Kihei Vacation Rentals

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Browse Select Kihei Vacation Homes

WOW! Stunning Ocean Views, Large Deck &Luxury Beds
10.0 out of 10, Exceptional, (42)
"Everything was well above our expectations! Great property and location. Could not stop raving about it to everyone visiting for the wedding. "
WOW! Stunning Ocean Views, Large Deck &Luxury Beds
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
10.0 out of 10, Exceptional, (124)
"This place was amazing! The view and pool were spectacular as advertised . Close to all the great beaches. We had an amazing stay and will be back!"
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
10.0 out of 10, Exceptional, (77)
"We had a wonderful time staying at the Umalu location. It was conveniently located right next to the highway so it was easy access to get around the island. And it was only a 5 minute drive down the street from the beach. The hosts, Kelly and Dan were so nice and made us home made banana bread to welcome us and also shared some great dining locations for us to visit during our stay. "
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!
10.0 out of 10, Exceptional, (160)
"We loved our stay here - the home is cozy and the views are amazing. We enjoyed paddleboarding with turtles and seeing them not only on the beach and in the water but from the house as well. The owner and property manager were great and responsive, the home is older, but very well kept and clean. Absolutely would stay here again! No AC, but open windows and fans cooled the place down nicely, especially at night. Would highly recommend!"
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
10.0 out of 10, Exceptional, (28)
"Very clean… all the amenities. Loved the pool, deck and movie room. Kurt was an amazing host! Would definitely be back. "
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Modern 3 Bedroom Family Friendly Kihei Home Near Beach
9.8 out of 10, Exceptional, (138)
"Wonderful location with plenty of amenities to make for a great Maui vacation. In-laws booked the 2nd unit next door and we had a wonderful time hanging out on the large deck. Would absolutely book again."
Modern 3 Bedroom Family Friendly Kihei Home Near Beach
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
10.0 out of 10, Exceptional, (42)
"The place was Amazing! Super close to the ocean, to food & restaurants- Perfect place to stay! Best Family Vacation Ever!!!"
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2
9.6 out of 10, Exceptional, (78)
"We came to Hawaii to visit our son and grandchildren who live in Maui. This home was perfect for our needs, well stocked, and the pool area was fantastic."
Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2
Panoramic Ocean View Condo on Golf Course close to Beaches
10.0 out of 10, Exceptional, (7)
"Beautiful property with many upgrades and amazing ocean views. Great proximity to the beach and shops and a very quiet and relaxing location. The place was also very well equipped with cooking supplies, appliances and beach accessories. We would definitely stay here again!"
Panoramic Ocean View Condo on Golf Course close to Beaches
Spacious Hawaiian home 50 steps from Sugar Beach!
8.8 out of 10, Excellent, (63)
"Fabulous spot for a family with kids (3, in our case). Quiet neighborhood just a few minutes away from great food and stores. Plenty of space in the house and a cute backyard to boot. Incredibly easy to walk to the beach (crosswalk and access path). Good spot for day trips north and west. A+"
Spacious Hawaiian home 50 steps from Sugar Beach!
BEACHFRONT MAUI KIHEI HOUSE
9.8 out of 10, Exceptional, (150)
"This house was absolutely perfect for our family. We had 10 people staying and we all fit very comfortably. The beds were nice, they have ac units in all of the rooms which was great for our family with different temperature needs. The yard was so much fun for our toddlers to run and play in and the beach is a very short walk away. We all really enjoyed relaxing at the house. We needed a pack and play for our toddler and a newborn and while we brought one we also depended on the one available at...
BEACHFRONT MAUI KIHEI HOUSE
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
9.8 out of 10, Exceptional, (188)
"Great location, central to everything on the island, beautiful property, well maintained. Owner was very accommodating & easy to work with. Great outdoor living spaces including a lovely pool. Plenty of beach & pool accessories"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Stunning Beach Front Townhouse
10.0 out of 10, Exceptional, (84)
"This property was a dream! We loved the easy accessibility to the beach, pool, restaurants, the best shaved ice, and the activities we had booked."
Stunning Beach Front Townhouse
Stunning Beachfront Private Home! Perfect for Families, Great Location!
9.8 out of 10, Exceptional, (92)
"The property is beautiful with lots of space inside and out! It is within walking distance of stores and restaurants. Stayed with a family group of 6 adults and 2 small children. The view of the beach with the grassy area and palms trees was outstanding! We played many rounds of bocce ball on the grass and the kids spent a great deal of time playing there too. Plenty of beach chairs and towels are provided as well as some sand toys for the kids. The house is a little older and dated and could...
Stunning Beachfront Private Home! Perfect for Families, Great Location!
2 Private Homes for 1! Pool & Waterslide - Cove Hale
10.0 out of 10, Exceptional, (21)
"We had an amazing stay here. Most of us were here for a week, and it was a week of bliss. The houses were clean and had everything we needed. The pool and hottub were fantastic and Sherwin made sure we had everything we needed! We loved the location and the entire experience ! I am already looking forward to another stau here in the future!"
2 Private Homes for 1! Pool & Waterslide - Cove Hale
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean
9.8 out of 10, Exceptional, (70)
"This is one of the best houses we have rented on vacation. Tamara has this property perfect. It’s right down the street from the beach & we so enjoyed the pool in the back yard. If we could give it a higher rating than 5 stars we would. Thank you Tamara! We hope to come back to Maui again one day hopefully soon. "
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
9.8 out of 10, Exceptional, (56)
"Great location, house suited all of our needs and was very nice. Really appreciated the chairs, wagon, etc for the beach. Hot tub was an extra bonus! "
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
Beautiful house in the Upscale Maui Meadows neighborhood
10.0 out of 10, Exceptional, (4)
"What an exceptional way to celebrate our 50th wedding anniversary! My husband & I took our family with us to Maui to stay in this outstanding home. Thank you for sharing your home with us! The property manager Diane was awesome! She was such a beautiful person and our family experienced a lifetime of memories in which she was a vital part! Thank you for all of the great memories, the wine was a lovely touch, the grandchildren and adults alike enjoyed the coconut water, the mango’s and the...
Beautiful house in the Upscale Maui Meadows neighborhood
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More
9.0 out of 10, Wonderful, (38)
"Great place to stay every thing you need. Not perfect but very comfortable, would stay again."
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
9.0 out of 10, Wonderful, (45)
"The location can’t be beat. Spectacular sunset in a quiet environment. Everything you need is here. Had the best time ever. If I had to find a negative I’d say the couch is uncomfortable but that it. Will be back for sure Highly recommend. "
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
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 Kihei

Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (752)
"The apartment was beautifully decorated. Very clean. The grounds lovely, and a short distance to a strip of beach. The pool was closed for renovation, which was disappointing, as it looked beautiful and to be a respectable size. Monday night happy hour with all residents was a wonderful. treat. Drinks and food! We were the youngest in the crowd at 30's and 50's.The beds were comfortable. The kitchen has no oven and was not well equipped; we figured it out. Truly a nice place. This is located at...
Aston Maui Hill
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (699)
"Great!"
Maui Beach Vacation Club
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (494)
"My friends got an upgrade room with full renovations and bigger spaces and facing the beach but we don’t. Overall it’s nice "
Wailea Ekahi - CoralTree Residence Collection
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.
Beautiful view of the beach with palm trees

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