Book Holiday Homes in Kapaa

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Featured Holiday Homes in Kapaa

Tropical breezes, ocean view and sunny white sand beaches.

Tropical breezes, ocean view and sunny white sand beaches.

Kapaa HI
With a stay at this vacation home in Kapaa (Waipouli), you'll be steps from Waipouli Beach and 6 minutes by foot from Fuji Beach.
Opens in a new windowTropical breezes, ocean view and sunny white sand beaches.
Exquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8

Exquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8

Kapaʻa HI
With a stay at this vacation home in Kapaa (Waipouli), you'll be steps from Waipouli Beach and 6 minutes by foot from Fuji Beach.
Opens in a new windowExquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8
Sleeping Giant Cottage with Plunge Pool TNVC #1244

Sleeping Giant Cottage with Plunge Pool TNVC #1244

Kapaa HI
With a stay at this vacation home in Kapaa (Wailua Homesteads), you'll be within a 5-minute drive of Nounou Mountain and Opaekaa Falls.
Opens in a new windowSleeping Giant Cottage with Plunge Pool TNVC #1244
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Kauai Beach House for the Perfect Island Vacation

Kauai Beach House for the Perfect Island Vacation

Kapaa HI
With a stay at this vacation home in Kapaa (Waipouli), you'll be a 3-minute walk from Fuji Beach and 7 minutes by foot from Kapaa Shopping Center.
Opens in a new windowKauai Beach House for the Perfect Island Vacation
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 HI
With a stay at this vacation home in Kapaa (Waipouli), you'll be within a 15-minute drive of Nawiliwili Harbor and Wailua Beach.
Opens in a new windowWailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
Kapaa Shore Resort A207, Oceanfront, 2nd Floor, Cal King Bed, Wifi, AC

Kapaa Shore Resort A207, Oceanfront, 2nd Floor, Cal King Bed, Wifi, AC

Kapaa Hawaii
With a stay at this vacation home, you'll be centrally located in Kapaa, within a 15-minute drive of Nawiliwili Harbor and Waipouli Beach.
Opens in a new windowKapaa Shore Resort A207, Oceanfront, 2nd Floor, Cal King Bed, Wifi, AC
OCEANFRONT to Walking Path & Beach TVNC #1287

OCEANFRONT to Walking Path & Beach TVNC #1287

Kapaa HI
A stay at this vacation home places you in the heart of Kapaa, within a 5-minute walk of Kela's Glass Gallery and Kapa'a Beach Park.
Opens in a new windowOCEANFRONT to Walking Path & Beach TVNC #1287
Limited Weeks ON SALE NOW! Dazzling Oceanfront Views at Your Own Tropical Oasis

Limited Weeks ON SALE NOW! Dazzling Oceanfront Views at Your Own Tropical Oasis

Kapaa HI
With a stay at this vacation home in Kapaa (Waipouli), you'll be steps from Waipouli Beach and 3 minutes by foot from Fuji Beach.
Opens in a new windowLimited Weeks ON SALE NOW! Dazzling Oceanfront Views at Your Own Tropical Oasis
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 HI
With a stay at this vacation home in Kapaa (Waipouli), you'll be steps from Fuji Beach and 3 minutes by foot from Waipouli Beach.
Opens in a new windowLarge family home along the ocean and bike path in Kauai. Sleeps 7! TVNC #4247
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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
19 Holiday Homes
Lowest Price
AU$368
Highest Price
AU$607
Popular accommodation
Tropical breezes, ocean view and sunny white sand beaches., Exquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8, Sleeping Giant Cottage with Plunge Pool TNVC #1244, Kauai Beach House for the Perfect Island Vacation, Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool, Kapaa Shore Resort A207, Oceanfront, 2nd Floor, Cal King Bed, Wifi, AC, OCEANFRONT to Walking Path & Beach TVNC #1287, Limited Weeks ON SALE NOW! Dazzling Oceanfront Views at Your Own Tropical Oasis, Large family home along the ocean and bike path in Kauai. Sleeps 7! TVNC #4247

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$607 per night from 4 Jan to 5 Jan
AU$607
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Sheraton Kauai Coconut Beach Resort in Kapaa (Waipouli), you'll be within a 15-minute drive of Nawiliwili Harbor and Coconut Marketplace.
Opens in a new windowSheraton Kauai Coconut Beach Resort
Kauai Shores Hotel

Kauai Shores Hotel

3.5 out of 5
420 Papaloa Rd Kapaa HI
The price is AU$446 per night from 21 Jan to 22 Jan
AU$446
21 Jan - 22 Jan 2026
includes taxes & fees
With a stay at Kauai Shores Hotel in Kapaa (Waipouli), you'll be a 1-minute drive from Lae Nani Beach and 7 minutes from Lydgate Beach.
Opens in a new windowKauai Shores Hotel
Aston Islander on the Beach

Aston Islander on the Beach

3 out of 5
440 Aleka Place Kapaa HI
The price is AU$368 per night from 3 Jan to 4 Jan
AU$368
3 Jan - 4 Jan 2026
includes taxes & fees
With a stay at Aston Islander on the Beach in Kapaa (Waipouli), you'll be within a 15-minute drive of Nawiliwili Harbor and Coconut Marketplace.
Opens in a new windowAston Islander on the Beach
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Hotel Coral Reef

Hotel Coral Reef

2.5 out of 5
4-1516 Kuhio Highway Kapaa HI
Located in Kapaa, Hotel Coral Reef is on the beach, within a 5-minute walk of Ho'olalaea Waterfall and Kela's Glass Gallery.
Opens in a new windowHotel Coral Reef
Don't see what you're looking for?
See all available properties in Kapaa
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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.