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 5 of 7 shows 10 properties (10 per page, same as the live site).
Wailea Vacation Rentals
Page 5 of 7 — 70 properties total — 10 per page (matches site listing view).
Wailea Elua Village - 2BR Condo Ocean View #0908
Wailea, Maui- 2 Bed
- 2 Full Baths
From $619.00 / night — Total price: $1857.00
Welcome to Wailea Elua #908, a completely remodeled upper-floor 2-bedroom, 2-bathroom condo offering breathtaking ocean views, modern design, and unmatched proximity to Ulua Beach and the beachfront pool pavilion. With a wraparound lanai, vaulted ceilings, and upscale furnishings, this condo provides the perfect blend of comfort, convenience, and luxury for your Maui escape. Key Features: Upper-floor 2-bedroom, 2-bathroom condo Master bedroom with king bed, TV, and ceiling fan Guest bedroom wit
Wailea Elua Village - 2BR Condo Ocean View #1104
Wailea, Maui- 2 Bed
- 2 Full Baths
From $469.00 / night — Total price: $1407.00
Welcome to Wailea Elua #1104, a beautifully situated ocean view condo offering space, flexibility, and island elegance in one of Mauis most exclusive beachfront communities. With serene views of the Pacific and proximity to Ulua Beach, this 2-bedroom, 2-bathroom residence is ideal for families or small groups seeking a tranquil and upscale Maui retreat. Key Features: Ocean view 2-bedroom, 2-bathroom layout Master bedroom with king bed and luxury linens Guest bedroom with two twin beds Convertib
Wailea Elua Village - 2BR Condo Ocean View #2202
Wailea, Maui- 2 Bed
- 2 Full Baths
From $399.00 / night — Total price: $1197.00
Welcome to Wailea Elua #2202, a serene 2-bedroom, 2-bathroom ocean view condo nestled in one of Waileas most sought-after beachfront communities. This spacious top-floor retreat offers comfort, flexibility, and panoramic views, making it ideal for families or friends seeking a peaceful Maui vacation close to Ulua Beach and the coastal walking path. Key Features: Ocean view 2-bedroom, 2-bathroom layout Master bedroom with king bed and luxury linens Guest bedroom with queen bed Convertible so
Wailea Elua Village - 2BR Condo Ocean View #2304
Wailea, Maui- 2 Bed
- 2 Full Baths
From $449.00 / night — Total price: $1347.00
Welcome to Wailea Elua #2304, a serene upstairs 2-bedroom, 2-bathroom condo offering breathtaking ocean views, generous living space, and flexible sleeping arrangements. Located within one of Waileas premier beachfront communities, this vacation-ready retreat sleeps up to six guests and offers the perfect blend of comfort, privacy, and conveniencejust moments from Ulua Beach and the scenic Wailea Beach Path. Key Features: Ocean view 2-bedroom, 2-bathroom upstairs layout Sleeps up to 6 guests
Wailea Elua Village - 2BR Condo Partial Ocean View #0105
Wailea, MauiRating: 5
- 2 Bed
- 2 Full Baths
From $389.00 / night — Total price: $1167.00
Welcome to Wailea Elua #105, a beautifully remodeled 2-bedroom, 2-bathroom ground-floor ocean view condo perfectly positioned at the peaceful southeast corner of Wailea Elua Village. This private retreat offers luxurious finishes, modern upgrades, and a large lanai with a sunshade screenideal for watching Mauis unforgettable sunsets. Located just steps from the sand at Ulua Beach, this is the ideal place to relax, recharge, and embrace the aloha spirit. Key Features: 2-bedroom, 2-bathroom groun
Wailea Elua Village - 2BR Condo Partial Ocean View #0801
Wailea, MauiRating: 4
- 2 Bed
- 2 Full Baths
From $539.00 / night — Total price: $1617.00
Welcome to Wailea Elua #801, a beautifully remodeled ground-floor condo offering the perfect combination of modern luxury and tropical tranquility. Thoughtfully updated in 2022 and 2024, this spacious 2-bedroom, 2-bathroom residence features upscale finishes, expansive indoor-outdoor living, and a private lanai with serene garden and partial ocean views. Located in one of Waileas most exclusive gated beachfront communities, this condo is your ideal home base for a luxurious Maui getaway. Key Fe
Wailea Elua Village - 2BR Condo Partial Ocean View #1503
Wailea, Maui- 2 Bed
- 2 Full Baths
From $449.00 / night — Total price: $1347.00
Escape to the beauty of Wailea with a stay at Wailea Elua #1503, a spacious 2-bedroom, 2-bathroom condo offering panoramic views from the private lanai and a serene setting within one of South Mauis most desirable beachfront communities. With elegant furnishings, modern comforts, and a location just steps from the pool and paddle ball court, this unit is perfect for families or couples looking to relax in style. Condo Features: 2-bedroom, 2-bathroom condo Sleeps up to 5 guests Master Bedroom: K
Wailea Elua Village - 2BR Condo Partial Ocean View #2106
Wailea, MauiRating: 3
- 2 Bed
- 2 Full Baths
From $389.00 / night — Total price: $1167.00
Welcome to Wailea Elua #2106, a beautifully updated second-floor condo offering tranquil garden surroundings and ocean views in one of Waileas most sought-after beachfront communities. With spacious interiors, vaulted ceilings, and thoughtful upgrades throughout, this 2-bedroom, 2-bathroom residence is ideal for families and groups seeking a luxurious Hawaiian escape. Condo Features: Two-bedroom, two-bathroom partial ocean view condo Sleeps up to 6 guests Master Bedroom: King bed with private l
Wailea Elua Village - 2BR Condo Partial Ocean View #307
Wailea, Maui- 2 Bed
- 2 Full Baths
From $449.00 / night — Total price: $1347.00
Welcome to Wailea Elua #307, a newly remodeled ground-floor condo located in the oceanfront section of one of Waileas most exclusive communities. With expansive ocean and garden views, upscale island dcor, and direct access to the beach through lush tropical pathways, this spacious two-bedroom, two-bath condo is the perfect home base for your Maui vacation. Key Features: 2-bedroom, 2-bathroom ground-floor layout Master bedroom with king bed Guest bedroom with two twin beds Sofa sleeper in livi
Wailea Elua Village - 3BR Condo Prime Ocean Front #1305
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $2559.00 / night — Total price: $7677.00
Welcome to Wailea Elua #1305, a luxury 3-bedroom, 3-bathroom oceanfront townhouse designed for travelers seeking the finest in comfort, privacy, and sophistication. Meticulously remodeled and professionally styled, this spacious residence offers the ultimate setting for families or groups looking to experience the very best of Wailea. Key Features: Oceanfront townhouse-style condo Sleeps up to 8 guests comfortably Master Bedroom (Second Floor): King bed with sliding glass doors and en-suite bat
