Explore Plantation Estates Vacation Rentals
Condo
10.0Exceptional
(178 Reviews)
1 Bedroom
1 Bath
3 Guests
540 ft²
Hot Tub
Parking
Pool
Ocean View
US $263/Night
7 Nights - US $1,841
Apartment
1 Bedroom
1 Bath
6 Guests
43.06 ft²
- Pool
Child Friendly
US $350/Night
7 Nights - US $2,450
Apartment
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Ocean View
Balcony/Terrace
US $1,865/Night
7 Nights - US $13,053
Condo
9.8Exceptional
(138 Reviews)
1 Bedroom
1 Bath
5 Guests
620 ft²
Oceanfront- Hot Tub
- Parking
- Pool
US $528/Night
7 Nights - US $3,698
Apartment
9.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
5 Guests
968.75 ft²
Breakfast- Parking
- Pool
Kitchen
US $294/Night
7 Nights - US $2,058
Condo
9.8Exceptional
(124 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
Internet
US $306/Night
7 Nights - US $2,140
Condo
9.8Exceptional
(100 Reviews)
1 Bedroom
1 Bath
2 Guests
448 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $720/Night
7 Nights - US $5,041
Condo
9.8Exceptional
(46 Reviews)
2 Bedrooms
2 Baths
6 Guests
1411 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $847/Night
7 Nights - US $5,928
Villa
- Lahaina
- ·
- Montage Kapalua Bay
- 0.06 mi to center
9.8Exceptional
(30 Reviews)
4 Bedrooms
3 Baths
8 Guests
3532 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $3,377/Night
7 Nights - US $23,636
Luxury Places to Stay in Plantation Estates
Over 2096+ Luxury Places to Stay in or Near Plantation Estates
Condo
- Lahaina
- ·
- Montage Kapalua Bay
- 0.11 mi to center
9 Bedrooms
10 Baths
26 Guests
9192 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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Condo
- Lahaina
- ·
- Montage Kapalua Bay
- 0.11 mi to center
9.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Pool
Spa- Ocean View
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Condo
- Lahaina
- ·
- Montage Kapalua Bay
- 0.09 mi to center
9 Bedrooms
12 Baths
30 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
Unlock the Best Price
Condo
- Lahaina
- ·
- Montage Kapalua Bay
- 0.11 mi to center
9 Bedrooms
10 Baths
30 Guests
8708 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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House
1 Bedroom
1 Bath
2 Guests
10.76 ft²
- Parking
- Internet
- Child Friendly
Barbecue/Outdoor Cooking
US $9,992/Night
7 Nights - US $69,942
Apartment
- Lahaina
- ·
- Montage Kapalua Bay
- 0.04 mi to center
6 Bedrooms
8 Baths
22 Guests
5575.71 ft²
- Parking
- Spa
- Balcony/Terrace
View
US $9,797/Night
7 Nights - US $68,577
Apartment
- Lahaina
- ·
- Montage Kapalua Bay
- 0.06 mi to center
6 Bedrooms
8 Baths
18 Guests
6286.12 ft²
- Oceanfront
- Spa
- Ocean View
- Balcony/Terrace
US $9,508/Night
7 Nights - US $66,554
Apartment
- Lahaina
- ·
- Montage Kapalua Bay
- 0.11 mi to center
6 Bedrooms
8 Baths
20 Guests
5801.75 ft²
- Oceanfront
- Parking
- Spa
- Ocean View
US $9,477/Night
7 Nights - US $66,337
Apartment
- Lahaina
- ·
- Montage Kapalua Bay
- 0.09 mi to center
6 Bedrooms
8 Baths
16 Guests
5575.71 ft²
- Spa
- Balcony/Terrace
- View
Air Conditioner
US $9,268/Night
7 Nights - US $64,876
Top-Rated Vacation Rentals with a Pool in Plantation Estates
Over 1311+ Top-Rated Vacation Rentals with a Pool in or Near Plantation Estates
Condo
10.0Exceptional
(231 Reviews)
3 Bedrooms
2 Baths
6 Guests
1140 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $951/Night
7 Nights - US $6,660
Condo
10.0Exceptional
(135 Reviews)
2 Bedrooms
2 Baths
6 Guests
1644 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $618/Night
7 Nights - US $4,329
Condo
10.0Exceptional
(134 Reviews)
2 Bedrooms
3 Baths
4 Guests
1500 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,011/Night
7 Nights - US $7,079
Condo
10.0Exceptional
(131 Reviews)
1 Bedroom
1 Bath
4 Guests
617 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $372/Night
7 Nights - US $2,607
Condo
10.0Exceptional
(127 Reviews)
1 Bedroom
1 Bath
3 Guests
606 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $450/Night
7 Nights - US $3,147
Condo
10.0Exceptional
(114 Reviews)
2 Bedrooms
2 Baths
4 Guests
1790 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $477/Night
7 Nights - US $3,339
House
10.0Exceptional
(111 Reviews)
7 Bedrooms
7 Baths
28 Guests
6000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,824/Night
7 Nights - US $19,769
Condo
10.0Exceptional
(111 Reviews)
2 Bedrooms
2 Baths
6 Guests
1344 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $542/Night
7 Nights - US $3,792
New
Condo
10.0Exceptional
(105 Reviews)
2 Bedrooms
2 Baths
6 Guests
1064 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $920/Night
