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

Descriptions are based on details hosts provide
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, 329 reviews
Top guest favourite
Apartment in Kihei
Ocean-view patio, 5-min walk to beach
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 83 reviews
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, 41 reviews
Top guest favourite
Flat in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Nov
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Apartment in Wailea
Grand Champions 169 Beautiful 3 BR on the Fairway!
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.98 out of 5 average rating, 191 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.93 out of 5 average rating, 100 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 139 reviews
Top guest favourite
Apartment in Kihei
Beachfront penthouse with panoramic ocean views
4 bedrooms, 4 beds, 3 bathrooms
28 Jul – 2 Aug
4.98 out of 5 average rating, 60 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.9 out of 5 average rating, 356 reviews
Top guest favourite
Apartment in Wailea
Renovated Wailea condo with ocean views
2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
4.94 out of 5 average rating, 262 reviews
Flat in Kihei
Brand-New Interior | 5-Min Walk to Beach | 2 Baths
1 bedroom, 2 beds, 2 bathrooms
16–21 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.99 out of 5 average rating, 149 reviews
Guest favourite
Apartment in Wailea
The BEST Condo in Wailea: Elua Resort 1002
2 bedrooms, 2 king beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Apartment in Wailea
Soaring 18’ ceilings with mountain views
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 63 reviews
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
2 bedrooms, 6 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Wailea
Oceanfront at Polo Beach Club, Wailea
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Kihei
Ground-floor lanai onto the green belt
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.95 out of 5 average rating, 99 reviews