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

Guest favourite
Apartment in Wailea
Feel the Aloha at a Luxe Beach Chic Retreat
2 bedrooms, 3 beds, 2 private bathrooms
30 Jul – 4 Aug
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4.97 out of 5 average rating, 36 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
4.97 out of 5 average rating, 143 reviews, 2 bedrooms, 4 beds, 3 bathrooms
8–13 Jul
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
8–13 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
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
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
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
A.R.A Retreats: The Molokini
4.94 out of 5 average rating, 327 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Superhost
Flat in Wailea
Ocean View w/AC - Wailea Elua 306
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
4.99 out of 5 average rating, 191 reviews, 1 bedroom, 1 bed, 2 bathrooms
28 Aug – 2 Sept
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
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
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
Ekahi 22C Toes in the Sand in Under 2 Minutes
4.95 out of 5 average rating, 99 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Guest favourite
Apartment in Kihei
Keawakapu Beach luxury w/tropical garden view
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
4.88 out of 5 average rating, 168 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
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
Guest favourite
Flat in Kihei
Wailea Luxury Resort Vista
4.92 out of 5 average rating, 53 reviews, 1 bedroom, 2 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
4.98 out of 5 average rating, 476 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug