Oceanfront Rentals in Kailua, HI: Compare 10+ Sites & Save

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  5.  Kailua

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154 Best Oceanfront Rentals in Kailua (Starting from $104)

Modern Luxury Beach House Kailua
Modern Luxury Beach House Kailua
House
Kailua, Hawaii, USA
0.2k from Kailua 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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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
0.1k from Kailua 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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Beachfront spectacular Kailua beach
Beachfront spectacular Kailua beach
House
Kailua, Hawaii, USA
0.9k from Kailua 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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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
0.2k from Kailua 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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Kailani Loft, Kailua Coconut Grove 1-bedroom
Kailani Loft, Kailua Coconut Grove 1-bedroom
Apartment
Kailua, HI, USA
0.9k from Kailua center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom3 Guests
9.3

Superb

47 reviews

$193
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
0.2k from Kailua 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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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
0.9k from Kailua 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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'Star of Hawaii'  Beachside, Pool, Steps to Beach - Great for Families
'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families
House
Kailua, HI, 96734, United States
0.2k from Kailua center

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

4 Bedrooms10 Guests
9.4

Superb

98 reviews

$669
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
0.9k from Kailua 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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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
0.3k from Kailua 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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Kalama Room
Kalama Room
Apartment
Kailua, HI, USA
1.0k from Kailua 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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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
0.3k from Kailua 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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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
1.0k from Kailua center

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

2 Bedrooms6 Guests
New to Booking
$261
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
0.4k from Kailua 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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Upscale Kailua Getaway Steps to Swim Beach!
Upscale Kailua Getaway Steps to Swim Beach!
House
Kailua, HI, USA
2.5k from Kailua center

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

3 Bedrooms6 Guests
New to Booking
$936
Average price / night
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Happy House on Exquisite Kailua Beachside Property!
Happy House on Exquisite Kailua Beachside Property!
House
Kailua, HI, 96734, United States
0.4k from Kailua center

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

3 Bedrooms6 Guests
10.0

Exceptional

42 reviews

$583
Average price / night
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Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Apartment
Kailua, HI, USA
2.7k from Kailua center

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

2 Bedrooms4 Guests
New to Booking
$219
Average price / night
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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
0.4k from Kailua 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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A Place of Peace Where Heaven Meets the Ocean
A Place of Peace Where Heaven Meets the Ocean
House
Kailua, HI, USA
3.0k from Kailua center

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

2 Bedrooms4 Guests
New to Booking
$662
Average price / night
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Available and legal for stays less than 30 days.
Available and legal for stays less than 30 days.
Apartment
Kailua, HI, 96734, United States
0.5k from Kailua center

AC, Barbecue, Elevator, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

112 reviews

$344
Average price / night
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Lanikai Ohana Hale
Lanikai Ohana Hale
House
Kailua, HI, USA
3.4k from Kailua center

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

1 Bedroom4 Guests
New to Booking
$976
Average price / night
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Entire Fantastic Kailua Cottage.. waiting for you!
Entire Fantastic Kailua Cottage.. waiting for you!
Apartment
Kailua, HI, 96734, United States
0.5k from Kailua center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Grill

10.0

Exceptional

17 reviews

$143
Average price / night
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Beautiful Beachside Bungalow
Beautiful Beachside Bungalow
Cottage
Kailua, HI, 96734, United States
0.5k from Kailua center

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

1 Bedroom2 Guests
10.0

Exceptional

15 reviews

$366
Average price / night
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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
0.5k from Kailua center

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

3 Bedrooms6 Guests
New to Booking
$814
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 center

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

3 Bedrooms7 Guests
New to Booking
$2750
Average price / night
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NUC 90/BB-0069,  GE-014-134-8864-01, TA-014-134-8864-01
NUC 90/BB-0069, GE-014-134-8864-01, TA-014-134-8864-01
Apartment
Kailua, HI, 96734, United States
0.6k from Kailua center

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

1 Bedroom2 Guests
9.8

Exceptional

163 reviews

$281
Average price / night
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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 center

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

6 Bedrooms16 Guests
9.8

Exceptional

76 reviews

$4216
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 Oceanfront Rentals in Kailua.

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Kailua Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 154 verified oceanfront rentals in Kailua. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Kailua vary depending on the property size, exact beachfront location, and season. Rates typically start from around $104 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Kailua offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Kailua welcome pets. Currently, 7 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Kailua often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.