Explore Kahakuloa Vacation Rentals
Condo
10.0Exceptional
(183 Reviews)
3 Bedrooms
2 Baths
9 Guests
Pool
Ocean View
Balcony/Terrace
View
US $1,143/Night
7 Nights - US $8,004
House
3 Bedrooms
3 Baths
12 Guests
3003.13 ft²
Private Beach- Pool
- Ocean View
- Balcony/Terrace
US $980/Night
7 Nights - US $6,860
Bed & Breakfast
- Wailuku
- ·
- Wailuku Heights
- 0.75 mi to center
10.0Exceptional
(56 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Breakfast
Kitchen
Parking
US $275/Night
7 Nights - US $1,925
Apartment
10.0Exceptional
(169 Reviews)
1 Bedroom
1 Bath
3 Guests
540 ft²
Hot Tub
Fireplace/Heating- Pool
- Ocean View
US $363/Night
7 Nights - US $2,543
Apartment
1 Bedroom
1 Bath
6 Guests
43.06 ft²
- Pool
Child Friendly
US $350/Night
7 Nights - US $2,450
Condo
10.0Exceptional
(165 Reviews)
1 Bedroom
1 Bath
2 Guests
938 ft²
Private Pool
Oceanfront- Hot Tub
- Fireplace/Heating
US $704/Night
7 Nights - US $4,927
Condo
10.0Exceptional
(165 Reviews)
1 Bedroom
1 Bath
4 Guests
938 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $385/Night
7 Nights - US $2,698
Condo
10.0Exceptional
(159 Reviews)
3 Bedrooms
3 Baths
8 Guests
2700 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $1,123/Night
7 Nights - US $7,862
Condo
10.0Exceptional
(155 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $415/Night
7 Nights - US $2,908
Luxury Places to Stay in Kahakuloa
Over 10000+ Luxury Places to Stay in or Near Kahakuloa
New
Condo
10 Bedrooms
10 Baths
28 Guests
- Balcony/Terrace
- Kitchen
Internet- Child Friendly
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New
Condo
9 Bedrooms
9 Baths
28 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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House
1 Bedroom
4 Baths
10 Guests
3993.41 ft²
- Oceanfront
- Ocean View
- View
- Breakfast
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Hotel
2 Baths
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
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New
Condo
10 Bedrooms
10 Baths
28 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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New
Condo
10 Bedrooms
10 Baths
26 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
Unlock the Best Price
Condo
11 Bedrooms
11 Baths
30 Guests
7696 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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New
Condo
9 Bedrooms
9 Baths
26 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
Unlock the Best Price
New
Condo
10 Bedrooms
10 Baths
28 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
Unlock the Best Price
Top-Rated Vacation Rentals with a Pool in Kahakuloa
Over 9564+ Top-Rated Vacation Rentals with a Pool in or Near Kahakuloa
Condo
10.0Exceptional
(453 Reviews)
1 Bedroom
1 Bath
4 Guests
400 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $266/Night
7 Nights - US $1,860
Condo
10.0Exceptional
(312 Reviews)
2 Bedrooms
2 Baths
6 Guests
1240 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $796/Night
7 Nights - US $5,574
Condo
10.0Exceptional
(277 Reviews)
1 Bedroom
1 Bath
2 Guests
938 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $951/Night
7 Nights - US $6,657
Condo
10.0Exceptional
(255 Reviews)
1 Bedroom
1 Bath
4 Guests
901 ft²
- Private Pool
- Oceanfront
- Hot Tub
Spa
US $526/Night
7 Nights - US $3,685
Condo
10.0Exceptional
(248 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $465/Night
7 Nights - US $3,254
Apartment
10.0Exceptional
(247 Reviews)
1 Bedroom
1 Bath
3 Guests
400 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $288/Night
7 Nights - US $2,016
Apartment
10.0Exceptional
(245 Reviews)
1 Bedroom
1 Bath
4 Guests
523 ft²
- Hot Tub
- Spa
- Pool
- Ocean View
US $365/Night
7 Nights - US $2,555
Condo
10.0Exceptional
(244 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $480/Night
7 Nights - US $3,359
Condo
10.0Exceptional
(238 Reviews)
1 Bedroom
1 Bath
2 Guests
566 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $261/Night
7 Nights - US $1,828
Pet-Friendly Vacation Rentals in Kahakuloa
Over 78+ Pet-Friendly Vacation Rentals in or Near Kahakuloa
Condo
10.0Exceptional
(30 Reviews)
1 Bedroom
1 Bath
4 Guests
777 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $361/Night
7 Nights - US $2,529
Apartment
1 Bedroom
1 Bath
4 Guests
990.28 ft²
- Pool
- Balcony/Terrace
- Breakfast
Pet Friendly
US $4,812/Night
7 Nights - US $33,684
Apartment
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.81 mi to center
8.6Fabulous
(14 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Spa
- Pool
- Ocean View
US $460/Night
7 Nights - US $3,220
Condo
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $533/Night
7 Nights - US $3,729
