Kailua Vacation Rentals
List your property
Owner log in
Where to?
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
1 km
250 rentals in Kailua.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views of Kailua
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Kailua Beachside 'Host With the Most' - 5-Bedroom/6-Bath Newer Home (Sleeps 10)
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Licensed Short Term Rental Beach Front - Kailua
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
'Koi Palms Luxury Cottage' Short Walk to Kailua Beach
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Adorable Beachfront Home with Gorgeous Ocean Views
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Lanikai Ocean Front; Licensed Short Term Rental , near Buzz's Steakhouse
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Lanikai Cottage on Secluded Quiet Beach with Amazing Views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Enchanting Beach Bungalow with Private Garden
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Beautiful and Charming Cottage in Lanikai for 2, Close to Beach, a/c
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Kailua rentals sent straight to your email!
Steps to Kailua Beach-Heated Pool-Air Conditioned-Ask Owner Availability
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Pikake Hale - Large, beautiful 5 Bedroom home steps from the beach
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
More info
Check-in
Check-out
The Perfect Kailua Retreat!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Perfect Oasis, Steps To The Beach! 100% Solar!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Kailua Beach Vacation Cottage
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Barefoot living on Lanikai Beach -- BEACHFRONT!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Just off the Sand-Heated Pool-Air Conditioned-Quiet/Secure-Ask Owner/rates&dates
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Stunning Kailua Oceanfront House
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
10min stroll to Kailua Beach -Split Aircon/wireless/kitchen/private pool/solar
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Steps to Paradise - Kailua Beachside - Daily or Discounted Monthly Rates
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Best Price and Location on Beautiful Kailua Beach!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Spend September and October 42 feet from Beautiful Kailua Beach
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
KAILUA-STEPS TO THE BEACH
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Beachside Kailua AC 3min walk to beach! INQUIRE for Fall & Winter 2022 dates!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Footsteps to Hawaii's Best Beach
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Bring your aloha shirt and visit Kailua TAX I.D.W********-01 NUC 90/BB-0069
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Prime Location Across from Kailua Beach Park w/AC!!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Happy House on Exquisite Kailua Beachside Property!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Great Location, Large Pool, Koi Pond, Walk to Kailua Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
30 day minimum
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Minutes to Largest,Bluest Swimming Pool on the Planet, Amazing Hiking
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Resort-like, Kailua-Lanikai, 2 Min/Beach, AC, WiFi, Pool/Hot tub, Kayaks
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
5 Minute Walk to Kailua Beach
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Canal-font, lovely renovated home, 10 min walk to the beach.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Kahela - Paradise for Rent
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Gorgeous Views and Home. Minutes from Lanikai Beach in Kailua.
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Palione Papalani by AvantStay | Steps from Kailua Beach w/ Private Pool & Hot Tu
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Kailua Beachfront - Licensed Short Term Rental
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Available and legal for stays less than 30 days
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Martins Hale - Private 1 Bedroom Studio
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Luxury Home in Gated Community Steps from Kailua Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Kailua Beach Park Cottage - 2BR
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Kaimana Cottage - Walking Distance to beach!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Nancy's Kailua Cottage Mauka
Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
12345