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

Top guest favourite
Apartment in Wailea
Grand Champions 169 Beautiful 3 BR on the Fairway!
3 bedrooms, 4 beds, 2 private bathrooms
22–27 Aug
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4.98 out of 5 average rating, 189 reviews
Flat in Kihei
Brand-New Interior | 5-Min Walk to Beach | 2 Baths
1 bedroom, 2 beds
8–13 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds
17–22 Jul
4.94 out of 5 average rating, 327 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
1–6 Sept
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds
26–31 Jul
4.95 out of 5 average rating, 354 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 1 king bed
22–27 Jul
5.0 out of 5 average rating, 74 reviews
Top guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds
8–13 Aug
4.96 out of 5 average rating, 99 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
1 bedroom, 1 king bed
2–7 Jul
4.98 out of 5 average rating, 233 reviews
Top guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds
29 Aug – 3 Sept
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds
9–14 Jul
4.99 out of 5 average rating, 147 reviews
Guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds
23–28 Oct
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
1 bedroom, 2 beds
1–6 Jul
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds
26–31 Oct
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds
25–30 Oct
5.0 out of 5 average rating, 40 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds
27 Jul – 1 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Golf, shopping & beaches!
1 bedroom, 2 beds
10–15 Jul
5.0 out of 5 average rating, 134 reviews
Flat in Wailea
Grand Champions 067
1 bedroom, 2 beds
10–15 Jul
Superhost
Home in Wailea
Wailea Elua Village 1603
2 bedrooms, 4 beds
5–10 Jul
New place to stay
Top guest favourite
Apartment in Kihei
Exceptional Ocean View - King Bed - Ocean Front!
2 bedrooms, 2 king beds
6–11 Aug
4.96 out of 5 average rating, 47 reviews