Book villas with a pool in Kihei

Experience the ultimate relaxation with a private villa featuring a pool in Kihei

Staying in a private villa with a pool in Kihei is the perfect way to enjoy the sun-soaked beauty of Maui. These luxurious retreats offer a blend of privacy and comfort, allowing you to unwind in your own slice of paradise. Imagine basking in the sun by your pool, taking refreshing dips, or enjoying a sunset cocktail with your loved ones. With the beach just a stone's throw away, you'll have the best of both worlds—serene relaxation at your villa and exciting beach adventures right outside your door. Embrace the tropical lifestyle and create unforgettable memories in Kihei.

Our top choices for a great stay

Villas By The Cove, Villa 3 · Step to White-Sand Beach

Villas By The Cove, Villa 3 · Step to White-Sand Beach

Stay at this villa in Kihei. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wailea Beach and Cove Park are located nearby.
9.8/10 Exceptional! (55 reviews)
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Villas By The Cove, Villa 3 · Step to White-Sand Beach
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

Stay at this villa in Kihei. Enjoy a fitness center, laundry facilities, and cable/satellite TV service. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
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Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Book a stay at this beach villa in Kihei. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
10/10 Exceptional! (77 reviews)
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Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
The Hilton Maui Bay Villas 2BR Resort View Suite!

The Hilton Maui Bay Villas 2BR Resort View Suite!

Stay at this villa in Kihei. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
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The Hilton Maui Bay Villas 2BR Resort View Suite!
Private Ocean Front at Wailea Beach Villas B102

Private Ocean Front at Wailea Beach Villas B102

Book a stay at this beach villa in Kihei. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
10/10 Exceptional! (20 reviews)
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Private Ocean Front at Wailea Beach Villas B102
Spectacular 3rd Row Villa at Ho'olei with Ocean Views

Spectacular 3rd Row Villa at Ho'olei with Ocean Views

Stay at this villa in Kihei. Enjoy a sauna, a garden, and laundry facilities. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
10/10 Exceptional! (52 reviews)
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Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!

Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!

Stay at this villa in Kihei. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
9.6/10 Exceptional! (38 reviews)
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Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Stay at this villa in Kihei. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
9.6/10 Exceptional! (44 reviews)
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Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!

Stay at this villa in Kihei. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
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Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!
Tropical Luxury Villa Indoor-Outdoor Living, Gourmet Kitchen and Spa Bathrooms!

Tropical Luxury Villa Indoor-Outdoor Living, Gourmet Kitchen and Spa Bathrooms!

Stay at this villa in Kihei. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wailea Beach and Polo Beach are located nearby.
10/10 Exceptional! (25 reviews)
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Tropical Luxury Villa Indoor-Outdoor Living, Gourmet Kitchen and Spa Bathrooms!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Why choose a Private Pool Villa in Kihei for Your Next Getaway?

Opting for a luxury pool vacation villa for rent in Kihei can significantly enhance your experience compared to a traditional hotel stay. For honeymooners or families, the spaciousness of these private villas allows for quality bonding time, complete with a serene environment to relax. The private pool invites you to take a refreshing dip at any hour, providing a perfect escape from the bustling beach crowds. While hotels offer conveniences, villas grant you the freedom to create your own schedule, savoring meals outdoors or lounging by the pool without interruptions. Additionally, many villas are conveniently located near Kihei's stunning beaches and outdoor activities, making them an excellent base for exploring. With the flexibility to enjoy the comforts of home while indulging in luxury, a villa is a fantastic choice for those seeking both relaxation and adventure in paradise.