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-Makena
Check in / Check out
Any week
Guests
Add guests
Become a host
Languages & currency
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
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom
,
·
2 beds
,
·
2 private bathrooms
18–23 Oct
18–23 Oct
$2,860 SGD
Show price breakdown
for 5 nights
$2,860 SGD for 5 nights
,
·
5.0 out of 5 average rating, 144 reviews
5.0 (144)
Top guest favourite
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Hideaway
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Sept
23–28 Sept
$2,497 SGD
$1,650 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 158 reviews
4.97 (158)
Luxe
Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Oct
5–10 Oct
$1,919 SGD
Show price breakdown
for 5 nights
$1,919 SGD for 5 nights
4.99 out of 5 average rating, 152 reviews
4.99 (152)
Top 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
11–16 Sept
11–16 Sept
$1,797 SGD
$1,507 SGD
Show price breakdown
for 5 nights
4.93 out of 5 average rating, 205 reviews
4.93 (205)
Top guest favourite
Guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$3,932 SGD
$2,371 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Superhost
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$6,490 SGD
$5,783 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Nov
4–9 Nov
$1,535 SGD
Show price breakdown
for 5 nights
$1,535 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 681 reviews
4.96 (681)
Top guest favourite
Guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Sept
18–23 Sept
$3,054 SGD
$2,550 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 85 reviews
4.98 (85)
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
$5,336 SGD
$3,174 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 358 reviews
4.9 (358)
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
20–25 Sept
20–25 Sept
$10,306 SGD
$8,347 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
8–13 Dec
8–13 Dec
$7,123 SGD
$5,386 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 49 reviews
4.98 (49)
Apartment in Wailea
RARE 3BR Wailea Condo | Beaches, Shops & Golf
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
$3,821 SGD
Show price breakdown
for 5 nights
$3,821 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Kihei
Short Walk to Stunning Beaches!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Sept
18–23 Sept
$1,571 SGD
$1,315 SGD
Show price breakdown
for 5 nights
4.71 out of 5 average rating, 35 reviews
4.71 (35)
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
16–21 Nov
16–21 Nov
$1,999 SGD
Show price breakdown
for 5 nights
$1,999 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 209 reviews
4.98 (209)
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
26 Nov – 1 Dec
26 Nov – 1 Dec
$4,418 SGD
Show price breakdown
for 5 nights
$4,418 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 143 reviews
4.99 (143)
Guest favourite
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
8–13 Nov
8–13 Nov
$1,676 SGD
Show price breakdown
for 5 nights
$1,676 SGD for 5 nights
Free cancellation
4.87 out of 5 average rating, 71 reviews
4.87 (71)
Guest favourite
Guest favourite
Apartment in Kihei
Oceanfront Mana Kai Penthouse..Heaven meets Earth!
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
18–24 Sept
18–24 Sept
$5,079 SGD
$3,501 SGD
Show price breakdown
for 6 nights
4.96 out of 5 average rating, 142 reviews
4.96 (142)
Top guest favourite
Guest favourite
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,043 SGD
$917 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 465 reviews
4.95 (465)
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
$2,782 SGD
Show price breakdown
for 5 nights
$2,782 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 197 reviews
4.99 (197)
1
2
3
4
…
15