50 Best Kapaa Vacation rentals on Holiday Lettings - Condos

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1,195 Vacation rentals

(1) Very Good 

10

Kapaa Vacation home rental

Kauai / Kapaa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
This Condo has a Queen Bed with Air Conditioning in the Bedroom.  In-room amenities include air conditioning, cable television- 24" Flat Screen with HDMI in the Living Room and 20" in the bedroom, free high speed internet, private lanai, fresh linens, beach towels, full …see more

from $173 / night

$1,211 / week

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from $173 / night

(8) Excellent 

28

Cottage rental in Kapaa

Kauai / Kapaa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning
Kauai Vacation Rental Kapaa Downtown Location of `Ohi`a Kai Cottage TVNC 1354 Managed and operated by owners Bob and Marianne who are available 24/7 USA Hawaii Kauai Vacation Rental Coconut Coast Kapaa East Side and North Side between Honalei and Poipu. We are no …see more

from $115 / night

$750 - $820 / week

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from $115 / night

(6) Very Good 

25

Apartment rental in Kapaa with shared pool

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanview! Experience a Vacation of a Lifetime in this Exquisite Luxury VIP Oceanview Condo at #1 Ranked Waipouli Beach Resort & Spa offering stunning Direct Oceanviews from every room. Delight in watercolor sunrises, whale watching and romantic dinners on the lanai w …see more

from $249 / night

$1,743 - $3,465 / week

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avg. 43 minutes

from $249 / night

10

Home rental in Kapaa

Kauai / Kapaa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
The Wailua Bay View condominiums are unique in that each one features an ocean view from the private balcony. Fabulous shops at the Coconut Market Place, dining, and outdoor activities are all within a short walk along Kauai's "Coconut Coast". In-room amenities include …see more

from $173 / night

$1,211 / week

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from $173 / night

(12) Excellent 

26

Kapaa Vacation apartment accommodation

Kauai / Kapaa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
Oceanfront! Priceless and Tranquil Waipouli Beach Resort an Oceanfront 2 bedroom, 3 bath condo at the beautiful #1 Ranked Waipouli Beach Resort & Spa on the island of Kauai. There is Central AC in this condo as well as a full size washer and dryer for laundry! Enjoy …see more

from $295 / night

$2,065 - $3,465 / week

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avg. 43 minutes

from $295 / night

(7) Excellent 

28

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Kauai Calls! Premier Luxury Gorgeous Oceanview! One of the most gorgeous views of the resorts tropical grounds, the beach and the ocean during the day; and, at night the fire glow of the tiki torches reflecting in the pool and the moon reflecting on the ocean. An exce …see more

from $249 / night

$1,743 - $3,150 / week

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avg. 43 minutes

from $249 / night

(5) Excellent 

24

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
GORGEOUS OCEANVIEW 2 Bedroom, 3 Bathroom Condo at First Class Waipouli Beachfront Resort & Spa on Beautiful Kauai. There is Central AC in this condo as well as a full size washer and dryer for laundry! This exceptionally, well decorated 2 Bedroom, 3 Bath third floor C …see more

from $249 / night

$1,743 - $3,150 / week

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avg. 43 minutes

from $249 / night

(1) Excellent 

22

Vacation apartment rental

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanfront! Exquisite Luxury VIP Oceanfront Condo in highly desirable "A" Building at the #1 Ranked Waipouli Beach Resort & Spa on Beautiful Kauai offering stunning Direct Oceanfront views from every room with delightful watercolor sunrises, whale watching (November to …see more

from $330 / night

$2,310 - $4,165 / week

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avg. 43 minutes

from $330 / night

5

Kapaa Vacation home rental

Kauai / Kapaa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
The Wailua Bay View condominiums are unique in that each one features an ocean view from the private balcony. Fabulous shops at the Coconut Market Place, dining, and outdoor activities are all within a short walk along Kauai's "Coconut Coast". In-room amenities include …see more

from $173 / night

$1,211 / week

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from $173 / night

5

Vacation home in Kapaa

Kauai / Kapaa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
The Wailua Bay View condominiums are unique in that each one features an ocean front view from the private balcony. Fabulous shops at the Coconut Market Place, dining, and outdoor activities are all within a short walk along Kauai's "Coconut Coast". In-room amenities in …see more

