Best Kaanapali Vacation Rentals
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Popular choice
Waterfall House With Ocean Views In Haiku, Maui
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Terrace
Featuring a swimming pool, the 1-bedroom Waterfall House With Ocean Views In Haiku, Maui Huelo villa is suitable for up to 2 people and is located approximately a 25-minute walk from Huelo. Offering a hot tub, this property is 2.5 km from the Wailele Twin Falls Maui Farm.
Waterfall House With Ocean Views In Haiku, Maui
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Terrace
Waterfall House With Ocean Views In Haiku, Maui
Featuring a swimming pool, the 1-bedroom Waterfall House With Ocean Views In Haiku, Maui Huelo villa is suitable for up to 2 people and is located approximately a 25-minute walk from Huelo. Offering a hot tub, this property is 2.5 km from the Wailele Twin Falls Maui Farm.
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Guest favorite
Cliff House With Ocean Views In Haiku, Maui Jungle
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Offering a hot tub and a sauna for a relaxing experience, Cliff House With Ocean Views In Haiku, Maui Jungle Huelo villa is located 25 minutes' walk from Huelo. The 1-bedroom villa features a swimming pool and is ideal for up to 2 guests.
Cliff House With Ocean Views In Haiku, Maui Jungle
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Cliff House With Ocean Views In Haiku, Maui Jungle
Offering a hot tub and a sauna for a relaxing experience, Cliff House With Ocean Views In Haiku, Maui Jungle Huelo villa is located 25 minutes' walk from Huelo. The 1-bedroom villa features a swimming pool and is ideal for up to 2 guests.
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Beach access
Stunning Koa Resort 3Bd Villa With Private Jet Spa
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Garden area
The 3-bedroom Stunning Koa Resort 3Bd Villa With Private Jet Spa Kihei is situated approximately 15 minutes' walk from Maalaea and provides a Jacuzzi, ensuring a relaxing stay. Guests can relax by a swimming pool and enjoy the proximity to the Tranquil Waipuilani Beach Park, which is a mere 0.7 km away.
For sports, guests can enjoy windsurfing, snorkelling, and fisheries.
Stunning Koa Resort 3Bd Villa With Private Jet Spa
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Garden area
Stunning Koa Resort 3Bd Villa With Private Jet Spa
The 3-bedroom Stunning Koa Resort 3Bd Villa With Private Jet Spa Kihei is situated approximately 15 minutes' walk from Maalaea and provides a Jacuzzi, ensuring a relaxing stay. Guests can relax by a swimming pool and enjoy the proximity to the Tranquil Waipuilani Beach Park, which is a mere 0.7 km away.
For sports, guests can enjoy windsurfing, snorkelling, and fisheries.
Cheap Kaanapali Vacation Rentals
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Beach access
Kapalua Bay Villa 29B4 Villa
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Kapalua Bay Villa 29B4 Villa Kahana is located a 6-minute walk from Hawea Point Cape and offers guests to enjoy hiking, cycling, and fisheries. Guests of the 1-bedroom villa, situated in the Napili district can also enjoy private car parking on site.
Kapalua Bay Villa 29B4 Villa offers an access to an outdoor swimming pool, as well as opportunity to participate in fitness classes.
Kapalua Bay Villa 29B4 Villa
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Kapalua Bay Villa 29B4 Villa
Kapalua Bay Villa 29B4 Villa Kahana is located a 6-minute walk from Hawea Point Cape and offers guests to enjoy hiking, cycling, and fisheries. Guests of the 1-bedroom villa, situated in the Napili district can also enjoy private car parking on site.
Kapalua Bay Villa 29B4 Villa offers an access to an outdoor swimming pool, as well as opportunity to participate in fitness classes.
Tranquil 4 Bedroom
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
- Patio
Nearly a 10-minute ride from the Wailele Twin Falls Maui Farm, Tranquil 4 Bedroom Haiku villa provides access to a terrace with a swimming pool. Offering Wi-Fi, the Haiku villa is located 2.6 km from NorthShore Zipline Co.
