Explore Kahoolawe Vacation Rentals
10.0
Exceptional
(229 Reviews)
650 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $506/Night
For 7 Nights US $3,545
8.5
Fabulous
(2 Reviews)
430.56 ft²
4 Guests
1 Bedroom
1 Bathroom
House
- Pool
- Parking
- Air Conditioner
US $405/Night
For 7 Nights US $2,835
10.0
Exceptional
(18 Reviews)
1 Bedroom
1 Bathroom
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
US $524/Night
For 7 Nights US $3,668
10.0
Exceptional
(204 Reviews)
700 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Private Pool
- Oceanfront
- Hot Tub
US $1,012/Night
For 7 Nights US $7,087
10.0
Exceptional
(1 Review)
1250.01 ft²
4 Guests
2 Bedrooms
2 Bathrooms
House
- Oceanfront
- Pool
- Ocean View
US $420/Night
For 7 Nights US $2,940
10.0
Exceptional
(170 Reviews)
1250 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Pool
- Ocean View
- Balcony/Terrace
US $926/Night
For 7 Nights US $6,482
10.0
Exceptional
(155 Reviews)
720 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Private Pool
- Oceanfront
- Pool
US $546/Night
For 7 Nights US $3,823
10.0
Exceptional
(149 Reviews)
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Pool
US $696/Night
For 7 Nights US $4,871
10.0
Exceptional
(143 Reviews)
793 ft²
4 Guests
1 Bedroom
2 Bathrooms
Ocean View
Condo
- Private Pool
- Hot Tub
- Spa
US $439/Night
For 7 Nights US $3,071
Luxury Places to Stay in Kahoolawe
Over 7934+ Luxury Places to Stay in or Near Kahoolawe
New
10 Guests
6 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
Unlock the Best Price
7.8
Very Good
(7 Reviews)
10.76 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Pool
- Parking
- Internet
Unlock the Best Price
New
1959.03 ft²
6 Guests
1 Bedroom
3 Bathrooms
Ocean View
Apartment
- Private Pool
- Oceanfront
- Hot Tub
US $9,749/Night
For 7 Nights US $68,243
9.5
Exceptional
(2 Reviews)
10.76 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Pool
- Parking
- Internet
US $9,723/Night
For 7 Nights US $68,062
New
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $9,660/Night
For 7 Nights US $67,623
New
4133.34 ft²
12 Guests
1 Bedroom
6 Bathrooms
Ocean View
Apartment
- Private Pool
- Oceanfront
- Hot Tub
US $8,237/Night
For 7 Nights US $57,660
10.0
Exceptional
(6 Reviews)
4400 ft²
8 Guests
4 Bedrooms
5 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $7,208/Night
For 7 Nights US $50,457
9.8
Exceptional
(44 Reviews)
8000 ft²
12 Bathrooms
Family Friendly
Hotel
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $6,421/Night
For 7 Nights US $44,945
1.0
Average
(1 Review)
1237.85 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Spa
- Pool
US $6,190/Night
For 7 Nights US $43,330
Top-Rated Vacation Rentals with a Pool in Kahoolawe
Over 6862+ Top-Rated Vacation Rentals with a Pool in or Near Kahoolawe
10.0
Exceptional
(306 Reviews)
645 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $412/Night
For 7 Nights US $2,885
10.0
Exceptional
(283 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $485/Night
For 7 Nights US $3,393
10.0
Exceptional
(282 Reviews)
1000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Private Pool
- Oceanfront
- Fireplace/Heating
US $383/Night
For 7 Nights US $2,681
10.0
Exceptional
(273 Reviews)
455 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $394/Night
For 7 Nights US $2,759
10.0
Exceptional
(264 Reviews)
1000 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $307/Night
For 7 Nights US $2,147
10.0
Exceptional
(242 Reviews)
900 ft²
2 Guests
1 Bedroom
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $277/Night
For 7 Nights US $1,941
10.0
Exceptional
(224 Reviews)
1300 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $497/Night
For 7 Nights US $3,481
10.0
Exceptional
(222 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $454/Night
For 7 Nights US $3,179
10.0
Exceptional
(220 Reviews)
750 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Fireplace/Heating
- Pool
- Ocean View
US $627/Night
For 7 Nights US $4,389
Pet-Friendly Vacation Rentals in Kahoolawe
Over 54+ Pet-Friendly Vacation Rentals in or Near Kahoolawe
10.0
Exceptional
(188 Reviews)
