Wailea Beachfront Vacation Rentals

Experience Wailea beachfront vacation rentals where meets unmatched oceanfront access. Wake to sweeping Pacific views and spend your days steps from soft sand, crystal clear waters, and unforgettable sunsets.

Sort by
  • Random
  • Name
  • Bedrooms
  • Sleeps
  • Price
  • Quality
Map View
Favorites
Compare Favorites
Viewed
viewed
You have not recently viewed any properties.
Properties Available 105 properties available
Sort by:
Random
Sort Random Down
  • Random
  • Bedrooms
  • Sleeps
  • Price
  • Quality
Marvel at the sophisticated style and decor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted matting behind the impressive 85'' living room TV and a charming wooden picnic-table
Wailea Beach Villas PH104
2 Bedroom Garden View Condo - Diamond
Rating 5 (11)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
Welcome to the serene and luxurious Wailea Elua Village 910, your perfect retreat in the heart of Wailea. This stunning 1-bedroom, 1-bathroom condo offers a blend of modern elegance and tropical charm, ideal for a relaxing getaway. The open-plan living area, featuring a plush king-sized bed and a cozy sofa bed, comfortably accommodates up to four g
Wailea Elua Village 910
1 Bedroom Garden View Condo
Rating 5 (14)
1 bedrooms
1 baths
4 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Washer/Dryer Washer/Dryer
View Details
Welcome to the serene and luxurious Polo Beach Club 801, your perfect oceanfront retreat in Wailea. This stunning 2-bedroom, 2-bathroom condo offers a blend of modern elegance and comfort, ideal for a relaxing getaway. The master bedroom features a plush king bed, while the second bedroom comfortably accommodates two guests with twin beds. Both bat
Polo Beach Club 801
2 Bedroom Oceanfront Condo
Rating 5 (28)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Experience Wailea at its absolute best in Penthouse 508, a spectacular 2,893-square-foot residence that stands apart with a totally unique layout-perched at the top of the Wailea Beach Villas with sweeping ocean views, soaring ceilings, and a spacious design unlike anything else in the resort.This exceptional 3-bedroom + den, 3-bathroom penthouse o
Wailea Beach Villas PH508
3 Bedroom Ocean View Condo - Platinum
Rating 5 (1)
4 bedrooms
3 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Welcome to Makena Surf B305, an extraordinary oceanfront retreat offering some of the most breathtaking views on all of Maui. Perfectly positioned within the exclusive gated Makena Surf resort, this spacious two-bedroom, two-bathroom residence sits just steps from the some of the best snorkeling on Maui. Snorkel boat tours often anchor just offsho
Makena Surf B305 Beachfront Resort
2 Bedroom Ocean Front Condo
Rating 5 (1)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
Welcome to the serene and luxurious Wailea Elua Village 1703, a stunning 2-bedroom oceanfront condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, making it an ideal retreat for your next Hawaiian getaway.Step inside to discover a spacious, open-concept living area that seamlessly
Wailea Elua Village 1703
2 Bedroom Oceanfront Condo - Platinum
Rating 5 (8)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Warm breezes and lush tropical gardens greet guests of Wailea Beach Villas E202 as the spacious and comfortably appointed interior blends seamlessly onto the private outdoor lanai. Contemporary neutral and earth-toned furnishings are complimented by splashes of color throughout, accentuating the natural light, swaying palms and fresh air of Maui.Tw
Wailea Beach Villas E202
3 Bedroom Garden View Villa - Platinum
Rating 5 (11)
3 bedrooms
3.5 baths
8 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
Welcome to the serene Polo Beach Club 102, your perfect ocean retreat in Wailea. This stunning 2-bedroom, 2-bathroom condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area with plush furnishings, ideal for unwinding after a day of adventure. The living room features a cozy sofa bed, perfect fo
Polo Beach Club 102
2 Bedroom Oceanfront Condo
Rating 5 (1)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Washer/Dryer Washer/Dryer
View Details
Welcome to the serene and luxurious Polo Beach Club 409, your perfect getaway in the heart of Wailea. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a blend of modern elegance and tropical charm, ideal for a family or group of friends seeking a relaxing Hawaiian vacation.Step inside to discover a spacious, open-concept living area with
Polo Beach Club 409
2 Bedroom Oceanfront Condo
Rating 5 (14)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Welcome to your serene oasis at Wailea Elua Village 107, a stunning 2-bedroom, 2-bathroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your next Hawaiian getaway.Step inside to find a spacious, open-concept living area adorned with modern furnishings and
Wailea Elua Village 107
2 Bedroom Ocean View Condo - Platinum
Rating 5 (6)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Welcome to the serene and luxurious Wailea Elua Village 208, your perfect oasis in the heart of Wailea. This stunning 1-bedroom, 2-bathroom ocean view condo is designed for comfort and elegance, accommodating up to four guests. The master bedroom features a plush king-sized bed, while the living room offers a cozy sofa bed for additional guests. St
Wailea Elua Village 208
1 Bedroom Ocean View Condo - Platinum
Rating 5 (9)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Welcome to the Makena Surf G203 Beachfront Resort, a stunning 2-bedroom oceanfront condo nestled in the heart of Wailea. This luxurious retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends seeking a memorable Hawaiian getaway.Step inside to discover a thoughtfully designed layout that maximizes space and n
Makena Surf G203 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
Rating 5 (10)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details

Tell us what you're looking for and someone will contact you with available options.

I agree