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

Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
9–14 Aug
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4.95 out of 5 average rating, 197 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 82 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
4.95 out of 5 average rating, 355 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
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 Nov
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
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
3–8 Sept
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
4.93 out of 5 average rating, 100 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
4.98 out of 5 average rating, 138 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
Guest favourite
Apartment in Kihei
Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
4.85 out of 5 average rating, 164 reviews, 2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Guest favourite
Apartment in Kihei
3BR spacious Condo with Ocean View in top location
4.93 out of 5 average rating, 189 reviews, 3 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
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
5–10 Aug
Top guest favourite
Flat in Kihei
OCEAN FRONT modern 2BR 2BA, king bed, beach, pool!
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4.98 out of 5 average rating, 60 reviews, 4 bedrooms, 4 beds, 3 bathrooms
28 Jul – 2 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
4.94 out of 5 average rating, 329 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Apartment in Wailea
Wailea Beauty - walk to the beach & shops
4.95 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Superhost
Flat in Kihei
Relaxing Maui getaway w/ pool & steps to beach
New place to stay, 1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Flat in Wailea
Spacious 3BR/2BA Condo in Wailea
4.91 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
4.93 out of 5 average rating, 197 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul