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
Photo 1 of 29
Guest favourite
Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom
,
·
2 beds
,
·
2 private bathrooms
8–13 Oct
8–13 Oct
£1,738
£1,375 total
Show price breakdown
,
·
4.96 out of 5 average rating, 202 reviews
4.96 (202)
Photo 1 of 25
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
25–30 Sept
25–30 Sept
£1,476
£1,027 total
Show price breakdown
4.95 out of 5 average rating, 363 reviews
4.95 (363)
Photo 1 of 29
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
21–26 Sept
21–26 Sept
£1,333
£1,144 total
Show price breakdown
Free cancellation
4.93 out of 5 average rating, 205 reviews
4.93 (205)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Mana Kai Palms Oceanfront Condo: Keawakapu Beach
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
£2,824
£2,482 total
Show price breakdown
4.97 out of 5 average rating, 106 reviews
4.97 (106)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Nov
14–19 Nov
£2,090 total
Show price breakdown
£2,090 total
Free cancellation
4.93 out of 5 average rating, 127 reviews
4.93 (127)
Photo 1 of 24
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
£1,222 total
Show price breakdown
£1,222 total
Free cancellation
4.94 out of 5 average rating, 98 reviews
4.94 (98)
Photo 1 of 18
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
£1,293 total
Show price breakdown
£1,293 total
Free cancellation
4.88 out of 5 average rating, 72 reviews
4.88 (72)
Photo 1 of 29
Guest favourite
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Nov – 5 Dec
30 Nov – 5 Dec
£2,054 total
Show price breakdown
£2,054 total
Free cancellation
4.94 out of 5 average rating, 86 reviews
4.94 (86)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
£8,100
£7,453 total
Show price breakdown
4.98 out of 5 average rating, 61 reviews
4.98 (61)
Photo 1 of 21
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
£992 total
Show price breakdown
£992 total
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
24–29 Nov
24–29 Nov
£3,961
£3,485 total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 232 reviews
4.99 (232)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Kihei
Very Comfortable Kamaole Sands Condo Sleeps 4
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
12–17 Oct
12–17 Oct
£1,027 total
Show price breakdown
£1,027 total
Free cancellation
4.99 out of 5 average rating, 150 reviews
4.99 (150)
Photo 1 of 29
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
£4,087 total
Show price breakdown
£4,087 total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
29 Sept – 4 Oct
29 Sept – 4 Oct
£2,505
£1,849 total
Show price breakdown
4.94 out of 5 average rating, 67 reviews
4.94 (67)
Photo 1 of 27
Guest favourite
Guest favourite
Apartment in Kihei
Short Walk Keawakapu Beach*Full Remodel Oceanview
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
£1,354
£898 total
Show price breakdown
4.93 out of 5 average rating, 135 reviews
4.93 (135)
Photo 1 of 29
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
£3,470
£2,204 total
Show price breakdown
4.9 out of 5 average rating, 358 reviews
4.9 (358)
Photo 1 of 29
Guest favourite
Guest favourite
Apartment in Kihei
Wailea Blue Golf Course Condo-Walk to Shops, Beach
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
£1,271 total
Show price breakdown
£1,271 total
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
£1,139 total
Show price breakdown
£1,139 total
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Guest favourite
Guest favourite
Apartment in Wailea
Huge Ocean Views
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Sept
18–23 Sept
£1,180 total
Show price breakdown
£1,180 total
4.79 out of 5 average rating, 33 reviews
4.79 (33)
1
2
3
4
…
15