Tranquil 4 Bedroom
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
- Patio
Tranquil 4 Bedroom
Nearly a 10-minute ride from the Wailele Twin Falls Maui Farm, Tranquil 4 Bedroom Haiku villa provides access to a terrace with a swimming pool. Offering Wi-Fi, the Haiku villa is located 2.6 km from NorthShore Zipline Co.
Ho'Olei Unit 12-2, Close To Pool, Walk To Beach
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Fitness centre
Situated 7 minutes' walk from the Sandy Wailea Public Beach, Ho'Olei Unit 12-2, Close To Pool, Walk To Beach Wailea villa is ideal for up to 8 guests. Located within reach of Maui Waterwear, the 1-bedroom villa provides Wi-Fi and a car park.
Ho'Olei Unit 12-2, Close To Pool, Walk To Beach
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Fitness centre
Ho'Olei Unit 12-2, Close To Pool, Walk To Beach
Situated 7 minutes' walk from the Sandy Wailea Public Beach, Ho'Olei Unit 12-2, Close To Pool, Walk To Beach Wailea villa is ideal for up to 8 guests. Located within reach of Maui Waterwear, the 1-bedroom villa provides Wi-Fi and a car park.
Pet Friendly Vacation Rentals Kaanapali Hawaii
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Beach access
Wailea Beach Villa H202 By Coldwell Banker Island Vacations
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Fitness centre
- Heated swimming pool
Welcoming guests with a Jacuzzi, the 2-bedroom Wailea Beach Villa H202 By Coldwell Banker Island Vacations is located a mere 8 minutes' walk from The Shops at Wailea Outdoor Mall and can host up to 6 guests. Providing guests with Wi-Fi and private parking, this property is 3.1 km from Nahuna.
There is an outdoor swimming pool to relax, as well as windsurfing, snorkelling, and horseback riding.
Wailea Beach Villa H202 By Coldwell Banker Island Vacations
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Fitness centre
- Heated swimming pool
Wailea Beach Villa H202 By Coldwell Banker Island Vacations
Welcoming guests with a Jacuzzi, the 2-bedroom Wailea Beach Villa H202 By Coldwell Banker Island Vacations is located a mere 8 minutes' walk from The Shops at Wailea Outdoor Mall and can host up to 6 guests. Providing guests with Wi-Fi and private parking, this property is 3.1 km from Nahuna.
There is an outdoor swimming pool to relax, as well as windsurfing, snorkelling, and horseback riding.
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Beach access
Kapalua Bay Villa 32G4 Villa
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
During the stay at Kapalua Bay Villa 32G4 Villa Kahana, guests can indulge in hiking, cycling, and fisheries or visit Napili Bay, located a 20-minute walk away. Guests of the 1-bedroom villa, situated in the Kapalua district can also enjoy private car parking on site.
An outdoor swimming pool is featured at the property, as well as opportunity to participate in fitness classes.
Kapalua Bay Villa 32G4 Villa
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Kapalua Bay Villa 32G4 Villa
During the stay at Kapalua Bay Villa 32G4 Villa Kahana, guests can indulge in hiking, cycling, and fisheries or visit Napili Bay, located a 20-minute walk away. Guests of the 1-bedroom villa, situated in the Kapalua district can also enjoy private car parking on site.
An outdoor swimming pool is featured at the property, as well as opportunity to participate in fitness classes.
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Private beach
Under The Maui Sun
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Outdoor swimming pool
Featuring an outdoor swimming pool, Under The Maui Sun Villa Wailea is located in a beach part of Wailea, a 10-minute ride from Kamaole Beach Park III. Offering excellent service, the 1-bedroom villa accommodates guests 2.9 km from the neighborhood Charley Young Beach.
Snorkelling are available on site.
Under The Maui Sun
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Outdoor swimming pool
Under The Maui Sun
Featuring an outdoor swimming pool, Under The Maui Sun Villa Wailea is located in a beach part of Wailea, a 10-minute ride from Kamaole Beach Park III. Offering excellent service, the 1-bedroom villa accommodates guests 2.9 km from the neighborhood Charley Young Beach.
Snorkelling are available on site.
