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Compare 178 Vacation Homes in Kaupakulua with updated reviews, rates, and availability.

Kaiholo Hale
Beach nearby
Kaiholo Hale
3.0 star property
9.4 out of 10, Exceptional, 179 reviews
"This was an excellent trip. I would recommend this Plato any one! The hosts were very accommodating to our late flight out. "
Kaiholo Hale
Spacious Hawaiian home 50 steps from Sugar Beach!
Beach | Sun loungers, beach towels
Spacious Hawaiian home 50 steps from Sugar Beach!
8.8 out of 10, Excellent, 58 reviews
"Thai is a fabulous location. Truth about how close to beach! Our only issue was there was no table to sit at inside. No table for cards or coffee. Outside wasn’t always appropriate. Major construction going on next door was an eyesore…"
Spacious Hawaiian home 50 steps from Sugar Beach!
Stunning Two Story Townhouse located in Ekahi Village!
Sun loungers, beach towels
Stunning Two Story Townhouse located in Ekahi Village!
10.0 out of 10, Exceptional, 26 reviews
"Location and accommodation was excellent, thank you!"
Stunning Two Story Townhouse located in Ekahi Village!
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Very private. Fabulous views! Private pool, spa and yard on 1 acre!
Exterior
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
10.0 out of 10, Exceptional, 114 reviews
"This property exceeded our expectations and was amazing. 10 out of 10. Everything was as it should be and there was no reason to contact the Owner Mark or property manager during our stay. The views from the mid deck are amazing and the perfect place to hang out. We didn't want to leave! Mark, the Owner, is excellent and answered all of our questions prior to our stay!"
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Exterior
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, 198 reviews
"We all (8 of us) liked the property. It had everything you need for cooking etc. Very nice appointments. We all enjoyed our stay there."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
9.8 out of 10, Exceptional, 63 reviews
"Great property perfect for families. We loved it so much we actually extended our vacation and stayed an extra day. For sure will be repeat guests."
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Beach nearby, sun loungers, beach towels
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
10.0 out of 10, Exceptional, 37 reviews
"My wife and I just enjoyed our third visit to this property, and once again it is was just perfect. This property is a gem. The hosts are great and we will keep going back. Highly recommended."
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Pool
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
9.6 out of 10, Exceptional, 84 reviews
"Clean, modern condo on a great location. Beautifully kept grounds. There’s a putting green right outside the back door and it’s only a few more steps to the pool and beach. Easy and open parking. Air conditioners worked great and we were never hot. Everyone we met at the resort was very friendly. Looking forward to returning soon. Highly recommend."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Panoramic Views - Fourth Row Ho'olei - One of a Kind
Pool
Panoramic Views - Fourth Row Ho'olei - One of a Kind
10.0 out of 10, Exceptional, 18 reviews
"Beautiful property, great location, stunning views, very well appointed. Would definitely book this property again."
Panoramic Views - Fourth Row Ho'olei - One of a Kind
Stunning Koa Resort 3bd Villa w/ private Jet Spa
TV, offices
Stunning Koa Resort 3bd Villa w/ private Jet Spa
Stunning Koa Resort 3bd Villa w/ private Jet Spa
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
On the beach, sun loungers, beach towels
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
9.8 out of 10, Exceptional, 178 reviews
"We loved our stay here! Our family of 17 had plenty of room and the house is very well stocked! We enjoyed being across from a great beach and absolutely loved having our own pool. We would stay here again in a heartbeat!"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Stunning Beach Front Townhouse
Property grounds
Stunning Beach Front Townhouse
10.0 out of 10, Exceptional, 79 reviews
"Property is a little dated but location and view more than make up for that drawback. You'd be hard pressed to get any closer to the water. Pool was an added bonus. Kitchen was well equiped with everything you would need to cook meals. Overall, we really enjoyed our stay here"
Stunning Beach Front Townhouse
Maui 4 BD Heated Pool very quiet and private home in Kihei Wailea resort area
Maui 4 BD Heated Pool very quiet and private home in Kihei Wailea resort area
10.0 out of 10, Exceptional, 48 reviews
"Beautiful house, nice property, peaceful neighborhood, very clean, amazing scenery, close to everything, awesome host!"
Maui 4 BD Heated Pool very quiet and private home in Kihei Wailea resort area
PRIVATE RESORT near Cove Park in Kihei. Sleeps up to 18 in TWO separate houses!
