Estia Villas - Vacation Rentals in Wailea-Makena
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
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
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 $1,789
/Night
7 Nights - $12,524
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 Wailea-Makena Vacation Rentals
Luxury Places to Stay in Wailea-Makena
Over 1872+
Luxury Places to Stay in or Near Wailea-Makena
House
10.0
(
1 Review
)
6 Bedrooms
6 Bathrooms
10 Guests
-
Private Pool
-
Hot Tub
-
Fireplace/Heating -
Pool
Unlock the Best Price
6 Bedrooms
6 Bathrooms
12 Guests
4133.34 ft²
-
Spa
-
Balcony/Terrace -
View -
Air Conditioner
US $7,187
/Night
7 Nights - $50,306
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
Apartment
1 Bedroom
2 Bathrooms
5 Guests
1054.86 ft²
-
Hot Tub
-
Parking -
Air Conditioner
-
Internet
US $4,610
/Night
7 Nights - $32,270
Villa
9.8
(
24 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Private Pool
-
Oceanfront
-
Pool
-
Ocean View
US $4,437
/Night
7 Nights - $31,062
Find More Wailea-Makena Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Wailea-Makena
Over 1668+
Top-Rated Vacation Rentals with a Pool in or Near Wailea-Makena
Condo
10.0
(
207 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
1012 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $499
/Night
7 Nights - $3,490
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
Resort
10.0
(
185 Reviews
)
2 Bathrooms
4 Guests
1500 ft²
-
Private Pool
-
Pool
-
Ocean View
-
Balcony/Terrace
US $661
/Night
7 Nights - $4,630
Villa
10.0
(
167 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
3464 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $1,389
/Night
7 Nights - $9,724
Condo
10.0
(
165 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $486
/Night
7 Nights - $3,404
Condo
10.0
(
164 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1250 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $1,221
/Night
7 Nights - $8,550
Condo
10.0
(
158 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2200 ft²
-
Hot Tub
-
Pool
-
Ocean View
-
Balcony/Terrace
US $1,425
/Night
7 Nights - $9,977
Condo
10.0
(
158 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
969 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $475
/Night
7 Nights - $3,324
Pet-Friendly Vacation Rentals in Wailea-Makena
Over 12+
Pet-Friendly Vacation Rentals in or Near Wailea-Makena
Condo
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $1,450
/Night
7 Nights - $10,152
9.2
(
7 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
1022.57 ft²
-
Oceanfront
-
Spa
-
Fireplace/Heating
-
Pool
US $524
/Night
7 Nights - $3,665
Condo
10.0
(
60 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
898 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $333
/Night
7 Nights - $2,328
9.0
(
145 Reviews
)
30 Bathrooms
139 Guests
1073.16 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Pool
US $1,534
/Night
7 Nights - $10,735
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
7.5
(
58 Reviews
)
33 Bathrooms
161 Guests
1283.41 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $819
/Night
7 Nights - $5,731
Condo
3 Bedrooms
2 Bathrooms
5 Guests
1056 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Pet Friendly
US $1,379
/Night
7 Nights - $9,656
14 Bedrooms
9 Bathrooms
42 Guests
1930.33 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $3,289
/Night
7 Nights - $23,023
See More Pet-Friendly Vacation Rentals in Wailea-Makena on PetFriendly.io
Large Vacation Homes & Villas in Wailea-Makena
Over 174+
Large Vacation Homes & Villas in or Near Wailea-Makena
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
10.0
(
1 Review
)
1 Bedroom
4 Bathrooms
8 Guests
-
Parking
-
Internet
-
Child Friendly
-
Wellness Facilities
US $995
/Night
7 Nights - $6,965
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
Villa
10.0
(
100 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,397
/Night
7 Nights - $9,781
House
10.0
(
75 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
2400 ft²
-
Private Pool
-
Oceanfront
-
Pool
-
Ocean View
US $1,970
/Night
7 Nights - $13,787
Villa
10.0
(
73 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2000 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $2,828
/Night
7 Nights - $19,798
Villa
10.0
(
66 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
2000 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $1,258
/Night
7 Nights - $8,807
Villa
10.0
(
58 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
3076 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $1,476
/Night
7 Nights - $10,331
See More Family Vacation Rentals in Wailea-Makena on FVR
Wheelchair Accessible Vacation Homes in Wailea-Makena
Over 150+
Wheelchair Accessible Vacation Homes in or Near Wailea-Makena
Condo
10.0
(
131 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
3810 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $2,188
/Night
7 Nights - $15,319
10.0
(
5 Reviews
)
1 Bathroom
24 Guests
3196.88 ft²
-
Private Beach -
Oceanfront
-
Hot Tub
-
Spa
US $3,013
/Night
7 Nights - $21,088
US $1,672
/Night
7 Nights - $11,706
Condo
9.4
(
26 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $1,823
/Night
7 Nights - $12,761
Condo
9.4
(
44 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
3300 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,823
/Night
7 Nights - $12,761
Condo
10.0
(
135 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1899 ft²
-
Hot Tub
-
Pool
-
Ocean View
-
Balcony/Terrace
US $1,094
/Night
7 Nights - $7,658
Condo
10.0
(
126 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1195 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $4,089
/Night
7 Nights - $28,624
Condo
10.0
(
85 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $2,569
/Night
7 Nights - $17,983
Wailea-Makena Vacation Rentals and Airbnb Places to Stay Under $200
Over 4+
Wailea-Makena Vacation Rentals and Airbnb Places to Stay Under $200
Condo
9.8
(
44 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Oceanfront
-
Hot Tub
-
Spa
-
Pool
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
9.8
(
105 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
400 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $188
/Night
7 Nights - $1,316
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-Makena Vacation Rental Deals
Instantly Bookable Vacation Homes in Wailea-Makena
Over 1256+
Instantly Bookable Vacation Homes in or Near Wailea-Makena
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
(
89 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $461
/Night
7 Nights - $3,227
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
(
99 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1038 ft²
-
Hot Tub
-
Pool
-
Ocean View
-
Balcony/Terrace
US $1,088
/Night
7 Nights - $7,617
Condo
10.0
(
58 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $391
/Night
7 Nights - $2,734
Condo
9.8
(
197 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
1700 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $870
/Night
7 Nights - $6,088
Condo
9.8
(
165 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
792 ft²
-
Pool
-
Ocean View
-
Balcony/Terrace
-
View
US $469
/Night
7 Nights - $3,283
Condo
9.8
(
108 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $366
/Night
7 Nights - $2,563
About Wailea-Makena Vacation Rentals
With more than 128 Wailea-Makena 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 Wailea-Makena.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Wailea-Makena, 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-Makena. Places to stay near Wailea-Makena are 2304.12 ft² on average, with prices averaging US $2,001 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Wailea-Makena 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-Makena
| Type | Count |
|---|---|
| Villas | 111 |
| Holiday Apartments | 9 |
| Vacation Homes | 8 |
Use these Quick Filters to Find a Vacation Rental in Wailea-Makena
★ 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 Wailea-Makena.
Weather in Wailea-Makena
View the weather forecast for Wailea-Makena before booking your Wailea-Makena 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 Wailea-Makena, HI
Estiavillas offers a large selection of top attractions around Wailea-Makena. Research things to do on your vacation before you visit Wailea-Makena.
Wailea Beach
Kamaole Beach Park 3
Makena State Park Beach
Keawakapu Beach
Kamaole Beach Park 2
Maluaka Beach
Little Beach
Polo Beach
Shops at Wailea
Po'olenalena Beach
Ulua Beach Park
Makena Golf Course
Palauea Beach
Wailea Emerald Golf Course
Ulua Beach
Mokapu Beach
Big Beach
Makena South Course
Wailea Blue Golf Course
Other Places to Stay Near Wailea-Makena, HI
Kamaole Beach Park 2
6,259 Properties
South Maui
6,063 Properties
Kamaole Beach Park 3
5,949 Properties
Keawakapu Beach
5,545 Properties
Mokapu Beach
5,535 Properties
Ulua Beach
5,530 Properties
Ulua Beach Park
5,529 Properties
Wailea Shopping Village Shopping Center
5,525 Properties
Shops at Wailea
5,515 Properties
Wailea Beach
5,371 Properties
Makena
1,312 Properties
Wailea
1,312 Properties
Complexes around Wailea-Makena, HI
Wailea-Makena Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Wailea-Makena?
There are a lot of options in Wailea-Makena. If you plan on staying in the Wailea-Makena 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-Makena:
- Walk to Beach, Ocean Views, Relax by the Pool
- 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!
- Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
- Beachfront penthouse w/direct beach access and pool
- Spectacular 3rd Row Villa at Ho'olei with Ocean Views
- Summer Deal Wailea Beach Villa with Resort Pool and Hot Tubs
- I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + STUNNING NEW REMODEL! WOW!
- Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool
How many vacation rentals have private pools in Wailea-Makena?
There are 68 vacation rentals with private pools near Wailea-Makena. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Wailea-Makena are best for families?
If you are looking for a family-friendly vacation home in Wailea-Makena, 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-Makena:
How many vacation rentals are available in Wailea-Makena?
Currently, the total number of properties listed in 2026 is over 128 in the Wailea-Makena area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wailea-Makena.