Kaanapali Vacation Rentals Oceanfront
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Top location
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Beach access
Spacious Lanai Retreat, Kapalua Maui
- Cookware/ Kitchen utensils
- Air conditioning
- Tea and coffee facilities
- Fitness centre
Offering parking in the Kapalua district, Spacious Lanai Retreat, Kapalua Maui Kahana villa is also 0.8 km from significant religious sites like Harvest at Kumulani Chapel.
Spacious Lanai Retreat, Kapalua Maui
- Cookware/ Kitchen utensils
- Air conditioning
- Tea and coffee facilities
- Fitness centre
Spacious Lanai Retreat, Kapalua Maui
Offering parking in the Kapalua district, Spacious Lanai Retreat, Kapalua Maui Kahana villa is also 0.8 km from significant religious sites like Harvest at Kumulani Chapel.
Kapalua Ridge Villa 1013 Ocean View Villa
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Situated 4.4 km from Pohaku beach a.k.a. "S turns", the 2-bedroom Kapalua Ridge Villa 1013 Ocean View Villa Kahana is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation. The villa features opportunities for hiking, cycling, and fisheries in the area, 19 minutes' walk from Napili Bay.
Kapalua Ridge Villa 1013 Ocean View Villa
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Kapalua Ridge Villa 1013 Ocean View Villa
Situated 4.4 km from Pohaku beach a.k.a. "S turns", the 2-bedroom Kapalua Ridge Villa 1013 Ocean View Villa Kahana is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation. The villa features opportunities for hiking, cycling, and fisheries in the area, 19 minutes' walk from Napili Bay.
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Beach access
Kapalua Bay Vill 23G1 Ocean Front 1 Bd 1Ba Villa
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Offering an outdoor swimming pool, the 1-bedroom Kapalua Bay Vill 23G1 Ocean Front 1 Bd 1Ba Villa Kahana is located merely 6 minutes' walk from Hawea Point Cape and is ideal for up to 2 guests. The villa features opportunities for hiking, cycling, and fisheries in the area, within reach of Kapalua Coastal Trail.
Kapalua Bay Vill 23G1 Ocean Front 1 Bd 1Ba Villa
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Kapalua Bay Vill 23G1 Ocean Front 1 Bd 1Ba Villa
Offering an outdoor swimming pool, the 1-bedroom Kapalua Bay Vill 23G1 Ocean Front 1 Bd 1Ba Villa Kahana is located merely 6 minutes' walk from Hawea Point Cape and is ideal for up to 2 guests. The villa features opportunities for hiking, cycling, and fisheries in the area, within reach of Kapalua Coastal Trail.
Kaanapali Vacation Rentals with Private Pool
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Beach access
Hoolei 17-3 By Coldwell Banker Island Vacations
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Heated swimming pool
The 3-bedroom Hoolei 17-3 By Coldwell Banker Island Vacations Villa Wailea is located 2.8 km from Keawakapu Beach and provides a Jacuzzi. This 4-bathroom villa hosts up to 8 guests and provides them with a car park.
An outdoor swimming pool is featured at this accommodation, as well as opportunity to participate in fitness classes.
Hoolei 17-3 By Coldwell Banker Island Vacations
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Heated swimming pool
Hoolei 17-3 By Coldwell Banker Island Vacations
The 3-bedroom Hoolei 17-3 By Coldwell Banker Island Vacations Villa Wailea is located 2.8 km from Keawakapu Beach and provides a Jacuzzi. This 4-bathroom villa hosts up to 8 guests and provides them with a car park.
An outdoor swimming pool is featured at this accommodation, as well as opportunity to participate in fitness classes.
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Beach access
Hoolei 24-6 By Coldwell Banker Island Vacations
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Heated swimming pool
Located merely a 9-minute stroll from Makena State Park, the 3-bedroom Hoolei 24-6 By Coldwell Banker Island Vacations Villa Wailea can accommodate up to 10 guests, providing them with a Jacuzzi for a relaxing stay. Offering a heated pool, the Wailea villa invites guests to visit the Half - mile - long Ulua Sandy Beach Park, located only 1.7 km away.
A variety of outdoor activities such as windsurfing, snorkelling, and cycling can be enjoyed in the surroundings of the accommodation.
