Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Wailea
Check in / Check out
Any week
Guests
Add guests
Become a host
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
Top guest favourite
Guest favourite
Apartment in Wailea
Gorgeous 2 Story Townhouse in Wailea w/ Ocean View
2 bedrooms
,
·
4 beds
,
·
3 private bathrooms
2–7 Aug
2–7 Aug
$4,245 SGD
Show price breakdown
for 5 nights
$4,245 SGD for 5 nights
,
·
4.94 out of 5 average rating, 181 reviews
4.94 (181)
Top guest favourite
Guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom
1 bedroom
,
·
2 beds
2 beds
8–13 Aug
8–13 Aug
$1,422 SGD
Show price breakdown
for 5 nights
$1,422 SGD for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
Top guest favourite
Guest favourite
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed
1 queen bed
22–27 Aug
22–27 Aug
$958 SGD
Show price breakdown
for 5 nights
$958 SGD for 5 nights
4.95 out of 5 average rating, 459 reviews
4.95 (459)
Guest favourite
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
1 bedroom
1 bedroom
,
·
1 bed
1 bed
7–12 Aug
7–12 Aug
$1,721 SGD
$1,609 SGD
Show price breakdown
for 5 nights
4.85 out of 5 average rating, 20 reviews
4.85 (20)
Top guest favourite
Guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
25–30 Aug
25–30 Aug
$2,732 SGD
$2,410 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 138 reviews
5.0 (138)
Superhost
Superhost
Apartment in Kihei
Recently Renovated - Walk to the Beach
1 bedroom
1 bedroom
,
·
2 beds
2 beds
1–6 Aug
1–6 Aug
$2,435 SGD
Show price breakdown
for 5 nights
$2,435 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
27 Aug – 1 Sept
27 Aug – 1 Sept
$4,009 SGD
$2,417 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 330 reviews
4.94 (330)
Luxe
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom
1 bedroom
,
·
2 beds
2 beds
3–8 Aug
3–8 Aug
$2,465 SGD
Show price breakdown
for 5 nights
$2,465 SGD for 5 nights
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Top guest favourite
Guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom
1 bedroom
,
·
1 bed
1 bed
10–15 Aug
10–15 Aug
$1,565 SGD
Show price breakdown
for 5 nights
$1,565 SGD for 5 nights
4.96 out of 5 average rating, 675 reviews
4.96 (675)
Guest favourite
Guest favourite
Apartment in Kihei
Elevated Panoramic Ocean Views
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
5–10 Sept
5–10 Sept
$2,079 SGD
Show price breakdown
for 5 nights
$2,079 SGD for 5 nights
4.91 out of 5 average rating, 35 reviews
4.91 (35)
Guest favourite
Guest favourite
Apartment in Kihei
Maui Banyan, Across Kamaole Beach, Prime Location!
1 queen bed
1 queen bed
1–6 Aug
1–6 Aug
$940 SGD
Show price breakdown
for 5 nights
$940 SGD for 5 nights
4.93 out of 5 average rating, 198 reviews
4.93 (198)
Guest favourite
Guest favourite
Flat in Kihei
Wailea Luxury Resort Vista
1 bedroom
1 bedroom
,
·
2 beds
2 beds
6–11 Aug
6–11 Aug
$3,316 SGD
$2,372 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 53 reviews
4.92 (53)
Guest favourite
Guest favourite
Apartment in Kihei
Upscale and Elegant Vistas
1 bedroom
1 bedroom
,
·
2 beds
2 beds
3–8 Aug
3–8 Aug
$3,443 SGD
$2,351 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
6–11 Sept
6–11 Sept
$1,649 SGD
Show price breakdown
for 5 nights
$1,649 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 94 reviews
4.94 (94)
Guest favourite
Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom
1 bedroom
,
·
2 beds
2 beds
9–14 Aug
9–14 Aug
$2,118 SGD
Show price breakdown
for 5 nights
$2,118 SGD for 5 nights
4.96 out of 5 average rating, 200 reviews
4.96 (200)
Guest favourite
Guest favourite
Flat in Kihei
Chic Coastal Living in the Heart of Wailea
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
31 Aug – 5 Sept
31 Aug – 5 Sept
$3,262 SGD
$2,417 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Apartment in Kihei
Full Ocean- Full Sunsets- Beaches at Royal Mauiian
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
1–6 Aug
1–6 Aug
$2,473 SGD
$2,020 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 146 reviews
4.92 (146)
Top guest favourite
Guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom
1 bedroom
,
·
2 beds
2 beds
23–28 Aug
23–28 Aug
$2,200 SGD
$1,749 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 205 reviews
4.98 (205)
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
26–31 Aug
26–31 Aug
$4,009 SGD
$2,539 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 181 reviews
4.96 (181)
1
2
3
4
…
15