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

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Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 private bathrooms
8–13 Dec
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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, 682 reviews
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Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Villa in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
3 bedrooms, 5 beds
2–7 Dec
5.0 out of 5 average rating, 16 reviews
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Superhost
Apartment in Kihei
Top Floor Oceanfront 2BR on Po'olenalena Beach
2 bedrooms, 4 beds
1–6 Dec
New place to stay
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Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 145 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds
25–30 Oct
4.95 out of 5 average rating, 363 reviews
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Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 87 reviews
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Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 61 reviews
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Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
9–14 Nov
4.99 out of 5 average rating, 143 reviews
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Guest favourite
Apartment in Kihei
*Last Minute Deal*Luxurious*2b/2b OceanView Wailea
2 bedrooms, 2 king beds
7–12 Dec
4.89 out of 5 average rating, 148 reviews
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Top guest favourite
Apartment in Wailea
Large 1BR, Palms at Wailea, Pool, Walk to Beach
1 bedroom, 2 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 115 reviews
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Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds
18–23 Oct
5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Apartment in Kihei
Mana Kai Palms Oceanfront Condo: Keawakapu Beach
2 bedrooms, 2 king beds
19–24 Sept
4.97 out of 5 average rating, 106 reviews
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Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Apartment in Wailea
Elua 1310 Oceanfront -Family Managed-Remodeled9/25
1 bedroom, 2 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 24 reviews
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Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 3 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, 152 reviews