Estia Villas - Vacation Rentals in South Maui
Villa
10.0
(
43 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool -
Oceanfront -
Hot Tub -
Spa
US $1,456
/Night
7 Nights - $10,192
8 Bedrooms
7 Bathrooms
18 Guests
3853.48 ft²
-
Oceanfront
-
Ocean View -
Balcony/Terrace -
View
US $1,892
/Night
7 Nights - $13,244
Villa
10.0
(
62 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
3987 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Pool
US $1,465
/Night
7 Nights - $10,252
Villa
10.0
(
100 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
908 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $382
/Night
7 Nights - $2,672
Villa
10.0
(
16 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $2,042
/Night
7 Nights - $14,294
Villa
9.8
(
12 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $1,891
/Night
7 Nights - $13,238
Villa
9.6
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $1,717
/Night
7 Nights - $12,017
Villa
9.4
(
20 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2900 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Pool
US $1,460
/Night
7 Nights - $10,219
See More South Maui Vacation Rentals
Luxury Places to Stay in South Maui
Over 8002+
Luxury Places to Stay in or Near South Maui
House
10.0
(
1 Review
)
6 Bedrooms
6 Bathrooms
10 Guests
-
Private Pool
-
Hot Tub
-
Fireplace/Heating -
Pool
Unlock the Best Price
House
9.5
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
10.76 ft²
-
Pool
-
Parking -
Internet -
Child Friendly
US $9,723
/Night
7 Nights - $68,062
6 Bedrooms
6 Bathrooms
12 Guests
4133.34 ft²
-
Spa
-
Balcony/Terrace
-
View
-
Air Conditioner
US $7,187
/Night
7 Nights - $50,306
Hotel
9.8
(
44 Reviews
)
12 Bathrooms
8000 ft²
-
Balcony/Terrace
-
Kitchen -
Air Conditioner
-
Internet
US $6,738
/Night
7 Nights - $47,163
1.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
1237.85 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Pool
US $6,190
/Night
7 Nights - $43,330
Condo
6 Bedrooms
6 Bathrooms
12 Guests
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $5,479
/Night
7 Nights - $38,355
9.8
(
6 Reviews
)
1 Bathroom
-
Private Pool
-
Hot Tub
-
Spa
-
Pool
US $5,399
/Night
7 Nights - $37,792
New
House
4 Bedrooms
4 Bathrooms
8 Guests
3417 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Pool
US $4,819
/Night
7 Nights - $33,733
See More South Maui Luxury Vacation Rentals
Find More South Maui Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in South Maui
Over 6972+
Top-Rated Vacation Rentals with a Pool in or Near South Maui
Condo
10.0
(
308 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
645 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $219
/Night
7 Nights - $1,534
Condo
10.0
(
286 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1000 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $473
/Night
7 Nights - $3,312
Condo
10.0
(
283 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $422
/Night
7 Nights - $2,955
Condo
10.0
(
276 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
455 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $223
/Night
7 Nights - $1,561
Condo
10.0
(
266 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
1000 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $321
/Night
7 Nights - $2,244
Condo
10.0
(
244 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
900 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $258
/Night
7 Nights - $1,808
Condo
10.0
(
232 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
650 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $294
/Night
7 Nights - $2,055
Condo
10.0
(
224 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
750 ft²
-
Fireplace/Heating
-
Pool
-
Ocean View
-
Balcony/Terrace
US $608
/Night
7 Nights - $4,257
Pet-Friendly Vacation Rentals in South Maui
Over 50+
Pet-Friendly Vacation Rentals in or Near South Maui
9.4
(
82 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
309.46 ft²
-
Oceanfront
-
Ocean View
-
Balcony/Terrace
-
View
US $339
/Night
7 Nights - $2,375
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Fireplace/Heating
-
Pool
-
Ocean View
-
View
US $577
/Night
7 Nights - $4,037
House
10.0
(
191 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $892
/Night
7 Nights - $6,245
Villa
10.0
(
79 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $904
/Night
7 Nights - $6,329
Condo
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $327
/Night
7 Nights - $2,291
Condo
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1112 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $410
/Night
7 Nights - $2,868
Condo
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
-
Pool
-
Ocean View
-
View
-
Pet Friendly
US $369
/Night
7 Nights - $2,580
Condo
9.8
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
777 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $483
/Night
7 Nights - $3,378
See More Pet-Friendly Vacation Rentals in South Maui on PetFriendly.io
Large Vacation Homes & Villas in South Maui
Over 278+
Large Vacation Homes & Villas in or Near South Maui
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
1905.21 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Pool
US $1,372
/Night
7 Nights - $9,607
House
10.0
(
142 Reviews
)
6 Bedrooms
4 Bathrooms
12 Guests
3700 ft²
-
Oceanfront
-
Ocean View
-
Balcony/Terrace
-
View
US $1,635
/Night
7 Nights - $11,443
House
9.8
(
171 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1800 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $1,437
/Night
7 Nights - $10,056
House
9.8
(
106 Reviews
)
4 Bedrooms
3 Bathrooms
14 Guests
2600 ft²
-
Private Pool