Beach nearby
PRIVATE RESORT near Cove Park in Kihei. Sleeps up to 18 in TWO separate houses!
9.8 out of 10, Exceptional, 14 reviews
"This place was perfect for our family of 13. Kihei was the perfect place to stay at on Maui - it was close to everything, and Kihei itself was beautiful and had plenty of amazing food options. Our host was so friendly and accommodating. We didn’t need much from him because we had everything we could possibly need when we arrived. I wish we didn’t have to leave we could have stayed there forever!"
PRIVATE RESORT near Cove Park in Kihei. Sleeps up to 18 in TWO separate houses!
LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views
Property grounds
LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views
10.0 out of 10, Exceptional, 20 reviews
"Everything you need is located on this property. The house is well stocked and clean. The host was very responsive and prompt when asked for help or recommendations. The bedrooms, patios, and living rooms had comfortable furniture and were spacious. The kitchen had plenty of dishware and pots/pans for cooking at home. There is a public beach path just past the backyard where you walk a minute to get onto the beach and into the water. You will see people coming and going along this path, so the...
LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
Pool
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
9.8 out of 10, Exceptional, 13 reviews
"A lovely place to stay. Would love to stay mush longer."
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
Haiku Hale - 3 Bedroom Maui Getaway!
3 bedrooms, free WiFi, bed sheets
Haiku Hale - 3 Bedroom Maui Getaway!
10.0 out of 10, Exceptional, 3 reviews
"Our family of five (all adults) couldn't have been more pleased with this property! The house was clean, well supplied/equipped, and very comfortable. The landscaping was beautiful. Having the grill available made for great outdoor meals. We took advantage of the short walk into town at least a couple times daily, and the distance to beaches and other activities was quite convenient. We're hoping this property will be available for our next trip to Maui! Thank you, Jorma, for helping us to...
The price is $495
$988 total
includes taxes & fees
Jun 11 - Jun 12
Haiku Hale - 3 Bedroom Maui Getaway!
Spectacular Ocean Views! Luxury abounds at Ho'olei Villas! 17-1
Pool
Spectacular Ocean Views! Luxury abounds at Ho'olei Villas! 17-1
10.0 out of 10, Exceptional, 35 reviews
"All the comforts of home, in a beautiful setting with a view. We loved the split floor plan with king bed rooms on separate floors. Great living room with big sofa everyone could lounge on, convenient to all of Wailea and quick trips to Kihei."
Spectacular Ocean Views! Luxury abounds at Ho'olei Villas! 17-1
HOUSE.. ON THE BEACH MAUI
Fridge, microwave, oven, stovetop
HOUSE.. ON THE BEACH MAUI
9.8 out of 10, Exceptional, 140 reviews
"This property was just as listed and even better! Great communication with our host Brian, great location to access community and restaurants and even greater natural environment! One night we counted 36 turtles on the beach...mornings on the deck were glorious. The house is stocked with more than we expected and plenty of room for all of us. We couldn't have picked a better place."
HOUSE.. ON THE BEACH MAUI
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Beach nearby, beach towels
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
10.0 out of 10, Exceptional, 73 reviews
"Dan & Kelly thought of everything with their home. It is beautiful, warm and welcoming. Had great family card games every night outside. Great location to any and everything. Would stay again for sure. Thank you!"
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
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See all available properties in Kaupakulua
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.

Other property types in Kaupakulua

Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, 622 reviews
"Loved this place"
Maui Beach Vacation Club
Sugar Beach Resort
Outdoor pool
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, 985 reviews
"Nice and clean. I don’t like the shower."
Sugar Beach Resort
Maui Banyan Vacation Club
Aerial view
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very Good, 289 reviews
"Location was perfect if you like quiet beach towns. The beach was so beautiful and totally within walking distance. The pool was also very clean."
Maui Banyan Vacation Club
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.

Kaupakulua Vacation Homes information

Number of reviews
1,188
Accommodation
178 Vacation Homes
Lowest Price
$495
Highest Price
$495

Recent reviews of Kaupakulua hotels
Expedia verified reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5/5 Excellent
"Paradise on earth"
A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort
Posted 6 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort