filters

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

Photo 1 of 29
Serviced apartment in Wailea
Palms at Wailea Villa 806 Ocean View 2BD/2BA
2 bedrooms, 2 beds, 2 private bathrooms
18–23 Sept
,
5.0 out of 5 average rating, 4 reviews
Photo 1 of 25
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds
25–30 Sept
4.95 out of 5 average rating, 363 reviews
Photo 1 of 29
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 52 reviews
Photo 1 of 29
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds
8–13 Dec
4.98 out of 5 average rating, 50 reviews
Photo 1 of 29
Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 33 reviews
Photo 1 of 29
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
9–14 Nov
4.99 out of 5 average rating, 143 reviews
Photo 1 of 29
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
2 bedrooms, 3 beds
18–23 Sept
4.98 out of 5 average rating, 85 reviews
Photo 1 of 29
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms
7–12 Oct
Photo 1 of 29
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 145 reviews
Photo 1 of 29
Guest favourite
Apartment in Kihei
Wailea Blue Golf Course Condo-Walk to Shops, Beach
2 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Top guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds
21–26 Sept
4.93 out of 5 average rating, 205 reviews
Photo 1 of 29
Superhost
Apartment in Kihei
Oceanfront Kihei Condo | Quiet Beach, Pool & W/D
1 bedroom, 1 queen bed
24–29 Oct
New place to stay
Photo 1 of 29
Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds
3–8 Nov
4.99 out of 5 average rating, 152 reviews
Photo 1 of 29
Top guest favourite
Apartment in Kihei
Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
2 bedrooms, 4 beds
6–11 Oct
4.85 out of 5 average rating, 168 reviews
Photo 1 of 29
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 27 reviews
Photo 1 of 20
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed
4–9 Nov
4.96 out of 5 average rating, 682 reviews
Photo 1 of 29
Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews