Hawaii Vacation Rentals & Condos
Enjoy your private residence in Hawaii on the beautiful islands of Big Island, Kauai, or Maui, where paradise and the spirit of aloha await. With pristine beaches, lush landscapes, and endless adventure, relax and embrace the warmth of island life in your own Hawaiian sanctuary
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439 properties available
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The two-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa and wellness complex, 10-acre organic farm, clubhouse facilities, two restaurants
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Lodge at Kukui'ula (39)
Lodge at Kukui'ula Cottage 15
2 Bedroom Cottage - Platinum
2
bedrooms
2.5
baths
4
guests
Koloa, HI
Complex Pool
Outdoor Shower
Resort Golf
Welcome to the Makena Surf A203 Beachfront Resort, your perfect oasis in Wailea. Nestled along the stunning coastline, this 3-bedroom, 3-bathroom oceanfront condo offers a luxurious escape for up to 8 guests. Step into a spacious, open-concept living area with modern decor and panoramic ocean views. The gourmet kitchen is fully equipped with stainl
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Makena Surf (21)
Makena Surf A203 Beachfront Resort
3 Bedroom Oceanfront Condo
5
(14)
3
bedrooms
3
baths
8
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Kaanapali Alii 2633 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 263, a stunning 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. Inside, step into this stunning sixth-floor residence that has a Platinum rating. It's open floor
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Kaanapali Alii (156)
Kaanapali Alii 263
3 Bedroom Ocean View
5
(8)
3
bedrooms
2
baths
8
guests
Kaanapali, HI
Ocean View
Beachfront Resort
Complex Pool
Kaanapali Alii 3612 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________This beautiful platinum-rated sixth-floor Maui condo is a serene escape, featuring one-bedroom with a fully enclosed den that comfortably serves as a second bedroom. Guests can unwind on the large, private lanai while soaking in the gorgeous oc
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Kaanapali Alii (156)
Kaanapali Alii 361
2 Bedroom Ocean View
5
(1)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Beachfront Resort
Complex Pool
Villa 1 at The Lodge at Kukui'ula is a discerning traveler’s dream vacation home in Koloa, Kaua'i. With three bedrooms in the main house featuring a king bed in the primary and second bedroom and two twins that can convert into one king in the third bedroom, as well as a separate 'ohana with a king bed, this house can sleep up to eight guests comfo
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Lodge at Kukui'ula (39)
The Lodge at Kukui'ula Villa 1
4 Bedroom Villa - Platinum
5
(2)
4
bedrooms
4.5
baths
8
guests
Koloa, HI
Ocean View
Private Pool
Outdoor Shower
Kaanapali Alii 2352 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Kaanapali Alii 235 is a luxurious ocean-view vacation rental located in the prestigious resort area of Kaanapali along Maui’s west coast. This spacious condominium features warm, island-inspired design and offers breathtaking views of the Pacif
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Kaanapali Alii (156)
Kaanapali Alii 235
2 Bedroom Ocean View
2
bedrooms
2
baths
8
guests
Kaanapali, HI
Ocean View
Beachfront Resort
Complex Pool
Welcome to your serene oasis at Wailea Elua Village 401, a stunning 2-bedroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your family getaway. Step inside to discover a spacious and airy living area, complete with a cozy sofa bed that comfortably accommo
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Wailea Elua Village (41)
Wailea Elua Village 401
2 Bedroom Ocean View Condo
5
(2)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Elua Village 1504, a stunning 2-bedroom ocean view condo nestled in the heart of Wailea, Hawaii. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your dream getaway.Step inside to discover a spacious, open-concept living area adorned with modern furnishings and
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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 (41)
Wailea Elua Village 1504
2 Bedroom Ocean View Condo - Diamond
2
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Wailea Beach Villas Penthouse 105, where luxury living meets the breathtaking beauty of Maui. This elegant ocean view penthouse spans 2,500 square feet and features a spacious floor plan that flows seamlessly onto a generous lanai, providing the perfect backdrop for enjoying the island's tropical splendor.Located in a prime position with
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Wailea Beach Villas (32)
Wailea Beach Villas PH105
3 Bedroom Garden View Condo - Platinum
3
bedrooms
3
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Ka'anapali Alii 4631 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 463! This beautiful one-bedroom mountain view condo features stunning panoramic views of the green West Maui Mountains from the largest lanai on property. Watch the sun rise each morning over the mountain range as y
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Kaanapali Alii (156)
Kaanapali Alii 463
1 Bedroom Mountain View
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Mountain View
Beachfront Resort
Complex Pool
Kaanapali Alii 1722 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 172, a beautiful one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. Filled with natural light and framed by large windows, the space captures the gentle trade winds and
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Kaanapali Alii (156)
Kaanapali Alii 172
2 Bedroom Ocean View
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean View
Beachfront Resort
Complex Pool
Welcome to your serene oasis at Wailea Elua Village 2008, a stunning 1-bedroom, 2-bathroom ocean view condo that promises an unforgettable stay. This meticulously designed 1,025 sq. ft. retreat comfortably sleeps up to four guests, offering a perfect blend of luxury and comfort. Step into the open-concept living area, where the sleek, modern design
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Wailea Elua Village (41)
Wailea Elua Village 2008
1 Bedroom Ocean View Condo
5
(4)
1
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
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