Kahoolawe Vacation Rentals from $327: Search Short-Term Rentals

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Our top choices for Kahoolawe vacation rentals

A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

1. Signature Residences at Maui Banyan

South Kihei

Mai

$443 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

2. 50 steps to the Ocean! Great Maui Location!

Wailuku

Bethany U.

$341 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

3. Aston Maui Hill

South Kihei

Megan

$283 nightly

Dec 8 - Dec 9

Total with taxes and fees

A balcony with a table set for two, featuring a bottle of wine and two glasses.

4. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

pablo

$353 nightly

Dec 3 - Dec 4

Total with taxes and fees

A pathway leading to a beach with dense green foliage on either side.

5. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

South Kihei

Lori D.

$451 nightly

Dec 1 - Dec 2

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.

6. Kihei Ali'i Kai Condos with Free Parking

South Kihei

Angeline

$436 nightly

Nov 8 - Nov 9

Total with taxes and fees

A coastal beach with clear turquoise waters, a sandy shore, and a few boats.

7. Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.

South Kihei

Scott F.

$353 nightly

Nov 29 - Nov 30

Total with taxes and fees

A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.

8. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

john

$333 nightly

Nov 8 - Nov 9

Total with taxes and fees

A balcony with a view of a sunset over palm trees and a row of modern buildings.

9. Beautiful, Renovated, Hale Kamaole 159

South Kihei

Christopher

$294 nightly

Nov 13 - Nov 14

Total with taxes and fees

A swimming pool area with lounge chairs and a covered patio.

10. Beautiful Ocean View Studio!

South Kihei

Susan C.

$363 nightly

Dec 7 - Dec 8

Total with taxes and fees

A beach with clear blue water, a sandy shore, and palm trees.

11. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Wailuku

Kellie B.

$439 nightly

Nov 11 - Nov 12

Total with taxes and fees

A beach with clear blue water, a sandy shore, and a distant mountain.

12. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Central Kihei

Jack

$278 nightly

Nov 18 - Nov 19

Total with taxes and fees

A resort with a well-maintained garden, palm trees, and a view of the ocean.

13. Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

South Kihei

Jody S.

$560 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

14. Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!

South Kihei

Samantha T.

$375 nightly

Dec 1 - Dec 2

Total with taxes and fees

A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

15. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

North Kihei

Luukia R.

$342 nightly

Nov 12 - Nov 13

Total with taxes and fees

A coastal hotel with multiple buildings, a beachfront, and a road running through the landscape.

16. In the center of it all!

Maalaea

Danny H.

$394 nightly

Nov 15 - Nov 16

Total with taxes and fees

An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

17. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

North Kihei

" Kīhei Casita House Stay (above the Main House): just lovely - would stay there again - reasonably priced - fully functioning everything - and easy outside access - we actually stayed in the Main House for one week and then one week in the Casita - while in the Main House the Casita was occupied and no noise issues at all. Fairly easy access to beaches and beach shopping. Excellent communication with host."

Michael C.

$392 nightly

Nov 16 - Nov 17

Total with taxes and fees

A balcony with wicker chairs and a wooden table, overlooking a beach with palm trees and the ocean.

18. Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Central Kihei

Alana C.

A beach with people swimming and sunbathing, palm trees, and a building in the background.

19. Across from Kamaole 2 Beach, concrete building, well maintained.

South Kihei

Tyler B.

$335 nightly

Nov 8 - Nov 9

Total with taxes and fees

A kitchen with wooden cabinets, stainless steel appliances, and a view of the ocean.

20. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

North Kihei

Michelle S.

$411 nightly

Nov 12 - Nov 13

Total with taxes and fees

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Top Kahoolawe Hotel Reviews

Maui Beach Vacation Club

8/10 Good

"N"

Maui Coast Hotel

10/10 Excellent

"Really great stay! It was the perfect balance of amenities, comfortable, and slightly more posh for the area. I didn't want to be too secluded in the resort area further south, but also wanted something quieter than towards the north. it's about 5-10 minute walk to the cove for surfing, 25 minute walk to the boat ramp (where many snorkeling tours take off). Convenient beach access and many beach parks, lovely areas to sit and watch the water. From the moment I met with the front desk, the staff were all very friendly and helpful. I was put into the Kai building overlooking the pool. Great view of the mountains (and the sun shown over the pool area by 8/8:30am for anyone wanting to maximize their tanning time). With the cafe and Miso Phat Sushi right off the parking area, and the pool side restaurant, it was very convenient if you didn't want to go out for meals. Some notables features in no particular order : 2 pools (one salt water, for if you want the ocean without the sand), not tub, pool towels, bicycle rental (free), beach chair rental (fee), water stations/ice on every floor, you can request a water kettle, room had a fridge as well as a microwave."

Aston at the Maui Banyan

10/10 Excellent

"Very attentive staff. Cooler and ice packs and storage containers available for daily treks around the island. Bed was very soft- good for some maybe not for others. Bring coffee if you are a regular drinker like I am oh and filters. There was enough coffee and filter for one pot provided. No condiments in the kitchen but plenty of everything else ie: plates, cups, scissors, spatulas mixing bowls etc. Cooking any meal was easy done."

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent

"Hilton Grand Vacations Club Maui Bay Villas is an exceptional beautiful property with a great room layout and upscale furnishings that make you feel like you’re staying somewhere special. The staff was very helpful with expedient chech-in/check-out, detailed information about property layout, services, and other amenities available. HBVC has pride in their property as the grounds themselves are beautifully maintained with the several pools, waterfalls and an adequate gym. Plus, the property is walking distance from the beach."

Andaz Maui at Wailea Resort - a concept by Hyatt

10/10 Excellent

"The most beautiful resort in Wailea! The rooms and resort were upscale and luxurious. It had a feeling of serenity compared to the other properties we walked through along the beach. We paid for the breakfast at time of booking which was a lower price in the package. The breakfast buffet was very good with lots of choices. I would definitely return to the Andaz."

Find out more about Kahoolawe

Everything you need to know about Kahoolawe 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 Kahoolawe 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 Kahoolawe vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kahoolawe vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kahoolawe. 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 Kahoolawe 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 $327 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 Kahoolawe rentals

At Expedia, we put the best Kahoolawe 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 Kahoolawe 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 Kahoolawe 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 Kahoolawe. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Kihei

Room 1

Check prices for these dates

Our top choices for Kahoolawe vacation rentals

1. Signature Residences at Maui Banyan

2. 50 steps to the Ocean! Great Maui Location!

3. Aston Maui Hill

4. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

5. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

6. Kihei Ali'i Kai Condos with Free Parking

7. Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.

8. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9. Beautiful, Renovated, Hale Kamaole 159

10. Beautiful Ocean View Studio!

11. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

12. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

13. Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

14. Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!

15. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

16. In the center of it all!

17. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

18. Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

19. Across from Kamaole 2 Beach, concrete building, well maintained.

20. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Find vacation rentals that suit your style

Top Kahoolawe Hotel Reviews

Maui Beach Vacation Club

Mana Kai Maui- Official Onsite Rental

Days Inn by Wyndham Maui Oceanfront

Maui Coast Hotel

Aston at the Maui Banyan

Castle at Maui Banyan

Four Seasons Resort Maui at Wailea

Hilton Grand Vacations Club Maui Bay Villas

Andaz Maui at Wailea Resort - a concept by Hyatt

Find out more about Kahoolawe

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