We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kailua Vacation Rentals

Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 mi
262 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, vacation rental in Kailua
Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views of Kailua, vacation rental in Kailua
Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views of Kailua, vacation rental in Kailua

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, vacation rental in Kailua
SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown, vacation rental in Kailua
SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown, vacation rental in Kailua

SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown

Rental Home
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), vacation rental in Kailua
Kailua Beachside 'Host With the Most' - 5-Bedroom/6-Bath Newer Home (Sleeps 10), vacation rental in Kailua
Kailua Beachside 'Host With the Most' - 5-Bedroom/6-Bath Newer Home (Sleeps 10), vacation rental in Kailua

Kailua Beachside 'Host With the Most' - 5-Bedroom/6-Bath Newer Home (Sleeps 10)

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Kailua Beachfront - Licensed Rental #90/TVU-0248 - Best Location!, vacation rental in Kailua
Kailua Beachfront - Licensed Rental #90/TVU-0248 - Best Location!, vacation rental in Kailua
Kailua Beachfront - Licensed Rental #90/TVU-0248 - Best Location!, vacation rental in Kailua

Kailua Beachfront - Licensed Rental #90/TVU-0248 - Best Location!

Rental Home
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

'Kailua Lani Luxury Suite' short walk to Kailua and Lanikai Beaches, vacation rental in Kailua
'Kailua Lani Luxury Suite' short walk to Kailua and Lanikai Beaches, vacation rental in Kailua
'Kailua Lani Luxury Suite' short walk to Kailua and Lanikai Beaches, vacation rental in Kailua

'Kailua Lani Luxury Suite' short walk to Kailua and Lanikai Beaches

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

'Koi Palms Luxury Cottage' Short Walk to Kailua Beach, vacation rental in Kailua
'Koi Palms Luxury Cottage' Short Walk to Kailua Beach, vacation rental in Kailua
'Koi Palms Luxury Cottage' Short Walk to Kailua Beach, vacation rental in Kailua

'Koi Palms Luxury Cottage' Short Walk to Kailua Beach

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Adorable Beachfront Home with Gorgeous Ocean Views, vacation rental in Kailua
Adorable Beachfront Home with Gorgeous Ocean Views, vacation rental in Kailua
Adorable Beachfront Home with Gorgeous Ocean Views, vacation rental in Kailua

Adorable Beachfront Home with Gorgeous Ocean Views

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lanikai Beach Front - Licensed Rental: #90/TVU-0042 - AMAZING!, vacation rental in Kailua
Lanikai Beach Front - Licensed Rental: #90/TVU-0042 - AMAZING!, vacation rental in Kailua
Lanikai Beach Front - Licensed Rental: #90/TVU-0042 - AMAZING!, vacation rental in Kailua

Lanikai Beach Front - Licensed Rental: #90/TVU-0042 - AMAZING!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Walk to beach, 3 bd, 2 bth private house,  heated pool, yard, AC, WIFI, parking, vacation rental in Kailua
Walk to beach, 3 bd, 2 bth private house,  heated pool, yard, AC, WIFI, parking, vacation rental in Kailua
Walk to beach, 3 bd, 2 bth private house,  heated pool, yard, AC, WIFI, parking, vacation rental in Kailua

Walk to beach, 3 bd, 2 bth private house, heated pool, yard, AC, WIFI, parking

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lanikai Cottage on Secluded Quiet Beach with Amazing Views, vacation rental in Kailua
Lanikai Cottage on Secluded Quiet Beach with Amazing Views, vacation rental in Kailua
Lanikai Cottage on Secluded Quiet Beach with Amazing Views, vacation rental in Kailua

Lanikai Cottage on Secluded Quiet Beach with Amazing Views

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Enchanting Beach Bungalow with Private Garden, vacation rental in Kailua
Enchanting Beach Bungalow with Private Garden, vacation rental in Kailua
Enchanting Beach Bungalow with Private Garden, vacation rental in Kailua

Enchanting Beach Bungalow with Private Garden

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Steps to Kailua Beach-Heated Pool-Air Conditioned-Ask Owner Availability, vacation rental in Kailua
Steps to Kailua Beach-Heated Pool-Air Conditioned-Ask Owner Availability, vacation rental in Kailua
Steps to Kailua Beach-Heated Pool-Air Conditioned-Ask Owner Availability, vacation rental in Kailua

