filters

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

Photo 1 of 6
Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Oct
,
4.94 out of 5 average rating, 65 reviews
Photo 1 of 6
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 151 reviews
Photo 1 of 6
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 50 reviews
Photo 1 of 6
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Photo 1 of 6
Top guest favourite
Apartment in Wailea
A.R.A retreats: The OG
2 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
4.91 out of 5 average rating, 353 reviews
Photo 1 of 6
Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 32 reviews
Photo 1 of 6
Top guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.93 out of 5 average rating, 204 reviews
Photo 1 of 6
Guest favourite
Flat in Wailea
Spacious 3BR/2BA Condo in Wailea
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.92 out of 5 average rating, 13 reviews
Photo 1 of 6
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
9–14 Sept
Photo 1 of 6
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.94 out of 5 average rating, 95 reviews
Photo 1 of 6
Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
24–29 Nov
5.0 out of 5 average rating, 48 reviews
Photo 1 of 6
Apartment in Wailea
RARE 3BR Wailea Condo | Beaches, Shops & Golf
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
New place to stay
Photo 1 of 6
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
Photo 1 of 6
Guest favourite
Apartment in Kihei
Wailea Ekolu - Gorgeous Ocean View - AC, Smart TV!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.89 out of 5 average rating, 131 reviews
Photo 1 of 6
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 6
Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 62 reviews
Photo 1 of 6
Superhost
Apartment in Wailea
Comfortable Design with Ocean Views
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 6
Superhost
Apartment in Kihei
3BR Luxury Villa w/ AC Superb Views - HLR 23-3
3 bedrooms, 3 king beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 6
Top guest favourite
Apartment in Kihei
Mana Kai Palms Oceanfront Condo: Keawakapu Beach
2 bedrooms, 2 king beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 104 reviews