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

Top guest favourite
Apartment in Wailea
Ocean View! Pool! 'Ike Kai at Wailea Ekolu Village
1 bedroom, 1 bed, 2 private bathrooms
21–26 Aug
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5.0 out of 5 average rating, 64 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 332 reviews
Guest favourite
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
28 Aug – 2 Sept
4.99 out of 5 average rating, 196 reviews
Top guest favourite
Guest suite in Kihei
Newly Remodeled South Kihei Beach Retreat
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.95 out of 5 average rating, 414 reviews
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
Top guest favourite
Apartment in Wailuku
Oceanfront with Panoramic Views I Maalaea Kai 416
2 bedrooms, 2 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
20–25 Aug
4.87 out of 5 average rating, 67 reviews
Top guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Wailuku
Chasing Life On Maui - AC, Pool, Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.94 out of 5 average rating, 65 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
4.9 out of 5 average rating, 357 reviews
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.93 out of 5 average rating, 203 reviews
Guest favourite
Apartment in Kihei
Upscale and Elegant Vistas
1 bedroom, 2 beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 128 reviews
Superhost
Apartment in Kihei
Whale Watch From Your Lanai
2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
4.88 out of 5 average rating, 171 reviews