1500 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $892/Night
For 7 Nights US $6,245
9.4
Exceptional
(82 Reviews)
309.46 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Bed & Breakfast
- Oceanfront
- Ocean View
- Balcony/Terrace
US $339/Night
For 7 Nights US $2,375
10.0
Exceptional
(1 Review)
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Pool
- Ocean View
US $696/Night
For 7 Nights US $4,872
10.0
Exceptional
(78 Reviews)
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
US $904/Night
For 7 Nights US $6,329
9.2
Exceptional
(7 Reviews)
1022.57 ft²
4 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Oceanfront
- Spa
- Fireplace/Heating
US $524/Night
For 7 Nights US $3,665
10.0
Exceptional
(3 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $533/Night
For 7 Nights US $3,734
10.0
Exceptional
(1 Review)
1112 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $598/Night
For 7 Nights US $4,187
9.8
Exceptional
(8 Reviews)
800 ft²
6 Guests
2 Bedrooms
4 Bathrooms
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
US $472/Night
For 7 Nights US $3,301
9.6
Exceptional
(33 Reviews)
766 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $261/Night
For 7 Nights US $1,824
Large Vacation Homes & Villas in Kahoolawe
Over 299+ Large Vacation Homes & Villas in or Near Kahoolawe
10.0
Exceptional
(140 Reviews)
- Kihei
- Halama Street
- 0.27 mi to center
3700 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
US $1,523/Night
For 7 Nights US $10,664
New
3853.48 ft²
18 Guests
8 Bedrooms
7 Bathrooms
Villa
- Oceanfront
- Ocean View
- Balcony/Terrace
US $1,892/Night
For 7 Nights US $13,244
9.8
Exceptional
(170 Reviews)
1800 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,270/Night
For 7 Nights US $8,893
10.0
Exceptional
(1 Review)
1905.21 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Hot Tub
- Spa
US $1,372/Night
For 7 Nights US $9,607
10.0
Exceptional
(43 Reviews)
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $1,300/Night
For 7 Nights US $9,099
10.0
Exceptional
(61 Reviews)
3987 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Spa
US $1,595/Night
For 7 Nights US $11,165
9.8
Exceptional
(114 Reviews)
3500 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Pool
US $4,084/Night
For 7 Nights US $28,586
9.8
Exceptional
(105 Reviews)
2600 ft²
14 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
US $3,339/Night
For 7 Nights US $23,374
10.0
Exceptional
(99 Reviews)
908 ft²
4 Guests
1 Bedroom
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Pool
US $425/Night
For 7 Nights US $2,978
Wheelchair Accessible Vacation Homes in Kahoolawe
Over 2797+ Wheelchair Accessible Vacation Homes in or Near Kahoolawe
10.0
Exceptional
(135 Reviews)
814 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $879/Night
For 7 Nights US $6,151
7.8
Very Good
(16 Reviews)
592.02 ft²
4 Guests
1 Bedroom
1 Bathroom
Apartment
- Ocean View
- View
- Parking
US $197/Night
For 7 Nights US $1,379
10.0
Exceptional
(9 Reviews)
1 Bedroom
1 Bathroom
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
US $460/Night
For 7 Nights US $3,220
10.0
Exceptional
(135 Reviews)
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
US $558/Night
For 7 Nights US $3,906
9.0
Exceptional
(1 Review)
656.6 ft²
5 Guests
1 Bedroom
2 Bathrooms
Apartment
- Oceanfront
- Pool
- Ocean View
US $209/Night
For 7 Nights US $1,463
10.0
Exceptional
(114 Reviews)
600 ft²
3 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Private Pool
- Pool
- Ocean View
US $284/Night
For 7 Nights US $1,986
10.0
Exceptional
(111 Reviews)
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
US $700/Night
For 7 Nights US $4,901
9.8
Exceptional
(260 Reviews)
600 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
US $287/Night
For 7 Nights US $2,012
9.8
Exceptional
(171 Reviews)
793 ft²
4 Guests
1 Bedroom
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $531/Night
For 7 Nights US $3,717
Kahoolawe Villas and Airbnb Homes Under $200
Over 222+ Kahoolawe Villas and Airbnb Homes Under $200
9.8
Exceptional
(99 Reviews)
683 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
US $190/Night
For 7 Nights US $1,327
7.7
