Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Wailea
Check in / Check out
Any week
Guests
Add guests
Log in or sign up
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Wailea, Wailea-Makena
Over 1,000 homes in Wailea, Wailea-Makena
Photo 1 of 29
Guest favourite
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom
,
·
2 beds
,
·
1 private bathroom
30 Nov – 5 Dec
30 Nov – 5 Dec
$2,996 SGD
Show price breakdown
for 5 nights
$2,996 SGD for 5 nights
,
·
4.94 out of 5 average rating, 85 reviews
4.94 (85)
Photo 1 of 26
Flat in Kihei
The Best Condo in Wailea Ekahi Village!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$5,516 SGD
$4,595 SGD
Show price breakdown
for 5 nights
New place to stay
New
Photo 1 of 29
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
17–22 Sept
17–22 Sept
$3,311 SGD
$3,035 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 145 reviews
4.97 (145)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
2–7 Nov
2–7 Nov
$4,312 SGD
$3,661 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 107 reviews
4.97 (107)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Wailea
Large 1BR, Palms at Wailea, Pool, Walk to Beach
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$2,076 SGD
Show price breakdown
for 5 nights
$2,076 SGD for 5 nights
4.97 out of 5 average rating, 114 reviews
4.97 (114)
Photo 1 of 29
Superhost
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$6,270 SGD
Show price breakdown
for 5 nights
$6,270 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
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
16–21 Oct
16–21 Oct
$5,364 SGD
$3,191 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 358 reviews
4.9 (358)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
2 bathrooms
2 bathrooms
25–30 Apr
25–30 Apr
$2,797 SGD
Show price breakdown
for 5 nights
$2,797 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 197 reviews
4.99 (197)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
4–9 Sept
4–9 Sept
$2,942 SGD
$2,513 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$2,587 SGD
Show price breakdown
for 5 nights
$2,587 SGD for 5 nights
4.88 out of 5 average rating, 172 reviews
4.88 (172)
Photo 1 of 29
Guest favourite
Guest favourite
Apartment in Kihei
Your Tropical Paradise Awaits @ Wailea Ekahi 5F
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
2–7 Sept
2–7 Sept
$3,178 SGD
$2,926 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 23 reviews
4.96 (23)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Kihei
HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
2–7 Sept
2–7 Sept
$11,675 SGD
$9,286 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 127 reviews
4.94 (127)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$4,574 SGD
Show price breakdown
for 5 nights
$4,574 SGD for 5 nights
4.99 out of 5 average rating, 82 reviews
4.99 (82)
Photo 1 of 29
Superhost
Superhost
Flat in Kihei
Rare Dual-Suite Wailea Ekahi Condo | Sleeps 6
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
1–6 Sept
1–6 Sept
$3,164 SGD
Show price breakdown
for 5 nights
$3,164 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A retreats: The OG
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
4–9 Sept
4–9 Sept
$2,511 SGD
$1,659 SGD
Show price breakdown
for 5 nights
4.91 out of 5 average rating, 354 reviews
4.91 (354)
Photo 1 of 29
Guest favourite
Guest favourite
Flat in Kihei
Tropical Beachfront Paradise
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$1,803 SGD
$1,466 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Rare No-Stairs Ocean View Condo ~ Palms at Wailea
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$2,937 SGD
Show price breakdown
for 5 nights
$2,937 SGD for 5 nights
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Sept
2–7 Sept
$1,950 SGD
Show price breakdown
for 5 nights
$1,950 SGD for 5 nights
4.93 out of 5 average rating, 125 reviews
4.93 (125)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Kihei
Stunning Sunsets & Ocean Views Every Day!
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$2,593 SGD
$2,001 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
1
2
3
4
…
15