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
Guest favourite
Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom
,
·
2 beds
,
·
2 private bathrooms
9–14 Aug
9–14 Aug
$2,052 SGD
Show price breakdown
for 5 nights
$2,052 SGD for 5 nights
,
·
4.96 out of 5 average rating, 200 reviews
4.96 (200)
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
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,877 SGD
$2,407 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 330 reviews
4.94 (330)
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
$1,706 SGD
$1,385 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 313 reviews
4.97 (313)
Guest favourite
Guest favourite
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Aug
7–12 Aug
$9,002 SGD
Show price breakdown
for 5 nights
$9,002 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
31 Oct – 5 Nov
31 Oct – 5 Nov
$2,394 SGD
Show price breakdown
for 5 nights
$2,394 SGD for 5 nights
5.0 out of 5 average rating, 75 reviews
5.0 (75)
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
26–31 Aug
26–31 Aug
$3,877 SGD
$2,529 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 182 reviews
4.96 (182)
Guest favourite
Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$8,474 SGD
Show price breakdown
for 5 nights
$8,474 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Aug
7–12 Aug
$4,354 SGD
Show price breakdown
for 5 nights
$4,354 SGD for 5 nights
4.98 out of 5 average rating, 140 reviews
4.98 (140)
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
$5,149 SGD
$3,787 SGD
Show price breakdown
for 5 nights
Extended stay discount
4.96 out of 5 average rating, 52 reviews
4.96 (52)
Guest favourite
Guest favourite
Flat in Kihei
Wailea Luxury Resort Vista
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$2,705 SGD
$2,217 SGD
Show price breakdown
for 5 nights
4.93 out of 5 average rating, 54 reviews
4.93 (54)
Guest favourite
Guest favourite
Flat in Kihei
Chic Coastal Living in the Heart of Wailea
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$3,293 SGD
$2,252 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
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
$2,842 SGD
Show price breakdown
for 5 nights
$2,842 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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
$1,301 SGD
Show price breakdown
for 5 nights
$1,301 SGD for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
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
$4,721 SGD
$4,131 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 142 reviews
4.99 (142)
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
$3,148 SGD
Show price breakdown
for 5 nights
$3,148 SGD for 5 nights
4.97 out of 5 average rating, 144 reviews
4.97 (144)
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
21–26 Aug
21–26 Aug
$3,456 SGD
$3,078 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 65 reviews
4.94 (65)
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
$6,010 SGD
Show price breakdown
for 5 nights
$6,010 SGD for 5 nights
4.93 out of 5 average rating, 101 reviews
4.93 (101)
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
$3,954 SGD
$3,408 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 357 reviews
4.9 (357)
Top guest favourite
Guest favourite
Townhouse in Kihei
Maui Resort Walk to Beach w/King, Pool, 2 Hot Tubs
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$1,215 SGD
Show price breakdown
for 5 nights
$1,215 SGD for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
1
2
3
4
…
15