Very Good
(28 Reviews)
441.32 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Pool
- Parking
- Internet
US $162/Night
For 7 Nights US $1,134
10.0
Exceptional
(2 Reviews)
4 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Pool
- Kitchen
US $88/Night
For 7 Nights US $619
9.6
Exceptional
(97 Reviews)
546 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $190/Night
For 7 Nights US $1,327
10.0
Exceptional
(2 Reviews)
645.83 ft²
4 Guests
1 Bedroom
1 Bathroom
House
- View
- Parking
- Air Conditioner
US $199/Night
For 7 Nights US $1,393
9.4
Exceptional
(169 Reviews)
445 ft²
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Pool
- Balcony/Terrace
US $189/Night
For 7 Nights US $1,322
9.4
Exceptional
(125 Reviews)
639 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Pool
- Balcony/Terrace
US $198/Night
For 7 Nights US $1,387
9.4
Exceptional
(112 Reviews)
621 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $183/Night
For 7 Nights US $1,283
9.0
Exceptional
(184 Reviews)
445 ft²
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Pool
- Balcony/Terrace
US $178/Night
For 7 Nights US $1,246
Instantly Bookable Vacation Homes in Kahoolawe
Over 5110+ Instantly Bookable Vacation Homes in or Near Kahoolawe
10.0
Exceptional
(134 Reviews)
950 ft²
4 Guests
1 Bedroom
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $522/Night
For 7 Nights US $3,654
10.0
Exceptional
(178 Reviews)
954 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Spa
- Pool
US $725/Night
For 7 Nights US $5,076
10.0
Exceptional
(119 Reviews)
1600 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,564/Night
For 7 Nights US $10,951
10.0
Exceptional
(97 Reviews)
1038 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
US $1,045/Night
For 7 Nights US $7,313
10.0
Exceptional
(73 Reviews)
450 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
US $383/Night
For 7 Nights US $2,679
10.0
Exceptional
(58 Reviews)
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $454/Night
For 7 Nights US $3,177
10.0
Exceptional
(53 Reviews)
450 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
US $495/Night
For 7 Nights US $3,462
10.0
Exceptional
(25 Reviews)
- Kihei
- Halama Street
- 0.32 mi to center
2290 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $4,183/Night
For 7 Nights US $29,281
9.8
Exceptional
(196 Reviews)
1700 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $845/Night
For 7 Nights US $5,914
Book a Last Minute Place to Stay in Kahoolawe
About Kahoolawe Vacation Rentals
Explore more than 7943 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 777.21 ft². Prices average US $581 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 | 1336 |
| Vacation Homes | 825 |
| Villas | 137 |
| Cottages | 17 |
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 7943 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.
- 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
- Breathtaking ocean views! Steps to the beach! Recently remodeled!
- Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
- Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
- 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
- Stunning Views from only double lanai Penthouse unit.
- 5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
- Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
- FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS
- Hotel-zoned Oceanfront Comfort on a Budget 2bed 2ba condo - NEW LISTING!
How many vacation rentals have private pools in Kahoolawe?
Discover 323 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
- KBM Resorts FREE CAR Wailea Elua Village Ocean view Spacious 2-Bedroom Condo WEV-2103
- Mana Kai Maui Resort
- 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:
- Soooooo Close to the Beach & Completely Remodeled! Relax to the Sound of Waves
- Keawakapu by Coldwell Banker Island Vacations
- Sunny and Soothing Oceanfront Vistas
How many Hawaii.Villas vacation rentals are available in Kahoolawe?
At present, HawaiiVillas showcases more than 7943 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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