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

Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 private bathrooms
13–18 Oct
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4.98 out of 5 average rating, 208 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The OG
2 bedrooms, 3 beds
21–26 Sept
4.91 out of 5 average rating, 355 reviews
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed
5–10 Sept
4.87 out of 5 average rating, 69 reviews
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed
4–9 Nov
4.96 out of 5 average rating, 681 reviews
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, 51 reviews
Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds
12–17 Oct
4.99 out of 5 average rating, 152 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds
8–13 Dec
4.98 out of 5 average rating, 49 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds
12–17 Oct
4.93 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
1 bedroom, 2 beds
19–24 Sept
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds
10–15 Oct
4.94 out of 5 average rating, 95 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms
9–14 Sept
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 4 beds
17–22 Oct
4.98 out of 5 average rating, 142 reviews
Guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds
26–31 Oct
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms, 4 beds
14–19 Nov
4.93 out of 5 average rating, 126 reviews
Top guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds
11–16 Sept
4.93 out of 5 average rating, 205 reviews
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, 134 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds
20–25 Sept
5.0 out of 5 average rating, 79 reviews
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