A sunset over a beach with palm trees and a few people walking.

Kihei Vacation Rentals

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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Our top choices for Kihei vacation rentals

A resort with a swimming pool, palm trees, and ocean views.

1. Aston Maui Hill

South Kihei

Megan

$283 nightly

Dec 8 - Dec 9

Total with taxes and fees

A breakfast table set on a balcony with a view of a tropical landscape.

2. Signature Residences at Maui Banyan

South Kihei

Mai

$443 nightly

Nov 10 - Nov 11

Total with taxes and fees

A balcony with wicker furniture, a wooden table, and a view of a lush landscape and distant buildings.

3. Grand Champions by KBM

Wailea

Sean

$995 nightly

Nov 30 - Dec 1

Total with taxes and fees

A modern kitchen with a large island, a dining area with a view, and a living room with a sofa and chairs.

4. Kihei Ali'i Kai Condos with Free Parking

South Kihei

Angeline

$436 nightly

Nov 8 - Nov 9

Total with taxes and fees

A table with three yellow cups with green lids and straws, a bowl of strawberries, and a bowl of blueberries.

5. The Residences at Kamaole Sands Resort

South Kihei

George Lucas

$537 nightly

Nov 8 - Nov 9

Total with taxes and fees

A dining area with a table set for breakfast, including bread, fruit, and orange juice.

6. The Ocean View Residence

South Kihei

John

$593 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hotel with multiple floors, outdoor fountains, and well-maintained landscaping.

7. Kamaole Sands

South Kihei

$829 nightly

Nov 30 - Dec 1

Total with taxes and fees

A balcony with a table set for breakfast, overlooking a scenic view with palm trees and the ocean.

8. The Kalama Residence

South Kihei

Rosalba

$687 nightly

Nov 13 - Nov 14

Total with taxes and fees

A tropical beach scene with palm trees, a clear blue sky, and a view of the ocean.

9. Waiohuli Beach Hale Ocean View Condos with Parking

Central Kihei

Phillip J

$460 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern living room with a sofa, coffee table, and a view of the ocean.

10. 2BR/2BA Oceanfront Condo in Maui Sunset

Central Kihei

$873 nightly

Nov 8 - Nov 9

Total with taxes and fees

A resort with a large pool, palm trees, and a beach view.

11. Wailea Beach Villas Resort by KBM

Wailea

$4,906 nightly

Dec 6 - Dec 7

Total with taxes and fees

A pool with palm trees and lounge chairs.

12. Wailea Ekahi Village WKV-45C by KBM

Wailea

Chelsea

$1,067 nightly

Dec 5 - Dec 6

Total with taxes and fees

A glass-top table with chairs, a bottle of wine, and a vase of flowers.

13. Polo Beach Club POL-109 by KBM

Wailea

"The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails...

PAMELA

$2,574 nightly

Dec 2 - Dec 3

Total with taxes and fees

A view of a beach with palm trees and a sailboat on the water.

14. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

zachary

$524 nightly

Dec 1 - Dec 2

Total with taxes and fees

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

15. Aston Maui Kaanapali Villas

Kannapali Beach Area

Mariano

$263 nightly

Nov 21 - Nov 22

Total with taxes and fees

A resort with a pool, palm trees, and a night scene with fire torches.

16. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Kannapali Beach Area

Carroll M

$381 nightly

Nov 30 - Dec 1

Total with taxes and fees

A resort with a pool, palm trees, and a view of the ocean.

17. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Justin

$400 nightly

Dec 2 - Dec 3

Total with taxes and fees

A resort pool with red umbrellas, palm trees, and a view of the ocean.

18. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Trung

$813 nightly

Dec 7 - Dec 8

Total with taxes and fees

19. Aston Kaanapali Shores

Lahaina

Dina

$195 nightly

Nov 18 - Nov 19

Total with taxes and fees

A balcony with a table set for dining, overlooking a pool and palm trees, with a view of the ocean and mountains in the distance.

20. Honua Kai Konea Resort by KBM

Kaanapali

Jane

$832 nightly

Nov 27 - Nov 28

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Kihei Hotel Reviews

A covered outdoor area with a glass table and chairs, surrounded by lush greenery and a view of a mountain and buildings.

Papaya Suite

South Kihei

10/10 Excellent

We loved this suite! Eva and Jim, the property owners, went above and beyond any Bed and Breakfast I have ever been to. I have been to many B&Bs and this one is the absolute BEST! I would give them more stars if I could. They had an amazing extended continental breakfast with fresh fruit, yogurt, granola, toast, pastries etc much more than we expected. The suite is beautifully decorated, with all the comforts of home. They truly have thought of everything down to having beach chairs/boards...

Leo

Maui What A Wonderful B&B Pineapple Ste

South Kihei

10/10 Excellent

Claudia

A balcony with a view of the ocean and palm trees.

Maui Coast Hotel

South Kihei

10/10 Excellent

Maui Coast Hotel was an ideal base in Kihei! It was centrally located right across the street from Kamaole I Beach, and while I wouldn't necessarily recommend staying anywhere in Kihei without a car, there were definitely places to eat and hang in walkable distance in both directions, and the hotel also offered a complementary shuttle service within a 3-mile radius. For those with cars, the plentiful free parking was a nice contrast vs the predatory parking fees at the Wailea resorts. The...

Anonymous traveler

Maui What A Wonderful World B and B Hawaii

South Kihei

10/10 Excellent

Sarah

A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

Four Seasons Resort Maui at Wailea

Wailea

10/10 Excellent

First time in Maui and first time staying at the Four Seasons and the experience was awesome. Hotel and staff are very helpful and nice throughout our stay. Complimentary bottles of water and Nespresso coffee/tea available in the room. Also, complimentary juice and water available in the lobby.. Resort has a adults only pool section for those that want to relax and want a quieter environment. The beach is very clean. Staff is always there to help and setup pool/beach chairs. Food is pricy at the...