from $182 / night

$1,274 / week

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from $182 / night

(6) Excellent 

24

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanfront! This is one of the most spectacular locations at Waipouli Beach Resort! This beautiful ground-level unit H-104 has spectacular views of the ocean and is just steps away from the pool AND the beach. Imagine you and your party sitting on your private lanai si …see more

from $325 / night

$2,275 - $3,150 / week

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avg. 43 minutes

from $325 / night

(3) Excellent 

18

Kapaa Vacation apartment rental

Kauai / Kapaa

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
NEW REMODELED Ground Floor, Corner Condo, 2 Bedrooms, 2 full Baths, with daybed (Sleeps 5). Beautifully remodeled, Lae Nani's best beachfront location, with only 25 steps to the sand. Ground floor Bldg 5 --the quiet side of Laenani-- with NO parking lot behind, and noth …see more

from $285 / night

$1,960 / week

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from $285 / night

(9) Very Good 

14

Vacation apartment in Kapaa

Kauai / Kapaa

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Serious inquiries only. We are charged for each one. Ask about discounts for Military, law enforcement, seniors, disabled, local stays. Kapaa Shore sits behind a coral beach boasting beautiful crashing waves. You'll enjoy lush, jungle like tropical grounds that includ …see more

from $127 / night

$889 / week

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from $127 / night

(7) Very Good 

26

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Kapaa Shore - Beachfront Resort on Kauai! Kapaa Shore Resort Unit 117 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental Recently renovated! New furnishings, bamboo wood floors, Tommy Bahama furnishings! **POOL HEATED! POOL DECK ENHANCED** Your Dream Vacation! 'Oce …see more

from $99 / night

$693 - $1,050 / week

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avg. 43 minutes

from $99 / night

16

Kapaa Vacation home rental

Kauai / Kapaa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
Ideally located on a mile-long white sandy beach, Pono Kai may be just the place you've been dreaming about for your Hawaii vacation. All one-bedroom fully furnished vacation condos feature a private lanai, fully-equipped kitchen, color cable TV with VCR & DVD, ceiling …see more

from $162 / night

$1,134 / week

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from $162 / night

(5) Very Good 

27

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanview! Resort lifestyle at its best at Kauai’s "Hidden Gem": Waipouli Beach Resort, with the only Fantasy Pool on the island, lush tropical grounds, the beach and the ocean just steps away. There is Central AC in this condo as well as a full size washer and dry …see more

from $179 / night

$1,253 - $2,065 / week

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avg. 43 minutes

from $179 / night

22

Vacation apartment rental

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Plantation Hale Suites Unit G4, Air Conditioned! Royal Coconut Coast, Wailua, Kauai Vacation Rental. *NEWLY REMODELED UNIT with New Queen bed and full size sofa sleeper. Sleeps 4. *Fully furnished rooms are smoke-free with complimentary wifi and parking *AC in living …see more

from $145 / night

$945 - $1,190 / week

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from $145 / night

31

Vacation apartment in Kapaa

Kauai / Kapaa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Kauai Kailani #308, Kapaa, Hawaii. Oceanfront Kauai vacation property located on Kauai’s Royal Coconut Coast. Recently renovated! 2 bedroom, 1.5 bath 3rd (top) floor Kauai vacation condo. **NOTE: 2nd bedroom is a den with sliding doors for privacy.** Full kitchen, ne …see more

from $190 / night

$1,225 - $1,750 / week

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from $190 / night

24

Vacation home in Kapaa

Kauai / Kapaa

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
Ideally located on a mile-long white sandy beach, Pono Kai may be just the place you've been dreaming about for your Hawaii vacation. All two-bedroom fully furnished vacation condos feature a private lanai, fully-equipped kitchen, color cable TV with VCR & DVD, ceiling …see more

from $243 / night

$1,701 / week

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from $243 / night

(1) Excellent 

11

Vacation home in Kapaa

Kauai / Kapaa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
Ideally located on a mile-long white sandy beach, Pono Kai may be just the place you've been dreaming about for your Hawaii vacation. All one-bedroom fully furnished vacation condos feature a private lanai, fully-equipped kitchen, color cable TV with VCR & DVD, ceiling …see more

