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

Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 private bathroom
10–15 Oct
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4.94 out of 5 average rating, 98 reviews
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
8–13 Dec
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 205 reviews
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 61 reviews
Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
3–8 Nov
4.99 out of 5 average rating, 152 reviews
Top guest favourite
Flat in Kihei
Spacious Renovated 4bd - Koa Resort 2A
4 bedrooms, 6 beds, 3 bathrooms
25–30 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
9–14 Nov
4.99 out of 5 average rating, 143 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 145 reviews
Guest favourite
Rooms in Kihei
Maui Hill 2BR | Ocean View, Pool & King Beds
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.85 out of 5 average rating, 13 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Apartment in Wailea
Grand Champions Villas in Wailea, Maui
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
17–22 Oct
4.93 out of 5 average rating, 104 reviews
Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Kihei
Oceanfront Kihei Condo | Quiet Beach, Pool & W/D
1 bedroom, 1 queen bed, 1 bathroom
24–29 Oct
New place to stay
Top guest favourite
Apartment in Kihei
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Nov
4.99 out of 5 average rating, 232 reviews
Guest favourite
Apartment in Kihei
Wailea Elua 805 - 3 Bdrm Ocean View Luxury Condo
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Kihei
Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
2 bedrooms, 4 beds, 2 bathrooms
6–11 Oct
4.85 out of 5 average rating, 167 reviews
Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 bathrooms
8–13 Oct
4.96 out of 5 average rating, 202 reviews