Kahoolawe Holiday Rentals, Hawaii: Private House Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Kahoolawe

Pet friendly

Apartment

Pool

Condo

Spa

Hot tub

Family friendly

Resort

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Kahoolawe hotels

1 Queen Bed, Kamehameha Studio Suite, Non-Smoking

1. Days Inn by Wyndham Maui Oceanfront

South Kihei

Susana lago

5.046.093 ₫

5.990.319 ₫ total

includes taxes & fees

31 Aug - 1 Sept

Kai Ocean View Ali i Suite | View from room

2. Maui Coast Hotel

South Kihei

Edwin

4.721.422 ₫

6.812.096 ₫ total

includes taxes & fees

20 Sept - 21 Sept

3. Residence Inn by Marriott Maui Wailea

Wailea

Keala

11.526.476 ₫

13.683.309 ₫ total

includes taxes & fees

5 Sept - 6 Sept

Suite, 3 Bedrooms, Ocean View | Living area

4. Aston Maui Hill

South Kihei

Arleen

6.825.916 ₫

8.103.182 ₫ total

includes taxes & fees

30 Sept - 1 Oct

5. Maui What A Wonderful World B and B Hawaii

South Kihei

Nicolás

6.600.994 ₫

7.836.171 ₫ total

includes taxes & fees

31 Aug - 1 Sept

Deluxe Penthouse, Kitchen, Garden View | Private kitchen

6. Kohea Kai Hotel Maui

North Kihei

Kalani C F

4.169.481 ₫

5.723.618 ₫ total

includes taxes & fees

12 Sept - 13 Sept

7. Mana Kai Maui- Official Onsite Rental

South Kihei

Baijumon

15.725.034 ₫

20.775.411 ₫ total

includes taxes & fees

31 Aug - 1 Sept

2 Bedroom Deluxe Partial Ocean View | View from room

8. Aston at the Maui Banyan

South Kihei

Boris

4.478.896 ₫

6.090.983 ₫ total

includes taxes & fees

27 Sept - 28 Sept

9. Hilton Grand Vacations Club Maui Bay Villas

North Kihei

Mary Joy

8.844.354 ₫

11.422.210 ₫ total

includes taxes & fees

5 Sept - 6 Sept

10. AC Hotel by Marriott Maui Wailea

Wailea

Janice

11.709.022 ₫

14.674.010 ₫ total

includes taxes & fees

6 Sept - 7 Sept

Standard Cottage, 1 Bedroom, Ocean View | View from room

Standard Cottage, 1 Bedroom, Garden View | Garden view

11. Nona Lani Cottages

North Kihei

James

5.243.503 ₫

15.179.482 ₫ total

includes taxes & fees

30 Sept - 1 Oct

12. Maui What A Wonderful B&B Pineapple Ste

South Kihei

6.600.994 ₫

7.836.172 ₫ total

includes taxes & fees

31 Aug - 1 Sept

13. Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Rashonner

20.836.322 ₫

26.283.204 ₫ total

includes taxes & fees

31 Aug - 1 Sept

14. Wailea Beach Resort - Marriott, Maui

Wailea

Michal

15.047.006 ₫

19.689.105 ₫ total

includes taxes & fees

12 Sept - 13 Sept

Family Apartment, 1 King Bed with Sofa bed, Garden View (1 BR 1011) | Living area

Condo, 1 Bedroom, Lanai, Garden View (1 Bedroom (1013)) | Private kitchen

Comfort Apartment, 1 King Bed with Sofa bed, Garden View (1 Bedroom (1003)) | Balcony view

15. Kihei Ali'i Kai Condos with Free Parking

South Kihei

Monica Ivette

4.798.352 ₫

13.714.269 ₫ total

includes taxes & fees

31 Aug - 1 Sept

16. Papaya Suite

South Kihei

OLUDARE

Villa, 2 Bedrooms (Ocean View, Sleeps 6 (POL-109)) | Outdoor dining

Villa, 2 Bedrooms (Ocean View, Sleeps 6 (POL-109)) | Pool

Villa, 2 Bedrooms (Ocean View, Sleeps 6 (POL-109)) | Living room

17. 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

82.591.869 ₫

114.268.303 ₫ total

includes taxes & fees

31 Aug - 1 Sept

18. Wonderful South Maui Beach Condos

South Kihei

Karen

5.163.444 ₫

12.290.214 ₫ total

includes taxes & fees

31 Aug - 1 Sept

Classic Condo, Lanai, Garden View | Beach

Classic Condo, Lanai, Garden View | Outdoor dining

19. South Maui Beach Suites

South Kihei

5.737.160 ₫

12.000.220 ₫ total

includes taxes & fees

31 Aug - 1 Sept

Deluxe Apartment, Balcony, Ocean View | Dining room

20. Signature Residences at Maui Banyan

South Kihei

Julie

1.238.640 ₫

13.481.947 ₫ total

includes taxes & fees

31 Aug - 1 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Kahoolawe Hotel Reviews

Andaz Maui at Wailea Resort - a concept by Hyatt

10/10 Excellent

"This, our second time staying at this resort, was even better than the first, mostly due to the outstanding hospitality across every staff person we encountered during our stay. Exceptional service consistently, from the valet team to the breakfast servers and beach shack attendants etc. The food, including the breakfast buffet and beach bar should also get top marks. With rising costs of vacations, these are the things that make a difference and deliver value for dollar."

Fairmont Kea Lani Maui

10/10 Excellent

"great experience all around."

Maui Schooner Resort

10/10 Excellent

"Great spot on the island if you plan on going to both the East side and the West side on different days. Was nice for them to have beach chairs in the room that you can you use when going from beach ti beach. Great value compared to the big name hotel brands. Would totally stay there again if I ever come back to Maui."