Villas and Beach houses in Wailea, HI

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Wailea, HI villas
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851 Villa rentals in Wailea, HI

Kamaole Sands 7-205 - Wailea, HI
Wailea, HI
07/10 – 07/13
$413/nighttotal: $1239 (3 )

Kamaole Sands 7-205

1 2
house, Wailea
Kamaole Sands 7-205 is a one-bedroom vacation rental in Wailea, Hawaii, a two-minute walk from Kamaole Beach Park and 3.4 miles from the Wailea Emerald Golf Course.
This condo offers two bathrooms, sleeps seven guests, includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, private parking, and access to an on-site swimming pool and fitness center.
Maui Kamaole C 202 - Wailea, HI
9.5 2 reviews
Wailea, HI
07/10 – 07/13
$503/nighttotal: $1509 (3 )

Maui Kamaole C 202

2 2
house, Wailea
This Wailea vacation rental is a six-minute walk from Kamaole Beach and a half-mile from Keawakapu Beach, also near Mokapu Beach and the Wailea Emerald Course.
This 1,310-square-foot house features two bedrooms, two bathrooms, a living room with a flat-screen TV, a full kitchen, and can accommodate up to 11 guests, plus offers a private pool, tennis court, free Wi-Fi, and free parking.
Kamaole Sands 3-303 - Wailea, HI
10 4 reviews
Wailea, HI
07/10 – 07/13
$398/nighttotal: $1194 (3 )

Kamaole Sands 3-303

1 2
house, Wailea
This Wailea vacation rental is steps from Kamaole Beach and a short drive to Mokapu Beach, offering easy access to Wailea Emerald Course (3.4 miles) and Kahului Airport (14 miles).
This 820-square-foot house features one bedroom, two bathrooms, and can comfortably accommodate seven guests, boasting a fully equipped kitchen, private balcony with ocean views, access to an on-site pool, free Wi-Fi, and private parking.
Kamaole Sands 7-210 - Wailea, HI
Wailea, HI
07/10 – 07/13
$422/nighttotal: $1266 (3 )

Kamaole Sands 7-210

1 2
house, Wailea
This Wailea vacation rental is a short walk from Kamaole Beach and less than a mile from Keawakapu Beach, offering easy access to the area's beautiful coastline and proximity to the Wailea Emerald Course.
This 820-square-foot house features one bedroom, two bathrooms, and accommodates up to seven guests, boasting a fully equipped kitchen, air conditioning, a private pool, free Wi-Fi, and free parking, plus on-site massage services.
Kihei Condo W/ Resort Amenities: Walk To The Beach - Wailea, HI
8.8 116 reviews
Wailea, HI
07/10 – 07/13
$319/nighttotal: $957 (3 )

Kihei Condo W/ Resort Amenities: Walk To The Beach

1 2
house, Wailea
This one-bedroom Wailea condo is located just a short walk from the beach and just over 3 miles from the Wailea Emerald Course.
This 870-square-foot apartment features a private entrance, a terrace with ocean views, and access to resort amenities including a swimming pool, Jacuzzi, and spa.
Charming Beachside Garden Vistas - Wailea, HI
9.7 3 reviews
Wailea, HI
07/10 – 07/13
$364/nighttotal: $1092 (3 )

Charming Beachside Garden Vistas

1 2
house, Wailea
This Wailea vacation home is located a 4-minute walk from Kamaole Beach, 3.8 miles from Wailea Emerald Course, and 14 miles from Kahului Airport.
This 800 square foot residence accommodates up to six guests with two bathrooms, a full kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, and a fitness center, offering complimentary Wi-Fi and elevator access.
Kamaole Sands 2-105 - Wailea, HI
Wailea, HI
07/10 – 07/13
$473/nighttotal: $1419 (3 )

Kamaole Sands 2-105

1 2
house, Wailea
Kamaole Sands 2-105, a one-bedroom condo in Wailea, offers direct access to Kamaole Beach and is 3.4 miles from the Wailea Emerald Golf Course.
This 820-square-foot vacation rental features two bathrooms, accommodates seven guests, and includes a fully equipped kitchen, private parking, Wi-Fi, a swimming pool, and a fitness center.
Hale Kamaole 4-334 - Wailea, HI
Wailea, HI
07/10 – 07/13
$478/nighttotal: $1434 (3 )

Hale Kamaole 4-334

2 2
house, Wailea
This Wailea vacation rental is conveniently located near Keawakapu Beach, a short walk away, and a quick drive from Mokapu and Kamaole Beaches.
This two-bedroom, two-bathroom house sleeps up to 11 guests and features a fully equipped kitchen, private parking, a swimming pool, a fitness center, a tennis court, and a balcony with ocean views; massage services are available.
Clean, Maui Family Owned, Private, Top Floor, Lots Of Amenities, Oceanview! - Wailea, HI
9.4 67 reviews
Wailea, HI
07/10 – 07/13
$368/nighttotal: $1104 (3 )

Clean, Maui Family Owned, Private, Top Floor, Lots Of Amenities, Oceanview!

2 2
house, Wailea
This Wailea apartment is located less than a mile from both the Shops at Wailea and Wailea Beach, placing you within walking distance of upscale shopping, dining, and beautiful beaches. Guests consistently rate this accommodation excellent for location, cleanliness, and overall experience.
The apartment features one bedroom and one bathroom, spanning 800 square feet. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace or balcony, a garden, a spa, a tennis court, parking, and internet access.
Kamaole Sands 3-305 - Wailea, HI
9.7 3 reviews
Wailea, HI
07/10 – 07/13
$413/nighttotal: $1239 (3 )

Kamaole Sands 3-305

1 2
house, Wailea
This Wailea vacation rental is conveniently located near Kamaole Beach (200 meters), Keawakapu Beach (0.8 miles), and Mokapu Beach (1.1 miles).
The 820-square-foot one-bedroom home features two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, private parking, a swimming pool, tennis court, and free Wi-Fi.
Kamaole Sands 10-311 - Wailea, HI
Wailea, HI
07/10 – 07/13
$518/nighttotal: $1554 (3 )

Kamaole Sands 10-311

1 2
house, Wailea
This Wailea vacation rental is conveniently located near Kamaole Beach, a short drive from the Wailea Emerald Golf Course and 18 miles from Iao Valley State Park.
The 820-square-foot home features one bedroom, two bathrooms, and can accommodate up to seven guests, boasting a private balcony, pool access, a fully equipped kitchen, and free Wi-Fi.
Kamaole Sands 9-110 - Wailea, HI
Wailea, HI
07/10 – 07/13
$398/nighttotal: $1194 (3 )

Kamaole Sands 9-110

1 2
house, Wailea
This Wailea vacation rental is a two-minute walk from Kamaole Beach and less than a mile from Keawakapu Beach, offering easy access to Wailea's beautiful beaches and amenities.
This 820-square-foot house features one bedroom, two bathrooms, and can comfortably accommodate seven guests, boasting a fully equipped kitchen, private parking, a swimming pool, and a fitness center.

Discover Vacation Homes by the Sea in Wailea, HI

Unwind at these welcoming coastal vacation homes in Wailea, HI, ideally located for exploring regional beach-town boardwalks.

Wailea Sunset Condo - Ekolu #607 - Wailea, HI
9.8 115 reviews
Wailea, HI
07/10 – 07/13
$437/nighttotal: $1311 (3 )

Wailea Sunset Condo - Ekolu #607

1 2
house, Wailea
Wailea Ekolu #607 is a vacation rental located in Wailea, just a short walk from several beautiful beaches, including Wailea Beach, Ulua Beach Park, and Mokapu Beach Park. This property has earned excellent user ratings for its location and overall experience, and a very good rating for cleanliness.
This one-bedroom home spans 1020 square feet and offers two private bathrooms, a fully equipped kitchen, a comfortable living and dining area, and a private terrace. Enjoy amenities like two solar-heated pools, BBQ areas, a recreation pavilion, a tennis court, a spa, and a restaurant and bar on-site.

Our Favorite Vacation Homes with a Pool in Wailea, HI

Having a pool at your Wailea, HI vacation home lets you enjoy a dip to complement a day by the water without extra planning.

Kamaole Sands 7-207 - Wailea, HI
9.0 2 reviews
Wailea, HI
07/10 – 07/13
$473/nighttotal: $1419 (3 )

Kamaole Sands 7-207

1 2
house, Wailea
This Wailea vacation rental is a two-minute walk from Kamaole Beach and less than a mile from Keawakapu Beach, offering easy access to prime Wailea locations.
The one-bedroom, two-bathroom house sleeps seven guests and features a fully equipped kitchen, private parking, a swimming pool, and a fitness center, plus nearby massage services and tennis courts.
Kamaole Sands 9-210 - Wailea, HI
Wailea, HI
07/10 – 07/13
$458/nighttotal: $1374 (3 )

Kamaole Sands 9-210

1 2
house, Wailea
Kamaole Sands 9-210, a one-bedroom condo in Wailea, offers convenient access to Kamaole, Keawakapu, and Mokapu Beaches, and is 3.4 miles from the Wailea Emerald Golf Course.
This 1-bedroom, 2-bathroom vacation rental sleeps 7, features a fully equipped kitchen, private parking, Wi-Fi, a swimming pool, fitness center, tennis court, and is close to local tour operators.
Kamaole Sands 1-102 - Wailea, HI
10 1 review
Wailea, HI
07/10 – 07/13
$398/nighttotal: $1194 (3 )

Kamaole Sands 1-102

1 2
house, Wailea
Kamaole Sands 1-102, a one-bedroom condo in Wailea, offers convenient access to Kamaole, Keawakapu, and Mokapu Beaches, and is 3.4 miles from the Wailea Emerald Golf Course and 14 miles from Kahului Airport (OGG).
This 1-bedroom, 2-bathroom vacation rental sleeps 7, features a fully equipped kitchen, private parking, Wi-Fi, a swimming pool, tennis court, and fitness center, and is steps from three beautiful beaches.
Endless Ocean Views 1bd And 2 Bath - Wailea, HI
Wailea, HI
07/10 – 07/13
$410/nighttotal: $1230 (3 )

Endless Ocean Views 1bd And 2 Bath

1 2
house, Wailea
This Wailea vacation home, 1.2 miles from the Wailea Emerald Golf Course and an 18-minute walk from Wailea Beach, offers convenient access to premier golfing and beach activities.
This 870-square-foot property boasts one bedroom, two bathrooms, sleeps seven guests, and includes a private pool, hot tub, tennis court access, and free Wi-Fi.

Frequently Asked Questions about villa rentals in Wailea, HI

Destinations nearby

Best Wailea, HI villas and beach houses with jacuzzi

Wailea Elua Village - Coraltree Residence Collection - Wailea, HI
Wailea, HI
07/10 – 07/13
$984/nighttotal: $2952 (3 )

Wailea Elua Village - Coraltree Residence Collection

1 2
house, Wailea
This 2-bedroom vacation rental in Wailea is located just a 3-minute walk from Ulua Beach and 1.7 miles from the Wailea Emerald Course.
This accommodation offers a kitchen with a fridge, microwave, and dishwasher, air conditioning, a jacuzzi, fitness center, and on-site parking with complimentary WiFi.
Wailea Luxury Retreat Walk To Beach & Shops - Wailea, HI
Wailea, HI
07/10 – 07/13
$636/nighttotal: $1908 (3 )

Wailea Luxury Retreat Walk To Beach & Shops

1 2
house, Wailea
This Wailea house is located a 17-minute walk from Ulua Beach and 1.4 miles from Wailea Emerald Course, with Kahului Airport 16 miles away.
This 860 sq ft residence offers 1 bedroom, 1 bathroom, and a guest capacity of 5, featuring a private swimming pool, garden views, a fully equipped kitchen, and complimentary WiFi.
Beachfront Bliss Walk To Sand Pool Restaurants - Wailea, HI
Wailea, HI
07/10 – 07/13
$476/nighttotal: $1428 (3 )

Beachfront Bliss Walk To Sand Pool Restaurants

1 2
house, Wailea
This beachfront condo in Wailea is a 2-minute walk from Kamaole Beach, 3.4 miles from Wailea Emerald Course, and 14 miles from Kahului Airport.
This 900 sq ft vacation rental accommodates up to 5 guests with 1 bathroom, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, fitness center, and parking, plus free Wi-Fi.
8-403 Kamaole Sands - Wailea, HI
9.4 546 reviews
Wailea, HI
07/10 – 07/13
$395/nighttotal: $1185 (3 )

8-403 Kamaole Sands

1 2
house, Wailea
This Wailea home is just a 2-minute walk from Kamaole Beach 3, with Keawakapu and Mokapu beaches also within a short drive. The property has received excellent ratings for location, cleanliness, and overall user experience.
The home is newly remodeled and features a fully equipped kitchen, air conditioning, and free Wi-Fi. You can enjoy the on-site swimming pool, Jacuzzi, fitness center, and tennis court, or take advantage of the close proximity to the Wailea Emerald Golf Course.

