filters

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

Photo 1 of 12
Serviced apartment in Wailea
Palms at Wailea Villa 805 Garden View 2BD/2BA
2 bedrooms, 2 beds, 2 private bathrooms
14–19 Oct
,
5.0 out of 5 average rating, 3 reviews
Photo 1 of 20
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, 683 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 25
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
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 145 reviews
Photo 1 of 29
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
Photo 1 of 29
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, 116 reviews
Photo 1 of 29
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
Photo 1 of 23
Top guest favourite
Home in Kihei
South Maui Guesthouse
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Oct
4.97 out of 5 average rating, 317 reviews
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 209 reviews
Photo 1 of 29
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
Photo 1 of 29
Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
3–8 Nov
4.99 out of 5 average rating, 153 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews