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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, 3.5 bathrooms
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, 1 bathroom
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, 2 bathrooms
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, 2 bathrooms
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: Big Blue Pacific
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.96 out of 5 average rating, 185 reviews
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Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
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, 2 bathrooms
10–15 Oct
4.94 out of 5 average rating, 199 reviews
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Top guest favourite
Apartment in Kihei
Mana Kai Palms Oceanfront Condo: Keawakapu Beach
2 bedrooms, 2 king beds, 2 bathrooms
19–24 Sept
4.97 out of 5 average rating, 106 reviews
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Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
4.98 out of 5 average rating, 144 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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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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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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Guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds, 1 bathroom
17–22 Feb
4.92 out of 5 average rating, 48 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
27 Sept – 2 Oct
4.98 out of 5 average rating, 61 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
26 Sept – 1 Oct
4.94 out of 5 average rating, 127 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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Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 bathrooms
30 Sept – 7 Oct
5.0 out of 5 average rating, 81 reviews
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Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
17–22 Oct
4.93 out of 5 average rating, 104 reviews