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 6 of 7 shows 10 properties (10 per page, same as the live site).
Wailea Vacation Rentals
Page 6 of 7 — 70 properties total — 10 per page (matches site listing view).
Wailea Grand Champion - 2BR Condo #142
Wailea, Maui- 2 Bed
- 1 Full Baths
From $179.00 / night — Total price: $537.00
Welcome to Wailea Grand Champions #142, a beautifully maintained one-bedroom, two-bathroom villa set among lush tropical gardens and offering a peaceful retreat in one of Mauis most sought-after resort communities. Located between the Wailea Blue Golf Course and Wailea Tennis Club, and just a short stroll from beaches and shopping, this condo combines comfort, privacy, and resort convenience for a truly memorable Maui escape. Key Features: 1-bedroom, 2-bathroom layout Master bedroom with king
Wailea Grand Champion - 2BR Condo #90
Wailea, Maui- 2 Bed
- 2 Full Baths
From $189.00 / night — Total price: $567.00
Escape to the peaceful beauty of Wailea Grand Champions #90, a spacious two-bedroom, two-bathroom second-floor villa offering partial ocean and fairway views. Tucked between the Wailea Blue Golf Course and the Wailea Tennis Club, this upgraded retreat provides the perfect blend of resort convenience, modern elegance, and tropical serenityjust minutes from Mauis most stunning beaches and luxury shops. Key Features: 2-bedroom, 2-bathroom second-floor unit Master bedroom with king bed Guest bedro
Wailea Grand Champion - 2BR Condo Partial Ocean View #148
Wailea, Maui- 2 Bed
- 2 Full Baths
From $199.00 / night — Total price: $597.00
Discover the peaceful beauty of South Maui at Wailea Grand Champions #148, a spacious two-bedroom, two-bathroom condo set between the Wailea Blue Golf Course and the Wailea Tennis Club. Surrounded by vibrant tropical landscaping and located in one of Waileas most walkable resort communities, this welcoming villa offers the perfect blend of comfort, location, and island charmjust minutes from golden beaches, boutique shopping, and world-class dining. Key Features: 2-bedroom, 2-bathroom floor pl
Wailea Grand Champions - 2BR Condo #78
Wailea, Maui- 2 Bed
- 2 Full Baths
From $179.00 / night — Total price: $537.00
Escape to the peaceful beauty of Wailea Grand Champions #78, a spacious two-bedroom, two-bathroom second-floor villa with partial ocean and fairway views. Ideally situated between the Wailea Blue Golf Course and the Wailea Tennis Club, this inviting retreat offers a seamless blend of resort convenience, comfort, and tropical serenity, just minutes from Mauis most beautiful beaches and upscale shopping. Key Features: 2-bedroom, 2-bathroom second-floor unit Master bedroom with king bed
Amore Aloha 813 at Andaz Maui at Wailea Resort
Wailea, Maui- 3 Bed
- 4 Full Baths
From $2695.00 / night — Total price: $8085.00
Amore Aloha Villa 813 at Andaz Maui at Wailea Resort was recently purchased by new experienced owners and was hand-crafted using only the best quality decor and furniture. This privately-owned, independently-managed 3 bedroom 4 bath FULL ocean view resort residence offers "5-star" quality modern comfort and convenience with state-of-the-art electronics, original art accented with extended lighting, exceptionally well-equipped kitchen, new bed and bath linens, ultra-plush pillow-top beds and more
Aqua Lani J305 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1099.00 / night — Total price: $3297.00
Aqua Lani J305 is a stunning, upscale ocean view 3 bedroom, 3 bathroom luxury vacation villa within the award-winning Wailea Beach Villas Resort. J305 was recently enhanced with the addition of a three-piece Natuzzi-brand Italian white leather sofa set to the great room, along with additional sofas and lounging/seating added to the bedrooms. A beautiful New Zealand wool area rug was just added to the great room. J305 is always maintained to a very high standard, with first-class fresh, clean, c
Azure Azul M212 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1495.00 / night — Total price: $4485.00
Aloha and Welcome to the iconic Azure Azul M212 a newly refreshed and re-decorated Corner Ocean View Villa at Wailea Beach Villas, with 3 bedrooms and 3 bathrooms bath the ultra-lux resort residence Wailea Beach Villas Resort on Wailea Beach on the Island of Maui. In fall 2024 we completed an extensive and comprehensive re-fresh of the entire villa. Inside M212 Azure Azul is a clean new theme with clean fresh colors that showcase the various shades of blue as found in the skies over Wailea Reso
Bali Hai Pool Villa F102 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1695.00 / night — Total price: $5085.00
Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private Paradise Villas with confidence knowing you will be luxuriating in a location legally designated for visitor accommodations and managed by our local on-island professional staff. This garden level pool villa, F102 "Bali Hai", is a true gem! It boasts a beautiful garden view, 3 bedrooms (King in ocean master, King in 2nd master with a Queen Sofa Bed, 2 Queens in third bedroom)
Blue Ocean Suite H401 at Wailea Beach Villas
Wailea, Maui- 3 Bed
- 3 Full Baths
From $1795.00 / night — Total price: $5385.00
H401 was just beautifully renovated and redecorated with fantastic upgrades throughout. Come and enjoy this exquisitely fresh, bright, spotless and dreamy residence! Situated on the 4th floor out of 5 floors of the penthouse/tower building of the Wailea Beach Villas Resort, Blue Ocean Suite H401 is not only stunningly gorgeous but is in one of the best locations in Wailea. This fully re-decorated and refreshed luxury residence is situated on the quiet side of the resort in a unique corner locat
Castaway Cove C201 at Wailea Beach Villas
Wailea, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $1425.00 / night — Total price: $4275.00
Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private Paradise Villas with confidence knowing you will be luxuriating in a location legally designated for visitor accommodations and managed by our local on-island professional staff. C201 Castaway Cove Ocean View Villa has been recently decorated and upgraded to create an all-new living environment. The property owners have spared no expense in working with our team of profession
