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Compare 193 Vacation Homes in Kihei with updated reviews, rates, and availability.

DISCOUNTED JUNE SPECIAL Oceanfront Private Home

10.0 out of 10, Exceptional, (101)
"We loved our stay. The home is wonderful and the location is great!"
DISCOUNTED JUNE SPECIAL Oceanfront Private Home

CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

9.8 out of 10, Exceptional, (74)
"my husband & i stayed in this property for 1 month, ideally located, everything we needed, great communication with the host, no issues. "
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

9.6 out of 10, Exceptional, (97)
"Had a wonderful 7 days in Kihei - this place was great. Loved that you could walk the beautiful beach, the grounds were very well maintained, the pool was delightful and my husband was able to walk to the city park and play pickleball every morning. "
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

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

10.0 out of 10, Exceptional, (118)
"Our family had wonderful stay. The house was beautiful and perfect for our 3-generation family stay. It’s located in a quiet neighborhood, walking distance from the nearest beach. Chris, the host, was highly responsive to questions and issues during our stay. "
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (197)
"This property is beautiful and well located to shops and sea. well appointed and very comfortable."
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

10.0 out of 10, Exceptional, (86)
"Kelly and Dan are great hosts, super nice and very attentive. Their home is very clean and well stocked, conveniently located in a quiet neighborhood. I highly recommend booking with them!"
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

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

9.8 out of 10, Exceptional, (94)
"The home was beautiful and we loved it, the only negative was very slow internet, the television keep freezing … it’s football season "
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

Wonderful Wailea Condo Lanai Water Views

3.0 star property
7.6 out of 10, Good, (4)
"We had such an amazing stay! Prior to arrival we were provided with all the information we needed to make arrival easy and make our stay feel like home. This property had everything we could possibly need and was so clean. Like squeaky clean! And the view!! We stayed in December and we could see whales from the lanai! There are some great restaurants and a chocolate shop nearby that we walked to. We also walked to a luau at a nearby resort. We would absolutely stay here again"
Wonderful Wailea Condo Lanai Water Views

OCEANFRONT HOME*UNINTERRUPTED*HOT TUB*PRIVATE GEM

9.8 out of 10, Exceptional, (7)
"Ocean front, quiet beach, easy to access and get around. Kihei is a gem, awesome food options and chill vibe away from the resorts. 2 teens and 2 adults and we were comfortable, any more would have been a squeeze. House had everything we needed, Sunny Maui Vacations was extremely helpful and responsive to any questions or needs we had. Would stay here again."
OCEANFRONT HOME*UNINTERRUPTED*HOT TUB*PRIVATE GEM

Fabulous views! Exclusive pool, spa and private 1 acre yard.

10.0 out of 10, Exceptional, (133)
"We had a great stay! The property is beautiful and close to beaches, restaurants, and groceries. It was exactly what our family of four was looking for."
Fabulous views! Exclusive pool, spa and private 1 acre yard.

Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View

10.0 out of 10, Exceptional, (68)
"stayed for one week with family and enjoyed the place very much. The host is very attentive and quick to respond to all questions/requests. We will come back."
Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View

Maui Breeze Retreat at Ho'olei openings Jul 19-29, Aug 22-Sep 14 & Sep 25-Oct 11

10.0 out of 10, Exceptional, (131)
"Beautiful home! Great location! We had a great week on our annual family vacation, this was our first with new babies. We ran into a small issue when checking in, but all was taken care of quickly. We are planning on doing this trip every year and hope to be able to stay in same home again!"
Maui Breeze Retreat at Ho'olei openings Jul 19-29, Aug 22-Sep 14 & Sep 25-Oct 11

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

10.0 out of 10, Exceptional, (47)
"We loved this place. The balcony with the beautiful view was our favorite part! The house fit 7 people very comfortably and you can’t beat the location. Within walking distance of a beach was awesome as well as within close driving distance to some of the best beaches of Maui. They had everything we could need to enjoy the beach and the host responded to our questions very quickly and is so kind. He even let us borrow the beach chairs and towels after check out time since our flight is in the...
WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Kula Luxury Retreat With Stunning Ocean & Mountain Views!

10.0 out of 10, Exceptional, (72)
"We spent an amazing week here. If you are looking for peace and quiet with a stunning view and gracious hosts, this is the place! We will definitely stay here again!"
Kula Luxury Retreat With Stunning Ocean & Mountain Views!

Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

8.8 out of 10, Excellent, (49)
"All good, except the screen doors need to be fixed."
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

Maui Designer Beach Villa, Wailea, Ho'olei 39-2

9.6 out of 10, Exceptional, (25)
"We loved our Christmas stay in Wailea. the condo is up on a steep hill so it has beautiful views, The decore is nice and comfortable. "
Maui Designer Beach Villa, Wailea, Ho'olei 39-2

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

9.6 out of 10, Exceptional, (106)
"Thanks for providing a great place for our week's stay in Maui! The home was clean and comfortable. Very convenient location."
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Kihei Maui Beach house - On the water

9.8 out of 10, Exceptional, (52)
"Our group thoroughly enjoyed our recent stay at the Kihei Maui Beach house. Great communication with Mark, perfect location to stores, South Maui Food trucks, sunset viewing park and turtles, and near a long beach walk. We enjoyed our time on the lanai and the coastal breeze throughout the lovely setting. Highly recommend staying here with your group. "
Kihei Maui Beach house - On the water

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (159)
"Great property with a good central location. We enjoyed the turtles every evening. The house was fully stocked with everything we needed. A great hub for a fun friend’s trip!"
BEACHFRONT MAUI KIHEI HOUSE

Stunning Beach Front Townhouse

10.0 out of 10, Exceptional, (90)
"Stunning is the right word for the location and view. The evening sunsets were beautiful.The condo has everything you need for a week of staying in or going out. Kitchen is well equipped, plenty of towels, and lots of beach gear.Couldn't ask for a better spot. We would definitley stay again!"
Stunning Beach Front Townhouse
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

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (741)
"Great for family"
Maui Beach Vacation Club

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (534)
"Beautiful property and beach is easily accessed from resort. "
Wailea Ekahi - CoralTree Residence Collection

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1057)
"We love the location to go anywhere on the island or just a short drive into Kihei. Beautiful beach and nice pool area!"
Sugar Beach Resort
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.