & fees
9 Aug - 10 Aug
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.
The price is HK$820
HK$3,454 total
includes taxes & fees
16 Aug - 17 Aug
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.
The price is HK$876
HK$4,394 total
includes taxes & fees
3 Aug - 4 Aug
#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.
The price is HK$1,122
HK$3,019 total
includes taxes & fees
16 Aug - 17 Aug
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.
The price is HK$1,006
HK$3,168 total
includes taxes & fees
3 Aug - 4 Aug
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.
The price is HK$1,176
HK$3,567 total
includes taxes & fees
10 Aug - 11 Aug
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 traveller
The price is HK$1,172
HK$3,086 total
includes taxes & fees
15 Aug - 16 Aug
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.
The price is HK$820
HK$3,454 total
includes taxes & fees
16 Aug - 17 Aug
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
The price is HK$1,052
HK$4,293 total
includes taxes & fees
5 Aug - 6 Aug
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.
The price is HK$2,043
HK$6,060 total
includes taxes & fees
15 Aug - 16 Aug
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.
The price is HK$1,608
HK$3,899 total
includes taxes & fees
23 Aug - 24 Aug
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.
The price is HK$1,129
HK$3,238 total
includes taxes & fees
16 Aug - 17 Aug
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.
The price is HK$1,161
HK$4,149 total
includes taxes & fees
3 Aug - 4 Aug
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.
The price is HK$1,016
HK$5,231 total
includes taxes & fees
3 Aug - 4 Aug
Beautiful garden view condo with tropical decor
1 bedroom, iron/ironing board, free WiFi, 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.
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.
The price is HK$1,070
HK$3,786 total
includes taxes & fees
28 Aug - 29 Aug
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

Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

10/10 Excellent
"Very surprised that this property had it all well prepared. Front desk was most accommodating to our needs ! Beach was wonderful !!"
John 1-night trip
Posted 4 hours ago
Days Inn by Wyndham Maui Oceanfront

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