filters

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

Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
4.96 out of 5 average rating, 142 reviews, 2 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
Superhost
Apartment in Wailea
Recently Renovated - Steps from Snorkeling
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
2–7 Jul
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
4.94 out of 5 average rating, 327 reviews, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Jul
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
4.95 out of 5 average rating, 354 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
4.98 out of 5 average rating, 233 reviews, 1 bedroom, 1 bed, 2 bathrooms
2–7 Jul
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
4.88 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
4.94 out of 5 average rating, 81 reviews, 1 bedroom, 2 beds, 2 bathrooms
21–26 Jul
Guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
5.0 out of 5 average rating, 27 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
4–9 Aug
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
4.84 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Wailea
Modern Renovated Palms at Wailea Condo!
4.97 out of 5 average rating, 109 reviews, 1 bedroom, 2 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Apartment in Kihei
Summer avail, oceanview, no stairs, super clean
5.0 out of 5 average rating, 36 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
Top guest favourite
Apartment in Kihei
Wailea Ekahi Getaway•Walk to Keawakapu beach
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Jul
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
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
Guest favourite
Flat in Kihei
Wailea Luxury Resort Vista
4.92 out of 5 average rating, 52 reviews, 1 bedroom, 2 beds, 2 bathrooms
4–9 Jul
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
4.95 out of 5 average rating, 99 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 6 beds, 2 bathrooms
2–7 Jul
Top guest favourite
Apartment in Kihei
Island Style Beautiful Home - the Palms at Wailea
4.97 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 2 bathrooms
11–16 Jul