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 2 of 7 shows 10 properties (10 per page, same as the live site).
Wailea Vacation Rentals
Page 2 of 7 — 70 properties total — 10 per page (matches site listing view).
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
Wailea Ekahi - 2BR Condo #19A
Wailea, Maui- 2 Bed
- 3 Full Baths
From $339.00 / night — Total price: $1017.00
Welcome to Wailea Ekahi #19A, a rare and spacious 2-bedroom, 3-bathroom townhouse nestled within the beautifully landscaped Wailea Ekahi Village. Located just steps from world-famous Keawakapu Beach and surrounded by 34 acres of terraced tropical gardens, this private retreat blends resort-style living with the relaxed charm of Maui. With ample sleeping space, contemporary comfort, and upgraded amenities, this home-away-from-home is ideal for families and friends looking to relax and reconnect i
Wailea Ekahi - 2BR Condo Partial Ocean View #46F
Wailea, MauiRating: 4.6
- 2 Bed
- 2 Full Baths
From $495.00 / night — Total price: $1485.00
Wailea Ekahi - Beautiful Garden and Ocean Views from this comforting unit! Nice 2 bedroom, 2 bath condo over looking the top pool area. Take pathways through the open garden that leads to the oceanfront pavilion and long pleasurable strolls on the beach of Keawakapu. This unit has nicely renovated kitchen and bathrooms. There is a relaxing king bed in the master, and two twin beds in second bedroom. Plus a bonus queen sofa sleeper in the living room. New AC units in both bedrooms to ensur
Wailea Ekahi Village - 1BR Condo Ocean View #22D
Wailea, Maui- 1 Bed
- 2 Full Baths
From $319.00 / night — Total price: $957.00
Enjoy sweeping ocean views, bright tropical interiors, and the ease of island living at Wailea Ekahi #22D. This 1-bedroom, 2-bathroom condo is the perfect retreat for couples or small families looking to relax in comfort while being just a short walk from world-famous Keawakapu Beach. With updated features, a spacious lanai, and access to resort-style amenities, this unit offers everything needed for a quintessential Maui vacation. Key Features: 1-bedroom, 2-bathroom upper-level layout Master
Wailea Ekahi Village - 1BR Condo Partial Ocean View #22B
Wailea, Maui- 1 Bed
- 2 Full Baths
From $269.00 / night — Total price: $807.00
Step into comfort, space, and tranquility at Wailea Ekahi #22B, a large and light-filled 1-bedroom, 2-bathroom ground-floor retreat just a 2-minute stroll from Keawakapu Beach, the oceanfront pool, and pavilion. Surrounded by manicured tropical landscaping and renovated with elegant, contemporary finishes, this spacious condo is perfect for guests seeking peace, comfort, and the full Wailea experience. Key Features: 1-bedroom, 2-bathroom ground-floor unit King bed in oversized master bedroom w
Wailea Ekahi Village - 2BR Condo #30B
Wailea, Maui- 2 Bed
- 2 Full Baths
From $439.00 / night — Total price: $1317.00
Discover the perfect blend of luxury, comfort, and location at Wailea Ekahi Village #30B. This spacious two-story townhouse offers stunning ocean views from both floors, a fully remodeled kitchen and bathrooms (March 2025), and unbeatable access to resort amenities. Nestled within the lush, terraced landscape of Wailea Ekahi Village, this 1,133-square-foot, two-bedroom, 2.5-bathroom retreat is just a short stroll from the beach and steps from pickleball courts, pools, and BBQs. Condo Highlight
Wailea Ekolu - 2BR Condo Ocean View #402
Wailea, Maui- 2 Bed
- 2 Full Baths
From $239.00 / night — Total price: $717.00
Escape to paradise at Wailea Ekolu #402, where stunning ocean views, serene surroundings, and the spirit of aloha combine to create the ultimate Maui getaway. Nestled above Waileas world-famous beaches and golf courses, this beautifully maintained top-floor condo offers everything you imagine in a dream island retreatrelaxing mornings on your private lanai, golden sunsets over the Pacific, and the comfort of a spacious, upgraded home in one of Mauis most desirable resort communities. Whether yo
Wailea Ekolu Village - 1BR Condo #312
Wailea, Maui- 1 Bed
- 2 Full Baths
From $199.00 / night — Total price: $597.00
Find your private slice of paradise at Wailea Ekolu #312, a beautifully appointed one-bedroom, two-bathroom upstairs condo offering sweeping ocean views, golf course serenity, and the comfort of home in the heart of South Maui. Wake up to breathtaking vistas of Molokini, Lanai, and Kahoolawe, and end each day with vibrant sunsets from your private lanai. Whether you're here for romance, relaxation, or recreation, this quiet and elevated unit delivers the Wailea vacation youve been dreaming of.
Wailea Ekolu Village - 2BR Condo Ocean View #401
Wailea, MauiRating: 5
- 2 Bed
- 2 Full Baths
From $219.00 / night — Total price: $657.00
Surround yourself with sunshine, palm trees, and endless ocean views at Wailea Ekolu #401. This spacious two-bedroom, two-bathroom upper-level condo offers a serene island escape in one of Mauis most desirable resort communities. Located on the lush Wailea Blue Golf Course and minutes from golden beaches and vibrant dining, this retreat is ideal for guests seeking comfort, location, and a true taste of the aloha lifestyle. Start your day with coffee on the lanai as the sun rises over the Pacifi
Wailea Ekolu Village - 2BR Townhome Ocean View #914
Wailea, Maui- 2 Bed
- 2 Full Baths
From $239.00 / night — Total price: $717.00
Welcome to Wailea Ekolu #914, a rare and fully upgraded two-story townhouse offering breathtaking 180-degree ocean views in one of the most peaceful and private settings within Wailea Ekolu Village. This spacious two-bedroom, two-bathroom vacation home features over 1,900 square feet of interior space, modern comforts, and direct access to world-class beaches, shops, and restaurantsperfect for a relaxing Maui escape. Key Features: 2-bedroom, 2-bathroom split-level townhouse Master bedroom with
