Search Vacation Homes in South Maui

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for South Maui vacation homes

Sun loungers, beach towels
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (109)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
$433 nightly
The price is $503
Dec 20 - Dec 21
Total with taxes and fees
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
Terrace/patio
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

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

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (107)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
United States
Michael B.
$906 nightly
The price is $1,053
Dec 20 - Dec 21
Total with taxes and fees
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
Terrace/patio
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
North Kihei
10.0 out of 10, Exceptional, (2)
"The house is an easy walk to a quiet beach and any easy drive to a grocery store and restaurants. The house was clean and well stocked. "
United States
Kimberly F.
$1,318 nightly
The price is $1,537
Dec 20 - Dec 21
Total with taxes and fees
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
On the beach
Oceanfront Hideaway on the Beach

Oceanfront Hideaway on the Beach

Oceanfront Hideaway on the Beach
Central Kihei
10.0 out of 10, Exceptional, (2)
"We really enjoyed this house! It had everything we needed and more! They provided beach chairs and umbrellas, all the kitchen necessities, and even a high chair and port-a-crib for the baby! It was clean and spacious. Host was been very efficient and friendly. "
United States
Kristine D.
$2,480 nightly
The price is $2,897
Dec 20 - Dec 21
Total with taxes and fees
Oceanfront Hideaway on the Beach
Terrace/patio
Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!
South Kihei
10.0 out of 10, Exceptional, (18)
"Great location with restaurants either way within walking distance. Beaches nearby with nice walking areas."
United States
Alycia S.
$1,794 nightly
The price is $2,094
Jan 3 - Jan 4, 2026
Total with taxes and fees
Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!
Terrace/patio
Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach

Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach

Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach
South Kihei
10.0 out of 10, Exceptional, (54)
"Well managed, clean, good location"
United States
Andrew P.
$1,734 nightly
The price is $2,017
Jan 4 - Jan 5, 2026
Total with taxes and fees
Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach
Garden
Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (12)
"Loved having the hot tub to come home to!!"
United States
Pedro
$236 nightly
The price is $261
Dec 14 - Dec 15
Total with taxes and fees
Yonegan Maui Getaways - Haiku
Outdoor dining
Hinano Suite | Historic Maui Hideaway

Hinano Suite | Historic Maui Hideaway

Hinano Suite | Historic Maui Hideaway
Wailuku
10.0 out of 10, Exceptional, (3)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
$259 nightly
The price is $302
Dec 12 - Dec 13
Total with taxes and fees
Hinano Suite | Historic Maui Hideaway
Outdoor dining
Experience luxury at The Ulu Suite | Garden patio

Experience luxury at The Ulu Suite | Garden patio

Experience luxury at The Ulu Suite | Garden patio
Wailuku
10.0 out of 10, Exceptional, (4)
"Parking and check in was easy and just as described. The interior was simple, yet felt upscale. Lovely original art on the walls, comforts bed, and bathroom and shower were wonderful. Would stay here again. "
United States
e o.
$293 nightly
The price is $341
Dec 13 - Dec 14
Total with taxes and fees
Experience luxury at The Ulu Suite | Garden patio
Pool
New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (86)
"Cottage was clean and well kept. Location is convenient to shopping, dining, and many beaches including a small beach just a short walk from the property. Stay was very enjoyable."
United States
Robert B.
$751 nightly
The price is $875
Dec 12 - Dec 13
Total with taxes and fees
New! The Aloha Cottage in Puamana, Maui Hawaii
Fridge, microwave, oven, stovetop
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!
Makawao
10.0 out of 10, Exceptional, (50)
"We were a family of nine and this house worked well for us. it has a funky and earthy vibe, which we enjoyed and was a real contrast to Waikiki Beach where we had just stayed. We were there during a warm spell and even though the house did not have air conditioning, the nights were pleasant even if during the day it could get a little warm. Eve, the host, arranged for us to have a private hula lesson, which was a highlight of our stay. We greatly enjoyed the centrality of the location to...
United States
A Scott W.
$2,280 nightly
The price is $2,652
Dec 27 - Dec 28
Total with taxes and fees
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!
Pool
Oceanview Retreat in Puamana – Steps from the Beach & Surf

