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Search results; Over 1,000 homes in Wailea-Makena

Top guest favorite
Condo in Wailea
Grand Champions Villas in Wailea Resort
1 bedroom, 1 bed, 1 private bath
Aug 24 – 29
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4.96 out of 5 average rating, 676 reviews
Top guest favorite
Condo in Wailea
Ocean view of Molokini from your lanai
4.94 out of 5 average rating, 331 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 27 – Sep 1
Top guest favorite
Condo in Wailea
Renovated Wailea condo with ocean views
4.94 out of 5 average rating, 262 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 27 – Sep 1
Top guest favorite
Condo in Wailea
Ocean and golf views from the lanai
4.98 out of 5 average rating, 206 reviews, 1 bedroom, 2 beds, 2 baths
Aug 23 – 28
Top guest favorite
Guest suite in Kihei
Panoramic ocean views from a huge lanai
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 3 – 8
Top guest favorite
Condo in Wailea
Renovated retreat on Wailea’s fairways
5.0 out of 5 average rating, 140 reviews, 1 bedroom, 2 beds, 2 baths
Aug 25 – 30
Superhost
Condo in Wailea
Ocean-view lanai, steps from Ulua Beach
2 bedrooms, 4 beds, 2 baths
Aug 25 – 30
Condo in Wailea
Beachfront in Wailea with a lanai
2 bedrooms, 2 baths
Aug 27 – Sep 1
Top guest favorite
Condo in Wailea
Zen hideaway with a soaking tub, Wailea
4.94 out of 5 average rating, 66 reviews, 1 bedroom, 1 bed, 1 bath
Aug 21 – 26
Top guest favorite
Apartment in Wailea
On a lush golf course, near beaches
4.98 out of 5 average rating, 59 reviews, 1 bedroom, 2 beds, 2 baths
Aug 14 – 19
Top guest favorite
Condo in Kihei
Oceanfront lanai with Molokini views
4.96 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 26 – Oct 1
Guest favorite
Condo in Wailea
Ocean views from a Wailea lanai
4.98 out of 5 average rating, 44 reviews, 1 bedroom, 2 beds, 1 bath
Nov 30 – Dec 5
Top guest favorite
Apartment in Kihei
Ocean views with high ceilings in Wailea
4.98 out of 5 average rating, 60 reviews, 1 bedroom, 2 beds, 2 baths
Aug 24 – 29
Guest favorite
Condo in Wailea
Full ocean view from a covered lanai
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 15 – 20
Top guest favorite
Apartment in Wailea
Golf course views from your lanai
5.0 out of 5 average rating, 27 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 13 – 18
Top guest favorite
Condo in Wailea
Ground-floor Wailea condo near the beach
4.94 out of 5 average rating, 94 reviews, 1 bedroom, 2 beds, 1 bath
Aug 23 – 28
Superhost
Condo in Wailea
Ocean views in Wailea with a pool
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 28 – Sep 2
Top guest favorite
Condo in Kihei
Mountain views from the lanai in Wailea
4.93 out of 5 average rating, 124 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 13 – 18
Top guest favorite
Home in Kihei
Lush gated retreat minutes from beaches
4.97 out of 5 average rating, 314 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 17 – 22