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

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Guest favourite
Apartment in Wailea
@ Wailea - 4 Bedroom w/office sleeps 8!
4 bedrooms, 6 beds, 2 private bathrooms
8–13 Oct
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4.86 out of 5 average rating, 126 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
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 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
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
Large 1BR, Palms at Wailea, Pool, Walk to Beach
1 bedroom, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 115 reviews
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Superhost
Apartment in Kihei
Top Floor Oceanfront 2BR on Po'olenalena Beach
2 bedrooms, 4 beds, 2 bathrooms
1–6 Dec
New place to stay
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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
17–22 Sept
4.94 out of 5 average rating, 127 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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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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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
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
29 Sept – 4 Oct
4.94 out of 5 average rating, 67 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 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
Apartment in Wailea
Elua 1310 Oceanfront -Family Managed-Remodeled9/25
1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 24 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
Apartment in Kihei
Very Comfortable Kamaole Sands Condo Sleeps 4
1 bedroom, 2 beds, 2 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 150 reviews
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Guest favourite
Apartment in Kihei
*Last Minute Deal*Luxurious*2b/2b OceanView Wailea
2 bedrooms, 2 king beds, 2 bathrooms
7–12 Dec
4.89 out of 5 average rating, 148 reviews