Oceanview Retreat in Puamana – Steps from the Beach & Surf

Oceanview Retreat in Puamana – Steps from the Beach & Surf
Lahaina
10.0 out of 10, Exceptional, (2)
"This property had everything you would want in a vacation home. Great location. We enjoyed the beach, community pool and grounds. The photos were exactly as pictured. We had a great time in your home. Thank you for hosting us."
United States
Joey M.
$1,017 nightly
The price is $1,156
Dec 16 - Dec 17
Total with taxes and fees
Oceanview Retreat in Puamana – Steps from the Beach & Surf
Property grounds
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
10.0 out of 10, Exceptional, (71)
"What a special property. The location is perfect. We rented it for a work training and it was excellent since everyone has their own room/bathroom but we were able to meet in the large living room for evening presentations/discussions. The host was responsive with questions. It was very clean and check-in was easy. I hope to return again for both this meeting and with family for vacation. "
United States
Wendy W.
$2,639 nightly
The price is $3,098
Jan 6 - Jan 7, 2026
Total with taxes and fees
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
On the beach
Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi

Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi

Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi
Lahaina
9.6 out of 10, Exceptional, (9)
"Very clean, stocked well, comfortable bed and furniture, enough storage for your items, food. Very nice view from entire unit!"
United States
Jim K.
$460 nightly
The price is $536
Dec 14 - Dec 15
Total with taxes and fees
Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi
Fridge, microwave, oven, stovetop
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
Lahaina
10.0 out of 10, Exceptional, (4)
"Wonderful experience. Loved the house... bathtub was excellent!"
United States
Marcy M.
$1,192 nightly
The price is $1,387
Dec 12 - Dec 13
Total with taxes and fees
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
2 bedrooms, desk, iron/ironing board, travel crib
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!
Lahaina
10.0 out of 10, Exceptional, (27)
"Great property and location - beautiful ocean views and really clean. Kevin was easy to chat with and prompt with responses. Highly recommend!"
United States
Scott W.
$763 nightly
The price is $892
Dec 12 - Dec 13
Total with taxes and fees
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!
Property grounds
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
Lahaina
10.0 out of 10, Exceptional, (26)
"Fantastic location and great communication from Kevin! We thoroughly enjoyed our stay!!"
United States
Janelle G.
$1,225 nightly
The price is $1,425
Dec 12 - Dec 13
Total with taxes and fees
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
Beach nearby
2 MIN WALK TO SANDY BEACH | 3 BD | FAMILY FRIENDLY

2 MIN WALK TO SANDY BEACH | 3 BD | FAMILY FRIENDLY

2 MIN WALK TO SANDY BEACH | 3 BD | FAMILY FRIENDLY
Lahaina
10.0 out of 10, Exceptional, (176)
"Great place to stay and within walking distance to the best beaches. Very clean and had everything we needed. "
United States
Krissi T.
$844 nightly
The price is $983
Dec 12 - Dec 13
Total with taxes and fees
2 MIN WALK TO SANDY BEACH | 3 BD | FAMILY FRIENDLY
Pool
POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!
Lahaina
10.0 out of 10, Exceptional, (13)
"Beautiful location and property."
United States
Angie A.
$912 nightly
The price is $1,061
Dec 12 - Dec 13
Total with taxes and fees
POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!
Property grounds
Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (4)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
United States
Linda S.
$1,052 nightly
The price is $1,223
Dec 12 - Dec 13
Total with taxes and fees
Haiku Hale - 3 Bedroom Maui Getaway!
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 South Maui Hotel Reviews

Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

10/10 Excellent
"Clean, simple and satisfied all our needs for a beautiful stay in Maui! Right on the beach, and close drive to plenty of other nearby beautiful beaches. "
Idan 2-night trip
Posted 2 days ago
Kohea Kai Hotel Maui

Find out more about South Maui

South Maui Vacation Homes information

Number of reviews
598
Accommodation
106 Vacation Homes
Lowest Price
$261
Highest Price
$3,098

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