Photo by Hawaii Visitors and Convention Bureau

Poipu holiday rentals

We found 1,864 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Poipu by choosing from 427 houses, 1188 flats and other holiday rentals. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and garden. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Poipu

Showing deals for:4 Dec - 11 Dec

A fully equipped chef’s kitchen with sub-zero fridge, gas range, and breakfast bar makes every meal a pleasure
This 5-bedroom villa blends luxury and island charm, with a private heated pool surrounded by lush tropical gardens
Enjoy a tropical rinse in the private outdoor shower
Sleep in island luxury & wake up to poolside paradise (Primary Bedroom)
Exceptional
(25 reviews)

Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+

Koloa

7% off
S$22,313
for 7 nights, 1 villa
S$3,188 per night
includes taxes & fees
Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+
Heat up in the Hot Tub and then cool off with a dip in the pool or hang at the new Tiki Bar!
Kai Lani Ocean Villa at twilight, watch the outdoor TV while in the hot tub OR hang at the new Tiki Bar! Located only 4 Houses away from Shipwreck Beach!
Sparkling Pool, Hot Tub right by the Outdoor TV & a Tiki Bar!
Belly up to the Tiki Bar for a Mai Tai with 'Akua' our Hawaiian Warrior Guardian of the Tiki Bar
Exceptional
(6 reviews)

Kai Lani Ocean View Villa • Pool, Tiki Bar & AC

Koloa

7% off
S$26,482
for 7 nights, 1 villa
S$3,783 per night
includes taxes & fees
Kai Lani Ocean View Villa • Pool, Tiki Bar & AC
main Livng Area
Interior
Driveway Accomodates Plenty of Vehicles
Private kitchen
Exceptional
(94 reviews)

3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.

Koloa

7% off
S$9,519
for 7 nights, 1 home
S$1,360 per night
includes taxes & fees
3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.
Dining and Living Room
Aerial View of Both VRBO Listings: 1104054
Living Room
Pool
Exceptional
(151 reviews)

5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access

Koloa

7% off
S$11,928
for 7 nights, 1 home
S$1,704 per night
includes taxes & fees
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Private kitchen
Pool
Lanai seating for 8.
Private kitchen
Exceptional
(82 reviews)

Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access

Koloa

7% off
S$7,974
for 7 nights, 1 apartment
S$1,139 per night
includes taxes & fees
Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access
Dining Room Upstairs
Living Room & Dining Room
Walking path in front of the house to Shipwreck Beach and The Grand Hyatt
Sheraton Laua
Exceptional
(10 reviews)

Amazing 3-bedroom house with AC in Bayview @ Poipu Kai - Ocean View

Koloa

7% off
S$7,231
for 7 nights, 1 home
S$1,033 per night
includes taxes & fees
Amazing 3-bedroom house with AC in Bayview @ Poipu Kai - Ocean View
Kiahuna Golf Village.
Great room with doors out to the lanai.
Pool is 5' deep to 3 1/2' feet deep.
Great room with doors out to the lanai.
Exceptional
(101 reviews)

Poipu 3 Bd/4BA~ Pool~on Golf Course~Mt/Ocean View~Beach

Koloa

7% off
S$7,540
for 7 nights, 1 home
S$1,077 per night
includes taxes & fees
Poipu 3 Bd/4BA~ Pool~on Golf Course~Mt/Ocean View~Beach
Living area
View from back patio.
Living Room
Poipu Kai pool
Wonderful
(106 reviews)

Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!

Koloa

7% off
S$7,048
for 7 nights, 1 home
S$1,007 per night
includes taxes & fees
Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!
Poipu Kai Report Pool and Hot Tub
Regency at Poipu Kai Report Entry
Regency at Poipu Kai Report Entry to Parking Lot
Dining Area 1
Exceptional
(61 reviews)

Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.

Koloa

7% off
S$3,998
for 7 nights, 1 apartment
S$571 per night
includes taxes & fees
Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.
Poipu Kai Resort
Tide Pools Restaurant at Grand Hyatt Poipu
Hot tub and hanging king-size bed
Poipu Kai hot tub and pool
Exceptional
(28 reviews)

Love Nest - Luxury Studio in tropical gardens with koi ponds, waterfalls

Koloa

7% off
S$3,176
for 7 nights, 1 apartment
S$454 per night
includes taxes & fees
Love Nest - Luxury Studio in tropical gardens with koi ponds, waterfalls
Living room
Beach
drone picture showing the path from our lanai to the Great Lawn and the beach
Pool
Exceptional
(165 reviews)

A/C installed & recently refurnished ground floor unit. 2 min. walk to the beach

Koloa

7% off
S$3,923
for 7 nights, 1 apartment
S$560 per night
includes taxes & fees
A/C installed & recently refurnished ground floor unit. 2 min. walk to the beach
Entry area
See VRBO 560338 - Across from Poipu Beach Park
Nihi Kai ocean frontage walkway.
Pool with ocean view.
Exceptional
(191 reviews)

Deluxe Poipu Beach Oceanview -Park Next to Door! No Stairs! A/C!

Koloa

5% off
S$4,133
for 7 nights, 1 apartment
S$590 per night
includes taxes & fees
Deluxe Poipu Beach Oceanview -Park Next to Door! No Stairs! A/C!
Beach
Pool
Interior
Golf
Exceptional
(12 reviews)

Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle

Koloa

8% off
S$4,396
for 7 nights, 1 apartment
S$628 per night
includes taxes & fees
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle
Pool with Waterslide
Unwind, sunbathe, or sip a drink—your lanai, your paradise
Island comfort inspired by the red lehua blossom
Relax in comfort after your Poʻipū adventures
Excellent
(11 reviews)

AMAZING location steps from the beach - Ohia Lehua Suite - AC, & PBAC included!

Koloa

5% off
S$3,898
for 7 nights, 1 apartment
S$557 per night
includes taxes & fees
AMAZING location steps from the beach - Ohia Lehua Suite - AC, & PBAC included!
Pool bar and grill serving food and drinks all day.
View of resort at sunset. Gorgeous...
Beautiful grounds at The Point at Poipu Resort, where this 2br would located.
BBQ area at resort.
Exceptional
(7 reviews)

OCEANFRONT Property, fresh towels daily, sand pool, cascading ponds, hiking path

Koloa

8% off
S$4,611
for 7 nights, 1 apartment
S$659 per night
includes taxes & fees
OCEANFRONT Property, fresh towels daily, sand pool, cascading ponds, hiking path
Living area
Dining on the lanai
Relax in  privacy  on the top floor....no one can walk in front of your lanai.
Smart TV, open dining area
Exceptional
(245 reviews)

Kiahuna Plantation partial OceanView,top floor,4 min walk to beach, pool,gym,+AC

Koloa

7% off
S$3,841
for 7 nights, 1 apartment
S$549 per night
includes taxes & fees
Kiahuna Plantation partial OceanView,top floor,4 min walk to beach, pool,gym,+AC
Exterior
Pool
Outdoor dining
Living area
Exceptional
(158 reviews)

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

Koloa

7% off
S$4,092
for 7 nights, 1 apartment
S$585 per night
includes taxes & fees
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Property grounds
Pool
Aerial shot looking east
Relax in the rock waterfall jacuzzi
Exceptional
(214 reviews)

Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

Koloa

7% off
S$7,036
for 7 nights, 1 villa
S$1,005 per night
includes taxes & fees
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!
View from Brenneckes restaurant.
Put your feet up and relax in the Trade winds after a long day of exploring.
Almost like a private pool surrounded by beautiful tropical flowers.
Large picture windows in the living room.
Exceptional
(37 reviews)

Hawaiian Chic Crater Retreat-Private crater oasis with a serene pool, near beach

Koloa

7% off
S$4,845
for 7 nights, 1 apartment
S$692 per night
includes taxes & fees
Hawaiian Chic Crater Retreat-Private crater oasis with a serene pool, near beach
Property grounds
Pool
Living area
Beach
Exceptional
(37 reviews)

Updated ocean view retreat near Poipu Beach; A/C, pool, gym and restaurants.

Koloa

7% off
S$3,942
for 7 nights, 1 apartment
S$563 per night
includes taxes & fees
Updated ocean view retreat near Poipu Beach; A/C, pool, gym and restaurants.
This photo of the building was taken from the dedicated parking space.
But I like to eat all my meals on the lanai.
I love the sounds--wind in the palm trees, children laughing at the pool.
The primary bedroom has AC, a king-sized bed, and a tv.
Exceptional
(142 reviews)

Kahala at Poipu Kai

Koloa

7% off
S$2,921
for 7 nights, 1 apartment
S$417 per night
includes taxes & fees
Kahala at Poipu Kai
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Poipu?
Condos are the most popular style of holiday rental in Poipu, according to our data. Even if you have a different vision in mind, Vrbo has properties in all sizes and shapes. Browse our options to find your ideal fit.
How much does it cost to rent a holiday rental in Poipu?
Different factors affect how much you pay for a holiday rental in Poipu, like the length of stay, season and type of property. Still, all our holiday homes have one thing in common — amazing value. Just add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Poipu?
Prices for beach houses in Poipu differ depending on the size and type of the property and time of year you're travelling. All you need to do is enter your travel dates into Vrbo and the number of guests to see available options and prices. From there you can use our filter tool to narrow your search results by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday rentals in Poipu?
Good news! Yes. You can pick from 1,460 holiday rentals that allow pets in Poipu. Several of our pet-friendly holiday rentals even have a garden for your fur baby to play around in, complimentary treats, special dog beds and proximity to parks. Apply the "Pets allowed" filter to find your pawfect digs on Vrbo.
Can I rent a house with a pool in Poipu?
Pack your swimsuit and inflatable flamingo, because there are 1,231 houses with a private pool in Poipu. Base yourself at one of these sought-after holiday rentals and every day will be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Poipu?
When it comes to rental amenities that guests are looking for in Poipu, a nearby river, an ocean view and a sauna rank the highest. With Vrbo holiday homes, you'll find options to fit your style and taste, whether you're taking a trip with family members, friends or even pets.
Are there large group holiday rentals in Poipu?
You'll find 102 holiday properties in Poipu that can sleep 10 or more guests. Whether you're planning a family trip or a special event, there's ample room to get your favourite people together under one roof.
Are there holiday rentals in Poipu that welcome kids?
Bring the entire family together for a memorable adventure in Poipu at one of our 1,460 family-friendly holiday properties. Lots of these stays offer amenities that are just perfect for trips with the kids, such as laundry facilities, bunk beds and entertainment areas. Just check the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Poipu?
There's a ton of fabulous things to do and see with the family in Poipu, such as:
  • Poipu Beach
  • Lawai Beach
  • Shipwreck Beach
Are there one-bedroom holiday rentals in Poipu?
There are 450 one-bedroom properties in Poipu to select from. A one-bedroom holiday property is an excellent choice if it's just the two of you or if you're travelling on your own. Toss in more convenience, privacy and space compared to a regular hotel, and you'll be sure to have a getaway to remember.
Can I find two-bedroom holiday rentals in Poipu?
Take your pick of 559 two-bedroom properties in Poipu. Give the kids the second room or maybe fill it with a couple of your nearest and dearest friends. There's space for whoever's fortunate enough to be joining your journey.
Are there holiday rentals with WiFi in Poipu?
Whether you'd like to keep up with the news, make a video call or surf social media, there are 412 holiday homes with WiFi in Poipu. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Poipu?
There are 973 holiday rentals with air conditioning in Poipu giving you that cooling breeze and extra level of comfort. Enter your preferred travel dates and then take advantage of our filter tool to look for stays with air conditioning.
How old do you have to be to rent a holiday rental in Poipu?
The minimum age can differ between properties on Vrbo, so be sure to check the rules of the holiday rental in Poipu you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Poipu for?
The amount of time you can book a Poipu holiday rental for is down to each property. Just put in your preferred travel dates to find available options offering longer term stays. They come with the things you need to make your extended trip more comfortable and enjoyable, like kitchens and air conditioning. Some Vrbo holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.

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