filters

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

Descriptions are based on details hosts provide
Guest favourite
Apartment in Wailea
Feel the Aloha at a Luxe Beach Chic Retreat
2 bedrooms, 3 beds, 2 private bathrooms
30 Jul – 4 Aug
,
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 84 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, 41 reviews
Top guest favourite
Guest suite in Kihei
Panoramic ocean views from a huge lanai
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Guest favourite
Flat in Wailea
Massive ocean views from an extra-large lanai
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 102 reviews
Top guest favourite
Flat in Kihei
Ocean-view lanai with a Viking grill
3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Nov
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Wailea
Renovated townhouse with ocean views in Wailea
2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.9 out of 5 average rating, 356 reviews
Top guest favourite
Apartment in Wailea
Ocean views from a wrap-around lanai
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.98 out of 5 average rating, 191 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Apartment in Wailea
Balinese-themed condo with ocean-view lanai
1 bedroom, 2 beds, 1 bathroom
24–29 Jul
4.94 out of 5 average rating, 78 reviews
Guest favourite
Home in Kihei
Lava rock pool and 72-foot lanai
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.93 out of 5 average rating, 100 reviews
Top guest favourite
Apartment in Wailea
Renovated Wailea condo with ocean views
2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
4.94 out of 5 average rating, 262 reviews
Top guest favourite
Apartment in Kihei
Beachfront penthouse with a private lanai
2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 139 reviews
Top guest favourite
Apartment in Wailea
Ocean-view lanai on Wailea’s golf course
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
Soaring 18’ ceilings with mountain views
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 63 reviews
Top guest favourite
Apartment in Wailea
Remodeled 1,200 sq ft in Wailea
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.99 out of 5 average rating, 149 reviews
Luxe
Apartment in Kihei
Renovated with ocean and island views
1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Golf, shopping & beaches!
1 bedroom, 2 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 135 reviews
Superhost
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews