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…
90 vacation rentals found. Page 3 of 9 shows 10 properties (10 per page, same as the live site).
Wailea Vacation Rentals
Page 3 of 9 — 90 properties total — 10 per page (matches site listing view).
Polo Beach Club - 2BR Condo #707
Wailea, Maui- 2 Bed
- 2 Full Baths
From $949.00 / night — Total price: $2847.00
Indulge in the refined elegance of Polo Beach #707, a fully remodeled Maui Modern Masterpiece at the exclusive Polo Beach Club in Wailea. This luxurious two-bedroom, two-bathroom condo offers unobstructed ocean views, high-end interior finishes, and seamless indoor-outdoor livingperfect for a sophisticated and tranquil Maui retreat. Key Features: 2-bedroom, 2-bathroom layout Master bedroom with built-in Poliform king bed and custom lighting Guest bedroom with custom high-end finishes and ample
Residence Inn By Marriott Maui Wailea
Wailea, HI, USRating: 3
- 3 Bed
From $649.83 / night — Total price: $1949.49

Royal Kahana Maui By Outrigger
Lahaina, HI, USRating: 3
- 1 Bed
From $286.65 / night — Total price: $859.95

Royal Mauian - 2BR Condo Ocean Front #416
Wailea, Maui- 2 Bed
- 2 Full Baths
From $269.00 / night — Total price: $807.00
Royal Mauian #416 is a two-bedroom, two-bathroom condo that captures the essence of oceanfront living in South Kihei. With sweeping ocean views, a private lanai, and one of the best beachfront locations on Maui, this unit offers the perfect retreat for couples or small families. Step outside and youre just moments away from the golden sands of Kamaole I and II Beach Parks, known for their excellent swimming, snorkeling, and breathtaking sunsets. Key Features: 2-bedroom, 2-bathroom oceanfront la
The Westin Kaanapali Ocean Resort Villas North
Lahaina, HI, USRating: 4
- 2 Bed
From $784.98 / night — Total price: $2354.94

The Westin Kaanapali Ocean Resort Villas South
Lahaina, HI, USRating: 4
- 2 Bed
From $839.59 / night — Total price: $2518.78

The Westin Nanea Ocean Villas Kaanapali
Lahaina, HI, USRating: 4
- 1 Bed
From $1057.90 / night — Total price: $3173.69

Wailea Beach Villas
Wailea, HI, USRating: 3.5
- 1 Bed
From $1579.55 / night — Total price: $4738.64

Wailea Ekahi - 1BR Condo #33B
Wailea, Maui- 1 Bed
- 2 Full Baths
From $269.00 / night — Total price: $807.00
Welcome to Wailea Ekahi #33B, a beautifully upgraded one-bedroom, two-bathroom condo offering a peaceful escape with partial ocean views and lush tropical surroundings. Perfectly located in one of Waileas most desirable beachfront communities, this ground-floor unit features modern comforts, a spacious lanai, and easy access to sandy shores, oceanfront pools, and scenic walking pathsmaking it the perfect choice for a romantic retreat or a small family getaway. Key Features: 1-bedroom, 2-bathro
Wailea Ekahi - 1BR Condo Garden View #48C
Wailea, MauiRating: 4.1
- 1 Bed
- 2 Full Baths
From $425.00 / night — Total price: $1275.00
Wailea Ekahi Village - Spacious one bedroom, two bath condo with a enchanting garden view located in the Upper Village. New carpet throughout the unit. Master bedroom boast a King size bed. Plus there is a bonus sofa sleeper in living room. Full size washer/dryer, air conditioning in living and bedroom, and complimentary Wifi. Kitchen is fully equipped with a microwave, convection oven (that cooks faster and evenly.. excellent benefit on vacation). There are four pools on the property with






