Kailua Vacation Rentals

Welcome to Kailua. Scroll down this page to find your favorite travel destination in Kailua and browse our extensve inventory of accommodations in Kailua. Leisure travelers planning their family vacations can get offers directly from owners of Kailua vacation homes or houses in Kailua. Sometimes these single rental units are referred to as Kailua cabins or Kailua villas. Other popular lodging options include vacation rentals in Kailua, Kailua apartments and condos in Kailua. For business travelers we offer several convenient hotels in Kailua or small boutique hotels in Kailua area, many with the ability to book online. If you are planning a romantic getaway in Kailua, we highy recommend our unique inventory of bed and breakfasts in Kailua. B&Bs can also referred as small country inns in Kailua.

Finding the perfect vacation rental property can be very time consuming. Unlike many other sites out there that demand travelers (like you) to invest countless hours browsing though each vacation rental listing, at Rentalo.com we make it easy for travelers to find best Kailua vacation rentals using our free inquiry service or Kailua lodging locator service. Save time searching for Kailua rental vacations and Kailua accommodations! Simply click the "Inquire Now" button, complete a short inquiry form, and within minutes you will start receiving multiple offers from Kailua vacation home rentals owners as well as from Kailua resorts, Kailua cabin rentals, and Kailua vacation homes.

Let Rentalo help you find the perfect place to stay for your next family vacation in Oahu area. Our engine will match your specific inquiry criteria with each Kailua vacation rental listing, Kailua vacation house or Kailua villa in our Kailua rental vacations inventory. Finding Kailua vacation rentals by owner is easy with our free inquiry service. However, you can also browse our inventory of Kailua accommodation listings (as listed below) or use the SmartSearch tool to narrow down your search for Kailua lodging in Oahu.

Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

  1. Inquire on ALL Vacation Rentals in Kailua. Click "Inquire Now" (Fastest Option - Receive the most Offers)
  2. Inquire on Selected Vacation Rentals in Kailua. Click "Check to inquire", then click "Inquire Now" (Time-Saving Option - Receive Offers from Selected Properties)
  3. Inquire only on a Specific Kailua Vacation Rental (Take the time to review each property - Receive an offer on the Property you like)
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.


Check to Inquire *
ID: 387441
Lanikai Javal  - Vacation Rental in Kailua
 
1 Bedrooms
Sleeps 2
very cute and cozy, 1 bedroom studio in lanikai, kailua, hawaii. Large open living area and kitchenette with everything you need to cook: fridg, hot plate, toster oven, microvawe. separate bedroom. p ...Read Full Description
ID: 97700
Ko'olau Vista Villa - Hawaii Vacation Rental - Vacation Rental in Kailua
From USD550 nt
5 Bedrooms
Sleeps 16
Ko'olau vista villa is a large, private, executive 2 story, 4 bedroom 4 bath plus bonus game room /5th bedroom property located in beautiful kailua, hawaii. This spacious 4000 square foot property tru ...Read Full Description
ID: 3351
Ono Kailua Hale kai - Vacation Rental in Kailua
 
4 Bedrooms
Sleeps 11
Very nice 4 br beachside home at the best rates by famous kailua beach, tropical setting with waterfalls and koi ponds, great swimming and wind surfing, miles of white...two refregirator snorkel equip ...Read Full Description
ID: 26671
Peace in Paradise 5 bedrooms - Vacation Rental in Kailua
 
5 Bedrooms
Sleeps 12
Beautifully appointed brand new home just a 5 minute walk from the best beaches in the world. This property has one 3 bedroom house and a 2 bedroom house that can be combined to make a 5 bedroom luxur ...Read Full Description
ID: 47799
Kailua Vacation Rental - Vacation Rental in Kailua
 
3 Bedrooms
Sleeps 8
Hale kai is beach side, 30 yards to the water and nothing is shared or split. You have the entire home to your self. the home features fine furnishings, including koa wood cabinets, marble baths, hard ...Read Full Description
ID: 87411
Kailua Beach Vacation Rental - Vacation Rental in Kailua
 
