Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

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)
"The location is perfect, about a mile from the beach and close access to the highway. Nice quiet neighborhood. The beds were fantastic. The kitchen had everything we needed. They have beach chairs, umbrellas and a large cooler. The washer and dryer came in very handy. Dan and Kelly were very responsive and brought us fresh harvested bananas in addition to the homemade banana bread in the fridge. We really enjoyed the accommodations. It was a great family trip."
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)
"Great home for 7 adults and 2 children. Central location right on the beach. Great views. Loved the Turtles that came right up on the beach. Great hosts with great communication. Would recommend!"
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)
"Wonderful upgraded room, friendly staff!"
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)
"It is a nice rental property in a nice location overall. It has multiple buildings and units with b ACH direct access. There are several swimming pools, many people have fun playing in swimming poor. Also it is one of best sunsets from the main swimming poor and from the central lawn field. I am really enjoyed. The unit we stayed is large one bed room equipped with a full kitchen set, if someone like cook inside. There are many high ended restaurants and a shopping mall in a short during...
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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