Neighborhoods and points of interest in Wailea, HI

Best Wailea, HI houses with a kitchen

Wailea Ekolu Village - Coraltree Residence Collection - Wailea, HI
Wailea, HI
07/10 – 07/13
$374/nighttotal: $1122 (3 )

Wailea Ekolu Village - Coraltree Residence Collection

1 2
house, Wailea
This Wailea Ekolu Village - CoralTree Residence Collection condo is located in Wailea, an 18-minute walk from Wailea Beach and 1.2 miles from Wailea Emerald Course.
This accommodation offers complimentary on-site parking, free Wi-Fi, air conditioning, and a full kitchen with a fridge, microwave, and dishwasher, with TVs with cable channels for entertainment.
Kihei Akahi C614 - Wailea, HI
8.0 2 reviews
Wailea, HI
07/10 – 07/13
$432/nighttotal: $1296 (3 )

Kihei Akahi C614

1 2
house, Wailea
Kihei Akahi C614, a one-bedroom condo in Wailea, is steps from Kamaole Beach and a short drive from Keawakapu and Mokapu Beaches, as well as the Wailea Emerald Golf Course.
This 670-square-foot condo features a spacious layout with a balcony offering sea views, a fully equipped kitchen, free Wi-Fi, and accommodates up to 7 guests, with access to a swimming pool and tennis court.
Kamaole Sands 1-305 - Wailea, HI
Wailea, HI
07/10 – 07/13
$384/nighttotal: $1152 (3 )

Kamaole Sands 1-305

1 2
house, Wailea
This Wailea vacation home, a one-bedroom condo, is a two-minute walk from Kamaole Beach, 3.4 miles from the Wailea Emerald Golf Course, and 14 miles from Kahului Airport (OGG).
The property features a fully equipped kitchen, two bathrooms, a balcony with ocean views, private parking, Wi-Fi, and access to an on-site swimming pool, fitness center, and tennis court; it comfortably sleeps seven guests.
Kamaole Sands 9-307 - Wailea, HI
Wailea, HI
07/10 – 07/13
$443/nighttotal: $1329 (3 )

Kamaole Sands 9-307

1 2
house, Wailea
Kamaole Sands 9-307, a Wailea vacation rental, is a two-minute walk from Kamaole Beach and offers easy access to Keawakapu Beach and Mokapu Beach.
This 820-square-foot condo features one bedroom, two bathrooms, and accommodates seven guests, boasting a fully equipped kitchen, private balcony with ocean views, free Wi-Fi, on-site parking, and access to a fitness center and tennis court.

Search Luxury Vacation Homes in Wailea, HI

These upscale vacation homes in Wailea, HI provide the perfect blend of premium amenities and a highly desirable prime location.

Kamaole Sands 7-100 - Wailea, HI
9.5 4 reviews
Wailea, HI
07/10 – 07/13
$399/nighttotal: $1197 (3 )

Kamaole Sands 7-100

1 2
house, Wailea

Popular Family Vacation Homes in Wailea, HI

These kid-friendly Wailea, HI vacation homes offer plenty of room for the whole family to spread out.

Maui Aloha Vacation Rental - Wailea, HI
Wailea, HI
07/10 – 07/13
$1001/nighttotal: $3003 (3 )

Maui Aloha Vacation Rental

3 2
house, Wailea

Find the Best Pet-Friendly Vacation Homes in Wailea, HI

Traveling with a pet to Wailea, HI is easy in these vacation homes, featuring dog-friendly amenities.

Wailea Sunset Condo - Ekolu #607 - Wailea, HI
9.8 115 reviews
Wailea, HI
07/10 – 07/13
$437/nighttotal: $1311 (3 )

Wailea Sunset Condo - Ekolu #607

1 2
house, Wailea

Traveler-Approved Holiday Houses with Wellness in Wailea, HI

Discover spa access at these waterfront vacation homes in Wailea, HI, ensuring wellness by the water is never an afterthought.

Kamaole Sands 10-311 - Wailea, HI
Wailea, HI
07/10 – 07/13
$518/nighttotal: $1554 (3 )

Kamaole Sands 10-311

1 2
house, Wailea

Best Wailea, HI houses with air conditioning

Kamaole Sands 5-404 - Wailea, HI
9.5 2 reviews
Wailea, HI
07/10 – 07/13
$598/nighttotal: $1794 (3 )

Kamaole Sands 5-404

2 2
house, Wailea
Kamaole Sands 5-315 - Wailea, HI
9.5 2 reviews
Wailea, HI
07/10 – 07/13
$407/nighttotal: $1221 (3 )

Kamaole Sands 5-315

1 2
house, Wailea
Kamaole Sands 2-203 - Wailea, HI
Wailea, HI
07/10 – 07/13
$393/nighttotal: $1179 (3 )

Kamaole Sands 2-203

1 2
house, Wailea
Kamaole Sands 3-103 - Wailea, HI
10 1 review
Wailea, HI
07/10 – 07/13
$398/nighttotal: $1194 (3 )

Kamaole Sands 3-103

1 2
house, Wailea
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