50 Best Kauai Vacation rentals on Holiday Lettings - House rentals

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958 Vacation rentals

(24) Excellent 

31

Hanalei Vacation home rental

Kauai / Hanalei

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Stay in our private home in Princeville Kauai at a fraction of what a hotel costs! Three bedrooms, 2 baths, open living room with dining room and full kitchen. The kitchen is fully equipped for eating in, plus we have 2 large lanais for outdoor dining overlooking the m …see more

from $230 / night

$1610 / week

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avg. 3 hours 7 minutes

from $230 / night

(3) Very Good 

28

Vacation apartment rental

Kauai / Poipu

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Paradise Found! Secluded End Unit,#331, Partial Ocean View. Quiet, perfect retreat,pristine beaches,stunning garden paradise. Tastefully decorated condo home with lofted ceilings,louvered windows,gleaming new wood floors,large tile entry hall and kitchen update …see more

from $170 / night

$1050 / week

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Responds fast!
avg. 2 hours 23 minutes

from $170 / night

27

Koloa Vacation apartment rental

Kauai / Koloa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Quiet,end unit perfect retreat,pristine beaches,stunning garden paradise. Unit 331 on bldg.39 Tastefully decorated condo with lofted ceilings,louvered windows,gleaming new floors,large tile entry hall and kitchen,update granite counter tops in kitchen and bath T …see more

from $159 / night

$992 / week

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avg. 2 hours 23 minutes

from $159 / night

16

Condo rental in Poipu

Kauai / Poipu

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
A little slice of paradise - Our unit is #227 in building #35. It is a top floor, one bedroom condo, with a lofted ceiling. The bedroom has a comfortable king size bed and the living room couch converts to a comfortable queen size bed. The condo is perfect for 2 guests. …see more

from $199 / night

$1393 - $1575 / week

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from $199 / night

19

Vacation condo with shared pool, golf nearby in Princeville

Kauai / Princeville

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Fully remodeled quality top floor luxury laid back tropical condo. All furnishings & decor coordinated professionally. Full kitchen & quality cooking appliances & supplies. Relax & enjoy quiet & views from 2 lanais. Everything in condo needed for your special Hawaii …see more

from $145 / night

$1000 / week

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from $145 / 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

$1743 - $3500 / week

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avg. 44 minutes

from $249 / night

(3) Very Good 

23

Vacation studio rental

Kauai / Princeville

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Ask about children
Short Walk to Spectacular Beaches Royal View "Secret Princess" Princeville Studio Secret Princess Studio - Perfect for Honeymoon & Anniversary Couples Call Now! 1-*******-2403 Toll Free! ***Trip Advisor Guest Comment*** "Wonderful!" The unit was clean and well equ …see more

from $89 / night

$623 - $735 / week

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avg. 44 minutes

from $89 / night

(5) Excellent 

84

Vacation home in Anahola

Kauai / Anahola

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
This is the orginal site of " Gilligans Island". A gem of a property perched up on a bluff, steps away from a golden sand beach with panoramic views of a beautiful tear dropped Bay. It is hard to take your eyes off of the spectacular "one of a kind" living reef just …see more

from $325 / night

$2093 - $3493 / week

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avg. 2 hours 48 minutes

from $325 / 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

$2310 - $4165 / week

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avg. 44 minutes

from $330 / night

(4) Excellent 

Certificate of Excellence

18

Poipu Vacation condo rental

Kauai / Poipu

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Your first floor oasis is right next to one of two private pools at Makanui resort. You can see the pool outside the kitchen window pic. The condo is 1090 sq. ft. and offers a fully equip kitchen, king size bed, new couch (2/2016), queen size auto inflate air mattress, …see more

Certificate of Excellence

from $149 / night

$1078 / week

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Responds fast!
avg. 41 minutes

from $149 / night

(4) Excellent 

26

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

$1743 - $3150 / week

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avg. 44 minutes

from $249 / 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
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 $189 / night

