Wailea Villas in Wailea, Maui

Compare 4 Wailea villas near Keawakapu Beach with AC, kitchens, and free parking from $129. Book now for exclusive rates on renovated condos and oceanfront stays.

Check-in
Fri, 13 Nov
Check-out
Sat, 14 Nov
Rooms and Guests2 Guests, 1 room
Check-in
Fri, 13 Nov
-
Check-out
Sat, 14 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
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Check-in
Fri, 13 Nov
-
Check-out
Sat, 14 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-11 out of 11
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.3
Perfect
Map
2.0 mi from City Center
Heated PoolHot TubWater Sports
  • Water sports facilities on site
  • Private hot tub on terrace
  • Heated outdoor pool year-round
FromUS$ 296 /nightSelect
9.7
Perfect
4 adults
2 bedrooms
2 beds
Map
543 yd from City Center209 yd from Wailea Tennis Club
Hot tubSpaGolf course
  • Spacious apartment with sea views
  • On-site spa and hot tub
  • Fully equipped kitchen in unit
FromUS$ 344 /nightSelect
7.3
Very good
Map
1.3 mi from City Center1581 yd from Shops at Wailea
Spa CentreBeach AccessSun Umbrellas
  • Direct oceanfront with balcony
  • On-site spa and wellness centre
  • Steps from Keawakapu Beach
FromUS$ 521 /nightSelect
9.5
Perfect
Map
372 yd from City Center415 yd from Wailea Tennis Club
Full KitchenGarden ViewsFree Parking
  • Fully equipped kitchens
  • Garden-view apartments
  • Free on-site parking
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10.0
Perfect
Map
442 yd from City Center302 yd from Shops at Wailea
Full KitchenHot TubSwimming Pool
  • Full kitchen in every villa
  • 3-minute walk to Ulua Beach
  • Outdoor pool with garden views
FromUS$ 695 /nightSelect
8.6
Great
Map
1149 yd from City Center532 yd from Shops at Wailea
Heated PoolFitness CenterGolf Course
  • Three outdoor pools with views
  • Fully equipped kitchen in each unit
  • On-site golf course access
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8.0
Great
Map
1.2 mi from City Center1201 yd from Wailea Gold Course
Outdoor PoolHot TubPrivate Beach
  • Direct beachfront access with stunning views
  • Fully equipped kitchen in every unit
  • Guests enjoy outdoor pool and hot tub
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Hale Hui Kai 106Holiday home
Map
1.3 mi from City Center1588 yd from Shops at Wailea
KitchenetteAir ConditioningWork Desk
  • Walk 3 min to Keawakapu Beach
  • Two-bedroom home with kitchen
  • Near Wailea Emerald Course
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5.0
Needs improvement
Map
1.3 mi from City Center1577 yd from Shops at Wailea
Beach AccessFree ParkingBeach
  • Beachfront on Keawakapu Beach
  • Two-bedroom condo with kitchen
  • Spacious ocean-view balcony
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9.1
Perfect
Map
1.4 mi from City Center1.0 mi from Shops at Wailea
BeachfrontHeated PoolPrivate Entrance
  • Beachfront with snorkeling access
  • Private entrance and balcony
  • Heated pool with ocean view
FromUS$ 379 /nightSelect
8.2
Great
4 adults
1 bedroom
2 beds
Map
1.5 mi from City Center1.2 mi from Shops at Wailea
Hot TubSpa CenterBeach Access
  • Steps from Kamaole Beach
  • Private hot tub and spa
  • Full kitchen with dishwasher
FromUS$ 375 /nightSelect

Wailea villas offer a private, self-contained alternative to traditional resorts, ideal for travelers who value space and flexibility. These holiday homes and condos sit along the south Maui coast, within walking distance of Keawakapu Beach and the Wailea Emerald Course. Budget-conscious visitors can expect rates starting around $129 per night for properties with fully equipped kitchens, air conditioning, and on-site parking. For a top-rated option, Enjoy Your Oceanside Dream at Kihei Surfside (rated 95/10) provides a fenced pool, sea-view balcony, and direct beach access for snorkeling and fishing.

Most properties cater to families and couples seeking a central base between Kihei and Wailea. Units like Keawakapu 208 and Luxury Condo at Kameole Beach T106 (both rated "Superb" 93-94) boast renovated interiors with dishwashers, private entrances, and outdoor dining terraces. Guests benefit from free WiFi, private check-ins, and proximity to Kahului Airport (22-26 km). For a quieter stay, Wailea Ekolu Village near the Blue Course offers garden views and cable TV. Book directly for the best availability on these self-catering villas.