7 Nights - US $6,438
Pet-Friendly Vacation Rentals in Plantation Estates
Over 4+ Pet-Friendly Vacation Rentals in or Near Plantation Estates
Villa
4 Bedrooms
4 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $515/Night
7 Nights - US $3,604
Apartment
1 Bedroom
1 Bath
4 Guests
990.28 ft²
- Breakfast
- Pool
- Balcony/Terrace
- Air Conditioner
US $4,812/Night
7 Nights - US $33,684
Condo
9.8Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
4 Guests
1335 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $3,279/Night
7 Nights - US $22,955
Condo
3 Bedrooms
4 Baths
8 Guests
2906 ft²
- Breakfast
- Parking
- Pool
- Ocean View
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Large Vacation Homes & Villas in Plantation Estates
Over 565+ Large Vacation Homes & Villas in or Near Plantation Estates
House
10.0Exceptional
(91 Reviews)
4 Bedrooms
2 Baths
10 Guests
2250 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $1,867/Night
7 Nights - US $13,072
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
4 Baths
10 Guests
893.4 ft²
- Oceanfront
- Parking
- Spa
- Ocean View
US $1,022/Night
7 Nights - US $7,157
Villa
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,411/Night
7 Nights - US $9,874
New
Villa
10.0Exceptional
(26 Reviews)
1 Bedroom
2 Baths
4 Guests
1156 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $652/Night
7 Nights - US $4,567
Bed & Breakfast
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
11 Guests
368.66 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $388/Night
7 Nights - US $2,715
New
Villa
10.0Exceptional
(14 Reviews)
1 Bedroom
2 Baths
4 Guests
1156 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $542/Night
7 Nights - US $3,793
Villa
9.8Exceptional
(37 Reviews)
1 Bedroom
2 Baths
4 Guests
1156 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $543/Night
7 Nights - US $3,800
New
Villa
9.8Exceptional
(36 Reviews)
1 Bedroom
2 Baths
4 Guests
1156 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $503/Night
7 Nights - US $3,520
New
Villa
9.6Exceptional
(23 Reviews)
1 Bedroom
2 Baths
4 Guests
1156 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $450/Night
7 Nights - US $3,153
Wheelchair Accessible Vacation Homes in Plantation Estates
Over 104+ Wheelchair Accessible Vacation Homes in or Near Plantation Estates
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $661/Night
7 Nights - US $4,624
Resort
- Lahaina
- ·
- Montage Kapalua Bay
- 0.05 mi to center
9.8Exceptional
(5 Reviews)
20 Baths
40 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $4,530/Night
7 Nights - US $31,707
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $3,135/Night
7 Nights - US $21,948
Condo
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $679/Night
7 Nights - US $4,750
Apartment
9.4Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
376.74 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $224/Night
7 Nights - US $1,568
Condo
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $574/Night
7 Nights - US $4,017
Condo
9.8Exceptional
(107 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $530/Night
7 Nights - US $3,711
Condo
9.6Exceptional
(85 Reviews)
1 Bedroom
1 Bath
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $342/Night
7 Nights - US $2,393
Condo
9.6Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1730 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,381/Night
7 Nights - US $9,670
Plantation Estates Villas and Airbnb Homes Under $200
Over 16+ Plantation Estates Villas and Airbnb Homes Under $200
Condo
1 Bedroom
1 Bath
4 Guests
700 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $185/Night
7 Nights - US $1,296
House
8.1Excellent
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
333.68 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $126/Night
7 Nights - US $882
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
4090 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $190/Night
7 Nights - US $1,332
Villa
8.0Excellent
(1 Review)
1 Bedroom
2 Baths
4 Guests
- Oceanfront
- Breakfast
- Ocean View
- View
US $185/Night
7 Nights - US $1,295
Condo
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $168/Night
7 Nights - US $1,176
Condo
5.0Average
(1 Review)
1 Bedroom
2 Baths
5 Guests
- Pool
- Spa
- Ocean View
- Balcony/Terrace
US $199/Night
7 Nights - US $1,393
Condo
5.0Average
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $161/Night
7 Nights - US $1,127
Condo
4.7Average
(10 Reviews)
1 Bedroom
1 Bath
4 Guests
448 ft²
- Oceanfront
- Pool
- Ocean View
- View
US $141/Night
7 Nights - US $987
Condo
4.4Average
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
