Wailea Vacation Rentals
<p>Wailea is located on Maui's sunny southern coast and known for pristine beaches and artfully designed hotels, condominiums, and exclusive residential communities. Golf, tennis, ocean fun and upscale shopping and dining are all hallmarks of the Wailea experience.</p><p><br></p><p><b>Things To Do</b><br>Numerous beaches in the Wailea area offer fine white sands and inviting blue water. Offshore views include Molokini Islet as well as the islands of Lanai and Kahoolawe. During the winter months humpback whales are common in these waters and can be seen from the shore or on a humpback whale watching tour. Golfers will love their choices in the Wailea area with four top-quality courses to choose from including the Blue Course, Emerald Course, Gold Course and nearby seaside Makena Golf Course. Wailea's Blue Course is known for its wide fairways as well as panoramic mountain and ocean views. Lush tropical landscaping makes the Emerald Course and enjoyable experience, while natural hazards, doglegs and narrower fairways provide challenges on the Gold Course which also takes in ocean views. From Wailea you can take a day trip to see the waterfalls of Hana, the scenic Upcountry Maui region or the stunning vistas atop Haleakala Volcano. Boating excursions are also popular including sunset sails, whale watching (during the winter months) and snorkeling and scuba diving trips to Molokini three miles offshore. Wailea also has a state-of-the-art tennis facility. After all the fun pamper yourself at the the Grand Wailea's Spa Grande which is Hawaii's largest spa and offers everything from island-style massage to aromatic mineral baths.</p><p><br></p><p><b>Nearby Beaches</b><br>Wailea Beach and nearby Makena Beach are considered two of Hawaii's finest beaches with white sand and clear blue water ideal for swimming and pleasant days at the beach. Wailea Beach is fronted by the Grand Wailea and Wailea Four Seasons resorts and is the largest and arguably the nicest of Wailea's beac…
70 vacation rentals found. Page 3 of 7 shows 10 properties (10 per page, same as the live site).
Wailea Vacation Rentals
Page 3 of 7 — 70 properties total — 10 per page (matches site listing view).
Wailea Elua - 1BR Condo #1302
Wailea, Maui- 1 Bed
- 1 Full Baths
From $549.00 / night — Total price: $1647.00
Welcome to Wailea Elua #1302, a luxurious 1-bedroom, 1-bathroom beachfront condo offering comfort, serenity, and elevated island living just steps from Ulua Beach. Located within the exclusive, gated Wailea Elua Village, this spacious unit is ideal for couples or small groups seeking a peaceful Maui retreat with resort-style amenities and panoramic views. Key Features: 1-bedroom, 1-bathroom beachfront condo Sleeps up to 4 guests comfortably King bed in the master bedroom with luxury linens Sofa
Wailea Elua - 2BR Condo #0802
Wailea, Maui- 2 Bed
- 2 Full Baths
From $379.00 / night — Total price: $1137.00
Welcome to Wailea Elua #802, a stunning second-floor oceanfront condo that redefines luxury in Mauis premier resort community. Completely remodeled in November 2024, this 2-bedroom, 2-bathroom unit blends modern coastal design with the timeless beauty of Waileas sweeping ocean views. Just a short walk to Ulua Beach and the famed Wailea Beach Path, this is the perfect home base for a relaxing and unforgettable island escape. Key Features: Second-floor 2-bedroom, 2-bathroom layout Master bedroom
Wailea Elua - 2BR Condo #1304
Wailea, Maui- 2 Bed
- 2 Full Baths
From $549.00 / night — Total price: $1647.00
Welcome to Wailea Elua #1304, a beautifully appointed 2-bedroom, 2-bathroom oceanfront condo offering the perfect blend of luxury and relaxation. Nestled in one of Waileas most exclusive beachfront communities, this spacious retreat is steps from Ulua Beach and surrounded by the lush tropical beauty of South Maui. Key Features: Master Bedroom: King bed with premium linens Guest Bedroom: Two Twin beds, ideal for families or friends Sleeps up to 4 guests comfortably Central air conditioner Compli
Wailea Elua - 2BR Condo #1404
Wailea, Maui- 2 Bed
- 2 Full Baths
From $649.00 / night — Total price: $1947.00
