
Villa holiday rentals in Wailea
Find and book unique villas on Airbnb
Top-rated villa rentals in Wailea
Guests agree: These villas are highly rated for location, cleanliness and more.

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
2 Bedroom Westin Nanea Ocean Villa at Kaanapali Beach on Maui Island in Hawaii; 1,260 SQ FT; SLEEPS UP TO 6 ADULTS All the luxuries & amenities of a Westin resort + comfort of a villa w/ furnished kitchen, in-room washer/dryer, private balcony. Resort activities; gym/spa; Pool. Renter can check-in late or check-out early anytime during reservation period without penalty but no refunds or credits will be provided. Actual villa unit is assigned at check-in and views will vary; Free self-parking

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
2 Bedroom Westin Nanea Ocean Villa at Kaanapali Beach on Maui Island in Hawaii; 1,260 SQ FT; SLEEPS UP TO 6 ADULTS All the luxuries & amenities of a Westin resort + comfort of a villa w/ furnished kitchen, in-room washer/dryer, private balcony. Resort activities; gym/spa; Pool. Renter can check-in late or check-out early anytime during reservation period without penalty but no refunds or credits will be provided. Actual villa unit is assigned at check-in and views will vary; Free self-parking

Luxury at it's Finest, Truly a Home away from Home
Remodeled in 2020, this 2 /2 Villa is located at Grand Champion Golf & Tennis Villas in the exclusive resort destination of Wailea, Maui. We have been named a Super Hosts on Airbnb due to the great amenities, comfort, safety, cleanliness and luxurious accommodations this Villa provides. Wailea is the Gold Coast of Maui, close to pristine beaches, shopping and dining and this is a legal, exclusive vacation rental. Spacious and luxurious, feel Refreshed and Anew in your Home away from Home!

Westin Nanea Kaanapali Luxury Ocean Villa Sleeps 6
Westin Nanea Ocean Villa @ Kaanapali Beach, Maui. Spacious living and dining areas, full kitchens, washer/dryers, & remarkable resort views. This 2 Bedroom 2 Bath sleeps 6 w/free parking. **Available Only March 20th, 2027 - March 27th, 2026.- 7 Night Stay.** Eat at one of the on premise restaurants, lounge by a rejuvenating pool, surf several nearby breaks, enjoy a spa, or work out in the Fitness Studio. When the sun sets behind the palms of Kaanapali, sink into your Westin Heavenly® Bed.
Popular amenities for Wailea villa rentals
Private villa rentals

Ka'anapali Beach Club "Ocean View"

Westin Ka’anapali Ocean Resort Villas, beach front

Ka'anapali Beach Club "Ocean View"

Lovely Kahana Condo

Kaanapali Beach Club "Scenic View"

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Westin Kaanapali Resort North 1BR IslandView Villa
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $3,288 AUD | $3,498 AUD | $3,400 AUD | $3,630 AUD | $2,666 AUD | $3,641 AUD | $2,957 AUD | $2,957 AUD | $2,586 AUD | $2,622 AUD | $2,512 AUD | $2,603 AUD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Quick stats about villa rentals in Wailea

Total holiday rentals
Explore 50 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $448 AUD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Wailea holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wailea rentals

5 Average rating
Wailea stays are highly rated by guests—averaging 5 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Wailea Beach
- Kapalua Bay Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Black Rock Beach
- Hāmoa Beach
- Old Lahaina Luau
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- Big Beach
- Maui Vista Condominium
- Whalers Village
- Black Sand Beach
- Haleakala National Park
- Maui Sunset
- Peahi
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