Short-Term Rentals in Kailua Bay Beach, HI: Compare 10+ Sites & Save

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235 Best Short-Term Rentals in Kailua Bay Beach (Starting from $104)

Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach home
Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach home
House
Kailua, HI, USA
0.5k from Kailua Bay Beach center

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

5 Bedrooms10 Guests
New to Booking
$2342
Average price / night
Check Availability
Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow
Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow
House
Kailua, HI, 96734, United States
0.3k from Kailua Bay Beach center

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

1 Bedroom2 Guests
10.0

Exceptional

29 reviews

$314
Average price / night
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Beautiful Guest House Kailua Beach
Beautiful Guest House Kailua Beach
House
Kailua, HI, USA
0.6k from Kailua Bay Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom2 Guests
9.1

Superb

75 reviews

$284
Average price / night
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Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/NUC-1783
Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/NUC-1783
House
Kailua, HI, 96734, United States
0.4k from Kailua Bay Beach center

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

3 Bedrooms10 Guests
10.0

Exceptional

34 reviews

$3308
Average price / night
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Modern Luxury Beach House Kailua
Modern Luxury Beach House Kailua
House
Kailua Bay Beach, Kailua, Hawaii, USA
0.7k from Kailua Bay Beach center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms7 Guests
9.1

Superb

73 reviews

$275
Average price / night
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Steps to beach! Beachside 4-bedroom house in Kailua with AC & WiFi
Steps to beach! Beachside 4-bedroom house in Kailua with AC & WiFi
House
Kailua, HI, 96734, United States
0.5k from Kailua Bay Beach center

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

4 Bedrooms6 Guests
New to Booking
$480
Average price / night
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Beachfront spectacular Kailua beach
Beachfront spectacular Kailua beach
House
Kailua Bay Beach, Kailua, Hawaii, USA
0.8k from Kailua Bay Beach center

Breakfast, Internet, Private Beach, Balcony/Terrace, View, Kitchen, Air Conditioner

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1224
Average price / night
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 Celebrate America's 250th Birthday &  Kailua Fireworks from  Beachfront Lanai
Celebrate America's 250th Birthday & Kailua Fireworks from Beachfront Lanai
House
Kailua, HI, 96734, United States
0.5k from Kailua Bay Beach center

Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

47 reviews

$1466
Average price / night
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Kailua Beachside home
Kailua Beachside home
House
Kailua, HI, USA
0.9k from Kailua Bay Beach center

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

4 Bedrooms14 Guests
New to Booking
$1890
Average price / night
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Private Luxury Home, Steps from the Beach w/ AC, Ranch Beach House
Private Luxury Home, Steps from the Beach w/ AC, Ranch Beach House
House
Kailua, HI, 96734, United States
0.5k from Kailua Bay Beach center

AC, Balcony, Dryer, Free Parking, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

2 Bedrooms4 Guests
8.0

Good

1 reviews

$405
Average price / night
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Your Perfect Home Charming 2BR2BA Apartment with Full Kitchen WD & AC
Your Perfect Home Charming 2BR2BA Apartment with Full Kitchen WD & AC
Apartment
Kailua, HI, USA
1.1k from Kailua Bay Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

2 Bedrooms6 Guests
New to Booking
$261
Average price / night
Check Availability
Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach by RedAwning
Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach by RedAwning
House
Kailua, HI, 96734, United States
0.5k from Kailua Bay Beach center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$1142
Average price / night
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Kalama Room
Kalama Room
Apartment
Kailua, HI, USA
1.2k from Kailua Bay Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

1 Bedroom2 Guests
New to Booking
$104
Average price / night
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Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780
Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780
House
Kailua, HI, 96734, United States
0.5k from Kailua Bay Beach center

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

4 Bedrooms10 Guests
9.6

Exceptional

134 reviews

$2734
Average price / night
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Private One Bedroom Side House close to Kailua
Private One Bedroom Side House close to Kailua
House
Kailua, HI, USA
1.4k from Kailua Bay Beach center

