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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
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4.97 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Kihei
Ocean-view patio, 5-min walk to beach
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Top guest favourite
Villa in Wailea
Fairway-to-ocean views from a private lanai
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
4.97 out of 5 average rating, 102 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Nov
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 356 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Waterfall
4.94 out of 5 average rating, 262 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
Top guest favourite
Apartment in Kihei
Beachfront penthouse with a private lanai
4.98 out of 5 average rating, 139 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Wailea
Ocean views from a wrap-around lanai
4.98 out of 5 average rating, 191 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
4.93 out of 5 average rating, 100 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Guest favourite
Apartment in Wailea
The BEST Condo in Wailea: Elua Resort 1002
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
4.94 out of 5 average rating, 78 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Jul
Top guest favourite
Apartment in Wailea
Remodeled 1,200 sq ft in Wailea
4.99 out of 5 average rating, 149 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
Top guest favourite
Apartment in Wailea
Soaring 18’ ceilings with mountain views
4.94 out of 5 average rating, 63 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Apartment in Wailea
Ocean-view lanai on Wailea’s golf course
5.0 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 2 bathrooms
22–27 Jul
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
4.98 out of 5 average rating, 62 reviews, 1 bedroom, 2 beds, 2 bathrooms
3–8 Aug