Kailua Vacation Rentals in Hawaii
Our Kailua vacation rentals section includes the apartment, guesthouse, villa and home rentals listed below.
Please click on the description to view more information about any of the vacation rentals in Kailua, Hawaii.
Our inventory of Kailua home rentals changes frequently, so please bookmark this page and check back often. You may also be interested in Lanikai (2 miles), Bellows Beach (4 miles), Waimanalo (4 miles), Honolulu (11 miles), and Waikiki (11 miles) for additional vacation rental options.
| Results 1 - 12 of 12 |
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Kailua Beach House
This 3, 100 sq.ft. multi- million dollar private home is located on the famous Kailua Beach - consistently voted America's...
This 3, 100 sq.ft. multi- million dollar private home is located on the famous Kailua Beach - consistently voted America's...
Home
6
5
12
$30,000/mth
Hawaii, Oahu Vacation Rentals
Beautiful 1- 5 bedrooms private vacation rental units on #1 rated beach. Just 18 minutes away from Honolulu airport and...
Beautiful 1- 5 bedrooms private vacation rental units on #1 rated beach. Just 18 minutes away from Honolulu airport and...
Villa
5
5
12
$318/nt
Best Beach in Hawaii!
Hale Kai (35 Pilipu Place) offers the utmost in relaxation and tranquility. Feel the white sand between your toes, bask in...
Hale Kai (35 Pilipu Place) offers the utmost in relaxation and tranquility. Feel the white sand between your toes, bask in...
Home
3
2
7
$450/nt


Absolutely Oceanfront Kailua Vacation
Kailua oceanfront deluxe vacation rentals - two units located in oceanfront home in Kailua on the ocean. One unit faces the...
Kailua oceanfront deluxe vacation rentals - two units located in oceanfront home in Kailua on the ocean. One unit faces the...
Home
1
1
3
$154/nt
$1,080/wk
$1,080/wk
2 Bedroom Suite Steps to Beach
Blossoms, palms, and tikis await you as you enter the one- fourth acre, tropical paradise tucked away beach side on a privat...
Blossoms, palms, and tikis await you as you enter the one- fourth acre, tropical paradise tucked away beach side on a privat...
Home
2
2
5
$249/nt
$1,743/wk
$6,500/mth
$1,743/wk
$6,500/mth
Rest, Relax & Enjoy Lanikai Beach
Ocean view studio, only 200 yds to the beach. Queen size bed, garden view bathroom with jaquzzi tub and sauna, light...
Ocean view studio, only 200 yds to the beach. Queen size bed, garden view bathroom with jaquzzi tub and sauna, light...
Apartment
1
1
2
$115/nt
Your Island Home Away from Home
Aloha and welcome to Kalama Beach House. This charming home has everything you need for your dream vacation. Bring your family...
Aloha and welcome to Kalama Beach House. This charming home has everything you need for your dream vacation. Bring your family...
Home
3
2
8
$2,995/wk


Spectacular Kailua Beachfront Home!
Honeymoon in Paradise! BEAUTIFUL BEACHFRONT 1/1 for 2 guests or, as a 3/2 for the family. Tropical splendor tucked away on...
Honeymoon in Paradise! BEAUTIFUL BEACHFRONT 1/1 for 2 guests or, as a 3/2 for the family. Tropical splendor tucked away on...
Guesthouse
3
2
4
$250/nt
$1,750/wk
$6,750/mth
$1,750/wk
$6,750/mth
Peter's Place
This charming 2 bedroom 1 bath vacation rental, located in a quaint part of Kailua town, just a quick 15 minute walk to...
This charming 2 bedroom 1 bath vacation rental, located in a quaint part of Kailua town, just a quick 15 minute walk to...
Apartment
2
1
4
$225/nt
$1,575/wk
$6,000/mth
$1,575/wk
$6,000/mth
Kailua Beach Estate, Oahu, Hawaii
Kailua Beach Estate features secluded grounds with expansive lawns and sandy beaches right in the backyard, yet is only 25...
Kailua Beach Estate features secluded grounds with expansive lawns and sandy beaches right in the backyard, yet is only 25...
Home
5
5
10
$20,000/mth
Hawaii/Kailua Beach Accommodations
Lovely, modern studios to 2 bedroom units on, or just stepts to beautiful Kailua/Lanikai Beaches. Private, very modern...
Lovely, modern studios to 2 bedroom units on, or just stepts to beautiful Kailua/Lanikai Beaches. Private, very modern...
Apartment
1
1
2
Beautiful, spacious and just steps
totally remodeled in 2008, vaulted ceilings, high end appliances, wine refrig, 2 plasma tvs, surround sound dvd, washer/d...
totally remodeled in 2008, vaulted ceilings, high end appliances, wine refrig, 2 plasma tvs, surround sound dvd, washer/d...
Home
3
2
6
$350/nt
$9,000/mth
$9,000/mth