Wheelchair Accessible
Bedding/Linens
US $199/Night
7 Nights - US $1,393
Instantly Bookable Vacation Homes in Plantation Estates
Over 1179+ Instantly Bookable Vacation Homes in or Near Plantation Estates
Condo
9.4Exceptional
(40 Reviews)
2 Bedrooms
2 Baths
6 Guests
1335 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $786/Night
7 Nights - US $5,504
Apartment
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
4 Guests
602 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $343/Night
7 Nights - US $2,399
Condo
9.8Exceptional
(154 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $407/Night
7 Nights - US $2,849
Condo
10.0Exceptional
(95 Reviews)
1 Bedroom
2 Baths
2 Guests
1100 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $317/Night
7 Nights - US $2,219
Condo
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
4 Guests
1006 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $532/Night
7 Nights - US $3,723
Condo
9.8Exceptional
(36 Reviews)
2 Bedrooms
2 Baths
6 Guests
1335 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $805/Night
7 Nights - US $5,634
Condo
9.8Exceptional
(24 Reviews)
1 Bedroom
1 Bath
4 Guests
1100 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $340/Night
7 Nights - US $2,380
Condo
9.6Exceptional
(50 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $801/Night
7 Nights - US $5,608
Condo
9.4Exceptional
(40 Reviews)
3 Bedrooms
3 Baths
6 Guests
2300 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $692/Night
7 Nights - US $4,844
Book a Last Minute Place to Stay in Plantation Estates
About Plantation Estates Vacation Rentals
Explore more than 2105 vacation rentals available in Plantation Estates. 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 Plantation Estates.
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Plantation Estates, 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 Plantation Estates. The average room size in accommodations near Plantation Estates is 995.99 ft². Prices average US $1,408 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in Plantation Estates, 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 Plantation Estates
| Type | Count |
|---|---|
| Holiday Apartments | 549 |
| Vacation Homes | 188 |
| Villas | 125 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Plantation Estates
★ 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 Plantation Estates.
Weather in Plantation Estates, HI
View the weather forecast for Plantation Estates before booking your Plantation Estates 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
Frequently Asked Questions About Plantation Estates?
What are the top vacation rentals in Plantation Estates?
Currently, HawaiiVillas lists over 2105 properties in the Plantation Estates area for 2026, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in Plantation Estates.
- The Ultimate Oceanfront Experience. Tropical Luxury And Spectacular View
- Maui Magic A206 AC BEACHFRONT Napili Bay/ATTN: Cleaning fee added AFTER booking
- The Most Gorgeous OV Villa in Kapalua Sleeps 6
- Oceanfront Luxury Meets Maui Magic at Kapalua Bay Villas 23G4
- Romantic! Oceanfront Air Conditioned Condo #114
- PREMIERE location of Napili, with 118 EXCEPTIONAL REVIEWS!
- Napili Point | Oceanfront 2 BR, Sleeps 4 | Car Incl. w/6+ Nights | NAP-C31 by KBM
- Our spectacular slice of paradise…
- The #1 Vacation Rental on Maui! Steps to Maui's Best Beach! Pickle Ball Ct!
- Amazing Ocean View-Sleeps 6-Kapalua Golf Villa 21P-Cold Central AC-Spacious
How many vacation rentals have private pools in Plantation Estates?
Discover 31 vacation rentals featuring private pools near Plantation Estates. Highly-rated HawaiiVillas properties with swimming pool access include:
- A/C!15% Off Kahana Sunset 2BR/2BA Beautiful Condo Near Kaanapali Napili Kapalua
- Turtle Cove home
- NEW Construction! Just Steps from Maui's Best Beach!
- Kapalua Bay Villas With Stunning Elevated Views 1 BD/2BA
Which vacation homes in Plantation Estates are best for families?
If you're searching for a family-friendly vacation residence in Plantation Estates, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Plantation Estates:
- Kapalua Bay Villas | Ocean View 2 BR, Sleeps 6 | Car Incl. w/6+ Nights | KBV-14G4 by KBM
- Kapalua Bay Villa #33B2
- Kapalua Bay Villas Resort by KBM
How many Hawaii.Villas vacation rentals are available in Plantation Estates?
At present, HawaiiVillas showcases more than 2105 properties available in the Plantation Estates area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Plantation Estates.
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