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

Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
4.96 out of 5 average rating, 142 reviews
Superhost
Apartment in Wailea
Recently Renovated - Steps from Snorkeling
2 bedrooms, 4 beds, 2 bathrooms
2–7 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
17–22 Jul
4.94 out of 5 average rating, 327 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 354 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
1 bedroom, 1 king bed, 2 bathrooms
2–7 Jul
4.98 out of 5 average rating, 233 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
4.88 out of 5 average rating, 167 reviews
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds, 2 bathrooms
21–26 Jul
4.94 out of 5 average rating, 81 reviews
Guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
1 bedroom, 1 bed, 2 bathrooms
7–12 Aug
4.84 out of 5 average rating, 19 reviews
Top guest favourite
Apartment in Kihei
Summer avail, oceanview, no stairs, super clean
2 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Kihei
Wailea Ekahi Getaway•Walk to Keawakapu beach
1 bedroom, 2 beds, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 20 reviews
Superhost
Apartment in Kihei
3BD Wailea Villa - Great for Families
3 bedrooms, 3 beds, 3 bathrooms
4–9 Jul
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Kihei
Wailea Luxury Resort Vista
1 bedroom, 2 beds, 2 bathrooms
4–9 Jul
4.92 out of 5 average rating, 52 reviews
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
2 bedrooms, 6 beds, 2 bathrooms
2–7 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.95 out of 5 average rating, 99 reviews
Top guest favourite
Apartment in Kihei
Island Style Beautiful Home - the Palms at Wailea
2 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
4.97 out of 5 average rating, 58 reviews
Guest favourite
Apartment in Kihei
Elevated Panoramic Ocean Views
1 bedroom, 1 queen bed, 2 bathrooms
25–30 Jul
4.91 out of 5 average rating, 35 reviews