South Kihei vacation rentals

We found 2,593 vacation rentals — enter your dates for availability
Select from 37 houses, 1836 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

Lobby
View on the pool
Spacious lanai with enough seating for the whole family.
Salt water pool
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!
Kitchen Area - Island Bar
Living Room Area
Indoor Dining Area
Unwind after beach days with peaceful outdoor living and island breezes
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
Modern and fully-equipped kitchen with induction stovetop for easy meal prep.
Pool and ocean view from the remodeled rooftop.
Lanai for outdoor dining and with perfect view for turtle or whale watching.
Drone shot of the Royal Mauian nestled between Kam 1 and Kam 2 beaches.
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.
Living area
Beachfront property
Room
Exterior
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
Wailea Golf Course, get your game on!
BBQ areas at the Maui Vista
Maui Vista is popular in affordability and comfort comfortable
Sparkling Pool Area
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"
Dining area, kitchen
Granite countertop, living area
Community swimming pool on property
Living area, dining, and 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
Beautiful views from rooftop terrace
private pool
entrance for Royal Mauian
Room
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
Living Room
Lower Swimming Pool
Living Room from Master Bedroom Railing
Living Room Sofa/bed
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.
Kamaole Sands resort amenities include pools, hot tubs, gym and tennis.
Relax in your private lanai and enjoy the ocean view. This is paradise!
Pool
Feel right at home in this fully-equipped kitchen with granite countertops.
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!
Room
Outdoor dining
Tile floor throughout living and bedroom areas. Two rocking chairs for relaxing.
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
Exterior
Pool
Living area
Private kitchen
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
Kamaole Sands fountain
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!
Great bedroom with king bed
Exterior
Living area
Lanai view
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

8% off
$213
$1,492 for 7 nights
All fees included
Oceanview Top Floor Condo, with Internet Access.
Living area
Property grounds
Dining
view from lanai over the complex grounds
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
Dresser Drawers in bedroom. AC cabinet to the right of TV.
Living area
Interior
Our 3 turtles welcome you
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.
Exterior detail
Living area
Private kitchen
Kitchen with new cabinets, counters and appliances
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
Kamaole Sands grounds
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Outdoor dining
Living area
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!
Your view from INSIDE the condo. Enjoy morning coffee and toast the sunset.
Pool
Maui early morning view from the condo. Enjoy coffee & singing birds on lanai
Front view of Ilima Building, where the I-117 condo is located
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
Private kitchen
Grass area at Kamaole Beqch 1
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
Private kitchen
Property grounds
Dining
Interior
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
Private kitchen
Amazing pool, hot tub, and BBQ amenities
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.
    Learn more

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 37 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.