Wailea Beachfront Vacation Rentals
Experience Wailea beachfront vacation rentals where comfort meets unmatched oceanfront access. Wake to sweeping Pacific views and spend your days steps from soft sand, crystal clear waters, and unforgettable sunsets.
travel dates
Beachfront Resort
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152 properties available
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Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone unturned in the pursuit of your delight. Open up your lanai doors and head outside to look for whales or watch
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Recently Renovated
Recently Renovated
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Beach Villas (31)
Wailea Beach Villas PH411
2 Bedroom Ocean View Condo - Diamond
5
(3)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the Wailea Beach resort area. Just a short five-minute walk immerses you in the Pacific
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Wailea Beach Villas (31)
Wailea Beach Villas PH512
3 Bedroom Ocean View Condo - Diamond
5
(19)
3
bedrooms
3
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
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
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Wailea Beach Villas (31)
Wailea Beach Villas PH104
2 Bedroom Garden View Condo - Diamond
5
(10)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Makena Surf A102A premier 1,510 sq.ft. 2-bedroom ground-floor oceanfront condo offering step-free access and a direct walkout lanai onto the sand of Poʻolenalena Beach in less than 1 minute. Enjoy central A/C, sweeping ocean views, and sea turtle snorkeling right off the shoreline. On-site resort perks fea
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Guest Favorite
Guest Favorite
This guest-favorite condo offers the perfect blend of convenience and charm, with modern furnishings and sleek design.
Makena Surf (23)
Makena Surf A102 Beachfront Resort
2 Bedroom Oceanfront Condo - Diamond
4.9
(20)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1504Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. This recently remodeled 2nd-floor 2-bedroom condo sits elevated above the resort, with floor-to-ceiling glass on 2 walls framing panoramic ocean views from the living room and lanai. 2 oce
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Recently Renovated
Recently Renovated
This beautifully renovated oceanfront condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Elua Village (42)
Wailea Elua Village 1504
2 Bedroom Ocean View Condo – Diamond
5
(18)
2
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 2108This stunningly renovated 2nd-floor 1,528 sq.ft. 2-bedroom condo features 2 oceanside lanais with lovely views, access to 2 resort pools, a pickleball court, and a shared hot tub. Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk, with the
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Recently Renovated
Recently Renovated
This beautifully renovated ocean view condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Elua Village (42)
Wailea Elua Village 2108
2 Bedroom Ocean View Condo – Diamond
5
(24)
2
bedrooms
2
baths
5
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Wailea Beach Villas D302! Recently renovated, this residence features a custom gourmet kitchen and dining area, offering a luxurious and spacious retreat in one of Maui's premier locations. Spanning over 2,900 square feet of indoor and outdoor living, it comfortably accommodates families or groups of up to 8 guests.Located on the upper f
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Recently Renovated
Recently Renovated
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Beach Villas (31)
Wailea Beach Villas D302
3 Bedroom Ocean View Villa - Diamond
5
(10)
3
bedrooms
3.5
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1001This exquisitely designed ground-floor 1,259 sq. ft. residence sits steps from Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. Walk straight from the extra-large patio to the backyard fronting the beach, explore 2 resort pools, and soothe your muscles in the hot
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Festive Availability
Festive Availability
This residence is still available over the high-demand travel dates between Christmas and New Years.
Wailea Elua Village (42)
Wailea Elua Village 1001
2 Bedroom Oceanfront Condo - Diamond
5
(11)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 706This newly renovated 2nd-floor 1,700 sq.ft. 2-bedroom condo features elevated ocean views along Maui's south coast, a spacious lanai, access to 2 resort pools, a pickleball court, and a shared hot tub. Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea
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Recently Renovated
Recently Renovated
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Elua Village (42)
Wailea Elua Village 706
2 Bedroom Ocean View Condo – Platinum
5
(2)
2
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you've spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing entertainment options that will bring a smile to your face. Whether you choose to put in your favorite mo
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Cool Arcade Machine
Cool Arcade Machine
Test your skills at the custom-built arcade machine equipped with fan-favorite video games.
Wailea Beach Villas (31)
Wailea Beach Villas PH211
2 Bedroom Garden View Condo - Platinum
5
(14)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1603Step straight from your ground-floor lanai onto soft green lawns sweeping toward the ocean at Wailea Elua Village 1603. This rare 1,363 sq. ft. oceanfront sanctuary pairs fine coastal finishes and modern luxury with immediate access to Ulua Beach and the 3.2-mile Wailea Beach Walk.
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New Rental!
New Rental!
Be one of the first guests to stay in this vacation residence that just joined our rental program!
Wailea Elua Village (42)
Wailea Elua Village 1603
2 Bedroom Ocean Front Condo – Platinum
5
(5)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
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
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Wailea Beach Villas (31)
Wailea Beach Villas E202
3 Bedroom Garden View Villa - Platinum
4.8
(7)
3
bedrooms
3.5
baths
8
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Tell us what you're looking for and someone will contact you with available options.
- Hawaii: (888) 318-5789
- Wild Dunes: (844) 811-2240
- Colorado: (866) 966-2691
- Palmilla Beach Resort: (855) 771-8774
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