South Kihei vacation rentals
We found 2,593 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 11 - Dec 18

Exceptional
(256 reviews)
Mana Kai Maui Condo - Right on the Beach!
Kihei
$559
$3,912 for 7 nights
All fees included

Exceptional
(49 reviews)
Breathtaking Ocean Front Views. Incredible Reviews.
Kihei
$952
$6,666 for 7 nights
All fees included

Exceptional
(177 reviews)
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Kihei
$266
$1,864 for 7 nights
All fees included

Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
$192
$1,345 for 7 nights
All fees included

Exceptional
(140 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
$221
$1,545 for 7 nights
All fees included

Exceptional
(79 reviews)
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
Kihei
$667
$4,670 for 7 nights
All fees included

Wonderful
(130 reviews)
Top Floor Unit ~ Endless Ocean Views
Kihei
$413
$2,893 for 7 nights
All fees included

Exceptional
(95 reviews)
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Kihei
$444
$3,110 for 7 nights
All fees included

Exceptional
(73 reviews)
Highly desirable top floor unit with garden and ocean view has hot summer deals!
Kihei
$428
$2,997 for 7 nights
All fees included

Exceptional
(108 reviews)
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Kihei
$302
$2,117 for 7 nights
All fees included

Exceptional
(65 reviews)
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
$254
$1,779 for 7 nights
All fees included

Exceptional
(110 reviews)
Oceanview Top Floor Condo, with Internet Access.
Kihei
$212
$1,481 for 7 nights
All fees included

Exceptional
(101 reviews)
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Kihei
$272
$1,901 for 7 nights
All fees included

Exceptional
(167 reviews)
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
$338
$2,369 for 7 nights
All fees included

Exceptional
(59 reviews)
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Kihei
$239
$1,672 for 7 nights
All fees included

Exceptional
(50 reviews)
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Kihei
$509
$3,564 for 7 nights
All fees included

Exceptional
(89 reviews)
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Kihei
$287
$2,008 for 7 nights
All fees included

Exceptional
(35 reviews)
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Kihei
$465
$3,253 for 7 nights
All fees included

Exceptional
(105 reviews)
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Kihei
$274
$1,921 for 7 nights
All fees included

Exceptional
(126 reviews)
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kihei
$292
$2,042 for 7 nights
All fees included
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Find properties near top attractions in South Kihei
Find the best place to stay - South Kihei

Castle Kama'ole Sands
Sleeps 4 · 1 bedroom · 2 bathrooms

Mana Kai Maui Condo - Right on the Beach!
Sleeps 6 · 2 bedrooms · 2 bathrooms

OCEAN VIEW PENTHOUSE 2 BR 2 BATH @KAM 2&3 BEACHES WALK TO SHOPS & RESTAURANTS.
Sleeps 5 · 2 bedrooms · 2 bathrooms

Oceanfront 2Bd 2Ba Air Conditioned Suite in South Maui
Sleeps 5 · 2 bedrooms · 2 bathrooms

Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated
Sleeps 6 · 2 bedrooms · 2 bathrooms
Top rated rentals - South Kihei

Great place to stay!
The condi was amazing, clean, well stocked , very close to beach and restaurants, highly recommend, thanks for great stay
David M.
Stayed Apr 2025

Relaxing Vacation
We had a great time! Thanks for having us! 🌅
Lyndell B.
Stayed Oct 2024

Outstanding Host, Property and Experience!
My wife and I had an AMAZING time on this first trip to Maui. All the info we needed and more was provided at booking. The unit was as beautiful as the pictures, everything we could possibly need was provided and we took advantage of the beach accessories, info on local attractions, pool & barbeque.
I can't think of a way this experience could have been improved. Pam & Glyn were so thoughtful and complete with their instructions and recommendations. The completely outfitted kitchen, unit layout with 2nd bath, cleanliness, location, privacy, peace and quiet......I can go on and on, everything was excellent.
Condo staff were also extremely friendly, and the grounds were immaculate (landscaping staff ever present). The pool near us was cleaned daily, hot tub is actually hot and the grills looked like they have never been used (and I used them). The assigned parking space was also very close by.
When, not if we return, this will be our first choice - no need to look again.
Thank you Pam and Glyn for opening your home and enabling a trip and so many wonderful memories!
To future guests, we also made the right decision to use a local company for car rental, Makoa Rental Car. It was less costly than the big agencies, car is left right in the airport parking lot (no shuttle, waiting or lines), ours was fairly new with low miles and communication was excellent - a no brainer if what you need is provided by them.
Keith & Patrie
Keith L.
Stayed May 2024

Great stay
Absolutely lovely and very clean, had everything we needed and more. Hosts were fantastic as well, thank you!
Lydia Z.
Stayed Feb 2024

Kihei Gem
This condo is right off the beach and walking distance to several other beaches. The view from the lanai is the best we’ve ever had. You can see the turtles swimming and you feel like you are on the beach.
The kitchen is the well stocked. Since we love to cook our own meals this was a plus! The rooftop BBQ area is really nice as well. The BBQ’s are clean and well maintained.
We will be back!
Sharon H.
Stayed Oct 2023

Beyond Perfect
This condo is super clean and has an awesome view from the private deck. We enjoyed watching the surfers and the sunsets. The air conditioning was welcomed in the afternoons. The pool and gardens are well maintained. We felt very safe. There is a place to park your car behind the building. The owner, Greg, had everything beautifully arranged for us. Rent this condo and you’ll be very happy.
Judith G.
Stayed Sep 2023

Quick trip
Loved the location! Right across the street from the beach, easy to get to, restaurants in walking distance, loved everything!
Carly S.
Stayed Aug 2023

Great Getaway
Superb location. As of March 2023, noisy during the day during construction to add air conditioning to the building. Great views and long beaches to walk both to the north and south.
Russell D.
Stayed Mar 2023
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
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.







