Dunmore Bahamas - Vacation Rentals in Wailea
Cottage
10.0
(
208 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
700 ft²
-
Private Pool -
Oceanfront -
Hot Tub -
Parking
US $1,139
/Night
7 Nights - $7,975
Resort
10.0
(
5 Reviews
)
3196.88 ft²
-
Private Beach -
Oceanfront
-
Hot Tub
-
Breakfast
US $1,808
/Night
7 Nights - $12,653
Condo
10.0
(
13 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1616 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,011
/Night
7 Nights - $7,079
House
10.0
(
186 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1500 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $742
/Night
7 Nights - $5,192
Condo
10.0
(
159 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
969 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $492
/Night
7 Nights - $3,442
Cottage
10.0
(
156 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
720 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $695
/Night
7 Nights - $4,864
Condo
10.0
(
138 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
950 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $541
/Night
7 Nights - $3,790
Condo
10.0
(
102 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1038 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $1,235
/Night
7 Nights - $8,647
See More Wailea Vacation Rentals
Luxury Places to Stay in Wailea
Over 1800+
Luxury Places to Stay in or Near Wailea
House
10.0
(
1 Review
)
6 Bedrooms
6 Bathrooms
10 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
Unlock the Best Price
Apartment
3 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Pool
-
Balcony/Terrace -
Kitchen
Unlock the Best Price
Condo
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $9,199
/Night
7 Nights - $64,390
Apartment
6 Bedrooms
6 Bathrooms
12 Guests
4133.34 ft²
-
Spa -
Balcony/Terrace
-
View -
Air Conditioner
US $7,187
/Night
7 Nights - $50,306
Condo
6 Bedrooms
6 Bathrooms
12 Guests
-
Balcony/Terrace
-
Kitchen
-
Internet -
Child Friendly
US $5,479
/Night
7 Nights - $38,355
House
10.0
(
7 Reviews
)
4 Bedrooms
5 Bathrooms
8 Guests
4400 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $4,882
/Night
7 Nights - $34,177
Condo
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $4,800
/Night
7 Nights - $33,597
Apartment
1 Bedroom
2 Bathrooms
5 Guests
1054.86 ft²
-
Hot Tub
-
Parking
-
Air Conditioner
-
Internet
US $4,610
/Night
7 Nights - $32,270
See More Wailea Luxury Vacation Rentals
Find More Wailea Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Wailea
Over 1593+
Top-Rated Vacation Rentals with a Pool in or Near Wailea
Condo
10.0
(
207 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
1012 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $686
/Night
7 Nights - $4,803
Condo
10.0
(
184 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2500 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,422
/Night
7 Nights - $9,951
Condo
10.0
(
164 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1250 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,027
/Night
7 Nights - $7,191
House
10.0
(
159 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2757 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $1,250
/Night
7 Nights - $8,747
Condo
10.0
(
153 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $336
/Night
7 Nights - $2,353
Condo
10.0
(
149 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
890 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $501
/Night
7 Nights - $3,505
House
10.0
(
148 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
3000 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,240
/Night
7 Nights - $8,683
Condo
10.0
(
138 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1899 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $1,048
/Night
7 Nights - $7,339
See More Wailea Vacation Rentals with a Pool
Pet-Friendly Vacation Rentals in Wailea
Over 12+
Pet-Friendly Vacation Rentals in or Near Wailea
Condo
10.0
(
60 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
898 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $333
/Night
7 Nights - $2,328
House
9.2
(
7 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
1022.57 ft²
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
US $524
/Night
7 Nights - $3,665
Condo
5.0
(
4 Reviews
)
3 Bedrooms
4 Bathrooms
2718 ft²
-
Hot Tub
-
Pool
-
Ocean View
-
Balcony/Terrace
US $4,500
/Night
7 Nights - $31,500
Resort
9.0
(
141 Reviews
)
1073.16 ft²
-
Oceanfront
-
Hot Tub
-
Breakfast
-
EV Charge Station
US $1,065
/Night
7 Nights - $7,457
Condo
3 Bedrooms
2 Bathrooms
5 Guests
1056 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,379
/Night
7 Nights - $9,656
House
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
484.38 ft²
-
Oceanfront
-
Ocean View
-
View
-
Air Conditioner
US $346
/Night
7 Nights - $2,420
Condo
1 Bedroom
1 Bathroom
3 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly -
Child Friendly
US $737
/Night
7 Nights - $5,157
Resort
7.7
(
53 Reviews
)
1283.41 ft²
-
Oceanfront
-
Hot Tub
-
Breakfast
-
EV Charge Station
US $902
/Night
7 Nights - $6,316
See More Pet-Friendly Vacation Rentals in Wailea on PetFriendly.io
Large Vacation Homes & Villas in Wailea
Over 180+
Large Vacation Homes & Villas in or Near Wailea
Villa
10.0
(
44 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,451
/Night
7 Nights - $10,159
Villa
10.0
(
1 Review
)
3 Bedrooms
4 Bathrooms
6 Guests
2615.63 ft²
-
Hot Tub
-
Parking
-
Pool
-
View
US $1,798
/Night
7 Nights - $12,583
Villa
10.0
(
63 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
3987 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,397
/Night
7 Nights - $9,780
Villa
10.0
(
100 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
908 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $487
/Night
7 Nights - $3,410
Villa
10.0
(
17 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,817
/Night
7 Nights - $12,719
Villa
9.8
(
14 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,673
/Night
7 Nights - $11,714
Villa
9.8
(
16 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Parking
US $1,822
/Night
7 Nights - $12,753
Villa
9.4
(
20 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2900 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,463
/Night
