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-Makena
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-Makena
Over 1,000 homes in Wailea-Makena
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms
,
·
3 beds
,
·
2 private 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
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
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,180 SGD
$1,666 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 206 reviews
4.98 (206)
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
25–30 Aug
25–30 Aug
$5,452 SGD
$4,910 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,559 SGD
Show price breakdown
for 5 nights
$1,559 SGD for 5 nights
4.96 out of 5 average rating, 676 reviews
4.96 (676)
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)
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
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)
Superhost
Superhost
Apartment in Wailea
Polo Beach Club 409 | Ocean View, Pool + Hot Tub
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$3,980 SGD
Show price breakdown
for 5 nights
$3,980 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
18–23 Oct
18–23 Oct
$2,779 SGD
$2,543 SGD
Show price breakdown
for 5 nights
Book early to save
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms
2 bedrooms
,
·
2 bathrooms
2 bathrooms
8–13 Aug
8–13 Aug
$4,529 SGD
Show price breakdown
for 5 nights
$4,529 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
$4,721 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
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Aug
12–17 Aug
$2,290 SGD
Show price breakdown
for 5 nights
$2,290 SGD for 5 nights
4.93 out of 5 average rating, 124 reviews
4.93 (124)
Top guest favourite
Guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$3,434 SGD
$2,794 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Top guest favourite
Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$3,488 SGD
Show price breakdown
for 5 nights
$3,488 SGD for 5 nights
4.94 out of 5 average rating, 65 reviews
4.94 (65)
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)
Home in Wailea
The Butterfly Home Maui
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
26–31 Aug
26–31 Aug
$19,888 SGD
Show price breakdown
for 5 nights
$19,888 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Apartment in Kihei
Whale Watch From Your Lanai
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$4,782 SGD
Show price breakdown
for 5 nights
$4,782 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
$3,391 SGD
$3,148 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 144 reviews
4.97 (144)
1
2
3
4
…
15