Welcome to Wailea Elua #1404, a spacious and tastefully designed 2-bedroom, 2-bathroom vacation condo that comfortably sleeps up to six guests. Located near the pickleball court and featuring panoramic views from the private lanai, this second-floor unit offers the perfect blend of indoor-outdoor island living and convenience within the exclusive beachfront community of Wailea Elua Village. Condo Features: 2-bedroom, 2-bathroom condo Sleeps up to 6 guests Master Bedroom: King bed with luxury l
Wailea Elua - 2BR Condo #1508
Wailea, Maui- 2 Bed
- 2 Full Baths
From $499.00 / night — Total price: $1497.00
Set within the prestigious Wailea Elua Village, Wailea Elua #1508 offers an ideal balance of peaceful luxury and island convenience. This spacious 2-bedroom, 2-bathroom condo features partial ocean views, a private lanai, and stylish interiors that comfortably accommodate up to six guests. Whether you're planning a family vacation or a tropical escape with friends, this second-floor condo provides the perfect home base in South Maui. Condo Features: 2-bedroom, 2-bathroom condo Sleeps up to 6 g
Wailea Elua - 2BR Condo #2107
Wailea, Maui- 2 Bed
- 2 Full Baths
From $389.00 / night — Total price: $1167.00
Welcome to Wailea Elua Village, a peaceful, terraced beachfront property located in the heart of the Wailea resort community. This low-density gated complex features two-story buildings set on 24 acres of lush tropical landscaping. With direct access to Ulua Beach and the Wailea Beach Walk, guests enjoy prime snorkeling, seasonal whale watching, and unforgettable sunsets. Condo Features: Completely Upgraded Interior King Bed in Master Bedroom Two Twin Beds in Guestroom (Convertible to King)
Wailea Elua - 2BR Condo #2201
Wailea, Maui- 2 Bed
- 2 Full Baths
From $399.00 / night — Total price: $1197.00
Welcome to Wailea Elua Village #2201, a beautifully upgraded ground-floor condo nestled within one of Waileas most exclusive beachfront communities. This spacious two-bedroom, two-bathroom retreat combines island-inspired comfort with modern luxury, making it the perfect home base for your Maui vacation. Located on the garden side of the property, this unit offers a peaceful atmosphere with partial ocean views and convenient access to Ulua Beach and the Wailea Beach Walk. Condo Features: Conve
Wailea Elua - 2BR Condo #2501
Wailea, Maui- 2 Bed
- 2 Full Baths
From $479.00 / night — Total price: $1437.00
Welcome to Wailea Elua #2501, a stunning ground-floor 2-bedroom, 2-bathroom condo featuring a fully upgraded interior, ocean views, and spacious accommodations for up to six guests. Located in the heart of one of Waileas most exclusive beachfront communities, this beautifully renovated retreat offers seamless indoor-outdoor living and easy access to Ulua Beach, the coastal walking path, and all the best of Wailea. Key Features: Ocean view 2-bedroom, 2-bathroom ground-floor layout Sleeps up to
Wailea Elua - 2BR Condo Ocean View #0305
Wailea, Maui- 2 Bed
- 2 Full Baths
From $329.00 / night — Total price: $987.00
Experience the elegance and serenity of Wailea Elua #305, a spacious 2-bedroom, 2-bathroom condo beautifully redecorated with high-end furnishings and panoramic ocean views. This top-tier unit is designed to maximize comfort and relaxation, featuring a fully equipped gourmet kitchen, expansive lanai, and contemporary coastal style throughout. Whether youre soaking up morning sunshine with coffee or watching whales breach in the distance, this is a Maui stay you wont forget. Key Features: 2-bedr
Wailea Elua Village - 1BR Condo Beach Front #0807
Wailea, Maui- 1 Bed
- 2 Full Baths
From $339.00 / night — Total price: $1017.00
Welcome to Wailea Elua #807, a beautifully appointed ground-floor, 1-bedroom, 1-bathroom condo designed for peaceful and private escapes in one of Mauis most exclusive beachfront communities. Ideal for couples or solo travelers, this spacious unit features thoughtful upgrades, comfortable furnishings, and easy access to Ulua Beach, Waileas oceanfront walking path, and the lush tropical grounds of Wailea Elua Village. Key Features: 1-bedroom, 2-bathroom ground-floor layout Master bedroom with ki
