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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
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
4–9 Jul
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
6–11 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
Wailea Hidden Gem
4.94 out of 5 average rating, 81 reviews, 1 bedroom, 2 beds, 2 bathrooms
21–26 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
5–10 Jul
Superhost
Apartment in Kihei
3BD Wailea Villa - Great for Families
3 bedrooms, 3 beds, 3 bathrooms
5–10 Jul
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 355 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
2–7 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
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 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
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
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
5.0 out of 5 average rating, 41 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
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
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
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
5.0 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 2 bathrooms
22–27 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
Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
4.98 out of 5 average rating, 58 reviews, 1 bedroom, 2 beds, 2 bathrooms
5–10 Jul
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul