Compare cheap villa rentals in Kailua, HI from 100+ sites!

149 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Kailua, HI villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

149 Villa rentals in Kailua, HI

Upscale Kailua Getaway: Steps To Swim Beach! - Kailua, HI
Kailua, HI
08/20 – 09/19
$1724/nighttotal: $51720 (30 )

Upscale Kailua Getaway: Steps To Swim Beach!

3 2
house, Kailua
This Kailua vacation home is steps from Lanikai Beach and a short walk from Kailua Beach Park, offering easy access to world-famous beaches and stunning ocean views.
This 2,060-square-foot property boasts three bedrooms, three bathrooms, and accommodates up to eleven guests, featuring a fully equipped kitchen, private patio, swimming pool, and free Wi-Fi.
Cozy Custom Vacation Home - Kailua, HI
9.0 10 reviews
Kailua, HI
07/09 – 07/17
$335/nighttotal: $2680 (8 )

Cozy Custom Vacation Home

3 2
house, Kaneohe
This Kaneohe vacation home, located 8.7 miles from Nu'uanu Valley, 9.4 miles from the Bishop Museum, and 11 miles from Honolulu International Airport, offers easy access to major attractions.
This 2200-square-foot property features three bedrooms, three bathrooms, and can comfortably accommodate eight guests, boasting amenities such as a fully equipped kitchen, free Wi-Fi, private parking, and a balcony.
Waikiki Palms, Central Location, Free Parking - Kailua, HI
8.6 24 reviews
Kailua, HI
10/03 – 10/12
$292/nighttotal: $2628 (9 )

Waikiki Palms, Central Location, Free Parking

1 2
house, Urban Honolulu
This Waikiki vacation rental is located just steps from Kahanamoku Beach and Fort DeRussy Beach, placing you in the heart of Honolulu's vibrant beach scene. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This one-bedroom, one-bathroom home offers 250 square feet of living space comfortably accommodating up to two guests. Enjoy a relaxing stay with access to a fitness center, tennis court, spa, and private balcony, along with the convenience of free parking and air conditioning.
Ilikai Marina 480 - Kailua, HI
8.4 6 reviews
Kailua, HI
08/22 – 08/27
$329/nighttotal: $1645 (5 )

Ilikai Marina 480

1 2
house, Urban Honolulu
This Waikiki apartment is a short walk from Kahanamoku Beach and within a mile of Fort DeRussy Beach, putting you right in the heart of Honolulu's vibrant beach scene. The apartment consistently receives very good user ratings, an excellent location rating, and a good cleanliness rating.
The 1-bedroom, 1-bathroom apartment can comfortably accommodate 4 guests with its 690 square feet of space. Enjoy features like air conditioning, free Wi-Fi, a fully equipped kitchen, and a parking space, plus stunning views of the bustling yacht harbor.
Ilikai Tower 1717 - Kailua, HI
9.8 32 reviews
Kailua, HI
07/09 – 07/17
$290/nighttotal: $2320 (8 )

Ilikai Tower 1717

1 2
house, Urban Honolulu
Ilikai Tower 1717 City View 1BR is a highly-rated apartment in Waikiki, just steps from the beach and within walking distance of major attractions.
The one-bedroom apartment features a private pool on the balcony, stunning city views, and modern amenities. It accommodates up to two guests comfortably and offers access to a concierge service and on-site parking.
Spacious Waterfront With Gorgeous View & Pool - Kailua, HI
9.9 59 reviews
Kailua, HI
08/20 – 09/19
$765/nighttotal: $22950 (30 )

Spacious Waterfront With Gorgeous View & Pool

1 2
house, Kaneohe
This waterfront residence in Kaneohe offers direct access to Kaneohe Bay, featuring panoramic views and a private backyard ideal for kayaking, with convenient proximity to local malls, theaters, restaurants, and grocery stores.
This spacious two-level custom home accommodates up to 10 guests with 5 bedrooms and 4 bathrooms, boasting amenities like a large swimming pool, covered decks, full kitchen, air conditioning, and reliable WiFi, all supported by ample parking for 3 vehicles.
Newly Renovated Ocean & Diamond Head Views Condo With Parking - Kailua, HI
9.3 4 reviews
Kailua, HI
07/09 – 07/17
$412/nighttotal: $3296 (8 )

Newly Renovated Ocean & Diamond Head Views Condo With Parking

1 2
house, Urban Honolulu
This Diamond Head-area condo is a short walk from Saint Augustine by the Sea and within a mile of Waikiki Beach, Kapiolani Park, and the Royal Hawaiian Shopping Center.
This 600-square-foot unit features one bedroom, one bathroom, and accommodates up to seven guests, boasting a fully equipped kitchen, air conditioning, a Jacuzzi, a sauna, on-site parking, and ocean and Diamond Head views.
Heart Of Waikiki,1bdrm,free Parking, Wifi,no Resort Fees,youtube,netflix ! - Kailua, HI
9.4 307 reviews
Kailua, HI
08/22 – 08/27
$250/nighttotal: $1250 (5 )

Heart Of Waikiki,1bdrm,free Parking, Wifi,no Resort Fees,youtube,netflix !

1 2
house, Urban Honolulu
This Waikiki vacation home boasts a central location, just minutes from Waikiki Beach, Fort DeRussy Beach, and the Royal Hawaiian Shopping Center.
The one-bedroom, one-bathroom condo offers a fully equipped kitchen, private balcony with pool views, free on-site parking, and access to a fitness center, tennis court, and swimming pool; it comfortably sleeps two guests.
Ilikai Tower 1228 - Kailua, HI
8.6 5 reviews
Kailua, HI
10/03 – 10/12
$337/nighttotal: $3033 (9 )

Ilikai Tower 1228

1 2
house, Urban Honolulu
This Honolulu condo is situated in the Waikiki district, a 6-minute walk to Kahanamoku Beach and 0.8 miles from Ala Moana Center.
This 1-bedroom, 1-bathroom apartment offers 500 square feet of living space, accommodates up to 7 guests, and includes a kitchen with a fridge, microwave, and dishwasher, plus air conditioning and a swimming pool.
Inn On The Park #2013 - Kailua, HI
Kailua, HI
10/03 – 10/12
$153/nighttotal: $1377 (9 )

Inn On The Park #2013

1 2
house, Urban Honolulu
Inn on the Park #2013, a condo in Urban Honolulu, is located an 11-minute walk from Fort De Russy and 0.9 miles from the Royal Hawaiian Shopping Center.
This 310 square feet condo accommodates up to 3 guests and features air conditioning, a kitchenette with a fridge and microwave, a swimming pool, and a balcony with ocean views.
Ilikai Marina 1684 - Kailua, HI
8.0 1 review
Kailua, HI
08/11 – 09/05
$282/nighttotal: $7050 (25 )

Ilikai Marina 1684

1 2
house, Urban Honolulu
This Waikiki apartment rental, Ilikai Marina 1684, is located near Kahanamoku Beach, a 7-minute walk away, and less than a mile from Ala Moana Center and Fort DeRussy.
The 450-square-foot unit features one bedroom, one bathroom, and sleeps up to seven guests, offering free Wi-Fi, air conditioning, parking, and a fully equipped kitchen including a refrigerator and microwave.
Ilikai Tower 1628 - Kailua, HI
8.4 19 reviews
Kailua, HI
10/03 – 10/12
$296/nighttotal: $2664 (9 )

Ilikai Tower 1628

1 2
house, Urban Honolulu
Ilikai Tower 1628 Lagoon View 1BR offers a Waikiki apartment with direct lagoon views, a short walk from Kahanamoku Beach and less than a mile from Magic Island and Ala Moana Center.
This 500-square-foot condo features one bedroom, one bathroom, a fully equipped kitchen, free Wi-Fi, cable TV, air conditioning, valet parking, and a swimming pool; guests can enjoy nearby attractions such as the US Army Museum of Hawaii.

Browse Waterfront Vacation Homes in Kailua, HI

Base your next getaway at seaside vacation homes in Kailua, HI, perfectly positioned for exploring regional beach-town boardwalks.

Ilikai Marina 6fl Ocean View & Marina, Renovated - Kailua, HI
8.6 12 reviews
Kailua, HI
08/17 – 08/21
$390/nighttotal: $1560 (4 )

Ilikai Marina 6fl Ocean View & Marina, Renovated

1 2
house, Urban Honolulu
This Ilikai Marina condo rental in Waikiki, Honolulu, offers an ocean view from its 6th-floor location, a short walk (0.4 miles) from Kahanamoku Beach and less than a mile from Fort DeRussy Beach.
This 680-square-foot, one-bedroom, one-bathroom unit sleeps seven guests and features free private parking, free Wi-Fi, air conditioning, a fully equipped kitchen, and a terrace.

Find the Best Holiday Houses with Swimming Pool in Kailua, HI

On-site pool access in Kailua, HI makes a refreshing swim to complement your beach day a wonderful part of your daily routine.

Tranquil Marina Front Pool House Resort - Kailua, HI
Kailua, HI
08/20 – 09/19
$1355/nighttotal: $40650 (30 )

Tranquil Marina Front Pool House Resort

3 2
house, East Honolulu
This East Honolulu marina-front home is a short walk from Maunalua Beach and less than a mile from Kuliouou Beach Park, with Hanauma Bay and Diamond Head easily accessible by car.
The 2,000-square-foot property boasts three bedrooms, two bathrooms, and sleeps twelve, featuring a private pool, two living rooms, a fully equipped kitchen, free Wi-Fi, and free parking.
Waikiki Sunset #2512 - Kailua, HI
Kailua, HI
08/22 – 08/27
$316/nighttotal: $1580 (5 )

Waikiki Sunset #2512

1 2
house, Urban Honolulu
This vacation rental is located in Waikiki, Honolulu, 0.23 miles from Kuhio Beach and 0.23 miles from Saint Augustine by the Sea.
This 540 square foot house accommodates up to 7 guests with 1 bedroom and 1 bathroom, featuring a full kitchen with an oven, air conditioning, a swimming pool, fitness center, tennis court, and complimentary private parking and Wi-Fi.
Near Malls, Beaches & Honolulu Zoo: Colorful Condo - Kailua, HI
Kailua, HI
08/11 – 09/05
$238/nighttotal: $5950 (25 )

Near Malls, Beaches & Honolulu Zoo: Colorful Condo

1 2
house, Urban Honolulu
This 660 square foot, 1-bedroom condo in Waikiki, Honolulu, is a 5-minute walk from Waikiki Beach and less than 1 mile from Fort DeRussy and the U.S. Army Museum of Hawaii.
This air-conditioned unit accommodates up to 9 guests and features a kitchen with a fridge and microwave oven, complimentary WiFi, an outdoor swimming pool, and on-site parking.
Waikiki Banyan 1909 Amazing Views And Just Steps To The Beach - Kailua, HI
9.4 113 reviews
Kailua, HI
12/26 – 12/28
$495/nighttotal: $990 (2 )

Waikiki Banyan 1909 Amazing Views And Just Steps To The Beach

1 3
house, Urban Honolulu
This vacation rental is located in the Waikiki district of Honolulu, just a 4-minute walk from Kuhio Beach and a short distance from other popular Waikiki beaches. This house has excellent user, location, and cleanliness ratings.
The home has one bedroom and one bathroom and is 600 square feet. Amenities include a swimming pool, Jacuzzi, terrace, garden, sauna, spa, tennis court, parking, and a kitchen with a fridge, microwave, and oven.

Frequently Asked Questions about villa rentals in Kailua, HI

Destinations nearby

Best Kailua, HI villas and beach houses with jacuzzi

Waikiki Banyan Fabulous Ocean View Condo With Free Parking - Kailua, HI
9.1 13 reviews
Kailua, HI
07/09 – 07/17
$520/nighttotal: $4160 (8 )

Waikiki Banyan Fabulous Ocean View Condo With Free Parking

1 2
house, Urban Honolulu
This Waikiki apartment rental is a short walk from Queen's Surf Beach, Kuhio Beach, and Waikiki Beach, placing you near Saint Augustine by the Sea and the Waikiki Shell.
The 600-square-foot, one-bedroom, one-bathroom unit sleeps seven, boasting a private balcony with ocean views, a fully equipped kitchen, free parking with an EV charging station, and access to a pool, jacuzzi, sauna, and on-site mini-market.
5 Star 270 Degree Ocean View Waikiki Penthouse New - Kailua, HI
Kailua, HI
08/22 – 08/27
$2320/nighttotal: $11600 (5 )

5 Star 270 Degree Ocean View Waikiki Penthouse New

2 2
house, Urban Honolulu
This penthouse is located in Waikiki, just a short walk from Fort DeRussy Beach and Waikiki Beach. The area is bustling with shops, restaurants, and nightlife, making it a perfect base for exploring Honolulu.
The 1150 square foot penthouse has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy panoramic ocean views, a fully equipped kitchen, a hot tub, a fitness center, and free WiFi.
Lanikai Ocean View Retreat With Saltwater Pool - Kailua, HI
9.8 76 reviews
Kailua, HI
08/20 – 09/19
$217/nighttotal: $6510 (30 )

Lanikai Ocean View Retreat With Saltwater Pool

1 2
house, Kailua
This Kailua cottage, a short 5-minute walk from Lanikai Beach, boasts stunning 180-degree views of Lanikai Bay.
The one-bedroom, one-bathroom house sleeps two guests and features a fully equipped kitchen, washer/dryer, private deck, saltwater pool, hot tub (heating extra), and provided beach gear; super-fast Wifi and cable TV are also included.
Ilikai 2127 Spectacular Ocean Harbor Views - Kailua, HI
9.1 92 reviews
Kailua, HI
08/22 – 08/27
$331/nighttotal: $1655 (5 )

Ilikai 2127 Spectacular Ocean Harbor Views

1 2
house, Urban Honolulu
This studio apartment is located in the Waikiki district of Honolulu, just a short distance from popular beaches like Kahanamoku Beach, Fort DeRussy Beach, and Magic Island Lagoon Beach. The studio has excellent user, location, and cleanliness ratings.
The studio is a one-bedroom, one-bathroom apartment with a floor area of 5380 square feet. It features a private pool, elevator access, a fully equipped kitchen, free Wi-Fi, private parking, air conditioning, and a terrace with spectacular ocean and harbor views.

Neighborhoods and points of interest in Kailua, HI

Best Kailua, HI houses with a kitchen

Ilikai Tower 1041 - Kailua, HI
9.2 16 reviews
Kailua, HI
08/17 – 08/21
$457/nighttotal: $1828 (4 )

Ilikai Tower 1041

1 2
house, Urban Honolulu
This Waikiki apartment is located just steps from Kahanamoku Beach, Fort DeRussy Beach, and Magic Island Lagoon Beach, putting you right in the heart of the action. It has received very good ratings for cleanliness and user experience, and an excellent location rating. The apartment is a one-bedroom, one-bathroom unit with 500 square feet of space. Amenities include a private pool, free Wi-Fi, cable TV, a fully equipped kitchen, air conditioning, a hair dryer, and private parking.
Ilikai Tower 633 - Kailua, HI
9.2 7 reviews
Kailua, HI
07/09 – 07/17
$326/nighttotal: $2608 (8 )

Ilikai Tower 633

1 2
house, Urban Honolulu
This Ilikai Tower apartment in Waikiki offers direct Yacht Harbor views and is a five-minute walk from Kahanamoku Beach, near Ala Moana Center and Honolulu International Airport (8.7 miles away).
This 500-square-foot one-bedroom condo sleeps seven, features a fully equipped kitchen with a dishwasher, and includes air conditioning, a swimming pool, and free Wi-Fi.
Ilikai Marina 1091 - Kailua, HI
8.1 9 reviews
Kailua, HI
08/11 – 09/05
$153/nighttotal: $3825 (25 )

Ilikai Marina 1091

1 2
house, Urban Honolulu
Ilikai Marina 1091 City View Studio offers a central Honolulu location, a short walk from Kahanamoku Beach and near the Hawaii Convention Center and the US Army Museum of Hawaii.
This 450-square-foot apartment features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with a fridge, freezer, and microwave, plus free Wi-Fi, air conditioning, and on-site parking.
Ilikai 1407 - Kailua, HI
9.7 3 reviews
Kailua, HI
12/26 – 12/28
$340/nighttotal: $680 (2 )

Ilikai 1407

1 3
house, Urban Honolulu
This Honolulu condo is located a short walk from Kahanamoku Beach, the Hawaii Convention Center, and the Royal Hawaiian Shopping Center, just 0.9 miles away.
This 500 square foot residence accommodates up to 11 guests and features air conditioning, a kitchen with a fridge and microwave, a swimming pool, a balcony, and a sauna.

Check Out 5-Star Holiday Houses in Kailua, HI

These luxury vacation homes in Kailua, HI provide expansive layouts and premium service. Experience a refined stay in a high-end private residence.

Newly Renovated Ocean & Diamond Head Views Condo With Parking - Kailua, HI
9.3 4 reviews
Kailua, HI
07/09 – 07/17
$412/nighttotal: $3296 (8 )

Newly Renovated Ocean & Diamond Head Views Condo With Parking

1 2
house, Urban Honolulu

Compare Family Vacation Homes in Kailua, HI

These kid-friendly Kailua, HI vacation homes offer plenty of room for the whole family to spread out.

Waimanalo Beach Cottages - Kailua, HI
8.8 33 reviews
Kailua, HI
10/03 – 10/12
$468/nighttotal: $4212 (9 )

Waimanalo Beach Cottages

1 2
house, Waimanalo Beach
We're Booking Now - Calendar Not Up To Date. - Kailua, HI
9.6 23 reviews
Kailua, HI
08/20 – 09/19
$2016/nighttotal: $60480 (30 )

We're Booking Now - Calendar Not Up To Date.

4 2
house, East Honolulu
Moana Luxury Residence - Kailua, HI
Kailua, HI
08/11 – 09/05
$500/nighttotal: $12500 (25 )

Moana Luxury Residence

2 2
house, Urban Honolulu
New Stunning 1400 Sq Ft 2b2b W 3 Lanais - Kailua, HI
Kailua, HI
08/22 – 08/27
$2334/nighttotal: $11670 (5 )

New Stunning 1400 Sq Ft 2b2b W 3 Lanais

2 2
house, Urban Honolulu

Guest-Favorite Pet-Friendly Vacation Homes in Kailua, HI

These dog-friendly vacation homes in Kailua, HI ensure your pet loves the trip as much as you do, featuring great outdoor spaces.

Honolulu Central 1 Bd 1 Ba - Kailua, HI
Kailua, HI
08/20 – 09/19
$201/nighttotal: $6030 (30 )

Honolulu Central 1 Bd 1 Ba

1 2
house, Urban Honolulu
Family-friendly 2bd 2ba 2 Parkings Honolulu Home - Kailua, HI
Kailua, HI
08/20 – 09/19
$394/nighttotal: $11820 (30 )

Family-friendly 2bd 2ba 2 Parkings Honolulu Home

1 2
house, Urban Honolulu

Discover Vacation Homes with Spa in Kailua, HI

Wellness travel to Kailua, HI starts with a vacation home that features a professional spa. Find your perfect restorative retreat here.

Ilikai Tower 633 - Kailua, HI
9.2 7 reviews
Kailua, HI
07/09 – 07/17
$326/nighttotal: $2608 (8 )

Ilikai Tower 633

1 2
house, Urban Honolulu

Best Kailua, HI houses with air conditioning

Ilikai Tower 1806 - Kailua, HI
9.2 18 reviews
Kailua, HI
08/11 – 09/05
$280/nighttotal: $7000 (25 )

Ilikai Tower 1806

1 2
house, Urban Honolulu
Ia302 Ilikai Apt 302 Oceanview-イリカイ - Kailua, HI
8.3 77 reviews
Kailua, HI
08/17 – 08/21
$360/nighttotal: $1440 (4 )

Ia302 Ilikai Apt 302 Oceanview-イリカイ

1 2
house, Urban Honolulu
Kaiwiki Palace - Kailua, HI
9.1 61 reviews
Kailua, HI
08/20 – 09/19
$560/nighttotal: $16800 (30 )

Kaiwiki Palace

3 2
house, East Honolulu
Ilikai Marina 382 - Kailua, HI
9.1 12 reviews
Kailua, HI
08/11 – 09/05
$282/nighttotal: $7050 (25 )

Ilikai Marina 382

1 2
house, Urban Honolulu
©2026 cozycozy.com