Explore Kahoolawe, HI Vacation Rentals
Condo
10.0Exceptional
(234 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
Hot Tub
Parking
Pool
Ocean View
US $530/Night
7 Nights - US $3,711
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
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $325/Night
7 Nights - US $2,278
Cottage
10.0Exceptional
(209 Reviews)
2 Bedrooms
2 Baths
4 Guests
700 ft²
Private Pool- Hot Tub
- Parking
- Pool
US $1,139/Night
7 Nights - US $7,975
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1250.01 ft²
Oceanfront- Pool
- Ocean View
Balcony/Terrace
US $420/Night
7 Nights - US $2,940
House
10.0Exceptional
(186 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $761/Night
7 Nights - US $5,330
House
10.0Exceptional
(171 Reviews)
2 Bedrooms
3 Baths
6 Guests
1250 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,144/Night
7 Nights - US $8,005
Condo
10.0Exceptional
(161 Reviews)
1 Bedroom
2 Baths
4 Guests
969 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $468/Night
7 Nights - US $3,275
Cottage
10.0Exceptional
(157 Reviews)
2 Bedrooms
1 Bath
4 Guests
720 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $688/Night
7 Nights - US $4,818
Luxury Places to Stay in Kahoolawe
Over 8240+ Luxury Places to Stay in or Near Kahoolawe
Condo
9 Bedrooms
10 Baths
20 Guests
- Balcony/Terrace
Kitchen- Air Conditioner
- Internet
Unlock the Best Price
House
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
Unlock the Best Price
Condo
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $9,199/Night
7 Nights - US $64,390
New
Condo
6 Bedrooms
7 Baths
14 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $9,161/Night
7 Nights - US $64,129
Condo
6 Bedrooms
7 Baths
14 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $8,989/Night
7 Nights - US $62,920
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 $6,531/Night
7 Nights - US $45,714
Condo
7 Bedrooms
8 Baths
20 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
View
US $5,943/Night
7 Nights - US $41,602
House
9.8Exceptional
(114 Reviews)
5 Bedrooms
5 Baths
10 Guests
3150 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $5,728/Night
7 Nights - US $40,096
Condo
6 Bedrooms
6 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $5,479/Night
7 Nights - US $38,355
Top-Rated Vacation Rentals with a Pool in Kahoolawe
Over 7158+ Top-Rated Vacation Rentals with a Pool in or Near Kahoolawe
Condo
10.0Exceptional
(292 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $424/Night
7 Nights - US $2,969
Condo
10.0Exceptional
(276 Reviews)
1 Bedroom
1 Bath
3 Guests
1000 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $461/Night
7 Nights - US $3,226
Condo
10.0Exceptional
(229 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $284/Night
7 Nights - US $1,989
Condo
10.0Exceptional
(226 Reviews)
2 Bedrooms
2 Baths
4 Guests
767 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $917/Night
7 Nights - US $6,422
Condo
10.0Exceptional
(221 Reviews)
1 Bedroom
1 Bath
4 Guests
605 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $194/Night
7 Nights - US $1,356
Condo
10.0Exceptional
(219 Reviews)
3 Bedrooms
2 Baths
6 Guests
1053 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,054/Night
7 Nights - US $7,381
Condo
10.0Exceptional
(209 Reviews)
1 Bedroom
2 Baths
2 Guests
1012 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $680/Night
7 Nights - US $4,759
Condo
10.0Exceptional
(209 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $530/Night
7 Nights - US $3,709
Condo
10.0Exceptional
(206 Reviews)
2 Bedrooms
2 Baths
6 Guests
954 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,001/Night
7 Nights - US $7,008
Pet-Friendly Vacation Rentals in Kahoolawe
Over 59+ Pet-Friendly Vacation Rentals in or Near Kahoolawe
Villa
10.0Exceptional
(88 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,060/Night
7 Nights - US $7,423
House
9.4Exceptional
(34 Reviews)
1 Bedroom
2 Baths
4 Guests
753.47 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $236/Night
7 Nights - US $1,654
Apartment
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- View
- Kitchen
US $693/Night
7 Nights - US $4,854
Condo
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
696 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $336/Night
7 Nights - US $2,350
Bed & Breakfast
9.3Exceptional
(61 Reviews)
4 Bedrooms
4 Baths
10 Guests
309.46 ft²
Breakfast- Parking
- Balcony/Terrace
- View
US $275/Night
7 Nights - US $1,924
Condo
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
777 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $523/Night
7 Nights - US $3,663
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1112 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $690/Night
7 Nights - US $4,831
Condo
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $403/Night
7 Nights - US $2,822
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $329/Night
7 Nights - US $2,300
Large Vacation Homes & Villas in Kahoolawe
Over 317+ Large Vacation Homes & Villas in or Near Kahoolawe
House
- Kihei
- ·
- Halama Street
- 0.27 mi to center
10.0Exceptional
(151 Reviews)
6 Bedrooms
4 Baths
12 Guests
3700 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,420/Night
7 Nights - US $9,941
Villa
8 Bedrooms
7 Baths
18 Guests
3853.48 ft²
- Oceanfront
EV Charge Station- Parking
- Ocean View
US $1,892/Night
7 Nights - US $13,244
Condo
4 Bedrooms
4 Baths
12 Guests
2200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $835/Night
7 Nights - US $5,846
House
9.8Exceptional
(181 Reviews)
4 Bedrooms
3 Baths
10 Guests
1800 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $1,202/Night
7 Nights - US $8,413
House
10.0Exceptional
(2 Reviews)
84 Bedrooms
84 Baths
208 Guests
2208.69 ft²
- Hot Tub
- Parking
- Pool
Spa
US $2,471/Night
7 Nights - US $17,300
New
Villa
10.0Exceptional
(44 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,516/Night
7 Nights - US $10,613
Villa
10.0Exceptional
(64 Reviews)
3 Bedrooms
3 Baths
8 Guests
3987 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $1,397/Night
7 Nights - US $9,780
House
9.6Exceptional
(110 Reviews)
4 Bedrooms
3 Baths
14 Guests
2600 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,320/Night
7 Nights - US $16,243
Villa
10.0Exceptional
(101 Reviews)
1 Bedroom
2 Baths
4 Guests
908 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $549/Night
7 Nights - US $3,846
Wheelchair Accessible Vacation Homes in Kahoolawe
Over 2893+ Wheelchair Accessible Vacation Homes in or Near Kahoolawe
Condo
10.0Exceptional
(145 Reviews)
1 Bedroom
2 Baths
4 Guests
793 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $388/Night
7 Nights - US $2,718
Resort
10.0Exceptional
(5 Reviews)
1 Bath
24 Guests
3196.88 ft²
Private Beach- Hot Tub
- Parking
- Pool
US $1,802/Night
7 Nights - US $12,614
Condo
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Hot Tub
- Parking
- Pool
US $409/Night
7 Nights - US $2,863
Condo
10.0Exceptional
(143 Reviews)
2 Bedrooms
2 Baths
4 Guests
814 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,188/Night
7 Nights - US $8,319
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1151.74 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $369/Night
7 Nights - US $2,584
Condo
10.0Exceptional
(116 Reviews)
2 Bedrooms
1 Bath
3 Guests
600 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $311/Night
7 Nights - US $2,177
Condo
10.0Exceptional
(114 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $840/Night
7 Nights - US $5,882
Condo
9.8Exceptional
(269 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $304/Night
7 Nights - US $2,126
Condo
9.8Exceptional
(177 Reviews)
1 Bedroom
2 Baths
4 Guests
793 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $390/Night
7 Nights - US $2,731
Kahoolawe Villas and Airbnb Homes Under $200
Over 173+ Kahoolawe Villas and Airbnb Homes Under $200
Condo
9.8Exceptional
(52 Reviews)
1 Bedroom
1 Bath
4 Guests
640 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $188/Night
7 Nights - US $1,314
Apartment
7.8Very Good
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
592.02 ft²
- Parking
- View
- Air Conditioner
- Internet
US $197/Night
7 Nights - US $1,379
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $88/Night
7 Nights - US $619
Condo
9.6Exceptional
(46 Reviews)
1 Bedroom
1 Bath
2 Guests
628 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $200/Night
7 Nights - US $1,400
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
Apartment
10.0Exceptional
(156 Reviews)
1 Bedroom
1 Bath
2 Guests
240 ft²
- Parking
- Pool
- Ocean View
- View
US $155/Night
7 Nights - US $1,087
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $193/Night
7 Nights - US $1,354
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Sports/Activities
US $131/Night
7 Nights - US $916
Cottage
9.8Exceptional
(98 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $183/Night
7 Nights - US $1,280
Instantly Bookable Vacation Homes in Kahoolawe
Over 5373+ Instantly Bookable Vacation Homes in or Near Kahoolawe
Condo
10.0Exceptional
(140 Reviews)
1 Bedroom
2 Baths
4 Guests
950 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $640/Night
7 Nights - US $4,477
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
(103 Reviews)
2 Bedrooms
2 Baths
4 Guests
1038 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $941/Night
7 Nights - US $6,586
Apartment
10.0Exceptional
(77 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $434/Night
7 Nights - US $3,040
Condo
10.0Exceptional
(73 Reviews)
1 Bedroom
2 Baths
4 Guests
850 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $384/Night
7 Nights - US $2,690
Condo
10.0Exceptional
(60 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $445/Night
7 Nights - US $3,114
Apartment
10.0Exceptional
(55 Reviews)
2 Bedrooms
1 Bath
5 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $479/Night
7 Nights - US $3,352
Condo
9.8Exceptional
(203 Reviews)
2 Bedrooms
2 Baths
8 Guests
1700 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $926/Night
7 Nights - US $6,483
House
9.8Exceptional
(172 Reviews)
3 Bedrooms
2 Baths
6 Guests
1300 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $677/Night
7 Nights - US $4,740
Book a Last Minute Place to Stay in Kahoolawe
About Kahoolawe Vacation Rentals
Explore more than 8249 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 789.8 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 | 1363 |
| Vacation Homes | 887 |
| Villas | 135 |
| Cottages | 19 |
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 8249 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!
- Stunning Views from only double lanai Penthouse unit.
- 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.
- Tropical Breezes & Old Hawaii Charm. Book Now!
- Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
- Lovely Tropical Retreat! Spotless and amazingly well equipped. Great rates.
- Hale Ili Ili #A, Panoramic Oceanfront Unit, Steps from Charley Young, A/C
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
How many vacation rentals have private pools in Kahoolawe?
Discover 289 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
- Island Surf Condo 516
- Beachfront Condo E 303/ Incredible views/ Pickleball/Snorkeling/
- IMPECCABLY REMODELED GROUND FLOOR OCEANFRONT - 50' FROM THE SEA TURTLE SANCUARY!
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:
- OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401
- Aloha MAI2
- 2 2 Oceanview Modern Resort Vistas
How many Hawaii.Villas vacation rentals are available in Kahoolawe?
At present, HawaiiVillas showcases more than 8249 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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