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Search results; Over 1,000 homes in Wailea, Wailea-Makena
Over 1,000 homes in Wailea, Wailea-Makena
Top guest favourite
Guest favourite
Apartment in Wailea
Wailea Ekolu Village 2/2 with stunning ocean view!
2 bedrooms
,
·
4 beds
,
·
2 private bathrooms
5–10 Sept
5–10 Sept
$2,609 SGD
Show price breakdown
for 5 nights
$2,609 SGD for 5 nights
,
·
4.94 out of 5 average rating, 195 reviews
4.94 (195)
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
4.94 out of 5 average rating, 329 reviews
4.94 (329)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$4,016 SGD
$2,421 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
4.97 out of 5 average rating, 143 reviews
4.97 (143)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Aug
20–25 Aug
$4,101 SGD
$3,455 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
4.94 out of 5 average rating, 80 reviews
4.94 (80)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$3,517 SGD
$3,162 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
4.94 out of 5 average rating, 64 reviews
4.94 (64)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$3,670 SGD
$3,173 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 357 reviews
4.9 (357)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
11–16 Aug
11–16 Aug
$4,829 SGD
$3,428 SGD
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for 5 nights
Luxe
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
4.98 out of 5 average rating, 64 reviews
4.98 (64)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
3–8 Aug
3–8 Aug
$2,650 SGD
Show price breakdown
for 5 nights
$2,650 SGD for 5 nights
Free cancellation
Luxe
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
5.0 out of 5 average rating, 23 reviews
5.0 (23)
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
12–17 Aug
12–17 Aug
$6,345 SGD
Show price breakdown
for 5 nights
$6,345 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
4.94 out of 5 average rating, 93 reviews
4.94 (93)
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,634 SGD
Show price breakdown
for 5 nights
$1,634 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Kihei
Maui Hill 2BR | Ocean View, Pool & King Beds
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,833 SGD
Show price breakdown
for 5 nights
$1,833 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$3,484 SGD
Show price breakdown
for 5 nights
$3,484 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$4,815 SGD
Show price breakdown
for 5 nights
$4,815 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
4.99 out of 5 average rating, 149 reviews
4.99 (149)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Oct
5–10 Oct
$3,734 SGD
$3,080 SGD
Show price breakdown
for 5 nights
Superhost
Superhost
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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1 bedroom
1 bedroom
,
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2 beds
2 beds
,
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3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$1,561 SGD
Show price breakdown
for 5 nights
$1,561 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
4.96 out of 5 average rating, 181 reviews
4.96 (181)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Aug
8–13 Aug
$4,016 SGD
$2,421 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Apartment in Wailea
Luxury Vacation at Special Summer 2026 Rates
4.96 out of 5 average rating, 69 reviews
4.96 (69)
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1 bedroom
1 bedroom
,
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2 beds
2 beds
,
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2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$2,159 SGD
Show price breakdown
for 5 nights
$2,159 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
4.93 out of 5 average rating, 101 reviews
4.93 (101)
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
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3 bathrooms
3 bathrooms
8–13 Aug
8–13 Aug
$6,067 SGD
Show price breakdown
for 5 nights
$6,067 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Kihei
South Maui Guesthouse
4.97 out of 5 average rating, 311 reviews
4.97 (311)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,827 SGD
$1,697 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
4.87 out of 5 average rating, 67 reviews
4.87 (67)
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,315 SGD
Show price breakdown
for 5 nights
$1,315 SGD for 5 nights
Pay $0 today
Free cancellation
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