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Check prices for these dates

In two weeks
26 Sep - 28 Sep
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec
In four months
2 Jan - 4 Jan

Vacation Homes in Kaupakulua

Yonegan Maui Getaways - Haiku
Garden

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (4)
"It was a last minute stay and it had what we needed. "
The price is SAR 423
SAR 870 total
includes taxes & fees
5 Oct - 6 Oct
Yonegan Maui Getaways - Haiku
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
A heated pool

Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

9.8 out of 10, Exceptional, (103)
"This was a perfect spacious lovely home in a fabulous location and was just the perfect home base for our daughter's "wedding week" in Wailea. We enjoyed the fabulous pool and the proximity to the beach and all the fabulous restaurants Wailea has to offer. Management was extremely responsive, allowed us to check in early and depart late as well - This is a great home for togetherness, and family time. "
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
Kihei Maui Beach house - On the water
Property grounds

Kihei Maui Beach house - On the water

9.8 out of 10, Exceptional, (58)
"Mark’s property was perfect for our large family group. The location was close to everything we wanted to do in Kihei, including beaches, restaurants, snorkeling, and surfing. Our group really enjoyed all the gear that comes with the house - standup paddle boards, game tables, bikes and more! Would recommend this place highly for a super laid back Maui experience. Mark was very helpful and responsive to questions. "
Kihei Maui Beach house - On the water
Entire home in Kihei within walking distance to beaches, shopping and dining!
Outdoor dining

Entire home in Kihei within walking distance to beaches, shopping and dining!

9.4 out of 10, Exceptional, (56)
"Location is great (almost ocean front) But house has a smell and does not look clean Only 3 sets of bath towels. All towels smelled because they absorb that from the house. No wine glasses."
Entire home in Kihei within walking distance to beaches, shopping and dining!
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Pool

4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi

10.0 out of 10, Exceptional, (56)
"Well appointed and fantastic location. Wonderful sunsets and loved watching all the goings on in the park next door. The private pool was like our own little oasis. Would definitely recommend to any group going to Maui. "
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Kaiholo Hale
Beach nearby

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (199)
"We stayed here 4 nights, perfect location for our activities. We did sunrise bike ride down Haleakala and Road to Hana. "
Kaiholo Hale
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, (228)
"Lovely property and very enjoyable place to stay. Great location."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
BEACHFRONT MAUI KIHEI HOUSE
Terrace/patio

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (166)
"The house was a wonderful place to stay, with breathtaking sunsets and sunrises, turtles on the beach, and close to amenities. "
BEACHFRONT MAUI KIHEI HOUSE
Exceptional Upcountry Villa with breathtaking views
Outdoor pool

Exceptional Upcountry Villa with breathtaking views

10.0 out of 10, Exceptional, (44)
"We had a great time. Location is beautiful. House is comfortable, clean, and well-equipped. The view is amazing. Pool and whirlpool were a hit. Close to stores/restaurants in Makawao. Good hiking nearby. The hosts were responsive and helpful. Really can’t say enough about the views. I spent more time enjoying the views than reading my book! Didn’t even think about turning on the TV!"
Exceptional Upcountry Villa with breathtaking views
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
Outdoor dining

Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

10.0 out of 10, Exceptional, (126)
"Plenty of room. Great kitchen for lots of cooks."
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Beach

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

9.4 out of 10, Exceptional, (58)
"Everything you need in the condo and enough beaches to try one every day!"
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Menuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views
Outdoor dining

Menuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views

Menuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
On the beach

Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await

9.4 out of 10, Exceptional, (49)
"We had a great time "
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
Property grounds

Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

9.8 out of 10, Exceptional, (78)
"Perfect location, well equipped unit, outstanding water front property"
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
On the beach, sun loungers, beach towels

Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view

9.8 out of 10, Exceptional, (204)
"Perfect home for a large group. Beach is across the street the back to the pool when the waves got to be to much for our little ones. Great property manager! Great location! "
Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
Outdoor pool, a heated pool

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

10.0 out of 10, Exceptional, (86)
"Great location, clean, comfortable and well maintained. The owner was easy to work with and truly provided everything that you need for a great vacation."
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Interior

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

10.0 out of 10, Exceptional, (35)
"Loved our time and stay!"
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Mountain to Ocean Views Pole House @ Maui Adventure Villa
Outdoor dining

Mountain to Ocean Views Pole House @ Maui Adventure Villa

9.8 out of 10, Exceptional, (228)
"Will certainly be returning"
Mountain to Ocean Views Pole House @ Maui Adventure Villa
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Property grounds

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

9.8 out of 10, Exceptional, (76)
"Phenomenal property for your stay in Hana - especially for a large group "
The price is SAR 2,060
SAR 3,712 total
includes taxes & fees
21 Sep - 22 Sep
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops
Beach nearby, sun loungers, beach towels

Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

9.8 out of 10, Exceptional, (80)
"Centrally located on S Kihei Rd with lots of food options within walking distance. Kamala Park across the street and beaches close. Condo was nice and has a beautiful view. "
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops
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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Top Kaupakulua Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"I couldve had a better experience staying at Grand Wailea. Obviously, the grounds here are amazing to say the least. Everything is conviently located once you've gotten use to how big the place is. Once you've settled in, everything falls into place. This is family friendly resort, if you're looking for something intimate this is big enough where it can cater to both. it doesnt feel crowded. The downside, food. Food here is ok. Nothing to rave about. Even dining at Nobu, yes, its nice, food is great but not for the premium you're paying but at least you get a nice view. "
Pierre 4-night trip
Posted 4 days ago
Grand Wailea Maui, A Waldorf Astoria Resort