-
Oceanfront
-
Pool
-
Ocean View
US $2,886
/Night
7 Nights - $20,200
Condo
10.0
(
45 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
2824 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $4,689
/Night
7 Nights - $32,822
House
9.6
(
218 Reviews
)
6 Bedrooms
5 Bathrooms
17 Guests
3500 ft²
-
Private Pool
-
Oceanfront
-
Pool
-
Ocean View
US $2,303
/Night
7 Nights - $16,121
Condo
10.0
(
77 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
3076 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,469
/Night
7 Nights - $10,285
Villa
9.6
(
80 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2619 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $1,195
/Night
7 Nights - $8,367
See More Family Vacation Rentals in South Maui on FVR
Wheelchair Accessible Vacation Homes in South Maui
Over 2819+
Wheelchair Accessible Vacation Homes in or Near South Maui
8.5
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
430.56 ft²
-
Pool
-
Parking
-
Air Conditioner
-
Internet
US $405
/Night
7 Nights - $2,835
Condo
8.0
(
227 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $344
/Night
7 Nights - $2,408
Condo
10.0
(
220 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
702 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $555
/Night
7 Nights - $3,884
Condo
10.0
(
202 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
560 ft²
-
Hot Tub
-
Pool
-
Ocean View
-
Balcony/Terrace
US $339
/Night
7 Nights - $2,374
Apartment
10.0
(
149 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $605
/Night
7 Nights - $4,235
Condo
10.0
(
143 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
793 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Pool
US $454
/Night
7 Nights - $3,175
Condo
10.0
(
141 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
700 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $603
/Night
7 Nights - $4,220
Condo
10.0
(
140 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
936 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $531
/Night
7 Nights - $3,716
South Maui Vacation Rentals and Airbnb Places to Stay Under $200
Over 249+
South Maui Vacation Rentals and Airbnb Places to Stay Under $200
7.8
(
16 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
592.02 ft²
-
Ocean View
-
View
-
Parking
-
Air Conditioner
US $197
/Night
7 Nights - $1,379
10.0
(
2 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
-
Hot Tub
-
Pool
-
Kitchen
-
Parking
US $88
/Night
7 Nights - $619
Condo
9.6
(
69 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
572 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $193
/Night
7 Nights - $1,348
Condo
9.0
(
24 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
550 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $192
/Night
7 Nights - $1,345
Condo
9.2
(
120 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
700 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Pool
US $194
/Night
7 Nights - $1,356
Condo
9.4
(
171 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
445 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $181
/Night
7 Nights - $1,267
Condo
9.4
(
126 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
639 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $199
/Night
7 Nights - $1,396
Condo
9.4
(
112 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
621 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $185
/Night
7 Nights - $1,292
See More South Maui Vacation Rental Deals
Instantly Bookable Vacation Homes in South Maui
Over 5185+
Instantly Bookable Vacation Homes in or Near South Maui
Condo
10.0
(
178 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
954 ft²
-
Hot Tub
-
Spa
-
Pool
-
Ocean View
US $725
/Night
7 Nights - $5,076
Cottage
10.0
(
206 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
700 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Pool
US $1,012
/Night
7 Nights - $7,087
Condo
10.0
(
89 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $461
/Night
7 Nights - $3,227
House
10.0
(
171 Reviews
)
2 Bedrooms
3 Bathrooms
6 Guests
1250 ft²
-
Pool
-
Ocean View
-
Balcony/Terrace
-
View
US $1,083
/Night
7 Nights - $7,581
House
10.0
(
156 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Oceanfront
-
Hot Tub
-
Ocean View
-
Balcony/Terrace
US $713
/Night
7 Nights - $4,993
Cottage
10.0
(
155 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
720 ft²
-
Private Pool
-
Oceanfront
-
Pool
-
Ocean View
US $695
/Night
7 Nights - $4,862
Condo
10.0
(
136 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
950 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $575
/Night
7 Nights - $4,022
Condo
10.0
(
111 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Pool
-
Ocean View
-
Balcony/Terrace
-
View
US $700
/Night
7 Nights - $4,901
About South Maui Vacation Rentals
With more than 148 South Maui vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas 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 South Maui.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas South Maui, 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 South Maui. Places to stay near South Maui are 2148.08 ft² on average, with prices averaging US $1,921 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in South Maui 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 South Maui
| Type | Count |
|---|---|
| Villas | 128 |
| Vacation Homes | 10 |
| Holiday Apartments | 9 |
| Hotels | 1 |
Use these Quick Filters to Find a Vacation Rental in South Maui
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas 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 South Maui.
Weather in South Maui
View the weather forecast for South Maui before booking your South Maui 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
Top Attractions Around South Maui, HI
Estiavillas offers a large selection of top attractions around South Maui. Research things to do on your vacation before you visit South Maui.
Wailea Beach
Kamaole Beach Park 3
Makena State Park Beach
Keawakapu Beach
Kihei Town Center Shopping Center
Kamaole Beach Park
Kihei Regional Park
Kamaole Beach Park 2
Maluaka Beach
Kalama Beach Park
Little Beach
Hawaiian Islands Humpback Whale Sanctuary Visitor Center
Maui Nui Golf Club
Polo Beach
Maui Fish Pipe
La Perouse Bay
Shops at Wailea
Po'olenalena Beach
Makena Beaches
Ulua Beach Park
Other Places to Stay Near South Maui, HI
Cove Park
6,672 Properties
Kamaole Beach Park
6,653 Properties
Maui Fish Pipe
6,428 Properties
Kalama Beach Park
6,290 Properties
Kamaole Beach Park 2
6,259 Properties
Halama Street
6,082 Properties
Kihei
6,062 Properties
Kamaole Beach Park 3
5,949 Properties
Ulupalakua
4,638 Properties
Makena
1,312 Properties
Wailea-Makena
1,312 Properties
Wailea
1,312 Properties
Complexes around South Maui, HI
Sugar Beach Resort Kihei
560 Properties
Grand Champions
31 Properties
Makena Surf
29 Properties
Maui Parkshore
23 Properties
Polo Beach Club
7 Properties
Koa Lagoon
6 Properties
Leinaala
6 Properties
Aloha Aku Bamboo
4 Properties
Aloha Aku Cocopalm
4 Properties
Aloha Aku Honu
4 Properties
Aloha Aku Ohana
4 Properties
Kamaole Sands Ground
4 Properties
Maalaea Surf
4 Properties
Maui Br Ocean
4 Properties
Residence Inn
3 Properties
South Maui Vacation Rental Frequently Asked Questions
What are the top vacation rentals in South Maui?
There are a lot of options in South Maui. If you plan on staying in the South Maui area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Maui:
- Walk to Beach, Ocean Views, Relax by the Pool
- Hula On In to Beach House Chic Style, Click the Video tour below!
- Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
- Stunning Ocean View Wailea Beach Villa- Book & Save
- Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
- 5 Star Ocean View, Beach House Chic, Click the Video tour below!
- Beachfront penthouse w/panoramic ocean views and pool access
- Gated 2-story beach house with big yard
- Summer Deal Wailea Villa with Ocean Views and Private Lanais
- Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
How many vacation rentals have private pools in South Maui?
There are 278 vacation rentals with private pools near South Maui. Top-rated homes that have access to a swimming pool include:
Which vacation homes in South Maui are best for families?
If you are looking for a family-friendly vacation home in South Maui, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Maui:
How many vacation rentals are available in South Maui?
Currently, the total number of properties listed in 2026 is over 148 in the South Maui area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Maui.
