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Compare 78 Vacation Homes in Kahoolawe with updated reviews, rates, and availability.

Beach
Spacious Hawaiian home 50 steps from Sugar Beach!
8.8 out of 10, Excellent, (58)
"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!
Living area
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
10.0 out of 10, Exceptional, (37)
"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
Private kitchen
Stunning Two Story Townhouse located in Ekahi Village!
10.0 out of 10, Exceptional, (26)
"Location and accommodation was excellent, thank you!"
Stunning Two Story Townhouse located in Ekahi Village!
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Property grounds
Modern 3 Bedroom Tropical Kihei Home Near Beach
9.8 out of 10, Exceptional, (133)
"Lovely home in Kihei, well appointed, modern and comfortable. Easy walking distance to beaches, restaurants and the food trucks at South Maui Gardens!"
Modern 3 Bedroom Tropical Kihei Home Near Beach
One of the largest condo pools in Kihei!
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
9.6 out of 10, Exceptional, (84)
"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
Our heated pool with the beach just 50 feet past our lava rock wall.
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
9.8 out of 10, Exceptional, (178)
"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
Panoramic view from the deck.  Master bedroom view is even better !
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
10.0 out of 10, Exceptional, (114)
"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!
Kitchen Area
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
10.0 out of 10, Exceptional, (73)
"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
Beach
Stunning Beach Front Townhouse
10.0 out of 10, Exceptional, (78)
"We had an incredible holiday while staying on this property recently. The title of this property describes it perfectly. The owner was a great host and very responsive to any questions. Our family thoroughly enjoyed staying here and would 100% recommend it to anyone considering to do so. It is special indeed."
Stunning Beach Front Townhouse
Property grounds
Ho'olei Villas - Luxury Wailea Residence
10.0 out of 10, Exceptional, (7)
"Love the place and can't wait to return."
Ho'olei Villas - Luxury Wailea Residence
Relax on your Private Lanai with Ocean Views
Panoramic Views - Fourth Row Ho'olei - One of a Kind
10.0 out of 10, Exceptional, (18)
"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
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
9.0 out of 10, Wonderful, (39)
"Great view. Just as every other condo here, could use some upgrading and a bit more "spring" cleaning. Love the location. Needs a new tv in it for the after beach relax."
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
Outdoor dining
Koa Resort #5G 3BR/2BA, Large townhome, Pool, AC, WIFI, Sleeps 8
9.2 out of 10, Wonderful, (34)
"We were in Maui for a hiking trip and the property exactly meet our needs. 2nd floor 3 BR condo is one block from beach, across from pool and convenient to main road thru Kihei. Nice outdoor covered patio. Condo is fully equipped and welcome basket of goodies/coffee and bag of ice in frig were appreciated. Beach towels and equipment provided. Washer/dryers are large. Rooms have individual AC controls. Be aware upstairs loft king bedroom has a steep stairs and no door and do not leave any food or...
Koa Resort #5G 3BR/2BA, Large townhome, Pool, AC, WIFI, Sleeps 8
K B M Resorts: Maui HALE-1470, Beach Front House, On the Sand, Sleeps 10+, Includes Rental Car!
9.6 out of 10, Exceptional, (7)
"We enjoyed a week of relaxation on Maui in this gorgeous house. There was plenty of room for our family. The kitchen was well equipped for prepare meals. Our only minor complaint was there was no shade for the patio, as the umbrella did not open, that was tough for Nana who needed a break from the sun. We enjoyed the most amazing sunsets!! We also saw turtles and whales right from the beach."
The price is SAR 17,870
SAR 26,288 total
includes taxes & fees
27 Jum. I - 28 Jum. I
K B M Resorts: Maui HALE-1470, Beach Front House, On the Sand, Sleeps 10+, Includes Rental Car!
Beautiful outside oasis
Wailea Townhome, Perfect for Families! Wailea Ekahi 25B
6.8 out of 10, (46)
"Great spot!"
Wailea Townhome, Perfect for Families! Wailea Ekahi 25B
Amazing Lanai~ Kick Back~ Relax and Enjoy the View!
Stunning Beachfront Private Home! Perfect for Families, Great Location!
9.8 out of 10, Exceptional, (89)
"We had a wonderful time at Halama House-it is exactly as advertised. Being able to walk a few steps to the beach each night for the sunsets was wonderful and being able to sit on the lanai and eat even with the wind blowing was a plus. The house is large, had comfortable furniture, a well equipped kitchen with plenty of supplies and we never felt crowded. The kids loved their "private pool".They have lots of beach toys but the beach chairs were locked up and we didn't think soon enough to ask...
Stunning Beachfront Private Home! Perfect for Families, Great Location!
Backyard pool deck with chaise lounge seating
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean
9.8 out of 10, Exceptional, (66)
"This is one of those special properties that makes the trip easy and memorable for all. We loved the pool, especially when the sun was out the kids wanted to be there all the time. Great kitchen, yard is fun to explore for little ones (mango tree, lots of lizards), and foosball in the garage a great added touch. Tamara was a great host and allowed us to check in early afternoon since our flight was early. Overall incredible experience and we hope to return very soon!"
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean
Gorgeous sunset view from living room and upper lanai
Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23. Book now!
10.0 out of 10, Exceptional, (117)
"My family of 5 stayed at Steve’s place for 9 days. Before booking I read all of the reviews about this property and thought how can every single one be so perfectly positive. Well now I know why - - the house is just fantastic. Great location, great pool, great views, great host. You will not be disappointed in any way. I can’t even think of a single negative thing about the whole experience. Once you open up the sliding doors the entire house feels like it’s outdoors! We had a slight mishap...
Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23. Book now!
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
9.8 out of 10, Exceptional, (49)
"The house was perfect for my family of 8!! Loved the back patio for our morning coffee and the hot tub was a nice touch in the evenings. A short walk to the beach and the house included a wagon, chairs and umbrellas! The older kids enjoyed the short walk to local restaurants and pubs near by. Everything was as listed. Great price and great location."
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches and Beyond
9.0 out of 10, Wonderful, (76)
"This condo was amazing, and just the right size for my friend and I. The view is amazing, we watched whales breech each morning from the balcony. The amenities in the condo made it feel like home, and the location was quiet, but still close to shops and dining. The pool is lovely, and the property is very clean and well maintained. The beach was not crowded and it was nice to be able to relax, while being steps from the condo. I would stay at this condo again and hope to return soon! Thank you!"
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches and Beyond
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See all available properties in Kahoolawe
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 Kahoolawe

Aerial view
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, (618)
"Nice and clean. Great value for the price "
Maui Beach Vacation Club
Exterior
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (979)
"I liked this place because it was centrally located on the island, on the beach, nice view, spacious and clean."
Sugar Beach Resort
Outdoor pool
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (691)
"Great location, able to walk to the beach. Clean, peaceful, comfortable place to wind down after long day exploring. Would definitely stay there again if i return to Maui. "
Aston Maui Hill
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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