Steps to Kailua Beach-Heated Pool-Air Conditioned-Ask Owner Availability

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Pikake Hale - Large, beautiful 5 Bedroom home steps from the beach, vacation rental in Kailua
Pikake Hale - Large, beautiful 5 Bedroom home steps from the beach, vacation rental in Kailua
Pikake Hale - Large, beautiful 5 Bedroom home steps from the beach, vacation rental in Kailua

Pikake Hale - Large, beautiful 5 Bedroom home steps from the beach

Rental Home
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

The Perfect Kailua Retreat!, vacation rental in Kailua
The Perfect Kailua Retreat!, vacation rental in Kailua
The Perfect Kailua Retreat!, vacation rental in Kailua

The Perfect Kailua Retreat!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Pristine Cozy 1000 sqf 1 bdrm aprt With Sweeping Views of Kailua, vacation rental in Kailua
Pristine Cozy 1000 sqf 1 bdrm aprt With Sweeping Views of Kailua, vacation rental in Kailua
Pristine Cozy 1000 sqf 1 bdrm aprt With Sweeping Views of Kailua, vacation rental in Kailua

Pristine Cozy 1000 sqf 1 bdrm aprt With Sweeping Views of Kailua

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Kailua Beach Vacation Cottage, vacation rental in Kailua
Kailua Beach Vacation Cottage, vacation rental in Kailua
Kailua Beach Vacation Cottage, vacation rental in Kailua

Kailua Beach Vacation Cottage

Rental Home
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Just off the Sand-Heated Pool-Air Conditioned-Quiet/Secure-Ask Owner/rates&dates, vacation rental in Kailua
Just off the Sand-Heated Pool-Air Conditioned-Quiet/Secure-Ask Owner/rates&dates, vacation rental in Kailua
Just off the Sand-Heated Pool-Air Conditioned-Quiet/Secure-Ask Owner/rates&dates, vacation rental in Kailua

Just off the Sand-Heated Pool-Air Conditioned-Quiet/Secure-Ask Owner/rates&dates

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Barefoot living on Lanikai Beach -- BEACHFRONT!, vacation rental in Kailua
Barefoot living on Lanikai Beach -- BEACHFRONT!, vacation rental in Kailua
Barefoot living on Lanikai Beach -- BEACHFRONT!, vacation rental in Kailua

Barefoot living on Lanikai Beach -- BEACHFRONT!

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Awesome Beachside Cottage Located Just Steps Away from Kailua Beach, vacation rental in Kailua
Awesome Beachside Cottage Located Just Steps Away from Kailua Beach, vacation rental in Kailua
Awesome Beachside Cottage Located Just Steps Away from Kailua Beach, vacation rental in Kailua

Awesome Beachside Cottage Located Just Steps Away from Kailua Beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

10min stroll to Kailua Beach -Split Aircon/wireless/kitchen/private pool/solar, vacation rental in Kailua
10min stroll to Kailua Beach -Split Aircon/wireless/kitchen/private pool/solar, vacation rental in Kailua
10min stroll to Kailua Beach -Split Aircon/wireless/kitchen/private pool/solar, vacation rental in Kailua

10min stroll to Kailua Beach -Split Aircon/wireless/kitchen/private pool/solar

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Stunning Kailua Oceanfront House, vacation rental in Kailua
Stunning Kailua Oceanfront House, vacation rental in Kailua
Stunning Kailua Oceanfront House, vacation rental in Kailua

Stunning Kailua Oceanfront House

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Steps to Paradise - Kailua Beachside - Daily or Discounted Monthly Rates, vacation rental in Kailua
Steps to Paradise - Kailua Beachside - Daily or Discounted Monthly Rates, vacation rental in Kailua
Steps to Paradise - Kailua Beachside - Daily or Discounted Monthly Rates, vacation rental in Kailua

Steps to Paradise - Kailua Beachside - Daily or Discounted Monthly Rates

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

42 feet from Beautiful White Sands and Kailua Beach, vacation rental in Kailua
42 feet from Beautiful White Sands and Kailua Beach, vacation rental in Kailua
42 feet from Beautiful White Sands and Kailua Beach, vacation rental in Kailua

42 feet from Beautiful White Sands and Kailua Beach

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

KAILUA-STEPS TO THE BEACH, vacation rental in Kailua
KAILUA-STEPS TO THE BEACH, vacation rental in Kailua
KAILUA-STEPS TO THE BEACH, vacation rental in Kailua

KAILUA-STEPS TO THE BEACH

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps, vacation rental in Kailua
Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps, vacation rental in Kailua
Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps, vacation rental in Kailua

Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry, vacation rental in Kailua
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry, vacation rental in Kailua
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry, vacation rental in Kailua

Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Beachside Kailua AC 3min walk to beach! ASK OWNER for available 2023 dates!, vacation rental in Kailua
Beachside Kailua AC 3min walk to beach! ASK OWNER for available 2023 dates!, vacation rental in Kailua
Beachside Kailua AC 3min walk to beach! ASK OWNER for available 2023 dates!, vacation rental in Kailua

Beachside Kailua AC 3min walk to beach! ASK OWNER for available 2023 dates!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Bring your aloha shirt and visit Kailua  TAX I.D.W********-01 NUC 90/BB-0069, vacation rental in Kailua
Bring your aloha shirt and visit Kailua  TAX I.D.W********-01 NUC 90/BB-0069, vacation rental in Kailua
Bring your aloha shirt and visit Kailua  TAX I.D.W********-01 NUC 90/BB-0069, vacation rental in Kailua

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
Vrbo.com logo
Check in
Check out

Prime Location Across from Kailua Beach Park w/AC!!, vacation rental in Kailua
Prime Location Across from Kailua Beach Park w/AC!!, vacation rental in Kailua
Prime Location Across from Kailua Beach Park w/AC!!, vacation rental in Kailua

Prime Location Across from Kailua Beach Park w/AC!!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spacious 3 story home with unbelievable views & access to secluded beach!, vacation rental in Kailua
Spacious 3 story home with unbelievable views & access to secluded beach!, vacation rental in Kailua
Spacious 3 story home with unbelievable views & access to secluded beach!, vacation rental in Kailua

Spacious 3 story home with unbelievable views & access to secluded beach!

Rental Home
6 bedrooms
9 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Happy House on Exquisite Kailua Beachside Property!, vacation rental in Kailua
Happy House on Exquisite Kailua Beachside Property!, vacation rental in Kailua
Happy House on Exquisite Kailua Beachside Property!, vacation rental in Kailua

Happy House on Exquisite Kailua Beachside Property!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands., vacation rental in Kailua
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands., vacation rental in Kailua
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands., vacation rental in Kailua

Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Tradewind Bungalow, in Kailua on Oahu, vacation rental in Kailua
Tradewind Bungalow, in Kailua on Oahu, vacation rental in Kailua
Tradewind Bungalow, in Kailua on Oahu, vacation rental in Kailua

Tradewind Bungalow, in Kailua on Oahu

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Great Location, Large Pool, Koi Pond, Walk to Kailua Beach, vacation rental in Kailua
Great Location, Large Pool, Koi Pond, Walk to Kailua Beach, vacation rental in Kailua
Great Location, Large Pool, Koi Pond, Walk to Kailua Beach, vacation rental in Kailua

Great Location, Large Pool, Koi Pond, Walk to Kailua Beach

Rental Home
4 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach, vacation rental in Kailua
Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach, vacation rental in Kailua
Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach, vacation rental in Kailua

Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Private Single-Family Home on large tropical landscaped lot, vacation rental in Kailua
Private Single-Family Home on large tropical landscaped lot, vacation rental in Kailua
Private Single-Family Home on large tropical landscaped lot, vacation rental in Kailua

Private Single-Family Home on large tropical landscaped lot

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Steps to the Beach Guesthouse, vacation rental in Kailua
Steps to the Beach Guesthouse, vacation rental in Kailua
Steps to the Beach Guesthouse, vacation rental in Kailua

Steps to the Beach Guesthouse

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Resort-like, Kailua Lanikai, 2 Min/Beach, AC, WiFi, Pool, Kayaks  *DISCOUNTS*, vacation rental in Kailua
Resort-like, Kailua Lanikai, 2 Min/Beach, AC, WiFi, Pool, Kayaks  *DISCOUNTS*, vacation rental in Kailua
Resort-like, Kailua Lanikai, 2 Min/Beach, AC, WiFi, Pool, Kayaks  *DISCOUNTS*, vacation rental in Kailua

Resort-like, Kailua Lanikai, 2 Min/Beach, AC, WiFi, Pool, Kayaks *DISCOUNTS*

Rental Home
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

5 Minute Walk to Kailua Beach, vacation rental in Kailua
5 Minute Walk to Kailua Beach, vacation rental in Kailua
5 Minute Walk to Kailua Beach, vacation rental in Kailua

5 Minute Walk to Kailua Beach

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Kahela - Paradise for Rent, vacation rental in Kailua
Kahela - Paradise for Rent, vacation rental in Kailua
Kahela - Paradise for Rent, vacation rental in Kailua

Kahela - Paradise for Rent

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Gorgeous Views and Home. Minutes from Lanikai Beach in Kailua., vacation rental in Kailua
Gorgeous Views and Home. Minutes from Lanikai Beach in Kailua., vacation rental in Kailua
Gorgeous Views and Home. Minutes from Lanikai Beach in Kailua., vacation rental in Kailua

Gorgeous Views and Home. Minutes from Lanikai Beach in Kailua.

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Private Beachfront Rental, vacation rental in Kailua
Private Beachfront Rental, vacation rental in Kailua
Private Beachfront Rental, vacation rental in Kailua

Private Beachfront Rental

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Palione Papalani by AvantStay | Steps from Kailua Beach w/ Private Pool & Hot, vacation rental in Kailua
Palione Papalani by AvantStay | Steps from Kailua Beach w/ Private Pool & Hot, vacation rental in Kailua
Palione Papalani by AvantStay | Steps from Kailua Beach w/ Private Pool & Hot, vacation rental in Kailua

Palione Papalani by AvantStay | Steps from Kailua Beach w/ Private Pool & Hot

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Kailua Beachfront - Licensed Rental #90/TVU-0141 - LOCATION!, vacation rental in Kailua
Kailua Beachfront - Licensed Rental #90/TVU-0141 - LOCATION!, vacation rental in Kailua
Kailua Beachfront - Licensed Rental #90/TVU-0141 - LOCATION!, vacation rental in Kailua

Kailua Beachfront - Licensed Rental #90/TVU-0141 - LOCATION!

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Steps To Kailua Beach - Heated Pool - Air  Conditioned - Ask Owner Availability, vacation rental in Kailua
Steps To Kailua Beach - Heated Pool - Air  Conditioned - Ask Owner Availability, vacation rental in Kailua
Steps To Kailua Beach - Heated Pool - Air  Conditioned - Ask Owner Availability, vacation rental in Kailua

Steps To Kailua Beach - Heated Pool - Air Conditioned - Ask Owner Availability

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Available and legal for stays less than 30 days, vacation rental in Kailua
Available and legal for stays less than 30 days, vacation rental in Kailua
Available and legal for stays less than 30 days, vacation rental in Kailua

Available and legal for stays less than 30 days

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage, vacation rental in Kailua
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage, vacation rental in Kailua
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage, vacation rental in Kailua

licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Luxury Home in Gated Community Steps from Kailua Beach, vacation rental in Kailua
Luxury Home in Gated Community Steps from Kailua Beach, vacation rental in Kailua
Luxury Home in Gated Community Steps from Kailua Beach, vacation rental in Kailua

Luxury Home in Gated Community Steps from Kailua Beach

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lanikai Villa by the Sea, vacation rental in Kailua
Lanikai Villa by the Sea, vacation rental in Kailua
Lanikai Villa by the Sea, vacation rental in Kailua

Lanikai Villa by the Sea

Rental Home
5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Kailua Beach Park Cottage - 2BR, vacation rental in Kailua
Kailua Beach Park Cottage - 2BR, vacation rental in Kailua
Kailua Beach Park Cottage - 2BR, vacation rental in Kailua

Kailua Beach Park Cottage - 2BR

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Showing results 1-50 of 262
Frequently Asked Questions about Kailua





Kailua Vacation Rentals
Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.
A Kailua Vacation
Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.
Family-Friendly Kailua
From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.