7 Nights - $10,240
See More Family Vacation Rentals in Wailea on FVR
Wheelchair Accessible Vacation Homes in Wailea
Over 149+
Wheelchair Accessible Vacation Homes in or Near Wailea
Condo
9.4
(
28 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,589
/Night
7 Nights - $11,124
Resort
9.0
(
105 Reviews
)
912.24 ft²
-
Oceanfront
-
Hot Tub
-
Breakfast
-
EV Charge Station
US $1,141
/Night
7 Nights - $7,988
Condo
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $2,387
/Night
7 Nights - $16,706
Condo
9.4
(
46 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
3300 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,851
/Night
7 Nights - $12,959
Condo
9.4
(
49 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1238 ft²
-
Hot Tub
-
Pool
-
Ocean View
-
Balcony/Terrace
US $1,173
/Night
7 Nights - $8,208
Condo
10.0
(
80 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
3076 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,663
/Night
7 Nights - $11,639
Villa
9.6
(
83 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2619 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,345
/Night
7 Nights - $9,415
Condo
10.0
(
126 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1195 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $1,742
/Night
7 Nights - $12,196
Wailea Vacation Rentals and Airbnb Places to Stay Under $200
Over 3+
Wailea Vacation Rentals and Airbnb Places to Stay Under $200
Condo
9.8
(
44 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Parking
US $187
/Night
7 Nights - $1,309
Condo
1 Bedroom
2 Bathrooms
2 Guests
750 ft²
-
Kitchen
-
Laundry
US $170
/Night
7 Nights - $1,190
Condo
3.8
(
11 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
792 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
View
US $180
/Night
7 Nights - $1,260
See More Wailea Vacation Rental Deals
Instantly Bookable Vacation Homes in Wailea
Over 1210+
Instantly Bookable Vacation Homes in or Near Wailea
Condo
9.8
(
199 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
1700 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $966
/Night
7 Nights - $6,763
Condo
9.6
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1353 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,506
/Night
7 Nights - $10,541
Condo
9.8
(
167 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
792 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $434
/Night
7 Nights - $3,040
Condo
9.8
(
109 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $405
/Night
7 Nights - $2,835
Condo
9.8
(
40 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1076 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,112
/Night
7 Nights - $7,785
Condo
10.0
(
87 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1550 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $849
/Night
7 Nights - $5,944
Condo
9.6
(
43 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $611
/Night
7 Nights - $4,276
Condo
10.0
(
59 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
484 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $591
/Night
7 Nights - $4,138
See More Wailea Short-Term Vacation Rentals
About Wailea Vacation Rentals
With more than 1809 Wailea vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Dunmorebahamas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Wailea.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Dunmorebahamas Wailea, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Wailea. Places to stay near Wailea are 1241.38 ft² on average, with prices averaging US $988 a night.
Dunmorebahamas makes it easy and safe to find and compare vacation rentals in Wailea with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Wailea
| Type | Count |
|---|---|
| Holiday Apartments | 237 |
| Vacation Homes | 208 |
| Villas | 102 |
| Hotels | 21 |
| Resorts | 16 |
| Cottages | 4 |
Use these Quick Filters to Find a Vacation Rental in Wailea
★ Pro Tip: Dunmorebahamas makes it easy to compare the best listings on Dunmorebahamas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Dunmorebahamas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wailea.
Weather in Wailea
View the weather forecast for Wailea before booking your Wailea Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Other Places to Stay Near Wailea, HI
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5,545 Properties
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5,535 Properties
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5,530 Properties
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5,529 Properties
Wailea Shopping Village Shopping Center
5,525 Properties
Shops at Wailea
5,515 Properties
South Maui
5,496 Properties
Wailea Beach
5,371 Properties
Polo Beach
4,689 Properties
Wailea Blue Golf Course
4,439 Properties
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3,843 Properties
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1,164 Properties
Complexes around Wailea, HI
Wailea Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Wailea?
There are a lot of options in Wailea. If you plan on staying in the Wailea area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wailea:
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Romantic, Luxury, Sensual Retreat - Couples Only
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
- Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA
- Owner Direct - 20% off in Oct & Nov! - Elua Village 701, Luxury 2BR, Ocean View
- Very Best Deluxe Ocean View.Panoramic View.First Class!
- NEW KITCHEN REMODEL! Amazing View!
- Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
- 125+ 5 STAR REVIEWS SAYS IT ALL! Upgraded thru/vaulted ceil/Golf & Ocean view!
- Wailea Ekahi 40A - 5-Star South Maui Oasis
How many vacation rentals have private pools in Wailea?
There are 62 vacation rentals with private pools near Wailea. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Wailea are best for families?
If you are looking for a family-friendly vacation home in Wailea, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wailea:
How many vacation rentals are available in Wailea?
Currently, the total number of properties listed in 2026 is over 1809 in the Wailea area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wailea.
