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

Guest favourite
Apartment in Wailea
130K Hawaiian Reno on Wailea Blue Golf *Ocean View
1 bedroom, 1 bed, 2 private bathrooms
28 Oct – 2 Nov
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4.97 out of 5 average rating, 160 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
4.97 out of 5 average rating, 102 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Apartment in Kihei
Exceptional Ocean View - King Bed - Ocean Front!
4.96 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
Superhost
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
4.91 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
5.0 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 2 bathrooms
22–27 Jul
Superhost
Apartment in Kihei
Kihei Beach Condo | Pool, Hot Tub & King Bed
New place to stay, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
5.0 out of 5 average rating, 103 reviews, 1 bedroom, 2 beds, 2 bathrooms
15–20 Jul
Guest favourite
Apartment in Wailea
The BEST Condo in Wailea: Elua Resort 1002
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
4.95 out of 5 average rating, 355 reviews, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 356 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
4.98 out of 5 average rating, 139 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
4.94 out of 5 average rating, 63 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
5.0 out of 5 average rating, 44 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Oct
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
4.98 out of 5 average rating, 56 reviews, 1 bedroom, 2 beds, 2 bathrooms
20–25 Jul