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
Price filter
Type of place
Type of place filter
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
Aloha Moon - The Honeymoon Hideaway
1 bedroom
,
·
1 bed
,
·
1 private bathroom
14–19 Sept
14–19 Sept
$3,449 SGD
$2,659 SGD
Show price breakdown
for 5 nights
,
·
4.94 out of 5 average rating, 66 reviews
4.94 (66)
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 Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$2,276 SGD
$1,480 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 362 reviews
4.95 (362)
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
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)
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
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
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)
Flat in Kihei
The Best Condo in Wailea Ekahi Village!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$5,486 SGD
$4,444 SGD
Show price breakdown
for 5 nights
New place to stay
New
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)
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)
Guest favourite
Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,638 SGD
Show price breakdown
for 5 nights
$1,638 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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 Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
18–23 Oct
18–23 Oct
$2,860 SGD
Show price breakdown
for 5 nights
$2,860 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 144 reviews
5.0 (144)
Top guest favourite
Guest favourite
Apartment in Wailea
Grand Champions Villas in Wailea, Maui
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$1,940 SGD
Show price breakdown
for 5 nights
$1,940 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
10–15 Oct
10–15 Oct
$1,748 SGD
Show price breakdown
for 5 nights
$1,748 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 96 reviews
4.94 (96)
Luxe
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$6,911 SGD
$6,220 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 27 reviews
5.0 (27)
1
2
3
4
…
15