$1323 - $2275 / week

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avg. 44 minutes

from $189 / night

(6) 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 - $1050 / week

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avg. 44 minutes

from $99 / night

(2) Excellent 

24

Vacation apartment rental

Kauai / Princeville

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Ask about children
Short Walk to Spectacular Beaches! Perfect for Honeymoon & Anniversary Couples Royal View "SWEET DREAMS" Princeville Condo "We stayed at the Hale Moi condos in Princeville, specifically unit #213. Excellent value, and beautiful accomodations. The units (sides A+B) …see more

from $99 / night

$693 - $875 / week

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avg. 44 minutes

from $99 / night

(6) 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

$1743 - $3150 / week

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avg. 44 minutes

from $249 / night

(25) Excellent 

12

Apartment rental in Kapaa

Kauai / Kapaa

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A view from the top! F403 is a located on the top floor of the resort overlooking a tropical coco palm grove that made the Coconut Coast famous. Partial ocean views and sweeping mountain views of "Sleeping Giant" can be seen from the balcony. Our luxurio …see more

from $245 / night

$1645 - $1715 / week

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avg. 2 hours 11 minutes

from $245 / night

(2) Excellent 

11

Vacation home in Haena

Kauai / Haena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
Exotic and unique in our Collection of Kauai vacation rentals, this pristine home sits on a acre of land in Haena and was imported from Vietnam and made entirely of bamboo. It’s outfitted with all the modern necessities. Perched high amongst the trees in a quiet residen …see more

from $395 / night

$2765 / week

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from $395 / night

(4) Very Good 

25

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
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. Waipouli Beach Resort B103 - 2 bdm, 3 bath Special Exclus …see more

from $229 / night

$1603 - $2450 / week

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avg. 44 minutes

from $229 / night

(7) 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 $149 / night

$1043 / week

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Responds fast!
avg. 3 hours 16 minutes

from $149 / night

(5) 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

$2275 - $3150 / week

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avg. 44 minutes

from $325 / night

(8) 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

$2443 - $4165 / week

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avg. 44 minutes

from $349 / night

(4) Excellent 

25

Vacation home in Anini

Kauai / Anini

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
This property is located across the street from Anini Beach. Known for it's, beautiful, calm, coral reef protected waters, this uncrowded beach is ideal for families, snorkeling, kayaking, wind surfing, fishing, and stand up paddling. Upon entering, you'll be welcomed i …see more

from $440 / night

$2800 - $3500 / week

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avg. 24 minutes

from $440 / night

(5) Excellent 

23

Lawai Vacation home rental

Kauai / Lawai

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 4 mi
  • Ask about children
Comfortable home (1952 SF) located in a nice Neighborhood with mountain views. Easy access to main highway and Kauai’s many destinations! Your Tropical hideaway home is a quick 8-minute drive (estimated) to Kauai’s popular Poipu Beach (voted worlds best beach in 2004) a …see more

from $249 / night

$1541 - $1596 / week

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from $249 / night

(3) Very Good 

25

Kapaa Vacation apartment rental

Kauai / Kapaa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Oceanview! Beautiful! Luxury Gorgeous Oceanview from Living Room, Dining Area and Lanai. Located in Coveted Oceanfront H Building, a one bedroom, two bath condominium at the "New" Waipouli Beach Resort on Kauai. This 2nd floor, oceanview with custom decorated Tommy B …see more

from $199 / night

$1393 - $2065 / week

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avg. 44 minutes

from $199 / night

(3) 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

$2310 - $4550 / week

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avg. 44 minutes

from $330 / night

(5) Very Good 

24

Vacation condo with swimming pool in Lihue

Kauai / Lihue

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
**NOTE: I have 4 condos for rent located in the beachfront complex Kauai beach resort in Lihue, Kauai, HI. ( some units have 2 double beds and some have one King size bed). And also one bed room condo with free parking and WiFi in beachfront complex Plantation Hale in K …see more

from $109 / night

$763 / week

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avg. 3 hours 7 minutes

from $109 / night

22

Vacation condo with shared pool, golf nearby in Poipu

Kauai / Poipu

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Kal'alani Condo, located in a 70-acre oasis of tropical gardens and abundant lawns stretching between Brennecke's beach at the western end and Shipwreck's beach a long stretch of golden sand on the eastern end. You will find yourself adrift in tropical gardens and vie …see more

from $240 / night

$1505 - $2100 / week

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avg. 24 minutes

from $240 / night

29

Princeville Vacation villa rental

Kauai / Princeville

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Aloha! With its cascading waterfalls, tropical rainforests and mountainous landscapes, Kaua‘i is a magnificent vacation destination. Our local, experienced staff will help you plan the perfect trip and assist you throughout your stay. You can hike to a breathtaking dou …see more

