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Search results; Over 1,000 homes in Wailea-Makena
Over 1,000 homes in Wailea-Makena
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,863 SGD
$2,398 SGD
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for 5 nights
,
·
4.94 out of 5 average rating, 331 reviews
4.94 (331)
Top guest favourite
Guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,172 SGD
$1,660 SGD
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for 5 nights
4.98 out of 5 average rating, 206 reviews
4.98 (206)
Top guest favourite
Guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
8–13 Aug
8–13 Aug
$1,358 SGD
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for 5 nights
$1,358 SGD for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
Guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Aug
19–24 Aug
$3,940 SGD
$3,396 SGD
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for 5 nights
4.9 out of 5 average rating, 357 reviews
4.9 (357)
Top guest favourite
Guest favourite
Home in Kihei
South Maui Guesthouse
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,700 SGD
$1,380 SGD
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for 5 nights
4.97 out of 5 average rating, 313 reviews
4.97 (313)
Top guest favourite
Guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
3–8 Sept
3–8 Sept
$4,599 SGD
$4,011 SGD
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for 5 nights
4.99 out of 5 average rating, 142 reviews
4.99 (142)
Guest favourite
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
2–7 Sept
2–7 Sept
$2,832 SGD
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for 5 nights
$2,832 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Superhost
Superhost
Apartment in Wailea
Wailea Elua | Steps to Ulua Beach, Ocean Views
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
25–30 Aug
25–30 Aug
$4,892 SGD
Show price breakdown
for 5 nights
$4,892 SGD for 5 nights
Superhost
Superhost
Apartment in Wailea
Polo Beach Club 409 | Ocean View, Pool + Hot Tub
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$3,966 SGD
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for 5 nights
$3,966 SGD for 5 nights
Top guest favourite
Guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Aug
12–17 Aug
$2,129 SGD
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for 5 nights
$2,129 SGD for 5 nights
4.93 out of 5 average rating, 124 reviews
4.93 (124)
Guest favourite
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
12–17 Oct
12–17 Oct
$7,198 SGD
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for 5 nights
$7,198 SGD for 5 nights
4.93 out of 5 average rating, 102 reviews
4.93 (102)
Top guest favourite
Guest favourite
Apartment in Wailea
Luxury Vacation at Special Summer 2026 Rates
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$2,138 SGD
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for 5 nights
$2,138 SGD for 5 nights
4.96 out of 5 average rating, 70 reviews
4.96 (70)
Top guest favourite
Guest favourite
Apartment in Kihei
Exceptional Ocean View - King Bed - Ocean Front!
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$5,130 SGD
$3,774 SGD
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for 5 nights
Extended stay discount
4.96 out of 5 average rating, 52 reviews
4.96 (52)
Top guest favourite
Guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Aug
13–18 Aug
$2,186 SGD
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for 5 nights
$2,186 SGD for 5 nights
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Home in Wailea
The Butterfly Home Maui
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
26–31 Aug
26–31 Aug
$19,817 SGD
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for 5 nights
$19,817 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Apartment in Kihei
Honalua || Wailea Ekahi Unit 2D || Lowered Rates
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$4,516 SGD
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for 5 nights
$4,516 SGD for 5 nights
4.95 out of 5 average rating, 55 reviews
4.95 (55)
Top guest favourite
Guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$3,422 SGD
$2,784 SGD
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for 5 nights
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Top guest favourite
Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
2–7 Oct
2–7 Oct
$3,475 SGD
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for 5 nights
$3,475 SGD for 5 nights
4.94 out of 5 average rating, 65 reviews
4.94 (65)
Superhost
Superhost
Apartment in Wailea
Wailea Elua 2401 | Wrap-Around Lanai & Ocean View
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
20–25 Aug
20–25 Aug
$4,075 SGD
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for 5 nights
$4,075 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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