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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
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 102 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
7–12 Aug
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
Superhost
Flat in Wailea
Oceanfront at Polo Beach Club, Wailea
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Wailea
The BEST Condo in Wailea: Elua Resort 1002
2 bedrooms, 2 king beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Kihei
Ocean-view lanai with glorious sunsets
1 bedroom, 2 beds, 2 bathrooms
28 Aug – 2 Sept
4.91 out of 5 average rating, 11 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
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 103 reviews
Top guest favourite
Apartment in Wailea
Newly renovated in Wailea with ocean views
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.95 out of 5 average rating, 355 reviews
Guest favourite
Flat in Wailea
Ocean views and direct beach access
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Kihei
Oceanfront lanai with sunset views, 6th floor
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
1 bedroom, 2 beds, 2 bathrooms
20–25 Jul
4.98 out of 5 average rating, 56 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
Top guest favourite
Apartment in Wailea
Ocean views from a Wailea lanai
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 139 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
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.93 out of 5 average rating, 100 reviews