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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
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds
10–15 Oct
4.98 out of 5 average rating, 50 reviews
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Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed
4–9 Nov
4.96 out of 5 average rating, 685 reviews
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Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds
8–13 Dec
4.98 out of 5 average rating, 52 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The OG
2 bedrooms, 3 beds
27 Oct – 1 Nov
4.91 out of 5 average rating, 356 reviews
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Top guest favourite
Flat in Kihei
Maui Kihei One Bedroom - Steps from Ocean & Beach
1 bedroom, 2 beds
2–7 Oct
4.96 out of 5 average rating, 23 reviews
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Guest favourite
Flat in Kihei
Last Minute Deal! Modern Across Best Beach NEW AC!
1 bedroom, 2 beds
4–9 Oct
4.97 out of 5 average rating, 68 reviews
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Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 53 reviews
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Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds
3–8 Nov
4.99 out of 5 average rating, 154 reviews
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Guest favourite
Flat in Kihei
Next to Beach, Foods & Shops - Updated w/ View!
1 bedroom, 2 beds
25–30 Oct
4.95 out of 5 average rating, 224 reviews
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Top guest favourite
Flat in Wailea
Lowest rates in Wailea right now! Spacious 5-star
1 bedroom, 1 bed
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
14–19 Nov
4.93 out of 5 average rating, 127 reviews
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Guest favourite
Villa in Wailea
Wailea Grand Champions- Ocean View 1 Bedroom Villa
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 146 reviews
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Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds
2–7 Oct
4.97 out of 5 average rating, 38 reviews
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Guest favourite
Apartment in Kihei
Wailea Ekolu - Gorgeous Ocean View - AC, Smart TV!
2 bedrooms, 3 beds
30 Nov – 5 Dec
4.89 out of 5 average rating, 131 reviews
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Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds
11–16 Nov
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds
18–23 Oct
4.98 out of 5 average rating, 63 reviews
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Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed
8–13 Nov
4.88 out of 5 average rating, 72 reviews