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

Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 private bathroom
30 Nov – 5 Dec
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4.94 out of 5 average rating, 85 reviews
Flat in Kihei
The Best Condo in Wailea Ekahi Village!
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.95 out of 5 average rating, 362 reviews
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
23–28 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 108 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
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
12–17 Nov
4.94 out of 5 average rating, 335 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 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, 81 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Villa in Kihei
HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
3 bedrooms, 3 king beds, 3.5 bathrooms
12–17 Sept
4.94 out of 5 average rating, 127 reviews
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds, 2 bathrooms
21–26 Oct
4.88 out of 5 average rating, 173 reviews
Guest favourite
Flat in Wailea
Brand New Remodel-Ocean Views-AC-Quiet Location
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 38 reviews
Guest favourite
Flat in Wailea
Newly Remodeled-Quiet Location-Well Equipped-AC
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 28 reviews
Guest favourite
Apartment in Kihei
Wailea Elua 805 - 3 Bdrm Ocean View Luxury Condo
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 9 reviews