filters

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

Photo 1 of 28
Top guest favourite
Apartment in Wailea
Grand Champions 169 Beautiful 3 BR on the Fairway!
3 bedrooms, 4 beds, 2 private bathrooms
29 Nov – 4 Dec
,
4.98 out of 5 average rating, 195 reviews
Photo 1 of 29
Guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.98 out of 5 average rating, 50 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, 685 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, 52 reviews
Photo 1 of 29
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The OG
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.91 out of 5 average rating, 356 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, 154 reviews
Photo 1 of 29
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 53 reviews
Photo 1 of 29
Top guest favourite
Flat in Kihei
Maui Kihei One Bedroom - Steps from Ocean & Beach
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
4.96 out of 5 average rating, 23 reviews
Photo 1 of 29
Guest favourite
Apartment in Kihei
Wailea Ekolu - Gorgeous Ocean View - AC, Smart TV!
2 bedrooms, 3 beds, 2 bathrooms
30 Nov – 5 Dec
4.89 out of 5 average rating, 131 reviews
Photo 1 of 29
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 146 reviews
Photo 1 of 29
Guest favourite
Apartment in Wailea
Relaxing Wailea Condo Near Beaches
2 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
4.96 out of 5 average rating, 56 reviews
Photo 1 of 29
Top guest favourite
Flat in Wailea
Lowest rates in Wailea right now! Spacious 5-star
1 bedroom, 1 bed, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 16 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
29 Nov – 4 Dec
4.98 out of 5 average rating, 61 reviews
Photo 1 of 18
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
8–13 Nov
4.88 out of 5 average rating, 72 reviews
Photo 1 of 29
Top guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms, 4 beds, 2 bathrooms
14–19 Nov
4.93 out of 5 average rating, 127 reviews
Photo 1 of 29
Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds, 2 bathrooms
9–14 Oct
4.99 out of 5 average rating, 83 reviews
Photo 1 of 29
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 bathrooms
1–7 Oct
5.0 out of 5 average rating, 81 reviews
Photo 1 of 29
Guest favourite
Villa in Wailea
Wailea Grand Champions- Ocean View 1 Bedroom Villa
1 bedroom, 2 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
Photo 1 of 29
Guest favourite
Flat in Kihei
Last Minute Deal! Modern Across Best Beach NEW AC!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 68 reviews