Apartment
1 Bedroom
1 Bath
3 Guests
538.2 ft²
- Breakfast
- Pet Friendly
Air Conditioner- Internet
US $5,572/Night
7 Nights - US $39,004
Condo
9.8Exceptional
(52 Reviews)
1 Bedroom
1 Bath
6 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $526/Night
7 Nights - US $3,681
Condo
8.4Excellent
(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
947 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $471/Night
7 Nights - US $3,299
New
Villa
1 Bedroom
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $534/Night
7 Nights - US $3,739
New
House
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $358/Night
7 Nights - US $2,505
Large Vacation Homes & Villas in Kahakuloa
Over 2333+ Large Vacation Homes & Villas in or Near Kahakuloa
Villa
- Lahaina
- ·
- Montage Kapalua Bay
- 0.06 mi to center
10.0Exceptional
(29 Reviews)
4 Bedrooms
3 Baths
8 Guests
3532 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
US $3,256/Night
7 Nights - US $22,791
Bed & Breakfast
10.0Exceptional
(3 Reviews)
6 Bedrooms
6 Baths
12 Guests
301.39 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
US $313/Night
7 Nights - US $2,191
Villa
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,474/Night
7 Nights - US $10,317
House
10.0Exceptional
(91 Reviews)
4 Bedrooms
2 Baths
10 Guests
2250 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $1,606/Night
7 Nights - US $11,245
Apartment
10.0Exceptional
(2 Reviews)
13 Bedrooms
12 Baths
42 Guests
1060.24 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Pool
US $495/Night
7 Nights - US $3,468
House
10.0Exceptional
(109 Reviews)
7 Bedrooms
7 Baths
28 Guests
6000 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $5,379/Night
7 Nights - US $37,650
House
10.0Exceptional
(64 Reviews)
6 Bedrooms
3 Baths
12 Guests
3500 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,850/Night
7 Nights - US $12,949
Condo
10.0Exceptional
(41 Reviews)
3 Bedrooms
3 Baths
10 Guests
1940 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Internet
US $2,459/Night
7 Nights - US $17,216
Villa
9.8Exceptional
(59 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Hot Tub
- Spa
- Pool
- Ocean View
US $1,352/Night
7 Nights - US $9,466
Wheelchair Accessible Vacation Homes in Kahakuloa
Over 4581+ Wheelchair Accessible Vacation Homes in or Near Kahakuloa
Condo
10.0Exceptional
(148 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $625/Night
7 Nights - US $4,374
Bed & Breakfast
9.5Exceptional
(192 Reviews)
1 Bedroom
1 Bath
2 Guests
258.33 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $129/Night
7 Nights - US $903
Condo
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Spa
- Pool
- Ocean View
US $575/Night
7 Nights - US $4,025
Condo
10.0Exceptional
(143 Reviews)
2 Bedrooms
1 Bath
5 Guests
851 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $492/Night
7 Nights - US $3,444
Hotel
8.8Fabulous
(11 Reviews)
4 Baths
1006.43 ft²
- Oceanfront
- Pool
- Ocean View
- View
US $157/Night
7 Nights - US $1,099
Condo
10.0Exceptional
(142 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $852/Night
7 Nights - US $5,962
Condo
10.0Exceptional
(112 Reviews)
3 Bedrooms
3 Baths
9 Guests
2050 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $1,400/Night
7 Nights - US $9,801
Condo
10.0Exceptional
(94 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $733/Night
7 Nights - US $5,134
Condo
10.0Exceptional
(85 Reviews)
1 Bedroom
2 Baths
4 Guests
938 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $494/Night
7 Nights - US $3,458
Kahakuloa Villas and Airbnb Homes Under $200
Over 276+ Kahakuloa Villas and Airbnb Homes Under $200
Condo
8.0Excellent
(23 Reviews)
1 Bedroom
1 Bath
3 Guests
480 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $199/Night
7 Nights - US $1,395
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
764.24 ft²
- Pool
- View
- Breakfast
- Parking
US $147/Night
7 Nights - US $1,029
Condo
9.4Exceptional
(8 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $106/Night
7 Nights - US $745
Condo
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $148/Night
7 Nights - US $1,035
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
10.76 ft²
- Pool
- Parking
- Internet
- Child Friendly
US $193/Night
7 Nights - US $1,351
House
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Child Friendly
US $167/Night
7 Nights - US $1,170
House
10.0Exceptional
(4 Reviews)
1 Bedroom
2 Baths
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $169/Night
7 Nights - US $1,186
House
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
3 Guests
- Child Friendly
US $141/Night
7 Nights - US $985
Condo
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
564 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $195/Night
7 Nights - US $1,368
Instantly Bookable Vacation Homes in Kahakuloa
Over 7646+ Instantly Bookable Vacation Homes in or Near Kahakuloa
Cottage
10.0Exceptional
(147 Reviews)
2 Bedrooms
2 Baths
4 Guests
1700 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $382/Night
7 Nights - US $2,674
Condo
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.72 mi to center
10.0Exceptional
(161 Reviews)
1 Bedroom
1 Bath
5 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $414/Night
7 Nights - US $2,899
Condo
10.0Exceptional
(129 Reviews)
2 Bedrooms
2 Baths
8 Guests
2100 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $748/Night
7 Nights - US $5,234
House
- Paia
- ·
- Spreckelsville
- 0.10 mi to center
10.0Exceptional
(75 Reviews)
3 Bedrooms
3 Baths
6 Guests
2350 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $2,216/Night
7 Nights - US $15,511
Condo
10.0Exceptional
(75 Reviews)
1 Bedroom
2 Baths
4 Guests
1100 ft²
- Spa
- Pool
- Ocean View
- Balcony/Terrace
US $630/Night
7 Nights - US $4,410
Condo
10.0Exceptional
(67 Reviews)
2 Bedrooms
1 Bath
6 Guests
915 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $535/Night
7 Nights - US $3,748
Condo
10.0Exceptional
(61 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $302/Night
7 Nights - US $2,117
Condo
9.8Exceptional
(392 Reviews)
1 Bedroom
1 Bath
3 Guests
400 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $242/Night
7 Nights - US $1,693
Condo
9.8Exceptional
(206 Reviews)
1 Bedroom
1 Bath
4 Guests
509 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $271/Night
7 Nights - US $1,895
Book a Last Minute Place to Stay in Kahakuloa
About Kahakuloa Vacation Rentals
Explore more than 12795 vacation rentals available in Kahakuloa. 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 Kahakuloa.
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Kahakuloa, 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 Kahakuloa. The average room size in accommodations near Kahakuloa is 856.26 ft². Prices average US $1,317 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in Kahakuloa, 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 Kahakuloa
| Type | Count |
|---|---|
| Holiday Apartments | 2255 |
| Vacation Homes | 1131 |
| Villas | 553 |
| Cottages | 29 |
Use these Quick Filters to Find a Vacation Rental in Kahakuloa
★ 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 Kahakuloa.
Weather in Kahakuloa, HI
View the weather forecast for Kahakuloa before booking your Kahakuloa 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 Kahakuloa, HI
HawaiiVillas offers a wide selection of top attractions nearby Kahakuloa . Research things to do on your vacation before you visit Kahakuloa.
Frequently Asked Questions About Kahakuloa?
What are the top vacation rentals in Kahakuloa?
Currently, HawaiiVillas lists over 12795 properties in the Kahakuloa area for 2026, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in Kahakuloa.
- DISCOUNT Sept/Oct/Nov/Dec - Oceanfront Studio!
- HOKULANI 436-CORNER UNIT 2BD/2BA w/OCEAN & MOUNTAIN VIEWS,505SQFT LANAI BALCONY
- Luxury OCEAN FRONT Truly 5 Star with A/C, 20' From The Water At Pikake. No fees
- Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
- SLEEP NUMBER BED! #759 1bdrm-A Guest Favorite-Ocean/Beach View w/XBOX & ROKU!
- nRead Our Reviews and See Why Our Guests Love to Stay with Us.
- Direct Oceanfront Maui Studio,Romantic,Breathtaking View from Huge Private Lanai
- The Whaler! ~Beautifully remodeled ground floor courtyard studio~
- Luxury Studio | 5 star Honua Kai Resort Konea 215 | Beach Access | AC | Pools
- Views! Views!
How many vacation rentals have private pools in Kahakuloa?
Discover 499 vacation rentals featuring private pools near Kahakuloa. Highly-rated HawaiiVillas properties with swimming pool access include:
- 6th Floor , direct ocean front , king bed, partial kitchen . BEST ViEWS!
- Luana Gardens at Honua Kai by KBM Resorts
- Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
- Lahaina Baby Beach House/Pool. 1 Minute walk to beach. Grand Re-Opening
Which vacation homes in Kahakuloa are best for families?
If you're searching for a family-friendly vacation residence in Kahakuloa, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Kahakuloa:
- 6th Floor , direct ocean front , king bed, partial kitchen . BEST ViEWS!
- Kapalua Golf Villa 14T Villa
- Puunoa - CoralTree Residence Collection
How many Hawaii.Villas vacation rentals are available in Kahakuloa?
At present, HawaiiVillas showcases more than 12795 properties available in the Kahakuloa area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Kahakuloa.
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