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
28 Aug – 2 Sept
28 Aug – 2 Sept
$2,148 SGD
$1,882 SGD
Show price breakdown
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: Big Blue Pacific
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Aug
26–31 Aug
$3,494 SGD
$1,668 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 182 reviews
4.96 (182)
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
6–11 Sept
6–11 Sept
$3,973 SGD
$2,396 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 332 reviews
4.94 (332)
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms
2 bedrooms
,
·
2 bathrooms
2 bathrooms
9–14 Sept
9–14 Sept
$4,387 SGD
Show price breakdown
for 5 nights
$4,387 SGD for 5 nights
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
18–23 Aug
18–23 Aug
$8,357 SGD
Show price breakdown
for 5 nights
$8,357 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
28 Aug – 2 Sept
28 Aug – 2 Sept
$1,885 SGD
$1,645 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 196 reviews
4.99 (196)
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
13–18 Oct
13–18 Oct
$2,185 SGD
Show price breakdown
for 5 nights
$2,185 SGD for 5 nights
4.98 out of 5 average rating, 207 reviews
4.98 (207)
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
$2,829 SGD
Show price breakdown
for 5 nights
$2,829 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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
27 Aug – 1 Sept
27 Aug – 1 Sept
$1,638 SGD
Show price breakdown
for 5 nights
$1,638 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
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
$4,496 SGD
$3,908 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 142 reviews
4.99 (142)
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
2–7 Oct
2–7 Oct
$3,471 SGD
Show price breakdown
for 5 nights
$3,471 SGD for 5 nights
4.94 out of 5 average rating, 65 reviews
4.94 (65)
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
$19,794 SGD
$17,878 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Apartment in Kihei
Oceanfront Makena Surf G202 - Professionally
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Aug
19–24 Aug
$5,204 SGD
Show price breakdown
for 5 nights
$5,204 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Apartment in Wailuku
Chasing Life On Maui - AC, Pool, Hot Tub
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
28 Aug – 2 Sept
28 Aug – 2 Sept
$1,683 SGD
Show price breakdown
for 5 nights
$1,683 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Superhost
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$2,959 SGD
Show price breakdown
for 5 nights
$2,959 SGD for 5 nights
Top guest favourite
Guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
25–30 Sept
25–30 Sept
$3,737 SGD
Show price breakdown
for 5 nights
$3,737 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 85 reviews
5.0 (85)
Guest favourite
Guest favourite
Apartment in Kihei
Wailea Ocean View Condo
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$1,808 SGD
Show price breakdown
for 5 nights
$1,808 SGD for 5 nights
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Guest favourite
Guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,752 SGD
$1,500 SGD
Show price breakdown
for 5 nights
Free cancellation
4.93 out of 5 average rating, 203 reviews
4.93 (203)
Superhost
Superhost
Apartment in Wailea
Comfortable Design with Ocean Views
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
12–17 Sept
12–17 Sept
$7,730 SGD
Show price breakdown
for 5 nights
$7,730 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
1
2
3
4
…
15
