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

Guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
1 bedroom1 queen bed,
29 Nov – 4 Dec
4.98 out of 5 average rating, 437 reviews
Guest favourite
Home in Kihei
Stunning ocean view, heated pool at home by Wailea
2 bedrooms3 beds,
15–20 Nov
4.96 out of 5 average rating, 441 reviews
Top guest favourite
Apartment in Kihei
Modern Luxury Remodel I Maui Kamaole J114
1 bedroom2 beds,
16–21 Nov
4.98 out of 5 average rating, 145 reviews
Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom2 beds,
16–21 Nov
4.96 out of 5 average rating, 178 reviews
Guest favourite
Flat in Kihei
Kihei Surfside 108 - Ground Floor - Oceanfront -AC
1 bedroom3 beds,
28 Nov – 3 Dec
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Kihei
Stunning Ocean Views · Steps to Beach · Comfort
1 bedroom2 beds,
16–21 Nov
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Golf, shopping & beaches!
1 bedroom2 beds,
8–13 Jan
5.0 out of 5 average rating, 107 reviews
Guest favourite
Apartment in Wailea
Grand Champions - King Bed - Close to Wailea Beach
1 bedroom2 beds,
27 Nov – 2 Dec
4.91 out of 5 average rating, 118 reviews
Top guest favourite
Apartment in Kihei
Steps to Beach, Updated Studio + Pools & Hot Tubs
1 king bed
15–20 Nov
4.95 out of 5 average rating, 98 reviews
Top guest favourite
Apartment in Kihei
Mana Kai 608: Oceanfront Remod! Modern Surf Vibe
2 bedrooms3 beds,
8–13 Mar
4.99 out of 5 average rating, 205 reviews
Guest favourite
Apartment in Kihei
Budget Luxury Wailea Ekolu 1403 -1 Bed/2 Bath Vac
1 bedroom2 beds,
7–12 Dec
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Wailea
Wailea Elua Resort 1904: Front Row w Sunset Views
2 bedrooms4 beds,
30 Nov – 5 Dec
Top guest favourite
Apartment in Kihei
Spacious 2bd Near Beach - Maui Kamaole K203
2 bedrooms2 king beds,
17–22 Nov
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Kihei
Ocean Front Vibes Maui
2 bedrooms4 beds,
1–6 Dec
4.95 out of 5 average rating, 156 reviews
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom1 bed,
20–25 Nov
4.96 out of 5 average rating, 626 reviews
Guest favourite
Apartment in Kihei
Upscale and Elegant Vistas
1 bedroom2 beds,
22–27 Nov
4.96 out of 5 average rating, 111 reviews
Guest favourite
Apartment in Kihei
Spacious tropical oasis near beautiful beaches!
1 bedroom2 beds,
13–18 Dec
4.98 out of 5 average rating, 111 reviews
Apartment in Kihei
Aloha Breeze - Wailea Ekahi Village 37B
1 bedroom2 beds,
3–8 Jan