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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Aug
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4.94 out of 5 average rating, 327 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds
6–11 Jul
4.96 out of 5 average rating, 142 reviews
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
2 bedrooms, 6 beds
3–8 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds
26–31 Jul
4.95 out of 5 average rating, 354 reviews
Superhost
Apartment in Wailea
Recently Renovated - Steps from Snorkeling
2 bedrooms, 4 beds
4–9 Jul
5.0 out of 5 average rating, 4 reviews
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds
6–11 Jul
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds
21–26 Jul
4.94 out of 5 average rating, 81 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds
2–7 Aug
4.9 out of 5 average rating, 355 reviews
Top guest favourite
Apartment in Wailea
Modern Renovated Palms at Wailea Condo!
1 bedroom, 2 beds
26–31 Jul
4.97 out of 5 average rating, 109 reviews
Guest favourite
Flat in Kihei
Wailea Luxury Resort Vista
1 bedroom, 2 beds
4–9 Jul
4.92 out of 5 average rating, 52 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds
25–30 Oct
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds
4–9 Aug
5.0 out of 5 average rating, 27 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds
27 Jul – 1 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Apartment in Kihei
Wailea Ekahi Getaway•Walk to Keawakapu beach
1 bedroom, 2 beds
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
4–9 Jul
Top guest favourite
Apartment in Kihei
Summer avail, oceanview, no stairs, super clean
2 bedrooms, 3 beds
3–8 Jul
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds
13–18 Aug
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
1–6 Sept
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed
28 Aug – 2 Sept
4.99 out of 5 average rating, 191 reviews