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

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Top guest favourite
Apartment in Wailea
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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4.98 out of 5 average rating, 55 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, 50 reviews
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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, 53 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.95 out of 5 average rating, 363 reviews
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Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
9–14 Nov
4.99 out of 5 average rating, 143 reviews
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Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
7–12 Oct
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Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 bathrooms
8–13 Oct
4.96 out of 5 average rating, 202 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, 153 reviews
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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
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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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Guest favourite
Apartment in Kihei
Wailea Blue Golf Course Condo-Walk to Shops, Beach
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 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, 682 reviews
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Top guest favourite
Apartment in Wailea
Grand Champions Villas in Wailea, Maui
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 15 reviews
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Flat in Kihei
The Best Condo in Wailea Ekahi Village!
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
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Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Superhost
Apartment in Kihei
Oceanfront Kihei Condo | Quiet Beach, Pool & W/D
1 bedroom, 1 queen bed, 1 bathroom
24–29 Oct
New place to stay
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Guest favourite
Apartment in Wailea
Oceanfront corner unit w/ sunset lanai
1 bedroom, 1 king bed, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.98 out of 5 average rating, 85 reviews
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Guest favourite
Apartment in Kihei
Ground-floor 2BR, ocean view, beach across street
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 196 reviews