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

1 Bedroom2 Guests
3.5

Review score

2 reviews

$235
Average price / night
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Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate
Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate
House
Kailua, HI, 96734, United States
0.5k from Kailua Bay Beach center

AC, Balcony, Dryer, Free Parking, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

4 Bedrooms8 Guests
New to Booking
$715
Average price / night
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Cottage in Kailua Town
Cottage in Kailua Town
Apartment
Kailua, HI, USA
1.4k from Kailua Bay Beach center

Air Conditioner, Security/Safety, Internet, Child Friendly

1 Bedroom2 Guests
New to Booking
$252
Average price / night
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Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach
House
Kailua, HI, 96734, United States
0.5k from Kailua Bay Beach center

AC, Balcony, Dryer, Free Parking, Kitchen, Laundry, No Smoking, Outdoor Space, Tennis Court

2 Bedrooms4 Guests
New to Booking
$579
Average price / night
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Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach
Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach
Apartment
Kailua, HI, USA
1.5k from Kailua Bay Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom4 Guests
New to Booking
$173
Average price / night
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Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access! 30+ Nights
Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access! 30+ Nights
House
Kailua, HI, 96734, United States
0.5k from Kailua Bay Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$347
Average price / night
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Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Apartment
Kailua, HI, USA
1.5k from Kailua Bay Beach center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
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Kailua Sands | Oceanfront Pool Retreat with Gym | Sleeps 7
Kailua Sands | Oceanfront Pool Retreat with Gym | Sleeps 7
House
Kailua, HI, 96734, United States
0.6k from Kailua Bay Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Microwave, No Smoking

3 Bedrooms7 Guests
New to Booking
$2750
Average price / night
Check Availability
Kakela Kai, Beachfront Kailua Home, Private, A/C
Kakela Kai, Beachfront Kailua Home, Private, A/C
House
Kailua, HI, 96734, United States
0.6k from Kailua Bay Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

14 reviews

$1099
Average price / night
Check Availability
Peaceful Oceanfront Home Near Downtown Kailua w/ BBQ & AC: Kai Mele
Peaceful Oceanfront Home Near Downtown Kailua w/ BBQ & AC: Kai Mele
House
Kailua, HI, 96734, United States
0.6k from Kailua Bay Beach center

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

3 Bedrooms6 Guests
New to Booking
$814
Average price / night
Check Availability
Kailua Luxury Estate: Licensed Rental #1990/NUC-1787
Kailua Luxury Estate: Licensed Rental #1990/NUC-1787
House
Kailua, HI, 96734, United States
0.7k from Kailua Bay Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

6 Bedrooms16 Guests
9.8

Exceptional

76 reviews

$4216
Average price / night
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Wow!   Home just steps from the Beach with Private Salt Water Pool
Wow! Home just steps from the Beach with Private Salt Water Pool
House
Kailua, HI, 96734, United States
0.7k from Kailua Bay Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
9.6

Exceptional

43 reviews

$1281
Average price / night
Check Availability
Kailua Beach Hideaway TA-189-305-8560-01
Kailua Beach Hideaway TA-189-305-8560-01
House
Kailua, HI, 96734, United States
0.7k from Kailua Bay Beach center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$1187
Average price / night
Check Availability

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 Kailua Bay Beach.

Where to stay in Kailua Bay Beach? Best neighborhoods & areas

Kailua Bay Beach Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 235 verified short-term rentals in Kailua Bay Beach, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Kailua Bay Beach vary depending on location, property size, and travel dates. Rates typically start from around $104 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Kailua Bay Beach 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 Kailua Bay Beach, 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 Kailua Bay Beach often include amenities such as View, Internet, and Balcony/Terrace, providing a comfortable and convenient stay.

Short-term rentals in Kailua Bay Beach 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.