Short-Term Rentals in Smith's Tropical Paradise, HI: Compare 10+ Sites & Save

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1045 Best Short-Term Rentals in Smith's Tropical Paradise (Starting from $144)

Fern Grotto Inn
Fern Grotto Inn
House
Kapaa, HI, USA
0.4k from Smith's Tropical Paradise center

Accommodations, Parking, Villas, Vacation homes, Cottages, 3-star, Lodgings, Vacation rentals, Places to stay

11 Bedrooms22 Guests
9.1

Superb

51 reviews

$298
Average price / night
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Fern Grotto Inn - Lonely Planet Recommends our Cottages! VRBO Bear Stayed Here!
Fern Grotto Inn - Lonely Planet Recommends our Cottages! VRBO Bear Stayed Here!
House
Kapaa, HI, 96746, United States
0.4k from Smith's Tropical Paradise center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

21 reviews

$624
Average price / night
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Wailua Riverside Cottage - TVNC #1293 AC Kayaks, Paddle Boards!
Wailua Riverside Cottage - TVNC #1293 AC Kayaks, Paddle Boards!
Apartment
Kapaa, USA
0.4k from Smith's Tropical Paradise center

Air Conditioner, Parking, Internet, Child Friendly

1 Bedroom2 Guests
7.0

Good

1 reviews

$217
Average price / night
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Wailua Riverside Cottage - TVNC #1293  AC and Kayaks!
Wailua Riverside Cottage - TVNC #1293 AC and Kayaks!
Cottage
Kapaa, HI, 96746, United States
0.4k from Smith's Tropical Paradise center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

1 Bedroom2 Guests
9.8

Exceptional

131 reviews

$301
Average price / night
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"Sea Haven" at the Wailua Bay View 305
"Sea Haven" at the Wailua Bay View 305
Apartment
Kapaa, HI, USA
1.0k from Smith's Tropical Paradise center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
8.0

Good

1 reviews

$304
Average price / night
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Fern Grotto Inn -Trip Advisor & Lonely Planet Recommends our Old Style Cottages!
Fern Grotto Inn -Trip Advisor & Lonely Planet Recommends our Old Style Cottages!
Cottage
Kapaa, HI, 96746, United States
0.4k from Smith's Tropical Paradise center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

23 reviews

$333
Average price / night
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Stunning Oceanfront Condo - The Seashore Hideaway, Wailua Bay View, Unit 208, Kapaa
Stunning Oceanfront Condo - The Seashore Hideaway, Wailua Bay View, Unit 208, Kapaa
Apartment
HI, USA
1.0k from Smith's Tropical Paradise center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Places to stay, Condos

1 Bedroom2 Guests
New to Booking
$280
Average price / night
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TripAdvisor and Lonely Planet Recommends Our Charming Cottages.
TripAdvisor and Lonely Planet Recommends Our Charming Cottages.
Cottage
Kapaa, HI, 96746, United States
0.5k from Smith's Tropical Paradise center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$313
Average price / night
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"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
House
HI, USA
1.0k from Smith's Tropical Paradise center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
8.0

Good

1 reviews

$326
Average price / night
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Wailua Bay View 105 Oceanfront Condo
Wailua Bay View 105 Oceanfront Condo
Condo
Kapaʻa, HI, 96746, United States
0.9k from Smith's Tropical Paradise center

AC, Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking, Pool

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$533
Average price / night
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Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!
Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!
House
HI, USA
1.0k from Smith's Tropical Paradise center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
9.0

Fabulous

3 reviews

$304
Average price / night
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Wailua Bay View 215 Oceanfront condo
Wailua Bay View 215 Oceanfront condo
Condo
Kapaʻa, HI, 96746, United States
0.9k from Smith's Tropical Paradise center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
9.2

Superb

5 reviews

$496
Average price / night
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Stunning Oceanfront View Top Floor Condo at Wailua Bay View
Stunning Oceanfront View Top Floor Condo at Wailua Bay View
House
HI, USA
1.0k from Smith's Tropical Paradise center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$326
Average price / night
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Kaha Lani #216, 2Bdrm, 2bath, See VIDEO! beachfront resort! Ocean views. Quiet!
Kaha Lani #216, 2Bdrm, 2bath, See VIDEO! beachfront resort! Ocean views. Quiet!
Condo
Lihue, HI, 96766, United States
0.9k from Smith's Tropical Paradise center

Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

156 reviews

$482
Average price / night
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Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay View
Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay View
House
HI, USA
1.0k from Smith's Tropical Paradise center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Condos

1 Bedroom2 Guests
7.0

Good

1 reviews

$191
Average price / night
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Terrific 2-bedroom condo in Kapaʻa
Terrific 2-bedroom condo in Kapaʻa
Condo
Kapaʻa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Patio

2 Bedrooms6 Guests
New to Booking
$463
Average price / night
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Wailua Bay View 103
Wailua Bay View 103
Apartment
Kapaa, HI, USA
1.0k from Smith's Tropical Paradise center

Apartments, Cheap, Accommodations, Pools, Serviced apartments, 3-star, Lodgings, Vacation rentals, Beach

3 Bedrooms10 Guests
8.3

Very Good

16 reviews

$240
Average price / night
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Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.6

Exceptional

127 reviews

$347
Average price / night
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Wailua Bay View 115
Wailua Bay View 115
Apartment
Kapaa, HI, USA
1.0k from Smith's Tropical Paradise center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay, Family

2 Bedrooms4 Guests
8.8

Fabulous

4 reviews

$341
Average price / night
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\"Ocean View Oasis\" Wailua Bay View 104 Overlooking the Beautiful Bay
\"Ocean View Oasis\" Wailua Bay View 104 Overlooking the Beautiful Bay
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.2

Superb

157 reviews

$363
Average price / night
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Wailua Bay View
Wailua Bay View
Apartment
Smith's Tropical Paradise, Kapaa, Hawaii, USA
1.0k from Smith's Tropical Paradise center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$144
Average price / night
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\"Picture Perfect\" Oceanfront on the Top Floor at Wailua Bay View!
\"Picture Perfect\" Oceanfront on the Top Floor at Wailua Bay View!
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.2

Superb

135 reviews

$352
Average price / night
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Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.2

Superb

55 reviews

$344
Average price / night
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Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
9.0

Fabulous

88 reviews

$349
Average price / night
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Wailua Bay View 108 Oceanfront, Ground floor condo centrally located
Wailua Bay View 108 Oceanfront, Ground floor condo centrally located
Condo
Wailua, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
9.6

Exceptional

71 reviews

$306
Average price / night
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Wailua Bay View 110 Oceanfront & Centrally located
Wailua Bay View 110 Oceanfront & Centrally located
Condo
Wailua, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
9.0

Fabulous

72 reviews

$299
Average price / night
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Oceanfront, newly renovated. As low as $220/night.
Oceanfront, newly renovated. As low as $220/night.
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

AC, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Internet, Kitchen, Laundry

1 Bedroom4 Guests
9.6

Exceptional

261 reviews

$401
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Smith's Tropical Paradise.

Where to stay in Smith's Tropical Paradise? Best neighborhoods & areas

Smith's Tropical Paradise Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 1045 verified short-term rentals in Smith's Tropical Paradise, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Smith's Tropical Paradise vary depending on location, property size, and travel dates. Rates typically start from around $144 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Smith's Tropical Paradise include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Smith's Tropical Paradise, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Smith's Tropical Paradise often include amenities such as View, Ocean View, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Smith's Tropical Paradise are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.