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

Guest favourite
Villa in Wailea
Wailea 2BR Villa Near Beach, Shops & Golf
2 bedrooms, 4 beds, 2 private bathrooms
6–12 Sept
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4.96 out of 5 average rating, 102 reviews
Flat in Kihei
The Best Condo in Wailea Ekahi Village!
2 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
New place to stay
Top guest favourite
Apartment in Wailea
A.R.A retreats: The OG
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.91 out of 5 average rating, 355 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.88 out of 5 average rating, 172 reviews
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.97 out of 5 average rating, 36 reviews
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Kihei
Luxury condo w/THE BEST view & location on Maui!
2 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Apartment in Wailea
Large 1BR, Palms at Wailea, Pool, Walk to Beach
1 bedroom, 2 beds, 2 bathrooms
11–16 Sept
4.97 out of 5 average rating, 114 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.97 out of 5 average rating, 145 reviews
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 79 reviews
Guest favourite
Apartment in Kihei
2BD Breathtaking Ocean Views -Wailea Ekolu 907
2 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
25–30 Apr
4.99 out of 5 average rating, 197 reviews
Superhost
Home in Kihei
Summer Sale OceanView21-6
3 bedrooms, 4 beds, 3.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Kihei
*Last Minute Deal*Luxurious*2b/2b OceanView Wailea
2 bedrooms, 2 king beds, 2 bathrooms
7–12 Dec
4.89 out of 5 average rating, 148 reviews