Wailea Romantic Retreats

Ideal for couples, escape to this collection of Wailea studio or one-bedroom condos, where you'll enjoy the perfect blend of comfort, privacy, and island charm just moments from world-class beaches, golf courses, and dining.

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Landmark 212 is a spacious 1,595 square foot mountain view condominium that offers luxurious comfort and style. This residence features three bedrooms—master bedroom with a king bed and fireplace, a second bedroom with a queen bed, and a third bedroom with bunk beds and a trundle—along with three bathrooms. Enjoy standard cable television and a fla
Landmark 212
Landmark 3 Bedroom Diamond
Rating 4.8 (7)
3 bedrooms
3 baths
7 guests
Location Vail, CO Icon of Steps to Slopes Steps to Slopes Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Kaanapali Alii 3222 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Welcome to Kaanapali Alii 322, a one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. This stunning residence offers refreshing views of lush gardens, creating a serene backdrop for your Hawai
Kaanapali Alii 322
2 Bedroom Garden View - Gold
Rating 5 (13)
2 bedrooms
2 baths
4 guests
Location Kaanapali, HI Icon of Garden View Garden View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Kaanapali Alii 3652 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to 365, a gorgeous condominium in Maui’s exclusive Kaanapali Alii Resort. This luxury residence offers dazzling unobstructed views of the sparkling Pacific Ocean disappearing into the horizon and neighboring islands Lanai and Molokai.
Kaanapali Alii 365
2 Bedroom Ocean Front - Platinum
Rating 4 (1)
2 bedrooms
2 baths
6 guests
Location Kaanapali, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to your serene oasis at Wailea Grand Champions 71, a luxurious 2-bedroom condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your next Hawaiian getaway.Step inside to discover a thoughtfully laid-out space that comfortably accommodates up to six guests. The mast
Wailea Grand Champions 71
2 Bedroom Golf Course + Partial Ocean View
Rating 5 (23)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Golf View Golf View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Twin Oaks 24 by Wild Dunes3 Bedrooms | 2 Bathrooms | Sleeps 6 | Resort View________________________________________Twin Oaks enjoys a prime setting just moments from charming shops, gourmet restaurants, and the energetic center of the resort. Designed with families in mind, this welcoming 1248 Sq. Ft. retreat offers the perfect balance of convenien
Twin Oaks 24 by Wild Dunes
Twin Oaks 24 by Wild Dunes, Resort View Home
Rating 5 (9)
3 bedrooms
2 baths
6 guests
Location Isle Of Palms, SC Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Shuttle Resort Shuttle
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Situated on a private walk up cul-de-sac within walking distance from The Club at Kukui'ula, Bungalow 1B allows guests to experience golf-view one-bedroom tropical living. This 1,275 sq. ft. bungalow opens into a high-ceilinged kitchen and living area with couch and flat screen TV. The galley style kitchen features top of the line décor and appoint
Lodge at Kukui'ula Bungalow 1B
1 Bedroom Bungalow - Platinum
Rating 4 (1)
1 bedrooms
1 baths
2 guests
Location Koloa, HI Icon of Golf View Golf View Icon of Beachfront Resort Beachfront Resort Icon of Complex Pool Complex Pool
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CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 20DThis spacious 1-bedroom condo is a short walk from Keawakapu Beach — one of South Maui's calmest, most uncrowded shores, where sea turtles glide offshore year-round. At 945 square feet, the roomy condo sleeps up to 4 and is ideal for couples and small families. The Wailea Ekahi Vill
Wailea Ekahi Vilage 20D
1 Bedroom Garden View Condo
Rating 5 (1)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Garden View Garden View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Summerhouse 305 by Wild Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Oceanfront________________________________________With a prime oceanfront setting, this 1250 Sq. Ft. unit in Summerhouse offers the perfect blend of comfort and coastal charm, just a two-minute walk to the beach. Guests enjoy a complex pool and a peaceful atmosphere, ideal for unwin
Summerhouse 305 by Wild Dunes, Oceanfront
Summerhouse 305 by Wild Dunes, Oceanfront Condo
2 bedrooms
2 baths
6 guests
Location Isle Of Palms, SC Icon of Steps to Beach Steps to Beach Icon of Complex Pool Complex Pool Icon of Resort Shuttle Resort Shuttle
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CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 49C At 49C, the private lanai walks straight out to the tropical gardens — step outside and you're already there, the Pacific visible through the palms. A romantic ground-floor 1-bedroom condo meant for two, with a King bed and a walk-in shower. Keawakapu Beach is a short walk through
Wailea Ekahi Village 49C
1 Bedroom Ocean View Condo
Rating 5 (2)
1 bedrooms
1 baths
2 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Shipwatch 115C by Wild Dunes2 Bedrooms | 2 Bathrooms | Sleeps 4 | Oceanfront________________________________________A 1084 Sq. Ft. unit in an oceanfront community featuring a complex pool and beach access mere moments away. Designed for families, this peaceful enclave invites you to enjoy a harmonious blend of privacy and coastal charm.____________
Shipwatch (11)
Shipwatch 115C by Wild Dunes, Oceanfront
Shipwatch 115C by Wild Dunes, Oceanfront Condo
Rating 5 (8)
2 bedrooms
2 baths
4 guests
Location Isle Of Palms, SC Icon of Steps to Beach Steps to Beach Icon of Complex Pool Complex Pool Icon of Resort Shuttle Resort Shuttle
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Top of the Village Trails 104, an end unit on the ground floor with ski-in, ski-out access, offers 1,450 square feet of comfort. This three-bedroom, three-bathroom residence includes a master bedroom with a king bed and en suite bathroom. The guest bedrooms feature two twin beds each. The living area boasts a cozy gas fireplace and a fully equipped
Top of the Village - Trails 104
Top of the Village 3 Bedroom Platinum
Rating 5 (36)
3 bedrooms
3 baths
6 guests
Location Snowmass Village, CO Icon of Mountain View Mountain View Icon of Ski-in & Ski-out Ski-in & Ski-out Icon of Complex Pool Complex Pool
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Landmark 507 is a luxurious 2,300 sq ft penthouse offering breathtaking panoramic views and an exceptional location just steps from the mountain and Lionshead Village. The upscale four-bedroom, four-bath condo is ideal for families, couples, or executive retreats. The expansive living and dining areas feature sophisticated finishes such as hardwood
Landmark 507
Landmark 4 Bedroom Diamond
Rating 5 (29)
4 bedrooms
4 baths
10 guests
Location Vail, CO Icon of Steps to Slopes Steps to Slopes Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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