Kailua Beachside
Kailua, Hawaii 5 Bedrooms Vacation Rental
Show All Photos
Rooms
Amenities
Description
What You’ll Love About Kailua Beachside
• Beachfront location on quiet, uncrowded Kailua Beach
• 80-foot heated lap pool with courtyard lounging and dining
• Five king suites, each with ensuite bath and soaking tub
• Expansive open-plan living with panoramic ocean views
• Upstairs studio apartment with kitchenette and ensuite bath
• Private lanai and direct beach access from the yard
Living & Dining
The great room welcomes you with soaring ceilings, travertine floors, and floor-to-ceiling glass that opens fully to the lanai. Inside, neutral tones and contemporary furnishings frame the view of Kailua Bay. The open-plan design creates effortless flow between lounging, dining, and entertaining spaces, while gentle sea breezes drift through.
A formal dining area with seating for ten enjoys 180-degree views of the beach and gardens, while the adjacent living area offers plush seating and seamless access to the pool courtyard—ideal for casual gatherings or elegant dinners alike.
Chef-Ready Kitchen
The sleek modern kitchen is a chef’s dream, featuring top-of-the-line appliances, a spacious island, wine fridge, and wide counter spaces for easy meal prep or entertaining. An additional kitchenette in the studio apartment provides flexibility for extended stays or visiting guests.
Outdoor Oasis
Just steps from the living area, the covered lanai overlooks an 80-foot heated lap pool and manicured lawns leading directly to the sand. Lounge poolside beneath shaded overhangs, dine alfresco in the courtyard, or stroll to the beach through your private oceanside gate. In the evening, the columned courtyard glows softly, creating an elegant space to unwind beneath the stars.
Sleeping Quarters
• Primary Suite – King bed | Panoramic ocean views, private lanai, ensuite bath with soaking tub and walk-in shower
• Guest Suite 2 – King bed | Courtyard access, ensuite bath with soaking tub
• Guest Suite 3 – King bed | Ensuite bath with soaking tub
• Guest Suite 4 – King bed | Lanai access, ensuite bath with soaking tub
• Guest Suite 5 (Studio Apartment) – King bed | Kitchenette, lounge area, ensuite bath with single vanity
Extras
• Smart TV and high-speed Wi-Fi
• Beach chairs, towels, and outdoor shower
• Washer/dryer and fully equipped kitchen
• Private yard with direct beach access
• Air conditioning and ceiling fans
• Gated driveway and garage parking
• Self check-in / check-out
Nearby
• Walk: Kailua Beach Park, Kalapawai Market, Island Snow shave ice, local cafés
• Short Drive: Lanikai Beach, Kailua Town shops and restaurants, golf courses, Pillbox hiking trail, Nuuanu Pali Lookout
Good to Know
• Offered as a 30-day rental (fixed monthly rate applies)
• Exclusive occupancy for your stay—no shared access
• Car recommended
• Non-smoking; pets not permitted
• Minimum age and stay restrictions apply
• Tax ID: TA-028-490-7520-01
• TMK: 430200630000
Reserve your stay at Kailua Beachside and experience the perfect fusion of contemporary architecture, tropical beauty, and the serene magic of beachfront living.
Room
Beds
Primary Bedroom
King (1)
bedroom
Guest Bedroom 2
King (1)
bedroom
Guest Bedroom 3
King (1)
bedroom
Guest Bedroom 4
King (1)
bedroom
Guest Bedroom 5
King (1)
bedroom
Primary Bedroom Ensuite
full bathroom
Guest Bedroom 2 Ensuite
full bathroom
Guest Bedroom 3 Ensuite
full bathroom
Guest Bedroom 4 Ensuite
full bathroom
Guest Bedroom 5 Ensuite
full bathroom
Nearby Activities
- Cycling
- Fishing
- Golfing
- Hiking
- Horseback riding
- Museums
- Scuba diving or Snorkeling
- Shopping
- Spa and wellness
- Tennis
- Watersports
Kitchen and Dining
- BBQ
- Blender
- Coffee Filter
- Coffee Maker
- Dining Area
- Dishes Utensils
- Dishwasher
- Disposal
- Freezer
- Ice Machine
- Kitchen
- Kitchen Basics
- Kitchenette
- Microwave
- Oven
- Refrigerator
- Rice Cooker
- Stove
- Toaster
- Wine Fridge
Amenities
- Dryer
- Essentials
- Extra Pillows And Blankets
- Garage
- Hair Dryer
- Iron
- Linens
- Private Entrance
- Shampoo
- Washer
- Wifi/Internet
Suitability
- Air Conditioning
- Bath Tub
- Ceiling fans
- Children Welcome
- Free Parking
- Hot Water
- Long Term Stays Allowed
- Minimum Age Limit
- Pets Not Allowed
- Smoking Not Allowed
- Suitable for Elderly
Emergency
- Emergency Exit Route
- Emergency Fire Contact
- Emergency Medical Contact
- Emergency Police Contact
Cleanliness
- Self Check In / Check Out
Safety Features
- Fire Extinguisher
- First Aid Kit
- Outdoor Lighting
- Smoke Detector
Entertainment
- Laptop Friendly
- Smart TV
- Television
Pool/Spa
- Private Pool
Internal Amenities
- Additional Bedding
- Beach Chairs
- Beach Towels
- Shipping Items
Outdoor Amenities
- Lanai/Balcony
- Outdoor Shower
- Outdoor seating
- Private yard
Themes
- Family
- Luxury
Car
- Car Necessary
- Car Recommended
Location/Property Types
- Beach Front
- Beach View
- Near Ocean
- Ocean Front
- Ocean View
- Walk to beach
- Waterfront
Property Manager
- Hawaii Luxury Homes
promos
- Concierge
- StayLonger10
Thank you for submitting your review. It will be processed shortly!
No Reviews.
November 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | ||||||
| 02 $1,500 |
03 $1,500 |
04 $1,500 |
05 $1,500 |
06 $1,500 |
07 $1,500 |
08 $1,500 |
| 09 $1,500 |
10 $1,500 |
11 $1,500 |
12 $1,500 |
13 $1,500 |
14 $1,500 |
15 $1,500 |
| 16 $1,667 |
17 $1,667 |
18 $1,667 |
19 $1,667 |
20 $1,667 |
21 $1,667 |
22 $1,667 |
| 23 $1,667 |
24 $1,667 |
25 $1,667 |
26 $1,667 |
27 $1,667 |
28 $1,667 |
29 $1,667 |
| 30 $1,667 |
December 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,000 |
02 $2,000 |
03 $2,000 |
04 $2,000 |
05 $2,000 |
06 $2,000 |
|
| 07 $2,000 |
08 $2,000 |
09 $2,000 |
10 $2,000 |
11 $2,000 |
12 $2,000 |
13 $2,000 |
| 14 $2,000 |
15 $2,000 |
16 $2,000 |
17 $2,000 |
18 $2,000 |
19 $2,000 |
20 $2,000 |
| 21 $2,000 |
22 $2,000 |
23 $2,000 |
24 $2,000 |
25 $2,000 |
26 $2,000 |
27 $2,000 |
| 28 $2,000 |
29 $2,000 |
30 $2,000 |
31 $2,000 |
January 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,000 |
02 $2,000 |
03 $2,000 |
||||
| 04 $2,000 |
05 $2,000 |
06 $2,000 |
07 $2,000 |
08 $2,000 |
09 $2,000 |
10 $2,000 |
| 11 $2,000 |
12 $2,000 |
13 $2,000 |
14 $2,000 |
15 $2,000 |
16 $2,000 |
17 $2,000 |
| 18 $2,000 |
19 $2,000 |
20 $2,000 |
21 $2,000 |
22 $2,000 |
23 $2,000 |
24 $2,000 |
| 25 $2,000 |
26 $2,000 |
27 $2,000 |
28 $2,000 |
29 $2,000 |
30 $2,000 |
31 $2,000 |
February 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,667 |
02 $1,667 |
03 $1,667 |
04 $1,667 |
05 $1,667 |
06 $1,667 |
07 $1,667 |
| 08 $1,667 |
09 $1,667 |
10 $1,667 |
11 $1,667 |
12 $1,667 |
13 $1,667 |
14 $1,667 |
| 15 $1,667 |
16 $1,667 |
17 $1,667 |
18 $1,667 |
19 $1,667 |
20 $1,667 |
21 $1,667 |
| 22 $1,667 |
23 $1,667 |
24 $1,667 |
25 $1,667 |
26 $1,667 |
27 $1,667 |
28 $1,667 |
March 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,667 |
02 $1,667 |
03 $1,667 |
04 $1,667 |
05 $1,667 |
06 $1,667 |
07 $1,667 |
| 08 $1,667 |
09 $1,667 |
10 $1,667 |
11 $1,667 |
12 $1,667 |
13 $1,667 |
14 $1,667 |
| 15 $1,667 |
16 $1,667 |
17 $1,667 |
18 $1,667 |
19 $1,667 |
20 $1,667 |
21 $1,667 |
| 22 $1,667 |
23 $1,667 |
24 $1,667 |
25 $1,667 |
26 $1,667 |
27 $1,667 |
28 $1,667 |
| 29 $1,667 |
30 $1,667 |
31 $1,667 |
April 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,667 |
02 $1,667 |
03 $1,667 |
04 $1,667 |
|||
| 05 $1,667 |
06 $1,667 |
07 $1,667 |
08 $1,667 |
09 $1,667 |
10 $1,667 |
11 $1,667 |
| 12 $1,667 |
13 $1,667 |
14 $1,667 |
15 $1,400 |
16 $1,400 |
17 $1,400 |
18 $1,400 |
| 19 $1,400 |
20 $1,400 |
21 $1,400 |
22 $1,400 |
23 $1,400 |
24 $1,400 |
25 $1,400 |
| 26 $1,400 |
27 $1,400 |
28 $1,400 |
29 $1,400 |
30 $1,400 |
May 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,400 |
02 $1,400 |
|||||
| 03 $1,400 |
04 $1,400 |
05 $1,400 |
06 $1,400 |
07 $1,400 |
08 $1,400 |
09 $1,400 |
| 10 $1,400 |
11 $1,400 |
12 $1,400 |
13 $1,400 |
14 $1,400 |
15 $1,400 |
16 $1,400 |
| 17 $1,400 |
18 $1,400 |
19 $1,400 |
20 $1,400 |
21 $1,400 |
22 $1,400 |
23 $1,400 |
| 24 $1,400 |
25 $1,400 |
26 $1,400 |
27 $1,400 |
28 $1,400 |
29 $1,400 |
30 $1,400 |
| 31 $1,400 |
June 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,400 |
02 $1,400 |
03 $1,400 |
04 $1,400 |
05 $1,400 |
06 $1,400 |
|
| 07 $1,400 |
08 $1,400 |
09 $1,400 |
10 $1,400 |
11 $1,400 |
12 $1,400 |
13 $1,400 |
| 14 $1,400 |
15 $1,400 |
16 $1,500 |
17 $1,500 |
18 $1,500 |
19 $1,500 |
20 |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
| 28 | 29 | 30 |
July 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | |||
| 05 | 06 | 07 | 08 | 09 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 $2,000 |
20 $2,000 |
21 $2,000 |
22 $2,000 |
23 $2,000 |
24 $2,000 |
25 $2,000 |
| 26 $2,000 |
27 $2,000 |
28 $2,000 |
29 $2,000 |
30 $2,000 |
31 $2,000 |
August 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,000 |
||||||
| 02 $2,000 |
03 $2,000 |
04 $2,000 |
05 $2,000 |
06 $2,000 |
07 $2,000 |
08 $2,000 |
| 09 $2,000 |
10 $2,000 |
11 $2,000 |
12 $2,000 |
13 $2,000 |
14 $2,000 |
15 $2,000 |
| 16 $2,000 |
17 $2,000 |
18 $2,000 |
19 $2,000 |
20 $2,000 |
21 $2,000 |
22 $2,000 |
| 23 $2,000 |
24 $2,000 |
25 $2,000 |
26 $2,000 |
27 $2,000 |
28 $2,000 |
29 $2,000 |
| 30 $2,000 |
31 $2,000 |
September 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,500 |
02 $1,500 |
03 $1,500 |
04 $1,500 |
05 $1,500 |
||
| 06 $1,500 |
07 $1,500 |
08 $1,500 |
09 $1,500 |
10 $1,500 |
11 $1,500 |
12 $1,500 |
| 13 $1,500 |
14 $1,500 |
15 $1,500 |
16 $1,500 |
17 $1,500 |
18 $1,500 |
19 $1,500 |
| 20 $1,500 |
21 $1,500 |
22 $1,500 |
23 $1,500 |
24 $1,500 |
25 $1,500 |
26 $1,500 |
| 27 $1,500 |
28 $1,500 |
29 $1,500 |
30 $1,500 |
October 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,500 |
02 $1,500 |
03 $1,500 |
||||
| 04 $1,500 |
05 $1,500 |
06 $1,500 |
07 $1,500 |
08 $1,500 |
09 $1,500 |
10 $1,500 |
| 11 $1,500 |
12 $1,500 |
13 $1,500 |
14 $1,500 |
15 $1,500 |
16 $1,500 |
17 $1,500 |
| 18 $1,500 |
19 $1,500 |
20 $1,500 |
21 $1,500 |
22 $1,500 |
23 $1,500 |
24 $1,500 |
| 25 $1,500 |
26 $1,500 |
27 $1,500 |
28 $1,500 |
29 $1,500 |
30 $1,500 |
31 $1,500 |
Ages 18 or above
Ages 2-17
Under 2
Bringing your pets?
Please select dates
Request Submitted!
Starting May 7, 2025, a REAL ID or passport is required for Domestic U.S. flights—plan ahead! Learn more HERE
Terms & Conditions