South Kihei vacation rentals

We found 2,594 vacation rentals — enter your dates for availability
Select from 38 houses, 1843 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
9.6/10Exceptional (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!
Private Wailea/Kihei retreat just minutes from Maui’s most beautiful beaches
Living Room Area
Unwind after beach days with peaceful outdoor living and island breezes
Indoor Dining Area
10/10Exceptional (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
Modern and fully-equipped kitchen with induction stovetop for easy meal prep.
Pool and ocean view from the remodeled rooftop.
Drone shot of the Royal Mauian nestled between Kam 1 and Kam 2 beaches.
Lanai for outdoor dining and with perfect view for turtle or whale watching.
10/10Exceptional (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.
Room
Beachfront property
Exterior
Living area
9.6/10Exceptional (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
Sparkling Pool Area
BBQ areas at the Maui Vista
Maui Vista is popular in affordability and comfort comfortable
Wailea Golf Course, get your game on!
9.2/10Wonderful (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"
Living area, dining, and kitchen
Granite countertop, living area
Community swimming pool on property
Dining area, kitchen
9.4/10Exceptional (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
Room
private pool
entrance for Royal Mauian
ocean and west Maui mountain views from Lanai
9.2/10Wonderful (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
Entry Sign by Kihei Rd
9.8/10Exceptional (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!
Feel right at home in this fully-equipped kitchen with granite countertops.
Kamaole Sands resort amenities include pools, hot tubs, gym and tennis.
9.8/10Exceptional (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!
Property grounds
Living area
Room
Pool
9.4/10Exceptional (29 reviews)

Colorful Kamaole Sands Condo, Kihei, with Family Friendly Pool, Steps from Beach

Kihei

8% off
$242
$1,692 for 7 nights
All fees included
Colorful Kamaole Sands Condo, Kihei, with Family Friendly Pool, Steps from Beach
Airy dining space with room for six, ideal for shared meals, and moments.
Living area
Spacious living area leading to the walk-out lanai.
The open kitchen design keeps the chef at the heart of the gathering.
10/10Exceptional (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!
Tile floor throughout living and bedroom areas. Two rocking chairs for relaxing.
Outdoor dining
Room
Walk to the beach or sit on the lanai and enjoy the view.
9.8/10Exceptional (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
Kamaole Sands
Kamaole Sands refreshing swimming pool
Kamaole Sands III beach
Living area
9.6/10Exceptional (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!
Exterior
Pool
Private kitchen
Living area
9.8/10Exceptional (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!
Living area
Exterior
Living area
Great bedroom with king bed
9.6/10Exceptional (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.
Dining
Property grounds
Private kitchen
Living area
10/10Exceptional (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
Exterior detail
Living area
Interior
Kitchen with new cabinets, counters and appliances
9.6/10Exceptional (41 reviews)

Kihei 1 Bedroom Beach Condo

Kihei

5% off
$187
$1,312 for 7 nights
All fees included
Kihei 1 Bedroom Beach Condo
Interior
Living area
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Dresser Drawers in bedroom. AC cabinet to the right of TV.
10/10Exceptional (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.
Living area
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Outdoor dining
Pool and 2 hot tubs
9.8/10Exceptional (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!
Maui early morning view from the condo. Enjoy coffee & singing birds on lanai
Pool
Front view of Ilima Building, where the I-117 condo is located
55" HD LED TV in living room is on a swivel and can be seen from anywhere
9.8/10Exceptional (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
Exterior detail
Interior
Grass area at Kamaole Beqch 1
Coastal serene decor
10/10Exceptional (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
Interior
Property grounds
Dining
Pool
8.0/10Very 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)
Private kitchen
Living area
Outdoor dining
Amazing pool, hot tub, and BBQ amenities
9.8/10Exceptional (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.