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

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Top guest favourite
Apartment in Wailea
Ocean View! Pool! Ho'okipa @ Wailea Ekolu Village!
1 bedroom, 1 bed, 2 private bathrooms
25–30 Oct
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5.0 out of 5 average rating, 75 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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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
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
Flat in Wailea
Great Location! Chic Wailea Getaway (1st floor)
1 bedroom, 2 beds
19–24 Sept
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds
12–17 Nov
4.94 out of 5 average rating, 335 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds
11–16 Oct
4.96 out of 5 average rating, 185 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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Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Apartment in Wailea
Wailea Ekolu Village 2/2 with stunning ocean view!
2 bedrooms, 4 beds
10–15 Oct
4.94 out of 5 average rating, 199 reviews
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Top guest favourite
Apartment in Kihei
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
2 bedrooms, 3 beds
24–29 Nov
4.99 out of 5 average rating, 232 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
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds
17–22 Feb
4.92 out of 5 average rating, 48 reviews
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Top guest favourite
Apartment in Kihei
Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
1 king bed
29 Sept – 4 Oct
4.99 out of 5 average rating, 135 reviews
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Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
1 bedroom, 1 king bed
27 Nov – 2 Dec
4.98 out of 5 average rating, 241 reviews
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Top guest favourite
Apartment in Wailea
Grand Champions Villas in Wailea, Maui
2 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Apartment in Wailea
Palms 902 - Private Luxury Partial Ocean View
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 11 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
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds
30 Sept – 7 Oct
5.0 out of 5 average rating, 81 reviews