filters

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

Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
8–13 Oct
,
4.96 out of 5 average rating, 202 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 bathrooms
23–28 Sept
4.96 out of 5 average rating, 185 reviews
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 86 reviews
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
23–28 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
25–30 Apr
4.99 out of 5 average rating, 199 reviews
Top guest favourite
Apartment in Kihei
Luxury condo w/THE BEST view & location on Maui!
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Kihei
Wailea Elua Village 803, Ocean Views, Modern Reno
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Villa in Kihei
HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
3 bedrooms, 3 king beds, 3.5 bathrooms
15–20 Sept
4.94 out of 5 average rating, 127 reviews
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.95 out of 5 average rating, 103 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
12–17 Nov
4.94 out of 5 average rating, 335 reviews
Guest favourite
Apartment in Wailea
Wailea Elua 1504 | Panoramic Ocean Views
2 bedrooms, 3 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Kihei
Stunning Sunsets & Ocean Views Every Day!
1 bedroom, 1 king bed, 2 bathrooms
18–23 Nov
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.94 out of 5 average rating, 85 reviews
Apartment in Wailea
RARE 3BR Wailea Condo | Beaches, Shops & Golf
3 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 83 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Oct
4.9 out of 5 average rating, 358 reviews
Guest favourite
Apartment in Kihei
Luxury Condo in Wailea Ekahi w/Direct Beach Access
1 bedroom, 2 beds, 2 bathrooms
1–6 Oct
4.91 out of 5 average rating, 119 reviews