from $205 / night

$1,435 / week

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from $205 / night

6

Vacation home in Kapaa

Kauai / Kapaa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
The Wailua Bay View condominiums are unique in that each one features an ocean front view from the private balcony. Fabulous shops at the Coconut Market Place, dining, and outdoor activities are all within a short walk along Kauai's "Coconut Coast". In-room amenities in …see more

from $173 / night

$1,211 / week

Inquire View

from $173 / night

24

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Plantation Sunny Hale with Air Conditioning! 3 Pools, 2 Hot Tubs, Shared BBQ's Free Parking Free Wi-Fi No Resort Fee Sunny Hale A-1 at Plantation Hale in the Coconut Marketplace! Bright and sunny living room with wonderful ocean breezes come through this unit! ONLY …see more

from $99 / night

$693 - $1,050 / week

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avg. 43 minutes

from $99 / night

(1) Excellent 

13

Apartment rental in Kapaa with shared pool

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Newest Listing! at Waipouli Beach Resort, Kauai - Trip Advisor Certificate of Excellence 5 Years in a Row! Beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 3rd floor, this w …see more

from $199 / night

$1,393 - $2,275 / week

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avg. 43 minutes

from $199 / night

(6) Excellent 

25

Apartment rental in Kapaa with shared pool

Kauai / Kapaa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
Newest Listing! at Waipouli Beach Resort, Kauai - Trip Advisor Certificate of Excellence! Beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 2nd floor, this well decorated 2 B …see more

from $189 / night

$1,323 - $2,275 / week

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avg. 43 minutes

from $189 / night

9

Vacation home in Kapaa

Kauai / Kapaa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
The Wailua Bay View condominiums are unique in that each one features an ocean view from the private balcony. Fabulous shops at the Coconut Market Place, dining, and outdoor activities are all within a short walk along Kauai's "Coconut Coast". In-room amenities include …see more

from $173 / night

$1,211 / week

Inquire View

from $173 / night

(1) Excellent 

24

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Aaahh! Kauai! Penthouse Ocean & Beach View in Oceanfront H Building - New Listing! Resort Living at its Best in this Penthouse Ultimate Luxury Condo Waipouli Beach Resort Ocean and Beach View, an Exceptional 2 bedroom 3 bath condo at the beautiful Waipouli Beach Reso …see more

from $299 / night

$2,093 - $4,165 / week

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avg. 43 minutes

from $299 / night

(13) Excellent 

26

Kapaa Vacation apartment rental

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Elegant Penthouse with Breathtaking Mountain with Bay Views from the Living Room and Balcony, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort on the beautiful island of Kauai. There is Central AC in this condo as well as a full size …see more

from $189 / night

$1,323 - $2,065 / week

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avg. 43 minutes

from $189 / night

(15) Excellent 

Certificate of Excellence

17

Kapaa Vacation condo rental

Kauai / Kapaa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our newly renovated condo in the updated Kauai Kailani complex is the perfect place to enjoy all that Kauai has to offer. Enjoy spectacular ocean views from the second floor lanai. Conveniently located on the Coconut Coast, this condo easily accommodates up to 4 people …see more

Certificate of Excellence

from $159 / night

$1,113 / week

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from $159 / night

52

Vacation apartment with shared pool, golf nearby in Kapaa

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
This Kauai vacation rental condo is rated A+ Superior and a Solid Gold Value! The condo received the Certificate of Excellence Award from TripAdvisor in 2014 and 2015. Beautiful ocean views await your entry to this well appointed one bedroom, one bath luxurious condom …see more

from $185 / night

$1,295 - $1,435 / week

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avg. 3 hours 6 minutes

from $185 / night

(32) Very Good 

21

Vacation apartment in Kapaa

Kauai / Kapaa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children
Coconut Grove Apartment, Village Manor #A21. Second floor, end unit. Waipouli, Kapa'a, Kauai Vacation Rental. Walk to the beach, shops and grocery stores. 2nd Floor end unit apartment. Coconut Grove View King size bed in the master bedroom (on the ocean side) Full si …see more

from $152 / night

$945 - $1,225 / week

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from $152 / night

(3) Excellent 

25

Kapaa Vacation apartment rental

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanfront! "Royal Oceanfront Jewel" Located In "A" Building Closest To The Ocean Oceanfront! Experience your dream vacation in this exquisiite condo, the "ROYAL OCEANFRONT JEWEL" of the newly built Waipouli Beachfront Resort & Spa featuring 2-acre fantasy pool, wate …see more

from $330 / night

$2,310 - $4,165 / week

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avg. 43 minutes

from $330 / night

24

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Plantation Hale H12 New Listing! Sleeping Giant Mountain View Condo with AC! One of the Best Decor at Plantation Hale! Enjoy this newly remodeled 1 bedroom Mountain View condo at Plantation Hale! Experience the view of Sleeping Giant (Nounou Mountain) from the livi …see more

from $119 / night

$833 - $1,113 / week

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avg. 43 minutes

from $119 / night

(3) Excellent 

25

Vacation apartment in Kapaa

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Gorgeous Pool View! The Experience: Exceptionally well decorated, featuring Tommy Bahama furnishings. There is Central AC in this condo as well as a full size washer and dryer for laundry! Come indulge your senses on the enchanting Garden Isle of Kauai and experienc …see more

from $229 / night

$1,603 - $2,450 / week

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avg. 43 minutes

from $229 / night

(7) Excellent 

26

Kapaa Vacation apartment rental

Kauai / Kapaa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanview! Enjoy a Vacation of a Lifetime in Paradise in this Newly Decorated Exquisite Luxury "Oceanview" Condo at #1 Ranked Waipouli Beach Resort & Spa offering stunning "Direct Oceanviews" from every room, with watercolor sunrises, whale watching and romantic dinner …see more

from $249 / night

$1,743 - $3,465 / week

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avg. 43 minutes

from $249 / night

(2) Excellent 

24

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Beautiful Garden & Partial Ocean View, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC in this condo as well as a full size washer and dryer for laundry! Enjoy Oasis on t …see more

from $169 / night

$1,183 - $2,065 / week

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avg. 43 minutes

from $169 / night

23

Vacation apartment in Kapaa

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Plantation Hale Suites Unit G5 Ground Floor, Air Conditioned Bedroom! Royal Coconut Coast, Wailua, Kauai Vacation Rental. *One bedroom, 1 bath with King bed in bedroom & queen sofa sleeper. *Sleeps 5. *Complimentary Long Distance Calling to the US & Canada. *Fully furn …see more

from $131 / night

$845 - $1,190 / week

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from $131 / night

(5) Excellent 

25

Vacation apartment in Kapaa

Kauai / Kapaa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanfront! Resort Living at its Best in this Ultimate Luxury Condo Waipouli Beach Resort Oceanfront an Extraordinary Oceanfront 2 bedroom 3 bath condo at the beautiful Waipouli Beach Resort & Spa on the island of Kauai named Hawaii’s #1 Resort by Expedia Insiders Sele …see more

from $295 / night

$2,065 - $3,465 / week

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Responds fast!
avg. 43 minutes

from $295 / night

(9) Excellent 

25

Kapaa Vacation apartment rental

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanfront! Live the Dream! Ultra Luxury "Beachfront" Ground Floor Unit A104 at Waipouli Beach Resort & Spa offering stunning full oceanfront views from every room, with watercolor sunrises, whale watching and romantic dinners on the lanai with a 180 degree lush green …see more

from $349 / night

$2,443 - $4,165 / week

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avg. 43 minutes

from $349 / night

(4) Very Good 

26

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Penthouse Oceanfront THE BEST OF THE BEST! This Penthouse Royal Oceanfront Condo is highest classification at this resort! There is Central AC in this condo as well as a full size washer and dryer for laundry! Oceanfront Penthouse view. Watch and hear the surf as …see more

from $330 / night

$2,310 - $4,165 / week

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avg. 43 minutes

from $330 / night

(31) Very Good 

28

Vacation home in Kapaa

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Hale Hololani "Heavenly Home", Air Conditioned Kapa'a Beach Home steps from "Baby Beach" View the moon rise, sun rise, whales during season from your private beach home. Outdoor Gas BBQ Grill, Outdoor Shower. Complimentary wifi! Central Air Conditioning. Walk to shops …see more

from $399 / night

$2,205 - $3,465 / week

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from $399 / night