from $550 / night

$3850 / week

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from $550 / night

(4) Excellent 

22

Condo rental in Poipu with golf nearby

Kauai / Poipu

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
The Waikomo Stream complex, located in sunny Poipu, is nestled among lush tropical vegetation. You can enjoy going to sleep with the peaceful sounds of a babbling brook and awake in the morning to the sounds of birds chirping. Adjacent to the condo is the swimming pool. …see more

from $139 / night

$960 - $1225 / week

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avg. 3 hours 7 minutes

from $139 / night

(11) 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 $330 / night

$2310 - $3465 / week

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avg. 44 minutes

from $330 / night

14

Vacation cottage in Hanalei

Kauai / Hanalei

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
Welcome to Hale Nalu (Surf), an oceanfront cottage in Hanalei Bay, rated the number one beach in the USA. This beach cottage is full of charm and only steps away from the white sand and spectacular beauty of the bay. It is ideal for a romantic getaway, two couples tra …see more

from $820 / night

$5725 - $8390 / week

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avg. 1 hour 2 minutes

from $820 / night

(3) Very Good 

16

Vacation condo with shared pool, golf nearby in Princeville

Kauai / Princeville

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Ocean themed one King bedroom/one bathroom condominium in Princeville, Kauai. This open concept condo is most suited for a couple. Located on the top floor it has all the amenities of home including a nice living space with couch, a fully equipped kitchenette with sink …see more

from $85 / night

$595 / week

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from $85 / night

(1) Excellent 

22

Home rental in Princeville with golf nearby

Kauai / Princeville

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This property is centrally located within walking distance of the Princeville shopping area. Restaurants, stores, grocery, park and library all with in minutes of the home. For the golfers in your party, Makai Golf Course is just around the corner from the home. When en …see more

from $245 / night

$1541 - $2100 / week

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avg. 24 minutes

from $245 / night

(4) Excellent 

29

Vacation home in Poipu

Kauai / Poipu

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Ask about children
REGENCY 621 If you're looking for fun in the sun on your Hawaiian vacation, a Regency Resort condo can't be beat! Just an 8-minute walk to the sandy shores of Brennecke's Beach, the Regency offers tennis courts, 2 pools, and fast access to the beautiful walking paths o …see more

from $250 / night

$1750 / week

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from $250 / night

18

Home rental in Hanalei

Kauai / Hanalei

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
Just across the street from the sand, Hale Hoku is a 5 bedroom/4 bathroom beach cottage with a sunny and open floor plan. Built up on post and pier, it is as if you are residing in your own private and breezy treehouse! Three master bedrooms with king beds and ensuite …see more

from $851 / night

$5950 - $10850 / week

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from $851 / night

(1) Excellent 

13

Vacation home in Haena

Kauai / Haena

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Hale Ala Moana is located in the serene beachfront community of Haena located approximately 4 miles from Hanalei. Once settled in, you will experience the quintessential North Shore lifestyle experience in this spacious three-bedroom home. Lush tropical foliage, fruits, …see more

from $426 / night

$2976 / week

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from $426 / night

(2) Excellent 

26

Home rental in Kilauea

Kauai / Kilauea

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This property is located across the street from Anini Beach. Known for it's, beautiful, calm, coral reef protected waters, this uncrowded beach is ideal for families, snorkeling, kayaking, wind surfing, fishing, and stand up paddling. Upon entering, you'll be welcomed …see more

from $590 / night

$3850 - $4900 / week

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avg. 24 minutes

from $590 / night

(36) Excellent 

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

from $375 / night

$2300 - $3800 / week

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avg. 3 hours 54 minutes

from $375 / night

24

Hanalei Vacation home rental

Kauai / Hanalei

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
Enjoy the fabulous ocean views from the upstairs lanai. Ideally located across the street from beautiful Hanalei Bay. There are 3 bedrooms and 2 bathroom upstairs and 2 bedrooms and 1 bath downstairs. Elegant Hawaiian touches throughout the house welcome you as you enjo …see more

from $700 / night

$4900 - $8400 / week

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from $700 / night

16

Vacation villa with golf nearby in Princeville

Kauai / Princeville

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
512 sq ft / 48 m² Separate bath/shower/toilet 512 sq ft studio with 44 sq ft balcony Available in all rooms in the hotel: Washer/dryer Non-smoking room, parking for a fee Standard Amenities The Westin Princeville Ocean Resort Villas Intuitivel …see more

from $250 / night

$1750 / week

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from $250 / night

1