Kahoolawe Vacation Rentals from $345: Search Short-Term Rentals

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Our top choices for Kahoolawe vacation rentals

1. Top Floor Beachfront Condo with Ocean view

North Kihei

Richard W.

$408 nightly

Aug 9 - Aug 10

Total with taxes and fees

2. Direct Beachfront Newly Remodeled!

North Kihei

Leslie D.

$318 nightly

Aug 11 - Aug 12

Total with taxes and fees

3. 🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

North Kihei

Mike H.

$545 nightly

Aug 9 - Aug 10

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

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

North Kihei

Laurie D.

$399 nightly

Aug 20 - Aug 21

Total with taxes and fees

On the beach, sun loungers, beach towels

5. Sugar Beach Resort Oceanview 1 bed/1 bath

North Kihei

DIANNE V.

$355 nightly

Aug 19 - Aug 20

Total with taxes and fees

6. Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.

North Kihei

Anonymous traveler

$440 nightly

Aug 9 - Aug 10

Total with taxes and fees

7. Newly Remodeled Steps to Sugar Beach!

North Kihei

Melissa K.

$386 nightly

Sep 1 - Sep 2

Total with taxes and fees

8. Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

North Kihei

Rachel

$400 nightly

Aug 11 - Aug 12

Total with taxes and fees

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Top Kahoolawe Hotel Reviews

Maui Beach Vacation Club

10/10 Excellent

"Must admit when we arrived and found there was no AC was a little worried, but the orientation of the unit meant the breezes blowing through made it just lovely. The beach was literally just over the road and super calm. Pool was great, location great for Kīhei Lahaina and the airport. Really enjoyed our stay"

Maui Schooner Resort

8/10 Good

"We arrived at 10pm and office closed at 6, so we panicked a bit about how we could check in, but there is a phone on the wall outside the office to call the after hours security, and he was friendly and helpful, and got us our room keys (major relief!). Room is not fancy but very spacious, we had 2 bedroom, 2 bath condo. Giant bathroom and closet in master, nice king size bed, and black out curtains. Kitchen seemed to be well stocked with essentials but we didn’t use more than the fridge and coffee pot, which they did have basket filters and a few servings of coffee available (could purchase additional). Nice Tommy bahama beach chairs for use, and a cooler, which was a very useful bonus, in the room. In the office you can borrow snorkels, fins, boogie boards, etc for free- also super handy. Tennis court was in rough shape but lots of people out playing on it so I guess was still usable. Beach across from it was not one of those picturesque ones, so we didn’t hang out there more than a quick morning walk. Overall I would definitely stay there again for the price and value. Not too far from airport and other things in the local town- about 10min to grocery store, etc, but we didn’t actually hang around the area much."

AC Hotel by Marriott Maui Wailea

8/10 Good

"The rooms and amenities are great, view is great too. But we got an additional charge of $50 for snack bar, and when I called to verify, they simply said they mistakenly put $50 for a $10 chocolate. And I got a refund of $29 I don’t know why. And they said no sorry at all, and are like you should thank me for that refund. I like the stay overall, but it’s just too much trivia you need to worry about."

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.

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Upfront pricing

Check prices for these dates

Our top choices for Kahoolawe vacation rentals

1. Top Floor Beachfront Condo with Ocean view

2. Direct Beachfront Newly Remodeled!

3. 🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

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

5. Sugar Beach Resort Oceanview 1 bed/1 bath

6. Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.

7. Newly Remodeled Steps to Sugar Beach!

8. Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

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

10. New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

11. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

12. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

13. Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

14. Steps to the Beach, Affordable w/Free Parking

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

16. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

17. Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi

18. Tropical Kihei Resort, 3 Min Walk to Beach, A/C in All Rooms

19. Welcome to Azure Bay, luxury oceanfront condo

20. Breathtaking penthouse ocean view in South Kihei

Find vacation rentals that suit your style

Top Kahoolawe Hotel Reviews

Maui Beach Vacation Club

Find out more about Kahoolawe

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