Find the best vacation rental

ACCOMMODATION TYPES

Bed and Breakfast, Guest Houses & Inns: Top Deals

4.8 (93 reviews)
Wailea Dream Property, Comfy King Bed, Full AC, Weber BBQ, Salt H2O pool & more
Condo · 4 Guests · 1 Bedroom
$260 /night*
View deal
4.9 (32 reviews)
U WANT 2 BE HERE!! Romantic 5* Reviews!!
Condo · 4 Guests · 1 Bedroom
$159 /night*
View deal
4.9 (92 reviews)
OceanView 1BR - Split AC (Living & BR),NewCalKingBed, Remodeled, W/D, Gas Stove
Condo · 4 Guests · 1 Bedroom
$169 /night*
View deal
4.9 (23 reviews)
Winter Sale! ❄️ PREMIERE 🌊OCEAN &⛳️GOLF COURSE views! 3br/2ba villa in Wailea
Condo · 6 Guests · 3 Bedrooms
$350 /night*
View deal
4.1 (9 reviews)
Kihei Kai Nani 112
Hotel
$169 /night
View deal
4.5 (129 reviews)
Residence Inn by Marriott Maui Wailea
Hotel
$339 /night
View deal
4.9 (75 reviews)
Maui Modern Condo, HONEYMOON, ANNIVERSARIES, BIRTHDAY Steps from Ocean & Pool
Condo · 4 Guests · 1 Bedroom
$164 /night*
View deal
4.9 (49 reviews)
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
Condo · 5 Guests · 1 Bedroom
$199 /night*
View deal
4.7 (29 reviews)
Two Bedroom Condo with Ocean View
Condo
$348 /night
View deal

Similar Inspirational Vacation Rental Destinations

Which Price Range Is Considered As A Good Deal in Wailea, HI Area?
Vacation Condo & House Rental Price Information in Wailea, HI
+
The graph shows the percentages of vacation homes in each price bucket. Wailea has the largest percentage (27.96%) of homes in $150 - $200 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
How Many Rental Accommodations Are Pets Friendly in Wailea, HI?
Percentage of Pet Friendly Rental Properties in Wailea, HI
+
0.99% of vacation homes in Wailea are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Where Should We Visit in Wailea, HI Area?
Suggested Destinations To Visit in Wailea, HI
+
Which Airports Should I Choose To Get To Wailea, HI?
Top Airports in Wailea, HI
+

Here are the airports that located near Wailea:

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers