Book Holiday Homes in Kapaa

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Kapaa

Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool

Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool

Kapaa
With a stay at this vacation home in Kapaa (Wailua House Lots), you'll be within a 15-minute drive of Nawiliwili Harbor and Nawiliwili Bay.
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
Oceanfront Hawaiian-Style Cottages :: Optional Guest Cottage

Oceanfront Hawaiian-Style Cottages :: Optional Guest Cottage

Kapaa
When you a stay at this vacation home in Kapaa, you'll be on the beach, within a 5-minute walk of Waipouli Beach and Fuji Beach.
Oceanfront Hawaiian-Style Cottages :: Optional Guest Cottage
Kauai Beach House for the Perfect Island Vacation

Kauai Beach House for the Perfect Island Vacation

Kapaa
With a stay at this vacation home in Kapaa, you'll be a 3-minute walk from Fuji Beach and 7 minutes by foot from Kapaa Shopping Center.
Kauai Beach House for the Perfect Island Vacation
Save an average of 15% on thousands of hotels when you're signed in
NEW Charming Kapaa Cottage - 1 Block to the Beach!

NEW Charming Kapaa Cottage - 1 Block to the Beach!

KAPAA
With a stay at this vacation home in Kapaa, you'll be by the sea, within a 15-minute drive of Nawiliwili Harbor and Lae Nani Beach.
NEW Charming Kapaa Cottage - 1 Block to the Beach!
Beautiful 3 Bed Home in the Wailua Rise Estates, TVNC 1079, 377/night for four

Beautiful 3 Bed Home in the Wailua Rise Estates, TVNC 1079, 377/night for four

Kapaa
With a stay at this vacation home in Kapaa (Wailua Homesteads), you'll be a 4-minute walk from Iraivan Temple and 10 minutes by foot from Kaua'i's Hindu ...
Beautiful 3 Bed Home in the Wailua Rise Estates, TVNC 1079, 377/night for four
Large family home along the ocean and bike path in Kauai.  Sleeps 7!  TVNC #4247

Large family home along the ocean and bike path in Kauai. Sleeps 7! TVNC #4247

Kapaa
When you a stay at this vacation home in Kapaa, you'll be on the beach, within a 5-minute walk of Fuji Beach and Waipouli Beach.
Large family home along the ocean and bike path in Kauai. Sleeps 7! TVNC #4247
GORGEOUS OCEANFRONT CONDO W/AMAZING VIEWS - Waipouli A204

GORGEOUS OCEANFRONT CONDO W/AMAZING VIEWS - Waipouli A204

Kapaa
With a stay at this vacation home in Kapaa, you'll be on the beach, just a 4-minute walk from Ho'olalaea Waterfall and 5 minutes by foot from Kela's Glass ...
GORGEOUS OCEANFRONT CONDO W/AMAZING VIEWS - Waipouli A204
2 Bed Cottage Along Beach and Bike Path in Kauai. Awesome Location! TVNC #4288

2 Bed Cottage Along Beach and Bike Path in Kauai. Awesome Location! TVNC #4288

Kapaa
Located in Kapaa, this vacation home is by the sea, within a 5-minute walk of Fuji Beach and Waipouli Beach.
2 Bed Cottage Along Beach and Bike Path in Kauai. Awesome Location! TVNC #4288
New Listing! Charming Kapa'a Garden Cottage

New Listing! Charming Kapa'a Garden Cottage

KAPAA
With a stay at this vacation home in Kapaa, you'll be on the beach, within a 15-minute drive of Nawiliwili Harbor and Lae Nani Beach.
New Listing! Charming Kapa'a Garden Cottage
Don't see what you're looking for?
See all available properties in Kapaa
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Kapaa Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kapaa vacation homes are the perfect way for you to wing it.

Holiday houses in Kapaa let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kapaa in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kapaa adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kapaa with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kapaa vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Kapaa Holiday Homes essential information

Accommodation
23 Holiday Homes
Lowest Price
AU$417
Highest Price
AU$648
Popular accommodation
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool, Oceanfront Hawaiian-Style Cottages :: Optional Guest Cottage, Kauai Beach House for the Perfect Island Vacation, NEW Charming Kapaa Cottage - 1 Block to the Beach!, Beautiful 3 Bed Home in the Wailua Rise Estates, TVNC 1079, 377/night for four, Large family home along the ocean and bike path in Kauai. Sleeps 7! TVNC #4247, GORGEOUS OCEANFRONT CONDO W/AMAZING VIEWS - Waipouli A204, 2 Bed Cottage Along Beach and Bike Path in Kauai. Awesome Location! TVNC #4288, New Listing! Charming Kapa'a Garden Cottage

Top trending hotels in Kapaa

Sheraton Kauai Coconut Beach Resort

Sheraton Kauai Coconut Beach Resort

4 out of 5
650 Aleka Loop, Kapaa, HI
Fully refundableReserve now, pay when you stay
The price is AU$648 per night from 20 Apr to 21 Apr
AU$648
includes taxes & fees
20 Apr - 21 Apr
With a stay at Sheraton Kauai Coconut Beach Resort in Kapaa, you'll be on the beach, within a 15-minute drive of Nawiliwili Harbor and Coconut Marketplace.
Sheraton Kauai Coconut Beach Resort
Kauai Shores Hotel

Kauai Shores Hotel

3.5 out of 5
420 Papaloa Rd, Kapaa, HI
Fully refundableReserve now, pay when you stay
The price is AU$448 per night from 7 Apr to 8 Apr
AU$448
includes taxes & fees
7 Apr - 8 Apr
Located in Kapaa, Kauai Shores Hotel is by the ocean, just a 4-minute walk from Lae Nani Beach and a 4-minute drive from Lydgate Beach.
Kauai Shores Hotel
The ISO by Castle

The ISO by Castle

3.5 out of 5
4-796 Kuhio Hwy, Kapaa, HI
Fully refundable
The price is AU$433 per night from 8 Apr to 9 Apr
AU$433
includes taxes & fees
8 Apr - 9 Apr
Located in Kapaa, The ISO by Castle is by the ocean, within a 5-minute drive of Waipouli Beach and Coconut Marketplace.
The ISO by Castle
Save an average of 15% on thousands of hotels when you're signed in
Aston Islander on the Beach

Aston Islander on the Beach

3 out of 5
440 Aleka Place, Kapaa, HI
Fully refundableReserve now, pay when you stay
The price is AU$417 per night from 6 Apr to 7 Apr
AU$417
includes taxes & fees
6 Apr - 7 Apr
With a stay at Aston Islander on the Beach in Kapaa, you'll be on the beach, within a 15-minute drive of Nawiliwili Harbor and Coconut Marketplace.
Aston Islander on the Beach
Don't see what you're looking for?
See all available properties in Kapaa
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.