6 Bedrooms
Sleeps 13
Experience the hawaiian cultural and tropical setting of this spacious 3200 square foot island-style vacation rental home. Located 250 yards from the sand of the highly-rated kailua beach, this fully ...Read Full Description
ID: 97700
Kailua Beach Hideaway - Vacation Rental in Kailua
 
2 Bedrooms
Sleeps 4
Aloha from the island of oahu, and welcome to paradise! ko'olau vista villa is a large, private, executive, two-story, four-bedroom plus bonus room, four-bath property located in beautiful kailua, haw ...Read Full Description
Check to Inquire *
ID: 179466
Home in Kailua - Vacation Rental in Kailua
 
Studio
Sleeps 12
Come experience the beauty of kailua. Stay in our charming "hale nalu palekaiko " surf paradise home. see why people call kailua "papalani" heaven on earth! relax in our charming and comfortable 3 bed ...Read Full Description
ID: 186967
Breathtaking Hilltop Views !! - Vacation Rental in Kailua
 
2 Bedrooms
Sleeps 6
The breathtaking views in this kailua rental are amazing every time you step outside onto the wraparound lanai or look out its large windows. Built in 2002, this new 2 bedroom, 2 bath cottage has appr ...Read Full Description
Check to Inquire *
ID: 188256
Treetop Apartment - Vacation Rental in Kailua
 
1 Bedrooms
Sleeps 4
Welcome to paradise! brand new, clean and comfortably furnished, this apartment is a private, spacious, one-bedroom, tree top apartment, with cool breezes, spectacular views, and fragrant plumeria tha ...Read Full Description
Check to Inquire *
ID: 97700
Waioha Joy - Vacation Rental in Kailua
From USD145 nt
Studio
Sleeps 2
You will feel waioha joy and happiness as you enter into your private tropical retreat. Waioha is a charming studio perfect for a single on a work exchange or a couple wanting to escape on a quite vac ...Read Full Description
ID: 390839
Beautiful Home for vacation and holiday - Vacation Rental in Kailua
 
6 Bedrooms
Sleeps 9
island stylin' and built to perfection. This multi-family sprawling estate, ,land w/ custom features throughout! the hand painted tiles adorn the kitchen walls which complement the exquisite granite ...Read Full Description
ID: 64648
SEA VILLAGE RESORT - Hotel in Kailua
 
50 Bedrooms
Additional property description -
 located a short distance from the heart of kailua-kona,
 sea village resort sits right on the sea wall and has
 well kept grounds, a pool, a ...Read Full Description
ID: 64648
OUTRIGGER ROYAL SEA CLIFF - Hotel in Kailua
 
154 Bedrooms
Year built - 1982
additional property description -
 located on seven acres of prime oceanfront land two
 miles south of the town of kailua-kona, the gracious
 outrigge ...Read Full Description
Check to Inquire *
ID: 64648
HOLUA RESORT - Hotel in Kailua
 
73 Bedrooms
-nestled amidst the striking greens of 36 holes of
championship golf you will enjoy eight swimmming pools and
eight hot tubs all within a 5 minute walk to keahou bay. One
bedro ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.


Smart Search


*Traveling Dates:

Flexible Dates
*Sleeps:
1+ (12)
3+ (10)
6+ (8)
11+ (5)

Bedrooms:
(vacation rentals only)
Studio (2)
1 (2)
2 (2)
3 (1)
4+ (8)

Vacation Rental Types:
Apartment (4)
Cottage (1)
Home (4)

Lodging Types:
Hotels (3)
Vacation Rentals (12)

Amenities:
Microwave (7)
Linens provided (7)
Utensils (7)
Coffee Maker (7)
TV/VCR (3)
BBQ (6)
More...

Things To Do:
Snorkeling/Diving (6)
Sightseeing (7)
Surfing (6)
Windsurfing (6)
Theaters / Cinemas (4)
Shopping (6)
More...

Special Features:
Children Welcome (15)
Smoking Permitted (10)
Pet friendly (13)
Handicap accesibility (11)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Waimanalo (2)
Kaneohe (3)
Waikiki (7)
Kahala (1)
Honolulu (82)
Pearl City (1)

Max Budget per Night:

Currency:

Sorry: