Default HTG hotel image

Kahoolawe Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (39 reviews)
"It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose"
United States
Roark
$431 nightly
The price is $511
Sep 23 - Sep 24
Total with taxes and fees
Signature Residences at Maui Banyan
A resort with a swimming pool, palm trees, and ocean views.

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (973 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
$316 nightly
The price is $376
Oct 1 - Oct 2
Total with taxes and fees
Aston Maui Hill
A swimming pool with lounge chairs, a covered seating area, and palm trees in the background.

3. Beautiful Ocean View Studio!

Beautiful Ocean View Studio!
South Kihei
9.6 out of 10, Exceptional, (19 reviews)
"We loved the location and partial ocean view from the balcony. Easy walk to the beach and we had everything available that we needed for a comfortable stay. "
United States
Susan C.
$382 nightly
The price is $446
Oct 13 - Oct 14
Total with taxes and fees
Beautiful Ocean View Studio!
A swimming pool with a turtle, surrounded by palm trees and a building with balconies.

4. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (63 reviews)
"The condo property was beautiful and in a great location. We had to book last minute due to storms affecting our initial booking and host was very responsive. "
United States
Kathryn R.
$319 nightly
The price is $373
Sep 29 - Sep 30
Total with taxes and fees
Romantic 1 BR Condo with King Tempurpedic
A modern kitchen with a large island, a dining area with a view, and a living room with a sofa and chairs.

5. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, Exceptional, (54 reviews)
"Absolutely an amazing place. Very nice, clean, comfortable. We stayed in B104 and it is a perfect spot to get in and out. Definitely come back again."
United States
Angeline
$446 nightly
The price is $530
Sep 27 - Sep 28
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking
A pathway leading to a beach with dense green foliage on either side.

6. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.8 out of 10, Exceptional, (97 reviews)
"Kitchen was fully equipped. Condo was very clean and host was promt with replys. Loved our stay "
Canada
Lori D.
$479 nightly
The price is $561
Sep 23 - Sep 24
Total with taxes and fees
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
A living room with a sofa, coffee table, and a large mirror. There is a sliding glass door leading to an outdoor area with a table and chairs.

7. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (47 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
$367 nightly
The price is $430
Sep 23 - Sep 24
Total with taxes and fees
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
A residential area with a two-story building, a staircase, and various trees and shrubs.

8. Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Wailea
10.0 out of 10, Exceptional, (38 reviews)
"Location location location! Just 1 block from the shops and Wailea beach…can’t beat that! "
United States
david k.
$438 nightly
The price is $511
Oct 1 - Oct 2
Total with taxes and fees
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
A beach with a palm tree, rocky shoreline, and a wooden bench.

9. FALL IN MAUI!!! Perfect Island Getaway

FALL IN MAUI!!! Perfect Island Getaway
South Kihei
9.6 out of 10, Exceptional, (26 reviews)
"Absolutely fantastic stay. This place has everything you could want and need. Very spacious for 2-3 people and has all the amenities."
United States
Calvin F.
$334 nightly
The price is $387
Sep 25 - Sep 26
Total with taxes and fees
FALL IN MAUI!!! Perfect Island Getaway
A beach with palm trees and a clear sky.

10. Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
Wailea
10.0 out of 10, Exceptional, (164 reviews)
"Beautiful area and great location with walking distance to dining and shopping."
United States
Teri S.
$470 nightly
The price is $551
Sep 26 - Sep 27
Total with taxes and fees
Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
A balcony with a table set for two, featuring a bottle of wine and two glasses.

11. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (308 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
$342 nightly
The price is $399
Sep 23 - Sep 24
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
An aerial view of a coastal town with a beach, residential buildings, and a mountainous backdrop.

12. Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
9.2 out of 10, Wonderful, (91 reviews)
"Location was perfect. We were there right after all of the flooding and the road was damaged but did not affect our stay at all. Our host was always responsive and made sure we were comfortable! Would surely stay again.:)"
United States
Melissa P.
$365 nightly
The price is $427
Sep 23 - Sep 24
Total with taxes and fees
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
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.

13. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
$324 nightly
The price is $381
Sep 24 - Sep 25
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A sandy beach with footprints, a few people, and a boat.

14. 1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
South Kihei
9.4 out of 10, Exceptional, (61 reviews)
"great place for walking to the beach"
United States
Kim & Tom C.
$334 nightly
The price is $391
Sep 26 - Sep 27
Total with taxes and fees
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
A tropical beach scene with palm trees, a clear blue sky, and a view of the ocean.

15. Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
$460 nightly
The price is $546
Sep 25 - Sep 26
Total with taxes and fees
Waiohuli Beach Hale Ocean View Condos with Parking
A coastal resort with beachfront properties, a clear view of the ocean, and a mountainous backdrop.

16. Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access

Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access
South Kihei
9.6 out of 10, Exceptional, (135 reviews)
"Location; proximity to beach and stores/restaurants"
United States
Sharon O.
$447 nightly
The price is $523
Oct 13 - Oct 14
Total with taxes and fees
Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access
A beach with clear blue water, a sandy shore, and a distant mountain.

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

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (85 reviews)
"We loved our stay! Great location"
United States
Madison
$295 nightly
The price is $345
Oct 2 - Oct 3
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

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

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (110 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
$400 nightly
The price is $469
Sep 23 - Sep 24
Total with taxes and fees
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A coastal view with a grassy area, two lounge chairs, and a rocky shoreline.

19. *New* Fall Deal Oceanfront Ma'alaea Stay, Walk to Beach and Harbor

*New* Fall Deal Oceanfront Ma'alaea Stay, Walk to Beach and Harbor
Wailuku
9.6 out of 10, Exceptional, (131 reviews)
"Beautiful view!!"
United States
Gene E.
$648 nightly
The price is $757
Sep 25 - Sep 26
Total with taxes and fees
*New* Fall Deal Oceanfront Ma'alaea Stay, Walk to Beach and Harbor
An aerial view of a resort with a beach, a swimming pool, and palm trees.

20. OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14

OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
North Kihei
9.8 out of 10, Exceptional, (107 reviews)
"Great location. Staff was outstanding. The condo was as advertised and we were very impressed with how spotless everything was."
United States
Gary R.
$598 nightly
The price is $665
Sep 23 - Sep 24
Total with taxes and fees
OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kahoolawe Hotel Reviews

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"Traveled to Hotel Wailea for our honeymoon. We couldn't have made a better choice! Adults only concept was perfect for what we wanted. A tranquil, relaxing environment to enjoy the beauty of Maui. All dining options were excellent. We especially enjoyed the complimentary shuttles to local beaches including property chairs and umbrellas. Open air concept for the gym and dining were a unique experience. 100% of hotel staff were courteous and attentive. I will treasure our stay here always."
Kathleen 4-night trip
Posted 3 hours ago
Hotel Wailea, Relais & Chateaux - Adults Only

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 $345 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.

Explore a world of travel with Expedia