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. Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection
4.0 star property
Wailea
9.4 out of 10, Exceptional, (117 reviews)
"Most beautiful view"
United States
Vesselina
The price is ¥126,672
¥192,120 total
includes taxes & fees
Sep 14 - Sep 15
Makena Surf - CoralTree Residence Collection

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (962 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 ¥45,298
¥53,774 total
includes taxes & fees
Sep 27 - Sep 28
Aston Maui Hill

3. Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (5 reviews)
"Clean everything great time great location! "
United States
Sean
The price is ¥209,029
¥352,760 total
includes taxes & fees
Aug 30 - Aug 31
Grand Champions by KBM

4. South Maui Beach Suites

South Maui Beach Suites
3.5 star property
South Kihei
The price is ¥35,059
¥73,330 total
includes taxes & fees
Aug 31 - Sep 1
South Maui Beach Suites

5. 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 ¥7,262
¥81,694 total
includes taxes & fees
Aug 31 - Sep 1
Signature Residences at Maui Banyan

6. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (4 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 ¥13,981
¥96,090 total
includes taxes & fees
Aug 30 - Aug 31
The Residences at Kamaole Sands Resort

7. Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking
3.5 star property
South Kihei
9.6 out of 10, Exceptional, (4 reviews)
"Clean property nice room good location"
United States
Richard
The price is ¥51,231
¥118,327 total
includes taxes & fees
Aug 31 - Sep 1
Kamaole Sands Condos Close to Beach with Parking

8. Polo Beach Club POL-109 by KBM

Polo Beach Club POL-109 by KBM
3.5 star property
Wailea
8.0 out of 10, Very Good, (1 review)
"The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails...
Canada
PAMELA
The price is ¥504,710
¥698,283 total
includes taxes & fees
Aug 30 - Aug 31
Polo Beach Club POL-109 by KBM

9. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, Exceptional, (51 reviews)
"The property was exactly as shown in the pictures. Very clean and the washer and dryer was a big plus. Would definitely stay here again."
United States
Monica Ivette
The price is ¥28,002
¥82,239 total
includes taxes & fees
Aug 31 - Sep 1
Kihei Ali'i Kai Condos with Free Parking

10. Wonderful South Maui Beach Condos

Wonderful South Maui Beach Condos
3.5 star property
South Kihei
9.2 out of 10, Wonderful, (44 reviews)
"Excellent location with all that you need in the condo. "
United States
Karen
The price is ¥31,553
¥75,103 total
includes taxes & fees
Aug 31 - Sep 1
Wonderful South Maui Beach Condos

11. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is ¥21,835
¥49,825 total
includes taxes & fees
Sep 10 - Sep 11
Yonegan Maui Getaways - Haiku

12. The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (2 reviews)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The Ocean View Residence

13. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

14. Kauhale Makai by Coldwell Banker Island Vacations

Kauhale Makai by Coldwell Banker Island Vacations
3.0 star property
Central Kihei
8.0 out of 10, Very Good, (1 review)
"Stayed in Kauhale Makai 102 for 7 nights. A few suggestions: -since it is a studio, consider upgrading the refrigerator to a quieter model that does't sound like a noisy engine running right next to you ! - the mattress needs replacing, very saggy in the middle and way too soft"
United States
petru
The price is ¥22,903
¥151,506 total
includes taxes & fees
Aug 30 - Aug 31
Kauhale Makai by Coldwell Banker Island Vacations

15. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.0 out of 10, Very Good, (26 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is ¥49,374
¥67,066 total
includes taxes & fees
Sep 2 - Sep 3
Royal Lahaina Bungalows & Spa

16. Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite
4.0 star property
South Kihei
8.6 out of 10, Excellent, (27 reviews)
"Absolutely perfect!!! Flavor of Hawaii!!"
United States
Laura
The price is ¥32,605
¥76,353 total
includes taxes & fees
Aug 31 - Sep 1
Awesome Maui Vista Beach Suite

17. Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is ¥36,653
¥92,508 total
includes taxes & fees
Aug 30 - Aug 31
Waiohuli Beach Hale Ocean View Condos with Parking

18. 2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
8.0 out of 10, Very Good, (1 review)
The price is ¥104,640
¥175,080 total
includes taxes & fees
Aug 30 - Aug 31
2BR/2BA Oceanfront Condo in Maui Sunset

19. Lanai & Steps to Beach! Stunning South Maui Condo

Lanai & Steps to Beach! Stunning South Maui Condo
3.5 star property
North Kihei
The price is ¥23,267
¥62,334 total
includes taxes & fees
Sep 1 - Sep 2
Lanai & Steps to Beach! Stunning South Maui Condo

20. Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is ¥87,967
¥160,993 total
includes taxes & fees
Aug 30 - Aug 31
Kuau Plaza Paia Condo with Parking
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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