Kailua Vacation Rentals & Accommodations

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. ODVR
  2. Accommodations
  3.  USA

  4.  Hawaii

  5.  Kailua

Refine your search

Price per night

Amenity Filter

Rating

238 Kailua Accommodations From $125

Searching for a place to stay in Kailua? Explore a wide selection of rentals ranging from sleek city condos to open family homes. Owner Direct lets you compare distinct verified listings to pinpoint your ideal accommodation style.

Beautiful Guest House Kailua Beach
Beautiful Guest House Kailua Beach
House
Kailua, HI, USA
0.1k from Kailua 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
Check Availability
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

$441
Average price / night
Check Availability
Oahu Camper Adventures
Oahu Camper Adventures
Boat Rental
Kailua, HI, USA
0.2k from Kailua center

Transportation/Shuttle, Air Conditioner, Guest Services, Pet Friendly, Security/Safety, Parking, Child Friendly

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$125
Average price / night
Check Availability
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
$502
Average price / night
Check Availability
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
Check Availability
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

137 reviews

$2697
Average price / night
Check Availability
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
0.4k from Kailua 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
'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

99 reviews

$651
Average price / night
Check Availability
Private One Bedroom Side House close to Kailua
Private One Bedroom Side House close to Kailua
House
Kailua, HI, USA
0.8k from Kailua center

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

1 Bedroom2 Guests
3.5

Review score

2 reviews

$235
Average price / night
Check Availability
Villa Frangipani Tropical Beachside Retreat Kailua
Villa Frangipani Tropical Beachside Retreat Kailua
Villa
Kailua, HI, 96734, United States
0.2k from Kailua center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$668
Average price / night
Check Availability
Cottage in Kailua Town
Cottage in Kailua Town
Apartment
Kailua, HI, USA
0.8k from Kailua center

Air Conditioner, Security/Safety, Internet, Child Friendly

1 Bedroom2 Guests
New to Booking
$252
Average price / night
Check Availability
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

$484
Average price / night
Check Availability
Kailua Beachside home
Kailua Beachside home
House
Kailua, HI, USA
0.9k from Kailua center

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

4 Bedrooms14 Guests
New to Booking
$1890
Average price / night
Check Availability
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

37 reviews

$3546
Average price / night
Check Availability
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
Check Availability
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
0.3k from Kailua center

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

4 Bedrooms8 Guests
New to Booking
$910
Average price / night
Check Availability
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
Check Availability
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
0.3k from Kailua center

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

2 Bedrooms4 Guests
New to Booking
$636
Average price / night
Check Availability
 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

$1442
Average price / night
Check Availability
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

$505
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
0.4k from Kailua center

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

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$1390
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Accommodations in Kailua.

Stay Near Kailua's Top Attractions

OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Kailua Accommodations on the Map

Why Travelers Love Using Owner Direct to
Find Austin Accommodations

What makes our accommodations stand out?

check-mark

Verified Properties

Every accommodations shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

check-mark

Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

check-mark

Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Kailua. If you plan on staying in the Kailua area, consider making a reservation for a few nights at one of these properties as these have been rated the top Accommodations in Kailua

You can explore 238 verified accommodations in Kailua, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Kailua vary based on property type, location, and travel dates. Rates typically start from around $125 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Kailua.

Yes, Kailua offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 35 listings in Kailua are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Kailua, booking several months ahead can help secure your preferred property.

Accommodations in Kailua commonly include amenities such as Balcony/Terrace, Internet, and View. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Kailua focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Kailua.