Wailea Vacation Rentals – Oceanview Condos & Luxury Villas in South Maui
Wailea is Maui's most refined resort area, offering a curated selection of luxury vacation rentals. Choose from spacious oceanview condos, private beachfront villas, or gated residences-each within walking distance to top beaches like Wailea Beach, Polo Beach, and Ulua Beach. With championship golf, fine dining, luxury spas, and The Shops at Wailea nearby, Wailea is perfect for honeymoons, family vacations, and long-term stays.
Browse Wailea Vacation Rentals by condo/hotel name:
Wailea vacation rentals combine the comfort of home with the indulgence of resort amenities. Whether you prefer a villa with sunset views, a quiet garden retreat, or a beachside condo steps from the surf, Wailea's neighborhoods cater to every kind of traveler.
Top Wailea Vacation Rental Communities
Oceanfront and Beach Access Villas
- Wailea Beach Villas – oceanfront penthouses and beachfront villas
- Polo Beach Club – beachfront condos with panoramic views
- Wailea Point Village – gated luxury with prime oceanfront location
- Mana Kai Maui – beachfront condos on Keawakapu Beach
- Wailea Elua Village – beachfront property with pavilion and pools
Resort-Style Villas & Upscale Condos
- Ho'olei at Grand Wailea – spacious 3-bedroom villas with cascading pool
- Wailea Ekahi Village – low-rise condos with ocean views and tropical gardens
- Wailea Ekolu Village – hillside condos near golf and beaches
- Wailea Grand Champions Villas – golf course condos with pools
- The Palms at Wailea – Mediterranean-style condos with large lanais
Why Stay in Wailea?
- Access to Wailea Beach, Polo Beach, and Keawakapu Beach
- Home to Wailea Golf Club and scenic coastal trails
- Upscale dining and retail at The Shops at Wailea
- Quiet, landscaped communities perfect for long stays
- Consistently sunny weather and calm swimming beaches
Plan Your Stay in Wailea
Wailea offers the best of South Maui-tranquil surroundings, world-class amenities, and stunning natural beauty. Whether you're visiting for a romantic retreat or a long-term tropical escape, Wailea vacation rentals provide the perfect home base for a luxurious island experience.
Palms at Wailea Villa 2203 Garden Deluxe 1 BD 2 BA
Tucked within the world-famous Wailea resort community, this garden-view villa offers a serene retreat surrounded by tropical beauty. Enjoy a spacious layout, full kitchen, and breezy patio—all just a short stroll from beaches, restaurants, and luxury shopping. Villa...
Palms at Wailea Villa 1103 Ocean View 1 BD 2 BA
- Ground floor unit- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private 473 square feet deck- Bedroom with 1 king- Queen sofa bed in living area- 1022 square feet / 95 square meters-...
Palms at Wailea Villa 805 Garden View 2 BD 2 BA
- Ground floor unit- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private 219 square feet deck- Master bedroom with 1 king bed- 2nd bedroom with 1 queen bed- Queen sofa bed in living area-...
Palms at Wailea Villa 301 Garden Deluxe 1 BD 2 BA
Relax in this one-bedroom villa with tranquil garden views in the heart of Wailea’s resort community. Designed for comfort and convenience, it features a full kitchen, airy living space, and easy access to beaches, golf courses, and walking paths. Villa 301 Garden 1...
Palms at Wailea Villa 1805 Garden View 2 BD 2 BA
- Ground floor unit- Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookware and tableware- 473 square foot lanai- Master Bedroom with 1 king size bed and guest bedroom with a Queen size bed- Queen sofa bed in sunken living...
Palms at Wailea Garden Villas 1 Bedroom 2 Bath
A peaceful one-bedroom villa with lush garden views, located in Maui’s renowned Wailea Resort community. Perfect for a relaxing getaway, it features a full kitchen, open living space, and private lanai – just minutes from pristine beaches and championship golf.Garden...
Palms at Wailea Garden Villas 2 Bedroom 2 Bath
Relax in a spacious two-bedroom villa with peaceful garden views, located in the prestigious Wailea resort community. Featuring a full kitchen, open living area, and private patio, it’s perfect for families or small groups seeking a serene Maui getaway. Garden View 2...
Palms at Wailea Garden Deluxe Villas 1 BD 2 BA
Experience elevated island comfort in a deluxe one-bedroom villa with lush garden views, located in Maui’s exclusive Wailea resort community. Enjoy a spacious layout, full kitchen, and private patio—just minutes from beaches, golf, and fine dining. Garden Villa Deluxe 1...
Palms at Wailea Ocean View Villas 2 Bedroom 2 Bath
Take in breathtaking ocean views from a spacious two-bedroom villa in Wailea’s resort community. Featuring a full kitchen, open living area, and private patio, it’s the perfect retreat for families or friends seeking a relaxing Maui escape. Ocean View Villa 2 Bedroom 2...
Palms at Wailea Ocean View Villas 1 Bedroom 2 Bath
Enjoy stunning ocean views from villas featuring a full kitchen, spacious living area, and a private patio; it’s the perfect spot to relax while soaking in Maui’s breathtaking coastal beauty. Ocean View Villa 1 Bedroom 2 Bath• Kitchen includes microwave, stovetop/oven,...
Palms at Wailea Garden Deluxe Villas 2 BD 2 BA
Deluxe garden-view villas offer a tranquil retreat surrounded by lush tropical landscaping in Wailea’s resort community. With a full kitchen, inviting living space, and private patio, it’s an ideal home base just minutes from beaches and golf courses. Garden Villa...
Stunning Oceanfront 1BR/2BA Retreat with Spectacular Views - Wailea Elua 1802
Wailea Elua #1802 – Luxurious Oceanfront Retreat with Panoramic ViewsExperience upscale coastal living at Wailea Elua #1802, a beautifully renovated second-floor, 1-bedroom, 2-bathroom oceanfront condo located in one of Wailea’s most desirable beachfront communities....
New Listing | Maui Oasis at The Grand Champions unit 53
Forget your worries in the spacious and serene space. This recently refreshed bright, 1 bedroom, 2 bath condo is perfect for up to 4 guests to enjoy all of Maui's luxury establishments within walking distance. Retreat to the ground floor lanai where you will soak in an...