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

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Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 private bathrooms
27 Oct – 1 Nov
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4.98 out of 5 average rating, 208 reviews
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Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 bathroom
4–9 Nov
4.96 out of 5 average rating, 683 reviews
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Top guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.98 out of 5 average rating, 50 reviews
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Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
8–13 Dec
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Waterfall
2 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.94 out of 5 average rating, 267 reviews
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Top guest favourite
Flat in Kihei
Maui Kihei One Bedroom - Steps from Ocean & Beach
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
4.96 out of 5 average rating, 23 reviews
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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
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Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.97 out of 5 average rating, 37 reviews
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Guest favourite
Flat in Kihei
Last Minute Deal! Modern Across Best Beach NEW AC!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 68 reviews
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Top guest favourite
Flat in Wailea
Lowest rates in Wailea right now! Spacious 5-star
1 bedroom, 1 bed, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms, 4 beds, 2 bathrooms
14–19 Nov
4.93 out of 5 average rating, 127 reviews
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Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
29 Nov – 4 Dec
4.98 out of 5 average rating, 61 reviews
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Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds, 2 bathrooms
9–14 Oct
4.99 out of 5 average rating, 83 reviews
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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
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Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
3–8 Nov
4.99 out of 5 average rating, 154 reviews
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Guest favourite
Flat in Wailea
Newly Remodeled-Quiet Location-Well Equipped-AC
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 63 reviews
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Top guest favourite
Villa in Kihei
HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
3 bedrooms, 3 king beds, 3.5 bathrooms
19–24 Oct
4.94 out of 5 average rating, 127 reviews