Explore Kahoolawe Vacation Rentals
Condo
10.0Exceptional
(233 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
Oceanfront
Hot Tub
Parking
Pool
US $349/Night
7 Nights - US $2,446
House
8.5Fabulous
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
430.56 ft²
- Parking
- Pool
Air Conditioner
Internet
US $405/Night
7 Nights - US $2,835
Condo
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Parking
- Pool
Ocean View
US $524/Night
7 Nights - US $3,668
Cottage
10.0Exceptional
(208 Reviews)
2 Bedrooms
2 Baths
4 Guests
700 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $1,136/Night
7 Nights - US $7,949
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1250.01 ft²
- Oceanfront
Breakfast- Pool
- Ocean View
US $420/Night
7 Nights - US $2,940
House
10.0Exceptional
(185 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $744/Night
7 Nights - US $5,210
House
10.0Exceptional
(171 Reviews)
2 Bedrooms
3 Baths
6 Guests
1250 ft²
- Parking
- Pool
- Ocean View
Balcony/Terrace
US $1,109/Night
7 Nights - US $7,763
Condo
10.0Exceptional
(158 Reviews)
1 Bedroom
2 Baths
4 Guests
969 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $456/Night
7 Nights - US $3,190
Cottage
10.0Exceptional
(155 Reviews)
2 Bedrooms
1 Bath
4 Guests
720 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $689/Night
7 Nights - US $4,822
Luxury Places to Stay in Kahoolawe
Over 7630+ Luxury Places to Stay in or Near Kahoolawe
House
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
Unlock the Best Price
Apartment
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
Kitchen
Unlock the Best Price
House
9.5Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
10.76 ft²
- Parking
- Pool
- Internet
Child Friendly
US $9,723/Night
7 Nights - US $68,062
Condo
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $9,471/Night
7 Nights - US $66,300
Condo
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $9,199/Night
7 Nights - US $64,390
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1353 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $8,545/Night
7 Nights - US $59,816
New
Condo
3 Bedrooms
2 Baths
6 Guests
2300 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $8,478/Night
7 Nights - US $59,347
New
Condo
2 Bedrooms
2 Baths
4 Guests
1616 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $8,262/Night
7 Nights - US $57,836
Apartment
6 Bedrooms
6 Baths
12 Guests
4133.34 ft²
Spa- Balcony/Terrace
View- Air Conditioner
US $7,187/Night
7 Nights - US $50,306
Top-Rated Vacation Rentals with a Pool in Kahoolawe
Over 6643+ Top-Rated Vacation Rentals with a Pool in or Near Kahoolawe
Condo
10.0Exceptional
(286 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $430/Night
7 Nights - US $3,012
New
Condo
10.0Exceptional
(228 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $404/Night
7 Nights - US $2,828
Condo
10.0Exceptional
(213 Reviews)
3 Bedrooms
2 Baths
6 Guests
1053 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $1,014/Night
7 Nights - US $7,098
Condo
10.0Exceptional
(207 Reviews)
1 Bedroom
2 Baths
2 Guests
1012 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $588/Night
7 Nights - US $4,117
Condo
10.0Exceptional
(202 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $560/Night
7 Nights - US $3,922
Condo
10.0Exceptional
(196 Reviews)
2 Bedrooms
2 Baths
4 Guests
800 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $668/Night
7 Nights - US $4,676
Condo
10.0Exceptional
(196 Reviews)
2 Bedrooms
2 Baths
4 Guests
980 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $428/Night
7 Nights - US $2,993
Condo
10.0Exceptional
(193 Reviews)
2 Bedrooms
2 Baths
4 Guests
925 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $663/Night
7 Nights - US $4,639
Condo
10.0Exceptional
(183 Reviews)
3 Bedrooms
3 Baths
8 Guests
2500 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,568/Night
7 Nights - US $10,978
Pet-Friendly Vacation Rentals in Kahoolawe
Over 50+ Pet-Friendly Vacation Rentals in or Near Kahoolawe
Villa
10.0Exceptional
(85 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,014/Night
7 Nights - US $7,097
Bed & Breakfast
9.3Exceptional
(61 Reviews)
4 Bedrooms
4 Baths
10 Guests
309.46 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $270/Night
7 Nights - US $1,892
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Parking
- Pool
- Ocean View
- View
US $676/Night
7 Nights - US $4,733
Condo
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $561/Night
7 Nights - US $3,926
House
9.2Exceptional
(7 Reviews)
1 Bedroom
2 Baths
4 Guests
1022.57 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $524/Night
7 Nights - US $3,665
New
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1112 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $653/Night
7 Nights - US $4,570
Condo
9.8Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
6 Guests
777 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $455/Night
7 Nights - US $3,188
New
Condo
9.6Exceptional
(33 Reviews)
1 Bedroom
1 Bath
3 Guests
766 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $340/Night
7 Nights - US $2,377
Condo
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $351/Night
7 Nights - US $2,455
Large Vacation Homes & Villas in Kahoolawe
Over 284+ Large Vacation Homes & Villas in or Near Kahoolawe
House
- Kihei
- ·
- Halama Street
- 0.27 mi to center
10.0Exceptional
(145 Reviews)
6 Bedrooms
4 Baths
12 Guests
3700 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,400/Night
7 Nights - US $9,803
Villa
8 Bedrooms
7 Baths
18 Guests
3853.48 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $1,892/Night
7 Nights - US $13,244
House
9.8Exceptional
(173 Reviews)
4 Bedrooms
3 Baths
10 Guests
1800 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,442/Night
7 Nights - US $10,096
Villa
10.0Exceptional
(1 Review)
3 Bedrooms
4 Baths
6 Guests
2615.63 ft²
- Hot Tub
- Parking
- Pool
- View
US $1,798/Night
7 Nights - US $12,583
Villa
10.0Exceptional
(44 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,451/Night
7 Nights - US $10,159
Villa
10.0Exceptional
(63 Reviews)
3 Bedrooms
3 Baths
8 Guests
3987 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,391/Night
7 Nights - US $9,736
House
9.8Exceptional
(107 Reviews)
4 Bedrooms
3 Baths
14 Guests
2600 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,492/Night
7 Nights - US $17,445
Villa
10.0Exceptional
(100 Reviews)
1 Bedroom
2 Baths
4 Guests
908 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $485/Night
7 Nights - US $3,392
Villa
10.0Exceptional
(17 Reviews)
3 Bedrooms
3 Baths
6 Guests
2300 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,839/Night
7 Nights - US $12,873
Wheelchair Accessible Vacation Homes in Kahoolawe
Over 2660+ Wheelchair Accessible Vacation Homes in or Near Kahoolawe
Apartment
10.0Exceptional
(149 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $541/Night
7 Nights - US $3,788
Apartment
7.8Very Good
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
592.02 ft²
- Parking
- Ocean View
- View
- Air Conditioner
US $197/Night
7 Nights - US $1,379
Condo
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Parking
- Pool
- Ocean View
US $409/Night
7 Nights - US $2,863
Condo
10.0Exceptional
(143 Reviews)
1 Bedroom
2 Baths
4 Guests
793 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $306/Night
7 Nights - US $2,143
Apartment
9.0Exceptional
(1 Review)
1 Bedroom
2 Baths
5 Guests
656.6 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $209/Night
7 Nights - US $1,463
Condo
10.0Exceptional
(141 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $695/Night
7 Nights - US $4,864
Condo
10.0Exceptional
(138 Reviews)
2 Bedrooms
2 Baths
4 Guests
814 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $871/Night
7 Nights - US $6,099
Condo
10.0Exceptional
(114 Reviews)
2 Bedrooms
1 Bath
3 Guests
600 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $307/Night
7 Nights - US $2,150
Condo
10.0Exceptional
(113 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $737/Night
7 Nights - US $5,162
Kahoolawe Villas and Airbnb Homes Under $200
Over 182+ Kahoolawe Villas and Airbnb Homes Under $200
Apartment
10.0Exceptional
(149 Reviews)
1 Bedroom
1 Bath
2 Guests
240 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $142/Night
7 Nights - US $996
Apartment
7.7Very Good
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
441.32 ft²
- Parking
- Pool
- Internet
- Child Friendly
US $162/Night
7 Nights - US $1,134
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $88/Night
7 Nights - US $619
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
Sports/Activities
US $154/Night
7 Nights - US $1,078
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Parking
- View
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,393
Condo
9.8Exceptional
(171 Reviews)
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $198/Night
7 Nights - US $1,389
Cottage
9.8Exceptional
(98 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $194/Night
7 Nights - US $1,360
Condo
9.6Exceptional
(115 Reviews)
1 Bedroom
1 Bath
4 Guests
780 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $184/Night
7 Nights - US $1,286
Apartment
9.6Exceptional
(77 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $174/Night
7 Nights - US $1,218
Instantly Bookable Vacation Homes in Kahoolawe
Over 4982+ Instantly Bookable Vacation Homes in or Near Kahoolawe
Condo
10.0Exceptional
(137 Reviews)
1 Bedroom
2 Baths
4 Guests
950 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $567/Night
7 Nights - US $3,967
Condo
10.0Exceptional
(178 Reviews)
2 Bedrooms
2 Baths
6 Guests
954 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $725/Night
7 Nights - US $5,076
Condo
10.0Exceptional
(101 Reviews)
2 Bedrooms
2 Baths
4 Guests
1038 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $1,197/Night
7 Nights - US $8,381
Apartment
10.0Exceptional
(75 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $289/Night
7 Nights - US $2,024
Condo
10.0Exceptional
(73 Reviews)
1 Bedroom
2 Baths
4 Guests
850 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $406/Night
7 Nights - US $2,840
Condo
10.0Exceptional
(60 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $517/Night
7 Nights - US $3,620
Apartment
10.0Exceptional
(54 Reviews)
2 Bedrooms
1 Bath
5 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $445/Night
7 Nights - US $3,117
House
- Kihei
- ·
- Halama Street
- 0.32 mi to center
10.0Exceptional
(26 Reviews)
4 Bedrooms
3 Baths
8 Guests
2290 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $3,971/Night
7 Nights - US $27,799
Condo
9.8Exceptional
(269 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $279/Night
7 Nights - US $1,956
Book a Last Minute Place to Stay in Kahoolawe
About Kahoolawe Vacation Rentals
Explore more than 7639 vacation rentals available in Kahoolawe. These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in Kahoolawe.
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Kahoolawe, you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near Kahoolawe. The average room size in accommodations near Kahoolawe is 786.33 ft². Prices average US $606 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in Kahoolawe, often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.
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Top Rental Accommodation Types in Kahoolawe
| Type | Count |
|---|---|
| Holiday Apartments | 1341 |
| Vacation Homes | 749 |
| Villas | 122 |
| Cottages | 15 |
Use these Quick Filters to Find a Vacation Rental in Kahoolawe
★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in Kahoolawe.
Weather in Kahoolawe, HI
View the weather forecast for Kahoolawe before booking your Kahoolawe Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Kahoolawe, HI
HawaiiVillas offers a wide selection of top attractions nearby Kahoolawe . Research things to do on your vacation before you visit Kahoolawe.
Frequently Asked Questions About Kahoolawe?
What are the top vacation rentals in Kahoolawe?
Currently, HawaiiVillas lists over 7639 properties in the Kahoolawe area for 2026, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in Kahoolawe.
- Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
- Breathtaking ocean views! Steps to the beach! Recently remodeled!
- Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
- Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
- Hotel-zoned Oceanfront Comfort on a Budget 2bed 2ba condo - NEW LISTING!
- Hale Ili Ili #A, Panoramic Oceanfront Unit, Steps from Charley Young, A/C
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Romantic, Luxury, Sensual Retreat - Couples Only
- Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
- Ocean Front Renovated 2 BR/BA Luxury Condo w/A/C . 2nd Floor Unobstructed View
How many vacation rentals have private pools in Kahoolawe?
Discover 276 vacation rentals featuring private pools near Kahoolawe. Highly-rated HawaiiVillas properties with swimming pool access include:
- Beachfront Condo E 303/Incredible views/Pickleball/Great Snorkeling
- Modern Maui Escape | Walk to Beach + Pools
- Fairmont Kea Lani Maui Villa Experience
- Maui Sunset B407: Ocean view 1 Bed, 2 Bath, Kihei Condo, Sleeps up to four
Which vacation homes in Kahoolawe are best for families?
If you're searching for a family-friendly vacation residence in Kahoolawe, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Kahoolawe:
- Largest Two Bedroom/Two Bath in the Village, Sleeps Eight & Close to the Beach
- Keawakapu by Coldwell Banker Island Vacations
- 2 2 Oceanview Modern Resort Vistas
How many Hawaii.Villas vacation rentals are available in Kahoolawe?
At present, HawaiiVillas showcases more than 7639 properties available in the Kahoolawe area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Kahoolawe.
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