South Kihei vacation rentals

We found 2,594 vacation rentals — enter your dates for availability
Select from 38 houses, 1837 condos, and other vacation rentals to find the perfect place for your stay in South Kihei. Vacation rentals offer the amenities you expect for your family, friends, or furry companion, such as a garden and pool. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - South Kihei

Showing deals for:Dec 4 - Dec 11

Spacious lanai with enough seating for the whole family.
View on the pool
Lobby
Lobby
Exceptional
(256 reviews)

Mana Kai Maui Condo - Right on the Beach!

Kihei

8% off
$566
$3,960 for 7 nights
All fees included
Mana Kai Maui Condo - Right on the Beach!
Unwind after beach days with peaceful outdoor living and island breezes
Living Room Area
Private Wailea/Kihei retreat just minutes from Maui’s most beautiful beaches
Indoor Dining Area
Exceptional
(104 reviews)

Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled

Kihei

8% off
$621
$4,347 for 7 nights
All fees included
Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled
Lanai for outdoor dining and with perfect view for turtle or whale watching.
Pool and ocean view from the remodeled rooftop.
Drone shot of the Royal Mauian nestled between Kam 1 and Kam 2 beaches.
Modern and fully-equipped kitchen with induction stovetop for easy meal prep.
Exceptional
(49 reviews)

Breathtaking Ocean Front Views. Incredible Reviews.

Kihei

9% off
$960
$6,723 for 7 nights
All fees included
Breathtaking Ocean Front Views. Incredible Reviews.
Dining
Beachfront property
Exterior
Room
Exceptional
(46 reviews)

Classic Beachfront Studio Apartment Right On Charley Young Beach

Kihei

8% off
$211
$1,475 for 7 nights
All fees included
Classic Beachfront Studio Apartment Right On Charley Young Beach
Terrific Maui Vista!!
BBQ areas at the Maui Vista
Sparkling Pool Area
Wailea Golf Course, get your game on!
Wonderful
(51 reviews)

Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"

Kihei

9% off
$178
$1,245 for 7 nights
All fees included
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Community swimming pool on property
Granite countertop, living area
Living area, dining, and kitchen
Dining area, kitchen
Exceptional
(140 reviews)

Kihei, Maui Ground Floor Tropical Getaway - Across street from beach

Kihei

8% off
$222
$1,557 for 7 nights
All fees included
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
ocean and west Maui mountain views from Lanai
private pool
entrance for Royal Mauian
Beautiful views from rooftop terrace
Wonderful
(130 reviews)

Top Floor Unit ~ Endless Ocean Views

Kihei

6% off
$413
$2,890 for 7 nights
All fees included
Top Floor Unit ~ Endless Ocean Views
Entry Sign by Kihei Rd
Lower Swimming Pool
Living Room Sofa/bed
Living Room
Exceptional
(95 reviews)

D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.

Kihei

6% off
$444
$3,106 for 7 nights
All fees included
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
View of the living area from the kitchen.
Relax in your private lanai and enjoy the ocean view. This is paradise!
Feel right at home in this fully-equipped kitchen with granite countertops.
Pool
Exceptional
(92 reviews)

Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!

Kihei

8% off
$283
$1,984 for 7 nights
All fees included
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Tile floor throughout living and bedroom areas. Two rocking chairs for relaxing.
Outdoor dining
Pool, shaded area  and BBQ within steps.
Walk to the beach or sit on the lanai and enjoy the view.
Exceptional
(107 reviews)

Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout

Kihei

8% off
$291
$2,036 for 7 nights
All fees included
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Living area
Pool
Private kitchen
Living area
Exceptional
(181 reviews)

Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!

Kihei

8% off
$299
$2,091 for 7 nights
All fees included
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Living area
Kamaole Sands refreshing swimming pool
Kamaole Sands III beach
Kamaole Sands
Exceptional
(115 reviews)

Your Hawaiian Beach Get Away, Steps From Great Beach!

Kihei

12% off
$231
$1,616 for 7 nights
All fees included
Your Hawaiian Beach Get Away, Steps From Great Beach!
view from lanai over the complex grounds
Property grounds
Private kitchen
Living area
Exceptional
(165 reviews)

Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

Kihei

8% off
$338
$2,367 for 7 nights
All fees included
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Interior
Living area
Dresser Drawers in bedroom. AC cabinet to the right of TV.
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Exceptional
(49 reviews)

Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.

Kihei

9% off
$509
$3,560 for 7 nights
All fees included
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Private kitchen
Living area
Interior
Exterior detail
Exceptional
(41 reviews)

Kihei 1 Bedroom Beach Condo

Kihei

5% off
$188
$1,319 for 7 nights
All fees included
Kihei 1 Bedroom Beach Condo
Outdoor dining
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Living area
Kamaole Sands grounds
Exceptional
(89 reviews)

Beautifully renovated luxury condo steps from the sand on premier Kihei beach!

Kihei

8% off
$287
$2,006 for 7 nights
All fees included
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
55" HD LED TV in living room is on a swivel and can be seen from anywhere
Pool
Maui early morning view from the condo. Enjoy coffee & singing birds on lanai
Your view from INSIDE the condo. Enjoy morning coffee and toast the sunset.
Exceptional
(130 reviews)

Ocean View Maui Condo Right Across from the Beach! 1 of 6 larger MK condos, A/C

Kihei

8% off
$261
$1,829 for 7 nights
All fees included
Ocean View Maui Condo Right Across from the Beach! 1 of 6 larger MK condos, A/C
Exterior detail
Interior
Grass area at Kamaole Beqch 1
Private kitchen
Exceptional
(35 reviews)

Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel

Kihei

8% off
$464
$3,249 for 7 nights
All fees included
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Dining
Property grounds
Interior
Pool
Very Good
(19 reviews)

Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)

Kihei

8% off
$295
$2,064 for 7 nights
All fees included
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Outdoor dining
Living area
Amazing pool, hot tub, and BBQ amenities
Exterior detail
Exceptional
(126 reviews)

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

Kihei

16% off
$295
$2,063 for 7 nights
All fees included
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
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Frequently asked questions

Can I find vacation rentals in South Kihei?
Yes, you can find vacation rentals close to popular points of interest in South Kihei, or you can choose a secluded option if you're looking for relaxation.
How many vacation rentals will I find in South Kihei?
Expedia has 38 vacation rentals for your stay in South Kihei.
What can I see and do in South Kihei?
Kamaole Beach Park 2 and Kamaole Beach Park 3 are a couple of lovely local spots to get outside and enjoy nature. You'll find favorite places to visit like Wailea Beach and Haleakala National Park in the larger area.
What are vacation rentals like in South Kihei?
Vacation rentals are privately owned properties you can book for a couple days or more in South Kihei. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for small groups.