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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
17–22 Jul
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4.94 out of 5 average rating, 327 reviews
Top guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
4.94 out of 5 average rating, 62 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
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 Wailea
*Fully Remodeled* Modern Island Style*
4.99 out of 5 average rating, 148 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Jul
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
Superhost
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
13–18 Jul
Top guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
4.96 out of 5 average rating, 99 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
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
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
5.0 out of 5 average rating, 74 reviews, 1 bedroom, 1 bed, 2 bathrooms
22–27 Jul
Flat in Kihei
Brand-New Interior | 5-Min Walk to Beach | 2 Baths
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 2 bathrooms
8–13 Jul
Guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
4.98 out of 5 average rating, 43 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Oct
Top guest favourite
Flat in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Golf, shopping & beaches!
5.0 out of 5 average rating, 135 reviews, 1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
5.0 out of 5 average rating, 43 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Oct
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
4.98 out of 5 average rating, 60 reviews, 1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
4.98 out of 5 average rating, 137 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
5.0 out of 5 average rating, 101 reviews, 1 bedroom, 2 beds, 2 bathrooms
13–18 Jul