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

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 private bathroom
10–15 Aug
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4.96 out of 5 average rating, 673 reviews
Top guest favourite
Apartment in Kihei
Ocean-view patio, 5-min walk to beach
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Villa in Wailea
Fairway-to-ocean views from a private lanai
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
Barefoot Luxury at it's Finest | 3bd Villa | E-201
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
A.R.A Retreats: The Waterfall
2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
4.94 out of 5 average rating, 262 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, 22 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
Grand Champions 169 Beautiful 3 BR on the Fairway!
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.98 out of 5 average rating, 191 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 Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 30 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
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
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.99 out of 5 average rating, 149 reviews
Top guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
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
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
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