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

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

Mana Kai Maui Condo - Right on the Beach!

Kihei

9% off
$560
$3,917 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
Kitchen Area - Island Bar
Indoor Dining Area
Exceptional
(104 reviews)

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

Kihei

8% off
$617
$4,320 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.
Modern and fully-equipped kitchen with induction stovetop for easy meal prep.
Main bedroom with comfortable King bed and ocean view.
Exceptional
(49 reviews)

Breathtaking Ocean Front Views. Incredible Reviews.

Kihei

9% off
$953
$6,674 for 7 nights
All fees included
Breathtaking Ocean Front Views. Incredible Reviews.
Dining
Beachfront property
Living area
Room
Exceptional
(46 reviews)

Classic Beachfront Studio Apartment Right On Charley Young Beach

Kihei

8% off
$209
$1,466 for 7 nights
All fees included
Classic Beachfront Studio Apartment Right On Charley Young Beach
Terrific Maui Vista!!
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
$1,248 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 looks out to lanai and lush landscaping
Exceptional
(140 reviews)

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

Kihei

8% off
$221
$1,547 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
Room
Beautiful views from rooftop terrace
Wonderful
(130 reviews)

Top Floor Unit ~ Endless Ocean Views

Kihei

6% off
$414
$2,897 for 7 nights
All fees included
Top Floor Unit ~ Endless Ocean Views
Living Room Sofa/bed
Lower Swimming Pool
Living Room from Master Bedroom Railing
Living Room
Exceptional
(95 reviews)

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

Kihei

6% off
$445
$3,114 for 7 nights
All fees included
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Pool
Relax in your private lanai and enjoy the ocean view. This is paradise!
Kamaole Sands resort amenities include pools, hot tubs, gym and tennis.
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
$281
$1,967 for 7 nights
All fees included
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Spacious living area leading to the walk-out lanai.
Living area
Airy dining space with room for six, ideal for shared meals, and moments.
The open kitchen design keeps the chef at the heart of the gathering.
Exceptional
(92 reviews)

A tropical paradise in Maui - "Palekaiko" at Kihei Akahi is waiting for you!

Kihei

8% off
$351
$2,454 for 7 nights
All fees included
A tropical paradise in Maui - "Palekaiko" at Kihei Akahi is waiting for you!
Room
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
$2,037 for 7 nights
All fees included
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Living area
Pool
Exterior
Private kitchen
Exceptional
(181 reviews)

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

Kihei

8% off
$296
$2,072 for 7 nights
All fees included
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Kamaole Sands III beach
Kamaole Sands refreshing swimming pool
Living area
Kamaole Sands
Exceptional
(116 reviews)

Your Hawaiian Beach Get Away, Steps From Great Beach!

Kihei

12% off
$229
$1,605 for 7 nights
All fees included
Your Hawaiian Beach Get Away, Steps From Great Beach!
Living area
Exterior
Lanai view
Living area
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

8% off
$212
$1,483 for 7 nights
All fees included
Oceanview Top Floor Condo, with Internet Access.
Living area
Property grounds
Private kitchen
view from lanai over the complex grounds
Exceptional
(166 reviews)

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

Kihei

8% off
$339
$2,372 for 7 nights
All fees included
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kitchen with new cabinets, counters and appliances
Living area
Exterior detail
Interior
Exceptional
(41 reviews)

Kihei 1 Bedroom Beach Condo

Kihei

5% off
$187
$1,312 for 7 nights
All fees included
Kihei 1 Bedroom Beach Condo
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Living area
Dresser Drawers in bedroom. AC cabinet to the right of TV.
Our 3 turtles welcome you
Exceptional
(49 reviews)

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

Kihei

9% off
$510
$3,568 for 7 nights
All fees included
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Outdoor dining
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Pool and 2 hot tubs
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!
55" HD LED TV in living room is on a swivel and can be seen from anywhere
Pool
Your view from INSIDE the condo. Enjoy morning coffee and toast the sunset.
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
$259
$1,813 for 7 nights
All fees included
Ocean View Maui Condo Right Across from the Beach! 1 of 6 larger MK condos, A/C
Coastal serene decor
Interior
Private kitchen
Exterior detail
Exceptional
(35 reviews)

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

Kihei

8% off
$465
$3,257 for 7 nights
All fees included
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Dining
Property grounds
Pool
Interior
Very Good
(19 reviews)

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

Kihei

8% off
$292
$2,046 for 7 nights
All fees included
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Exterior detail
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
$292
$2,044 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 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.