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
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
Gift cards
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, Wailea-Makena
Over 1,000 homes in Wailea, Wailea-Makena
Top guest favourite
Guest favourite
Apartment in Wailea
Ocean View! Pool! Ho'okipa @ Wailea Ekolu Village!
1 bedroom
,
·
1 bed
,
·
2 private bathrooms
25–30 Oct
25–30 Oct
£1,938
total
Show price breakdown
£1,938 total
,
·
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
23–28 Sept
23–28 Sept
£1,831
£1,144
total
Show price breakdown
4.96 out of 5 average rating, 185 reviews
4.96 (185)
Top guest favourite
Guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
£2,214
£1,988
total
Show price breakdown
4.94 out of 5 average rating, 86 reviews
4.94 (86)
Top guest favourite
Guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Sept
23–28 Sept
£2,202
£1,731
total
Show price breakdown
4.97 out of 5 average rating, 37 reviews
4.97 (37)
Top guest favourite
Guest favourite
Apartment in Kihei
Luxury condo w/THE BEST view & location on Maui!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
£2,857
total
Show price breakdown
£2,857 total
5.0 out of 5 average rating, 57 reviews
5.0 (57)
Guest favourite
Guest favourite
Apartment in Kihei
Wailea Elua Village 803, Ocean Views, Modern Reno
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
£3,773
total
Show price breakdown
£3,773 total
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Top guest favourite
Guest favourite
Villa in Kihei
HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
15–20 Sept
15–20 Sept
£6,601
£5,423
total
Show price breakdown
4.94 out of 5 average rating, 127 reviews
4.94 (127)
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
£4,294
£3,990
total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
24–29 Sept
24–29 Sept
£3,507
total
Show price breakdown
£3,507 total
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
11–16 Nov
11–16 Nov
£2,210
total
Show price breakdown
£2,210 total
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favourite
Guest favourite
Flat in Wailea
Newly Remodeled-Quiet Location-Well Equipped-AC
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
£3,095
total
Show price breakdown
£3,095 total
5.0 out of 5 average rating, 28 reviews
5.0 (28)
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
12–17 Nov
12–17 Nov
£2,725
total
Show price breakdown
£2,725 total
4.94 out of 5 average rating, 335 reviews
4.94 (335)
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
£3,464
£2,199
total
Show price breakdown
4.9 out of 5 average rating, 358 reviews
4.9 (358)
Top guest favourite
Guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
17–22 Sept
17–22 Sept
£2,841
£2,571
total
Show price breakdown
4.95 out of 5 average rating, 103 reviews
4.95 (103)
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
£2,653
total
Show price breakdown
£2,653 total
Guest favourite
Guest favourite
Apartment in Wailea
Wailea Elua 1504 | Panoramic Ocean Views
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Oct
8–13 Oct
£4,072
total
Show price breakdown
£4,072 total
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
21–26 Oct
21–26 Oct
£1,787
total
Show price breakdown
£1,787 total
4.88 out of 5 average rating, 173 reviews
4.88 (173)
Guest favourite
Guest favourite
Flat in Wailea
Brand New Remodel-Ocean Views-AC-Quiet Location
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
£1,760
total
Show price breakdown
£1,760 total
4.95 out of 5 average rating, 38 reviews
4.95 (38)
Top guest favourite
Guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
£2,416
total
Show price breakdown
£2,416 total
4.99 out of 5 average rating, 83 reviews
4.99 (83)
1
2
3
4
…
15