50 Best Kapaa Vacation rentals on Holiday Lettings - Condos

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1,166 Vacation rentals

(1) Excellent 

22

Vacation studio with shared pool in Kapaa

Kauai / Kapaa

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
BEST of the BEST Direct Oceanfront Studio Condo - Air Conditioned! Islander on the Beach Oceanfront! No resort fee! Stunning Oceanfront Paradise! This Stunning Oceanfront Studio Condo at the Islander is located on the second floor. Truly Paradise with warm tropical …see more

from $139 / night

$973 - $1,225 / week

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avg. 1 hour 13 minutes

from $139 / 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
Great Property 5 STARS I really enjoyed this unit. The fixtures were very nice and there was plenty of space for my family. It felt like home. I would definitely stay here again. Date of arrival April 16, 2018 GORGEOUS OCEANVIEW 2 Bedroom, 3 Bathroom Condo at First C …see more

from $249 / night

$1,743 - $3,150 / week

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Responds fast!
avg. 1 hour 13 minutes

from $249 / 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. 1 hour 13 minutes

from $330 / 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 $239 / night

$1,673 - $2,275 / week

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avg. 1 hour 13 minutes

from $239 / 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. 1 hour 13 minutes

from $330 / night

(8) Excellent 

25

Apartment rental in Kapaa with shared pool

Kauai / Kapaa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Luxury Garden, two bedroom, three bathroom Ground Floor Condo at this Beachfront Resort located in a quiet tropical garden setting. Perfect for couples or families! just steps to the sandy beach, heated pool with water slides, sandy bottom jacuzzis, and sandy beach pool …see more

from $199 / night

$1,393 - $2,275 / week

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avg. 1 hour 13 minutes

from $199 / 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 Cottage: Ideal for family, multi-generational, or couples traveling together. Spacious, breezy, tropical "home away from home." shave ice, seaside bicycles, and trendy shopping. Conveniently located a block from the ocean, halfway between K …see more

from $135 / night

$850 - $920 / week

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from $135 / night

(6) Excellent 

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
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 $229 / night

$1,603 - $2,275 / week

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avg. 1 hour 13 minutes

from $229 / night

(55) Excellent 

Certificate of Excellence

34

Apartment rental in Kapaa

Kauai / Kapaa

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
My property may show available but please allow me to confirm these dates prior to a reservation request or organizing your flights since your desired dates may create gaps of less than a week on either side of your stay that are difficult to fill.. This is a magnificen …see more

Certificate of Excellence

from $375 / night

$2,300 - $3,800 / week

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from $375 / night

(14) Excellent 

26

Kapaa Vacation apartment accommodation

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $329 / night

$2,303 - $3,465 / week

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avg. 1 hour 13 minutes

from $329 / night

24

Vacation home 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 Hale A5 New Listing! Garden View Condo with AC! Newly Decorated Plantation "Orchid Hale"! Enjoy this 1 bedroom Garden View condo at Plantation Hale! Sleep well in the comfortable double beds in the bedroom, complete with a flat screen TV. The living room a …see more

from $99 / night

$693 - $1,225 / week

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avg. 1 hour 13 minutes

from $99 / night

(3) Very Good 

19

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
Mountain View! This resort is spectacular! 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 wel …see more

from $199 / night

$1,393 - $2,275 / week

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Responds fast!
avg. 1 hour 13 minutes

from $199 / 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 a Beautiful Mountain View from the Living Room and a Bay View from the Lanai/balconey, 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 wel …see more

from $189 / night

$1,323 - $2,065 / week

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avg. 1 hour 13 minutes

from $189 / night

(5) Excellent 

24

Vacation cottage in Kapaa

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
Wailua Riverside Tree Top Cottage! As featured on TV Sonoran Living Live This is a perfect place to experience the real Kauai in a residential setting with views of the Wailua River and one block from Wailua Beach. TVNP #1293, Hawaii Tax ID: GE-*******-7232-01 and TA …see more

from $145 / night

$1,015 - $1,113 / week

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avg. 1 hour 13 minutes

from $145 / 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 $179 / night

$1,253 - $2,065 / week

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avg. 1 hour 13 minutes

from $179 / 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. 1 hour 13 minutes

from $99 / night

(4) Excellent 

24

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
Our Most Popular Garden View! This well decorated, Luxury condo is ideal for Families! A two Bedroom/three Bath condo located on the ground floor with easy pool, beach and garden access and a view of the beautiful mountains. Enjoy your evening meal on the private cover …see more

from $199 / night

$1,393 - $2,275 / week

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Responds fast!
avg. 1 hour 13 minutes

from $199 / 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. 1 hour 13 minutes

from $249 / night

(17) 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

25

Vacation home in Kapaa

Kauai / Kapaa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
At Wailua Bay View, you'll find a place to relax, let go and get in tune. The view from the lanai of grass, palm trees, beach, and ocean, is truly awe-inspiring - not to mention the sound of the surf resounding up from the shore. And the shared pool area is the perfect …see more

from $148 / night

$1,036 / week

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avg. 3 hours 46 minutes

from $148 / night

13

Vacation studio with shared pool in Kapaa

Kauai / Kapaa

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
We proudly present the islander on the beach located on the famed coconut coast of Kauai. Resort is situated on six beautiful ocean front acres. The ground floor unit allows access directly off lanai with short stroll to the beach, lush gardens, nearby pool and Jacuzzi …see more

from $89 / night

$623 / week

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avg. 3 hours 28 minutes

from $89 / night

(2) Excellent 

18

Kapaa Vacation apartment rental

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Unit #343 is third floor (Top Floor) ocean view unit with the pool in the foreground and ocean in the background. Private, up and away for better vantage point being on the top floor. Nice location in the complex! We have many units at the complex and can combine sta …see more

from $109 / night

$700 - $1,100 / week

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avg. 1 hour 10 minutes

from $109 / night

(1) Very Good 

13

Vacation condo rental

Kauai / Kapaa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Islander at the Beach Ocean and garden view studio condo is the perfect Kauai retreat. Second floor unit next to pool spa and Tiki bar has islander at the Beach Ocean studio condo is the perfect Kauai retreat. Second floor unit next to pool spa and Tiki bar has easy …see more

from $110 / night

$770 / week

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Responds fast!
avg. 3 hours 20 minutes

from $110 / night

(1) Excellent 

22

Vacation home in Kapaa

Kauai / Kapaa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Welcome to Oceanfront Rhythm! This cozy home has views and sounds of the Pacific all throughout the home. It is right across from Baby Beach and a 5 minute walk away to downtown Kapaa. It's location is perfect for shopping, dining out, or beach-hopping. It's bigger sep …see more

from $325 / night

$2,275 / week

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Responds fast!
avg. 3 hours 32 minutes

from $325 / 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 with elevator Kauai vacation condo. **NOTE: 2nd bedroom is a den with sliding doors for privacy.** Fu …see more

from $190 / night

$1,225 - $1,750 / week

Inquire View

from $190 / night

(6) 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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Responds fast!
avg. 1 hour 13 minutes

from $179 / night

(15) Excellent 

24

Apartment rental in Kapaa with golf nearby

Kauai / Kapaa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
This gorgeous oceanfront, two bedroom, two bath condo at Lae Nani in Kapaa is the perfect place to relax and enjoy yourself with friends and family. Private, top floor unit (no one above you), featuring high ceilings, a breathtaking ocean view from our spacious Lanai, w …see more

from $275 / night

$1,849 - $1,979 / week

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avg. 1 hour 49 minutes

from $275 / 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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avg. 3 hours 24 minutes

from $127 / 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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Responds fast!
avg. 1 hour 13 minutes

from $349 / night

18

Kapaa Vacation apartment rental

Kauai / Kapaa

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
We proudly present our custom designed, one bedroom condominium located on Kauai's Tropical Coconut Coast, the home of Ancient Hawaiian Royalty. Your private, garden view, very quiet condominium(across from Bett Midler's private Reserve) is located less than 100 yards …see more

from $135 / night

$945 / week

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Responds fast!
avg. 2 hours 0 minutes

from $135 / night

(4) Very Good 

10

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

4 3 nights min

  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Islander at the Beach Ocean Front studio condo is the perfect Kauai retreat. Ground floor corner unit next to pool spa and Tiki bar has easy access to beach. This unit has Queen size bed and sofa sleeper. This condo is newly remodeled. Travertine floors and granite cou …see more

from $119 / night

$775 / week

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Responds fast!
avg. 2 hours 38 minutes

from $119 / 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. 1 hour 13 minutes

from $325 / night

(4) Very Good 

24

Kapaa Vacation villa rental

Kauai / Kapaa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Your Dream Vacation in Paradise! Royal Beachfront Penthouse Villa an exquisite Ocean Front Villa, our Newest Listing! Located in Oceanfront A Building, the most desired building at Waipouli Beach Resort on Beautiful Kauai. This Beachfront/Oceanfront Penthouse Villa b …see more

from $330 / night

$2,310 - $4,550 / week

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avg. 1 hour 13 minutes

from $330 / night

(29) Excellent 

23

Vacation cottage in Kapaa

Kauai / Kapaa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 mi
  • Private garden
The Secret Garden Room was listed in the Lonely Planet travel guide as one of the BEST HOMESTAYS on the East side of Kauai. A clean, cozy, comfortable room for two, it offers an incredible garden, a manmade waterfall and koi pond right outside the room's glass sliders. …see more

from $135 / night

$945 / week

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from $135 / 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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Responds fast!
avg. 1 hour 13 minutes

from $99 / night

(4) 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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Responds fast!
avg. 1 hour 13 minutes

from $229 / night

(1) Excellent 

35

Kapaa Vacation condo rental

Kauai / Kapaa

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Comfortable, nicely decorated condo with accommodations for up to 6. Well equipped full kitchen and BBQ grills by the pool for leisurely evenings after a day at the beach. Large lanai provides fresh trade wind breeze. 200 yard trail to beach. The Coconut Marketplace i …see more

from $120 / night

$830 / week

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from $120 / night

(8) Very Good 

12

Vacation apartment with shared pool in Kapaa

Kauai / Kapaa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Thanks for looking at my rental. This is a timeshare I own and it is best if your stay starts on a Wednesday or Saturday to make it easier for a booking. PLEASE check with me to make sure I can book the room before you put a deposit down. I have a two month lead time t …see more

from $220 / night

$1,540 / week

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Responds fast!
avg. 44 minutes

from $220 / night

24

Vacation home in Kapaa

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Switch over to island time with a stay in this welcoming Kapaa condo. You'll have easy access to the beach, perks like a shared pool and hot tub, and all the modern amenities you need to stay comfy. This home lies on Kauai Island's eastern coast, only a short walk from …see more

from $107 / night

$749 / week

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avg. 3 hours 46 minutes

from $107 / night

27

Kapaa Vacation studio rental

Kauai / Kapaa

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
As soon as you step out onto this condo's oceanfront lanai, you'll know you've arrived in paradise! The waves set the backdrop for your stay here, and the shared pool and hot tub ensure you enjoy the best of island life. Head down to the sand with your boogie board and …see more

from $75 / night

$525 / week

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avg. 3 hours 46 minutes

from $75 / night