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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
Ocean View! Pool! Ho'okipa @ Wailea Ekolu Village!
1 bedroom
,
·
1 bed
,
·
2 private bathrooms
1–6 Aug
1–6 Aug
$2,558 SGD
Show price breakdown
for 5 nights
$2,558 SGD for 5 nights
,
·
5.0 out of 5 average rating, 74 reviews
5.0 (74)
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$4,235 SGD
$2,425 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 329 reviews
4.94 (329)
Top guest favourite
Guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Aug
20–25 Aug
$4,106 SGD
$3,460 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 143 reviews
4.97 (143)
Guest favourite
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$3,509 SGD
$3,052 SGD
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for 5 nights
4.94 out of 5 average rating, 80 reviews
4.94 (80)
Guest favourite
Guest favourite
Apartment in Kihei
Upscale and Elegant Vistas
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$3,481 SGD
$2,369 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 128 reviews
4.95 (128)
Top guest favourite
Guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,570 SGD
Show price breakdown
for 5 nights
$1,570 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 93 reviews
4.94 (93)
Top guest favourite
Guest favourite
Apartment in Wailuku
Oceanfront with Panoramic Views I Maalaea Kai 416
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$2,153 SGD
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for 5 nights
$2,153 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favourite
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,226 SGD
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for 5 nights
$1,226 SGD for 5 nights
Free cancellation
4.87 out of 5 average rating, 67 reviews
4.87 (67)
Top guest favourite
Guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$3,675 SGD
$3,178 SGD
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for 5 nights
4.94 out of 5 average rating, 65 reviews
4.94 (65)
Top guest favourite
Guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
17–22 Aug
17–22 Aug
$2,412 SGD
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for 5 nights
$2,412 SGD for 5 nights
5.0 out of 5 average rating, 74 reviews
5.0 (74)
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
8–13 Aug
8–13 Aug
$6,055 SGD
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for 5 nights
$6,055 SGD for 5 nights
4.93 out of 5 average rating, 101 reviews
4.93 (101)
Luxe
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
3–8 Aug
3–8 Aug
$2,653 SGD
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for 5 nights
$2,653 SGD for 5 nights
4.98 out of 5 average rating, 64 reviews
4.98 (64)
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
5–10 Aug
5–10 Aug
$5,155 SGD
Show price breakdown
for 5 nights
$5,155 SGD for 5 nights
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
$4,603 SGD
$4,009 SGD
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for 5 nights
4.99 out of 5 average rating, 142 reviews
4.99 (142)
Superhost
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$2,239 SGD
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for 5 nights
$2,239 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Aug
8–13 Aug
$4,021 SGD
$2,425 SGD
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for 5 nights
4.96 out of 5 average rating, 181 reviews
4.96 (181)
Superhost
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
11–16 Aug
11–16 Aug
$7,337 SGD
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for 5 nights
$7,337 SGD for 5 nights
Superhost
Superhost
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$1,563 SGD
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for 5 nights
$1,563 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$2,161 SGD
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for 5 nights
$2,161 SGD for 5 nights
4.96 out of 5 average rating, 69 reviews
4.96 (69)
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