filters

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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Aug
,
4.94 out of 5 average rating, 327 reviews
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.96 out of 5 average rating, 99 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.99 out of 5 average rating, 148 reviews
Flat in Kihei
Brand-New Interior | 5-Min Walk to Beach | 2 Baths
1 bedroom, 2 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 1 king bed, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 10 reviews
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 137 reviews
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
2 bedrooms, 2 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
1 bedroom, 2 beds, 2 bathrooms
4–9 Jul
4.98 out of 5 average rating, 56 reviews
Guest favourite
Flat in Kihei
Chic Coastal Living in the Heart of Wailea
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
28 Aug – 2 Sept
4.99 out of 5 average rating, 191 reviews
Guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 44 reviews