Lanai Holiday Rentals
Condo
10.0Exceptional
(318 Reviews)
2 Bedrooms
2 Baths
6 Guests
1240 ft²
Hot Tub
Parking
Pool
Ocean View
R12,543/Night
7 Nights - R87,807
House
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.51 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
6 Guests
1194.79 ft²
- Hot Tub
- Parking
- Pool
Balcony/Terrace
R13,296/Night
7 Nights - R93,075
Condo
10.0Exceptional
(17 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Parking
- Pool
Spa
R9,617/Night
7 Nights - R67,319
Condo
10.0Exceptional
(286 Reviews)
1 Bedroom
1 Bath
2 Guests
938 ft²
Oceanfront- Hot Tub
- Parking
- Pool
R14,476/Night
7 Nights - R101,338
Apartment
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
688.89 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R10,269/Night
7 Nights - R71,885
Condo
10.0Exceptional
(234 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R12,651/Night
7 Nights - R88,560
Condo
10.0Exceptional
(233 Reviews)
2 Bedrooms
2 Baths
4 Guests
700 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R8,347/Night
7 Nights - R58,421
Condo
10.0Exceptional
(219 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R8,967/Night
7 Nights - R62,769
Condo
10.0Exceptional
(205 Reviews)
1 Bedroom
1 Bath
4 Guests
820 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R15,993/Night
7 Nights - R111,958
Luxury Holiday Rentals in Lanai
Over 9018+ Luxury Holiday Rentals in or Near Lanai
Condo
11 Bedrooms
11 Baths
28 Guests
- Balcony/Terrace
Kitchen
Internet
Child Friendly
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Condo
9 Bedrooms
9 Baths
28 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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Condo
8 Bedrooms
8 Baths
22 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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Condo
7 Bedrooms
7 Baths
22 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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Condo
7 Bedrooms
7 Baths
22 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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Condo
7 Bedrooms
7 Baths
22 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
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Hotel
2 Baths
Breakfast- Pool
- Balcony/Terrace
- Kitchen
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House
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.52 mi to center
1 Bedroom
4 Baths
10 Guests
3993.41 ft²
- Oceanfront
- Breakfast
- Ocean View
View
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Resort
3 Baths
8 Guests
2054 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
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Top-Rated Holiday Rentals with a Pool in Lanai
Over 6911+ The Best Private Villas and Holiday Rentals in Lanai with a Pool
Condo
10.0Exceptional
(222 Reviews)
4 Bedrooms
3 Baths
10 Guests
1600 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R19,340/Night
7 Nights - R135,373
Condo
10.0Exceptional
(209 Reviews)
3 Bedrooms
3 Baths
8 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R15,803/Night
7 Nights - R110,620
Condo
10.0Exceptional
(203 Reviews)
2 Bedrooms
2 Baths
6 Guests
1080 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R11,147/Night
7 Nights - R78,023
Apartment
10.0Exceptional
(201 Reviews)
1 Bedroom
1 Bath
4 Guests
585 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R10,019/Night
7 Nights - R70,129
Condo
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.73 mi to center
10.0Exceptional
(201 Reviews)
1 Bedroom
1 Bath
2 Guests
483 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R5,989/Night
7 Nights - R41,913
Condo
10.0Exceptional
(192 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
R6,143/Night
7 Nights - R43,000
Condo
10.0Exceptional
(189 Reviews)
3 Bedrooms
1 Bath
6 Guests
950 ft²
Private Pool- Oceanfront
- Hot Tub
- Breakfast
R20,522/Night
7 Nights - R143,652
Condo
10.0Exceptional
(188 Reviews)
1 Bedroom
1 Bath
2 Guests
523 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R8,259/Night
7 Nights - R57,819
Condo
10.0Exceptional
(185 Reviews)
1 Bedroom
1 Bath
4 Guests
796 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R7,785/Night
7 Nights - R54,491
Pet-Friendly Holiday Rentals in Lanai
Over 60+ Pet-Friendly Holiday Rentals in or Near Lanai
Condo
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R10,566/Night
7 Nights - R73,959
Resort
- Hawaii
- ·
- Lanai City
- 6.68 mi to center
9.9Exceptional
(25 Reviews)
32 Baths
111 Guests
719.89 ft²
Private Beach- Oceanfront
- Hot Tub
- Breakfast
R20,070/Night
7 Nights - R140,491
Apartment
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.81 mi to center
7.8Very Good
(20 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Breakfast
- Parking
- Pool
R8,530/Night
7 Nights - R59,709
Condo
9.8Exceptional
(54 Reviews)
1 Bedroom
1 Bath
6 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R10,833/Night
7 Nights - R75,832
Apartment
9.0Exceptional
(1 Review)
1 Bedroom
2 Baths
4 Guests
904.17 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R8,680/Night
7 Nights - R60,762
Villa
1 Bedroom
2 Baths
4 Guests
Air Conditioner- Internet
Pet Friendly- Child Friendly
R10,055/Night
7 Nights - R70,396
House
5 Bedrooms
5 Baths
8 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R14,506/Night
7 Nights - R101,538
Condo
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.58 mi to center
3 Bedrooms
2 Baths
6 Guests
1375 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R7,276/Night
7 Nights - R50,928
New
Apartment
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.69 mi to center
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R7,972/Night
7 Nights - R55,795
Large Holiday Rentals and Private Villas in Lanai
Over 1733+ Large Holiday Rentals and Private Villas in or Near Lanai
Villa
10.0Exceptional
(73 Reviews)
2 Bedrooms
2 Baths
9 Guests
1300 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R15,401/Night
7 Nights - R107,810
Apartment
10.0Exceptional
(2 Reviews)
12 Bedrooms
11 Baths
38 Guests
1048.01 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Breakfast
R7,946/Night
7 Nights - R55,628
House
9.8Exceptional
(147 Reviews)
6 Bedrooms
7 Baths
16 Guests
6500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R41,737/Night
7 Nights - R292,155
Villa
10.0Exceptional
(70 Reviews)
1 Bedroom
1 Bath
2 Guests
744 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R8,862/Night
7 Nights - R62,034
House
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
12 Guests
2551.05 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R53,689/Night
7 Nights - R375,814
Villa
10.0Exceptional
(39 Reviews)
2 Bedrooms
2 Baths
7 Guests
1175 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R33,259/Night
7 Nights - R232,814
Villa
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
1345 ft²
- Hot Tub
- Parking
- Pool
- Spa
R27,164/Night
7 Nights - R190,148
Villa
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
840 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R8,134/Night
7 Nights - R56,932
Villa
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
9 Guests
1250 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R25,247/Night
7 Nights - R176,735
Wheelchair Accessible Holiday Homes in Lanai
Over 3987+ Wheelchair Accessible Holiday Homes in or Near Lanai
Condo
10.0Exceptional
(184 Reviews)
2 Bedrooms
1 Bath
7 Guests
950 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
R20,550/Night
7 Nights - R143,853
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
495.14 ft²
- Parking
- Pool
- Air Conditioner
- Internet
R8,179/Night
7 Nights - R57,250
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R5,971/Night
7 Nights - R41,796
Condo
10.0Exceptional
(183 Reviews)
1 Bedroom
2 Baths
4 Guests
941 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R11,871/Night
7 Nights - R83,107
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
4 Guests
914.93 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R6,573/Night
7 Nights - R46,011
Condo
10.0Exceptional
(181 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R7,232/Night
7 Nights - R50,627
Condo
10.0Exceptional
(175 Reviews)
1 Bedroom
1 Bath
4 Guests
820 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R7,385/Night
7 Nights - R51,697
Condo
10.0Exceptional
(170 Reviews)
1 Bedroom
1 Bath
2 Guests
938 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R10,222/Night
7 Nights - R71,550
Condo
10.0Exceptional
(168 Reviews)
1 Bedroom
1 Bath
4 Guests
938 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R7,620/Night
7 Nights - R53,336
Lanai Private Villas and Holiday Homes Under $200
Over 195+ Lanai Private Villas and Holiday Homes Under $200
Condo
- Kaunakakai
- ·
- Ualapue
- 0.45 mi to center
10.0Exceptional
(55 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
R2,733/Night
7 Nights - R19,134
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
10.76 ft²
- Parking
- Pool
- Internet
- Child Friendly
R3,228/Night
7 Nights - R22,596
Condo
- Hawaii
- ·
- Kaunakakai
- 8.77 mi to center
7.0Very Good
(186 Reviews)
1 Bedroom
1 Bath
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
R2,827/Night
7 Nights - R19,786
Condo
- Hawaii
- ·
- Kaunakakai
- 8.58 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Ocean View
- View
- Internet
- Child Friendly
R2,963/Night
7 Nights - R20,739
Bed & Breakfast
- Lahaina
- ·
- Historic Lahaina Front Street
- 1.48 mi to center
9.5Exceptional
(192 Reviews)
1 Bedroom
1 Bath
2 Guests
258.33 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R2,158/Night
7 Nights - R15,103
Condo
- Kaunakakai
- ·
- Ualapue
- 0.44 mi to center
9.6Exceptional
(171 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R3,050/Night
7 Nights - R21,341
Condo
- Kaunakakai
- ·
- Ualapue
- 0.43 mi to center
9.4Exceptional
(48 Reviews)
1 Bedroom
1 Bath
4 Guests
604 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R3,108/Night
7 Nights - R21,759
Condo
9.2Exceptional
(51 Reviews)
1 Bedroom
1 Bath
3 Guests
560 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R3,129/Night
7 Nights - R21,893
Condo
1 Bedroom
1 Bath
3 Guests
500 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R3,337/Night
7 Nights - R23,365
Instantly Bookable Holiday Homes in Lanai
Over 5430+ Instantly Bookable Holiday Homes in or Near Lanai
Condo
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
10.0Exceptional
(177 Reviews)
1 Bedroom
1 Bath
5 Guests
1100 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R6,275/Night
7 Nights - R43,920
House
- Lahaina
- ·
- Historic Lahaina Front Street
- 1.10 mi to center
3 Bedrooms
3 Baths
12 Guests
3003.13 ft²
- Private Beach
- Parking
- Pool
- Ocean View
R16,391/Night
7 Nights - R114,734
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
- Parking
- Pool
- Ocean View
R6,926/Night
7 Nights - R48,486
Condo
10.0Exceptional
(167 Reviews)
2 Bedrooms
2 Baths
4 Guests
861 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R11,316/Night
7 Nights - R79,210
Condo
10.0Exceptional
(157 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
R8,169/Night
7 Nights - R57,183
Condo
10.0Exceptional
(153 Reviews)
2 Bedrooms
2 Baths
8 Guests
1315 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R16,316/Night
7 Nights - R114,216
Cottage
10.0Exceptional
(151 Reviews)
2 Bedrooms
2 Baths
4 Guests
1700 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R7,477/Night
7 Nights - R52,333
Condo
10.0Exceptional
(150 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R13,077/Night
7 Nights - R91,537
Condo
10.0Exceptional
(149 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
R7,953/Night
7 Nights - R55,678
Book a Last Minute Place to Stay in Lanai
About Casai's Private Villas and Holiday Rentals in Lanai
Discover more than 9027 vacation rentals available in Lanai. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Lanai.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Lanai, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Lanai. On average, places to stay near Lanai offer 871.27 ft², with nightly prices averaging R23,654.
With Casai, finding and comparing holiday rentals in Lanai is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Lanai
| Type | Count |
|---|---|
| Holiday Apartments | 1318 |
| Vacation Homes | 806 |
| Villas | 444 |
| Cottages | 23 |
Use these Quick Filters to Find a Holiday Rental in Lanai
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Lanai.
Weather in Lanai, HI
View the weather forecast for Lanai before booking your Lanai 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 Lanai, HI
Casai offers a large selection of top attractions around Lanai . Research things to do on your vacation before you visit Lanai.
Other Places to Stay in Lanai, HI
Frequently Asked Questions About Lanai?
What are the top holiday rentals in Lanai?
With numerous options available in Lanai, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Lanai:
- HOKULANI 436-CORNER UNIT 2BD/2BA w/OCEAN & MOUNTAIN VIEWS,505SQFT LANAI BALCONY
- Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
- Maui Resort Rentals: Hokulani 605 – Premier 6th-Floor Oceanview Penthouse | Closest 2BR Column to the Ocean!
- Our home burned down - NOT our VACATION RENTAL! It's our income! Come and enjoy!
- 3BD Oceanfront Retreat w/Lanai, Floor-to-Ceiling Views & Modern Kitchen - Honua Kai 825
- 5 Star Oceanview Studio-Honua Kai Resort Konea 437-Beach Access, Pools,
- Beautifully Updated Penthouse Condo with Direct Ocean Views
- Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool
- 🏖Gorgeous 2BD/2BA LUXURY CONDO, OVER 200 5 STAR REVIEWS, Updated 🏝🏖
- The Whaler 814, Black Rock, All 5 Stars. Ocean and Beachfront Views
How many holiday rentals have private pools in Lanai?
Discover a selection of holiday rentals with private pools near Lanai with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- G110 - Ground floor, close to ocean and all amenities, great view
- Lahaina-2bd/2bath at Aina Nalu next to Pool
- Vast Ocean View & 15% OFF!!
- Right on the BEACH! Luxury Penthouse 100% Oceanfront, On the Beach Sleeps 2
Which holiday homes in Lanai are best for families?
If you're searching for a family-friendly holiday home in Lanai, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Lanai:
- Kaanapali Ocean View Condo Top Floor Fully Renovated across from Whalers Village
- Mahana 307 · MA 307 OceanFront Condo w Pool AC
- Puunoa - CoralTree Residence Collection
How many Casai.co.za holiday rentals are available in Lanai?
As of 2026, Casai boasts over 9027 properties listed in the Lanai area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Lanai.
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