filters

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

Photo 1 of 29
Guest favourite
Apartment in Wailea
Feel the Aloha at a Luxe Beach Chic Retreat
2 bedrooms, 3 beds, 2 private bathrooms
29 Oct – 3 Nov
,
4.97 out of 5 average rating, 37 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, 51 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
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, 155 reviews
Photo 1 of 29
Top guest favourite
Flat in Wailea
Great Location! Chic Wailea Getaway (1st floor)
1 bedroom, 2 beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 61 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 Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
5–10 Oct
4.98 out of 5 average rating, 61 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 24
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 98 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
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, 82 reviews
Photo 1 of 29
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.97 out of 5 average rating, 38 reviews
Photo 1 of 29
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
13–18 Oct
4.94 out of 5 average rating, 68 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
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 63 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 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