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Compare 57 Villas in Kalaupapa with updated reviews, rates, and availability.

OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Grand Private Lanai - This extra spacious lanai features new outdoor furnishings for your comfort while dining or lounging outdoors.
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
9.8 out of 10, Exceptional, (43)
"Another beautiful vacation in Kapalua Villas… great golf, snorkeling and restaurants nearby."
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
Directo Ocean front Lanai!
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
9.6 out of 10, Exceptional, (28)
"Exactly what we wanted. The area, Kapalua is exceptional the place clean, very roomey, everything I needed was in the kitchen ,bathroom, and very comfortable King bed. Definitly will stay here again. Great parking, close to pool, and resturants. 5 stars across the board"
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
LOWEST PRICES in years! ~ MUST SEE OCEAN FRONT Villa ~ PLATINUM Maui Vacations
LOWEST PRICES in years! ~ MUST SEE OCEAN FRONT Villa ~ PLATINUM Maui Vacations
10.0 out of 10, Exceptional, (64)
"Had a great time. No problems that were insurmountable. Easy access. In all a good time"
LOWEST PRICES in years! ~ MUST SEE OCEAN FRONT Villa ~ PLATINUM Maui Vacations
Paradise for Two ~ SUPER September SPECIAL ~ Platinum Maui Vacations Villa ~ ALL 5 STARS ~
Paradise for Two ~ SUPER September SPECIAL ~ Platinum Maui Vacations Villa ~ ALL 5 STARS ~
10.0 out of 10, Exceptional, (57)
"This home is the perfect size and location for a couple looking for a clean, thoughtfully decorated, well appointed and comfortable stay in Kapalua. This is one of the nicest, well appointed, homes we have stayed in. The owners have gone to great lengths to bring the Hawaiian Ohana feels into their home to share with guests. I would recommend this stay to any couple looking for a clean, stylish, relaxing place with an incredible golf course and ocean view. The property manager, Dave, was...
Paradise for Two ~ SUPER September SPECIAL ~ Platinum Maui Vacations Villa ~ ALL 5 STARS ~
Brand New Stylish European Luxury, Views, Prime Location, Minutes to Ocean
Large lanai with outdoor sectional, sun lounger and bar table
Brand New Stylish European Luxury, Views, Prime Location, Minutes to Ocean
10.0 out of 10, Exceptional, (10)
"We thoroughly enjoyed our 10-day stay at this villa. The house was immaculately decorated, the appliances high end and the view from the lanai was very relaxing. We loved having coffee out there early in the morning and a glass of wine in the evening. The complimentary shuttle to the beach and area restaurants was an additional perk. This villa has everything you need to feel “at home” while on vacation in beautiful Kapalua Maui."
Brand New Stylish European Luxury, Views, Prime Location, Minutes to Ocean
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Lanai with view
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
9.8 out of 10, Exceptional, (42)
"This was the most relaxing stay in the ideal location. Beautiful home, breathtaking views, and the most comfortable accommodations. It was simple check in process and stress-free. Can’t wait to come back!"
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Lowest Prices in Years! ~ PLATINUM Maui Vacations ~ TROPICAL OASIS
Lowest Prices in Years! ~ PLATINUM Maui Vacations ~ TROPICAL OASIS
9.8 out of 10, Exceptional, (35)
"Very pretty and clean vacation. It was our first time and the property manager was soooooo sweet and understanding…. 10/10 recommend. Future trips will definitely be booked again!"
Lowest Prices in Years! ~ PLATINUM Maui Vacations ~ TROPICAL OASIS
NICE OCEAN FRONT Villa ~ REDUCED ~ Newer AC ~ AFFORDABLE ~ Platinum Maui Vacations
NICE OCEAN FRONT Villa ~ REDUCED ~ Newer AC ~ AFFORDABLE ~ Platinum Maui Vacations
10.0 out of 10, Exceptional, (55)
"Just as described: ocean views, nice pool right out front, updated decor, good space for a couple. We used the barbeque grills at the pool twice, and it was easy. Comfortable bed, roomy master bath. Loved having the Coastal Trail so close for walking. Kapalua is an upscale area with a beautiful beach. Easy to walk to the Montage or Ritz Carlton for their restaurants. "
NICE OCEAN FRONT Villa ~ REDUCED ~ Newer AC ~ AFFORDABLE ~ Platinum Maui Vacations
Steeper Price REDUCTION thru 12/20 ~ Platinum Maui Vacations ~ Warm Tropical Infusion
Steeper Price REDUCTION thru 12/20 ~ Platinum Maui Vacations ~ Warm Tropical Infusion
9.0 out of 10, Wonderful, (6)
"Loved our stay and property. Great floor plan. Walking distance to beaches and restaurants. Very quiet and peaceful as well. Dave was helpful and responsive to questions. Can’t wait to come back."
Steeper Price REDUCTION thru 12/20 ~ Platinum Maui Vacations ~ Warm Tropical Infusion
"KA'ANAPALI SHORES GETAWAY" Ocean view 434
RESORT
"KA'ANAPALI SHORES GETAWAY" Ocean view 434
8.0 out of 10, Very Good, (6)
"Hotel property was excellent. Pools are great and beach access convenient. Good pool bar and restaurant. Room was as advertised. Bed was comfy. Older room could use some modernization. Could use a deep clean. "
"KA'ANAPALI SHORES GETAWAY" Ocean view 434
PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. MOST SPECTACULAR LOCATION
Exterior
PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. MOST SPECTACULAR LOCATION
9.6 out of 10, Exceptional, (54)
"This was our third stay at Napili Shores since 2010 and it’s our favourite place to be on Maui. The condo was as advertised and our property manager Kim was awesome to deal with. The property is well looked after and all the staff are friendly and helpful. The on-site rental shop is run by a really nice local family and they have everything you could need for a fun day at the beach or on the water. Napili bay is beautiful and great for swimming or playing in the water. Honokeana Bay to the south...
PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. MOST SPECTACULAR LOCATION
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning
View from property
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning
3.5 star property
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning
KLVR welcomes you to Honua Kai Luana 11C Oceanfront Resort Resort and POOL view
Property grounds
KLVR welcomes you to Honua Kai Luana 11C Oceanfront Resort Resort and POOL view
10.0 out of 10, Exceptional, (8)
"We loved the accommodation, the location, the facilities and the super customer service! Everything was excellent and we would definitely stay again. The description and expectations were spot on!"
KLVR welcomes you to Honua Kai Luana 11C Oceanfront Resort Resort and POOL view
FRESH Pricing ~ Spacious, Comfortable & Clean ~ Platinum Maui Vacations
FRESH Pricing ~ Spacious, Comfortable & Clean ~ Platinum Maui Vacations
10.0 out of 10, Exceptional, (5)
"We really enjoyed the stay at the villa. The inside and grounds were both beautiful."
FRESH Pricing ~ Spacious, Comfortable & Clean ~ Platinum Maui Vacations
Kapalua Golf Villa - Walk to Beach or The Ritz!
Lahaina Vacation Rental | 1BR | 2BA | Stairs Required | 1,000 Sq Ft
Kapalua Golf Villa - Walk to Beach or The Ritz!
10.0 out of 10, Exceptional, (29)
"This unit was wonderful. The owners were great with communication and very helpful. The villas are SO quiet. It was super relaxing. The unit itself is clean, the bed SUPER comfortable, the kitchen is supplied with everything you could need if you choose to cook your meals at home. It is very nicely furnished. Plenty of parking at the time of our trip (December). Close to the beach, of course golf, Merrimans, and terrific walking paths abound. There is a local market a short walk away that has a...
Kapalua Golf Villa - Walk to Beach or The Ritz!
Luxurious & spacious 2 bed/3 bath Kapalua Ridge Villa 1013 - Panoramic views!
beautiful mountain and ocean views from the lanai
Luxurious & spacious 2 bed/3 bath Kapalua Ridge Villa 1013 - Panoramic views!
8.8 out of 10, Excellent, (19)
"Unit was spacious, well furnished, clean, and had amazing views from every room. Each bedroom had an outdoor seating area, which was a bonus. Air conditioning, ceiling fans, and large TV’s in each room were great. Would definitely stay there again."
Luxurious & spacious 2 bed/3 bath Kapalua Ridge Villa 1013 - Panoramic views!
Luxury, Modern, Ocean View Villa in the heart of Kapalua
Villa view from 8th tee
Luxury, Modern, Ocean View Villa in the heart of Kapalua
10.0 out of 10, Exceptional, (36)
"Gorgeous design, upgraded, modern furnishings, relaxed, convenient location in laid back Kapalua. Super comfortable bed. Responsive host; Oh ya - spectacular views from TWO lanais - if your even thinking about Leila’s condo stop searching and ‘Book it. You won’t be disappointed."
Luxury, Modern, Ocean View Villa in the heart of Kapalua
Amazing Ocean Views, A/C, Walking Distance to Beaches - Kapalua Bay Villa #31B3
Amazing Ocean Views, A/C, Walking Distance to Beaches - Kapalua Bay Villa #31B3
9.6 out of 10, Exceptional, (10)
"The villa is located in the perfect area! We very much enjoyed staying here. It was quiet and a walk away from many different beaches and restaurants. We look forward to our next trip!"
Amazing Ocean Views, A/C, Walking Distance to Beaches - Kapalua Bay Villa #31B3
Kapalua Golf Villas 11P7-8
Kapalua Golf Villas 11P7-8
Kapalua Golf Villas 11P7-8
Kapalua Golf Villas ~ 11P5-6 & 7-8 ~
Kapalua Golf Villas ~ 11P5-6 & 7-8 ~
2.0 star property
Kapalua Golf Villas ~ 11P5-6 & 7-8 ~
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kalaupapa

Aston Kaanapali Shores
Exterior
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3272)
"Our rental was spacious, great views, mostly updated and comfortable. Staff were friendly and accommodating. Ground and beachfront were great!"
The price is SAR 1,067
SAR 1,369 total
includes taxes & fees
23 Oct - 24 Oct
Aston Kaanapali Shores
Aston Mahana at Kaanapali
Exterior
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1547)
"Proximity to all local eateries and beach and grocery store is perfect! Very quiet. No frills other than a place with kitchen, washer/dryer, and fantastic ocean view. There was no housekeeping service during our stay which we did not mind. Water and elevator got shut off for a few hours but we worked around it. Pool and jacuzzi are perfect! Highly recommend this place."
Aston Mahana at Kaanapali
Castle Napili Surf Beach Resort
Beach
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (56)
"A hidden gem. Beach view room was amazing and very clean. Comfortable bed, kitchen stocked well, laundry room on site. The sunsets were absolutely incredible and a rainbow every morning. We will definitely be returning.❤️🌺"
Castle Napili Surf Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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