Hoolei 24-6 By Coldwell Banker Island Vacations
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Heated swimming pool
Hoolei 24-6 By Coldwell Banker Island Vacations
Located merely a 9-minute stroll from Makena State Park, the 3-bedroom Hoolei 24-6 By Coldwell Banker Island Vacations Villa Wailea can accommodate up to 10 guests, providing them with a Jacuzzi for a relaxing stay. Offering a heated pool, the Wailea villa invites guests to visit the Half - mile - long Ulua Sandy Beach Park, located only 1.7 km away.
A variety of outdoor activities such as windsurfing, snorkelling, and cycling can be enjoyed in the surroundings of the accommodation.
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Beach access
The Pearl Beachfront At Kapalua Bay Villas
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Golf centre
- Golf course
- Outdoor swimming pool
Featuring an outdoor swimming pool, 2-bedroom The Pearl Beachfront At Kapalua Bay Villas is located only 6 minutes' walk from Kapalua Ironwoods Park and is suitable for up to 6 guests. Boasting an aqua park, spa therapy, and a golf course, this Kapalua villa is located within easy reach of Mokuleia Beach.
Activities such as diving, hiking, and cycling can be arranged on site.
The Pearl Beachfront At Kapalua Bay Villas
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Golf centre
- Golf course
- Outdoor swimming pool
The Pearl Beachfront At Kapalua Bay Villas
Featuring an outdoor swimming pool, 2-bedroom The Pearl Beachfront At Kapalua Bay Villas is located only 6 minutes' walk from Kapalua Ironwoods Park and is suitable for up to 6 guests. Boasting an aqua park, spa therapy, and a golf course, this Kapalua villa is located within easy reach of Mokuleia Beach.
Activities such as diving, hiking, and cycling can be arranged on site.
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Beach access
Blue Ocean Suite H401 At Wailea Beach Villas
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Golf centre
- Golf course
- Heated swimming pool
Located only a 7-minute walk from The Shops at Wailea Outdoor Mall, the 3-bedroom Blue Ocean Suite H401 At Wailea Beach Villas is suitable for 6 guests and provides an outdoor swimming pool to relax in. Featuring a Jacuzzi, this property is not far from the fringed Ulua Beach Park.
Guests are offered windsurfing, snorkelling, and cycling as well as a wellness centre, massage therapy, and a golf course.
Blue Ocean Suite H401 At Wailea Beach Villas
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Golf centre
- Golf course
- Heated swimming pool
Blue Ocean Suite H401 At Wailea Beach Villas
Located only a 7-minute walk from The Shops at Wailea Outdoor Mall, the 3-bedroom Blue Ocean Suite H401 At Wailea Beach Villas is suitable for 6 guests and provides an outdoor swimming pool to relax in. Featuring a Jacuzzi, this property is not far from the fringed Ulua Beach Park.
Guests are offered windsurfing, snorkelling, and cycling as well as a wellness centre, massage therapy, and a golf course.
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Beach access
Azure Azul M212 At Wailea Beach Villas
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Golf centre
- Golf course
- Heated swimming pool
Featuring a heated pool, the 3-bedroom Azure Azul M212 At Wailea Beach Villas is suitable for up to 8 people and is located 17 minutes' walk from the fringed Ulua Beach Park. Offering a hot tub, the villa is about 3 km from Kamaole Beach Park III.
The Wailea property features spa therapy, a patio, and a golf course on-site, while snorkelling, diving, and cycling can also be organised.
Azure Azul M212 At Wailea Beach Villas
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Golf centre
- Golf course
- Heated swimming pool
Azure Azul M212 At Wailea Beach Villas
Featuring a heated pool, the 3-bedroom Azure Azul M212 At Wailea Beach Villas is suitable for up to 8 people and is located 17 minutes' walk from the fringed Ulua Beach Park. Offering a hot tub, the villa is about 3 km from Kamaole Beach Park III.
The Wailea property features spa therapy, a patio, and a golf course on-site, while snorkelling, diving, and cycling can also be organised.