Mikey

A staircase with a view of a garden, palm trees, and a bridge.

Fairmont Kea Lani Maui

Wailea

10/10 Excellent

Christie

Kihei Ali'i Kai Condos with Free Parking

South Kihei

10/10 Excellent

Jennifer

A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

Ho‘olei Villas at Grand Wailea

Wailea

10/10 Excellent

Anonymous traveler

A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.

Hilton Grand Vacations Club Maui Bay Villas

North Kihei

10/10 Excellent

Samuel

Nona Lani Cottages

North Kihei

10/10 Excellent

Anonymous traveler

A bar area with a view of palm trees and the ocean at sunset.

Hotel Wailea Maui

Wailea

10/10 Excellent

For some reason because it had the word "Hotel" in its name I didn't have great expectations. However, the entire place is like a very high end NEW resort. The room was ridiculously nice. It was like a nice sized one bedroom apartment (NOT a studio). The oversized shower area is super cool with a rain shower head. The kitchen had Sub-Zero drawer fridge and freezer. It had a Nespresso machine with capsules (the best coffee you can drink!!). You would be hard-pressed to find a finer room...

Derek

A modern bar area with a long counter, multiple stools, and a large TV screen displaying a scenic view.

Residence Inn by Marriott Maui Wailea

Wailea

10/10 Excellent

For not being a beachfront hotel this place is beautifully located in Wailea with AMAZING views, made me forget it wasn't on the beach. That being said we were close enough to the beach that it didn't even matter. The hotel provided a shuttle to wherever we wanted to go within a three mile radius which was super convenient. The staff at the hotel provided a warm aloha welcome including a shell lei. The shuttle drivers were very polite, opening doors, helping with bags and answering any questions...

Perez Family

A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.

AC Hotel by Marriott Maui Wailea

Wailea

10/10 Excellent

Anonymous traveler

A resort with multiple swimming pools, palm trees, and a view of the ocean.

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea

10/10 Excellent

This place is absolutely magical. Perfectly situated on the most beautiful oceanfront property among lush gardens and swaying palm trees. It indeed feels like an exclusive boutique hotel. The service was stellar, the plentiful and delicious buffet breakfast should not be missed, the spa is dreamy, and the pools and private beach are glorious. The only downside is that 2 of the 3 restaurants on-site are specialty, signature restaurants, leaving only one option for more standard fare, and the...

Michelle Mikesell

A bedroom with a wooden bed, white bedding, a beach-themed picture on the wall, and a ceiling fan.

Days Inn by Wyndham Maui Oceanfront

South Kihei

10/10 Excellent

Dominador

Aston Maui Hill

South Kihei

10/10 Excellent

Pat

Find out more about Kihei

Everything you need to know about Kihei vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kihei vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kihei vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kihei vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kihei. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kihei in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $335 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kihei rentals

At Expedia, we put the best Kihei vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kihei rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kihei vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kihei. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Kihei?

Yes, we have vacation rentals in Kihei near Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or you can choose a more remote option if you're looking for a relaxing stay. Visitors to Kihei speak positively about the popular beaches and charming cafes in this destination. While you're here, grab a bite or have a drink at the top-notch restaurants.

What are some of the best vacation rentals that Kihei has to offer?

Yonegan Maui Getaways - Haiku : You might want to consider this Kihei vacation home rental for your stay. It is located near the beach and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker, and kitchenware. Some other homes for rent in Kihei include Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC and Summer Deal Beachfront Maui Home with Private Pool Sleeps 14 Guests.

How many vacation rentals are there in Kihei?

Expedia has 111 vacation rentals for your stay in Kihei.

What can I see and do in Kihei?

Wailea Beach and Kihei Regional Park are a couple of scenic spots to enjoy the outdoors, whereas Alexander & Baldwin Sugar Museum is one of the cultural attractions. Other popular places to visit in the area include Kaanapali Beach and Whalers Village.

What are vacation rentals like in Kihei?

Vacation rentals are private properties you can stay in for a couple days or more in Kihei. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips.

Kihei Vacation Rentals

Check prices for these dates

Our top choices for Kihei vacation rentals

1. Aston Maui Hill

2. Signature Residences at Maui Banyan

3. Grand Champions by KBM

4. Kihei Ali'i Kai Condos with Free Parking

5. The Residences at Kamaole Sands Resort

6. The Ocean View Residence

7. Kamaole Sands

8. The Kalama Residence

9. Waiohuli Beach Hale Ocean View Condos with Parking

10. 2BR/2BA Oceanfront Condo in Maui Sunset

11. Wailea Beach Villas Resort by KBM

12. Wailea Ekahi Village WKV-45C by KBM

13. Polo Beach Club POL-109 by KBM

14. The Whaler Resort Kaanapali Beach

15. Aston Maui Kaanapali Villas

16. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

17. The Westin Nanea Ocean Villas, Ka'anapali

18. OUTRIGGER Honua Kai Resort & Spa

19. Aston Kaanapali Shores

20. Honua Kai Konea Resort by KBM

Find vacation rentals that suit your style

Top Kihei Hotel Reviews

Papaya Suite

10/10 Excellent

Find out more about Kihei

Everything you need to know about Kihei vacation rentals

Kihei vacation rentals: An excellent choice for every season

How to find incredible deals on Kihei rentals

Frequently Asked Questions

Are there vacation rentals in Kihei?

What are some of the best vacation rentals that Kihei has to offer?

How many vacation rentals are there in Kihei?

What can I see and do in Kihei?

What are vacation rentals like in Kihei?

Explore a world of travel with Expedia