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Beach access
The Villas At Fairmont Kea Lani
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Sauna
- Pool with view
Offering Wi-Fi, currency exchange and a lift, The Villas At Fairmont Kea Lani Wailea offers a beachfront location around 25 minutes' walk from Wailea Tennis Club. Guests can enjoy canyoning at the villa, located a short way from the Sandy Wailea Public Beach.
You can indulge in a heated pool or rent cars and explore the beauty of Wailea. The Villas At Fairmont Kea Lani has a Jacuzzi and a sauna for relaxation along with a sun deck and a golf course for leisure.
The Villas At Fairmont Kea Lani
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Sauna
- Pool with view
The Villas At Fairmont Kea Lani
Offering Wi-Fi, currency exchange and a lift, The Villas At Fairmont Kea Lani Wailea offers a beachfront location around 25 minutes' walk from Wailea Tennis Club. Guests can enjoy canyoning at the villa, located a short way from the Sandy Wailea Public Beach.
You can indulge in a heated pool or rent cars and explore the beauty of Wailea. The Villas At Fairmont Kea Lani has a Jacuzzi and a sauna for relaxation along with a sun deck and a golf course for leisure.
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Beach access
Seaglass 810 At Andaz Maui At Wailea Resort
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Golf centre
- Golf course
- Heated swimming pool
Situated within a 4-km distance of Cove Park, the 3-bedroom Seaglass 810 At Andaz Maui At Wailea Resort villa is suitable for 8 guests and provides a year-round outdoor swimming pool for additional relaxation. The Wailea villa boasts a wellness centre, an aqua park, and a golf course, while Polo Beach Park is approximately a 10-minute ride away.
You can enjoy a Jacuzzi in the Wailea accommodation, and the area is popular for windsurfing, snorkelling, and horseback riding.
Seaglass 810 At Andaz Maui At Wailea Resort
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Golf centre
- Golf course
- Heated swimming pool
Seaglass 810 At Andaz Maui At Wailea Resort
Situated within a 4-km distance of Cove Park, the 3-bedroom Seaglass 810 At Andaz Maui At Wailea Resort villa is suitable for 8 guests and provides a year-round outdoor swimming pool for additional relaxation. The Wailea villa boasts a wellness centre, an aqua park, and a golf course, while Polo Beach Park is approximately a 10-minute ride away.
You can enjoy a Jacuzzi in the Wailea accommodation, and the area is popular for windsurfing, snorkelling, and horseback riding.
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Beach access
Ocean Dreams Premier Grand Residence 2203 At The Resort At Kapalua Bay
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Sauna
- Golf centre
- Heated swimming pool
Located around 5 minutes on foot from Kapalua Coastal Trail, 4-bedroom Ocean Dreams Premier Grand Residence 2203 At The Resort At Kapalua Bay villa provides a heated pool as well as diving, hiking, and cycling to diversify guests' leisure. Featuring a Jacuzzi and a sauna, the Kapalua villa is nestled in proximity to The Bay Course.
Ocean Dreams Premier Grand Residence 2203 At The Resort At Kapalua Bay
- BBQ facilities
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Car park
Charges may apply
- Laundry
- Sauna
- Golf centre
- Heated swimming pool
Ocean Dreams Premier Grand Residence 2203 At The Resort At Kapalua Bay
Located around 5 minutes on foot from Kapalua Coastal Trail, 4-bedroom Ocean Dreams Premier Grand Residence 2203 At The Resort At Kapalua Bay villa provides a heated pool as well as diving, hiking, and cycling to diversify guests' leisure. Featuring a Jacuzzi and a sauna, the Kapalua villa is nestled in proximity to The Bay Course.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Kaanapali, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Waterfall House With Ocean Views In Haiku, Maui |
8.2 / 10 (5 Reviews) |
From 731$ | |
| Stunning Koa Resort 3Bd Villa With Private Jet Spa |
10.0 / 10 (1 Reviews) |
From 560$ | |
| Kapalua Bay Villa 29B4 Villa |
9.3 / 10 (4 Reviews) |
From 462$ | |
| Tranquil 4 Bedroom |
10.0 / 10 (2 Reviews) |
From 1150$ | |
| Ho'Olei Unit 12-2, Close To Pool, Walk To Beach |
9.0 / 10 (2 Reviews) |
From 2198$ |
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