From $600/night
Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5BR/4Bath
Minimum rental period of 30 days, Rental included Electric, Water, Cable WiFi Clean the yard twice a month and clean the swimming pool every Tuesday...
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Quiet East Honolulu
Kahala vacation rentals offer a calmer Honolulu setting near Diamond Head, Wai'alae Beach Park, Kahala Avenue and east Oahu drives. Picture quiet mornings, palms, pool time and Waikiki close enough for dinner.
Kahala vacation rentals are in one of Honolulu's most graceful residential areas, east of Diamond Head and close to Wai'alae Beach Park, Kahala Avenue, Kahala and the oceanfront edge of east Honolulu. This is the side of town where mornings can start with palms, quiet streets and a short drive to coffee before the day opens toward the beach, Diamond Head or Waikiki.
Vacation rentals in Kahala often appeal to guests who want a polished Honolulu neighborhood without sleeping in the middle of Waikiki. Homes and condos vary by property, but the area is known for larger residences, leafy streets, private yards, pools, lanais and quick drives to shopping, dining and beaches. Some rentals feel tucked into residential streets, while others are closer to the coast or the Kahala Hotel area.
Kahala has a different rhythm than the busier resort blocks to the west. You can wake up in a quieter neighborhood, walk or drive toward the beach, spend part of the day around Diamond Head, then head into Waikiki for dinner, shopping or a show without making the whole vacation feel centered on crowds and traffic. It is still Honolulu, but with more room to breathe between plans.
For beach time, Wai'alae Beach Park is the closest named beach park, and Diamond Head Beach Park is nearby for coastal views and surf watching. Ka'alawai Beach and the Diamond Head side of town add a quieter oceanfront feel, while Waikiki is close when you want the classic sand, dining and evening lights.
Kahala is a lovely starting point for days that move in more than one direction. Head west for Diamond Head, Waikiki, Honolulu museums and restaurants, or go east toward Hawaii Kai vacation rentals, Hanauma Bay, Koko Head, Sandy Beach and the scenic southeast coast. Kaimuki, just mauka of Kahala, adds local restaurants, bakeries and everyday Honolulu flavor.
Activity days can stay close to town or stretch toward the windward side. Browse Oahu sightseeing tours, Oahu hiking tours, Oahu surfing lessons and Oahu dinner cruises if you want to add a few planned outings around your rental days. Related rental areas include Diamond Head vacation rentals, Honolulu vacation rentals, Waikiki vacation rentals and all Oahu vacation rentals.
Kahala is best for visitors who picture a calmer home setting with Honolulu close at hand. A rental here can mean coffee on the lanai, a pool afternoon, a quick run to Kahala Mall, dinner in Kaimuki or Waikiki, and a quiet return at night. Look closely at each listing for the details that shape the visit: distance to the beach, outdoor space, pool access, parking, privacy, kitchen setup and how the home sits within the neighborhood.
Rental Listings
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Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai...From $600/night · Sleeps 8
Honolulu Condo for Rent Steps to Kahala BeachFrom $286/night · Sleeps 2
Kahala Beachfront Estate – Private Resort-Style LivingFrom $5,803/night · Sleeps 14
Kahala Oceanside – Coastal Sanctuary with Panoramic ViewsFrom $4,217/night · Sleeps 15
Close to Kahala Beach/Air Conditioning/Heated Pool/Clean/Quiet NeighborhoodFrom $2,997/night · Sleeps 8
4 BR Kahala Vacation Home with Pool & Spa, Near...From $1,086/night · Sleeps 11
Ho'okipa Villa: Historic Home + Guest Cottage in KahalaFrom $699/night · Sleeps 14
Kahala Breeze: Modern Tropical Home with Pool & Private YardFrom $928/night · Sleeps 8
Fabulous, Renovated Large 3BR Condo on Kahala BeachFrom $384/night · Sleeps 6
Kahala Seaside: Beautiful Nautical-Themed Home with Pool, Spa, Yard &...From $747/night · Sleeps 8
Kahala Cottage by Gather: Cottage w/ Private Pool, A/C, Walk...From $400/night · Sleeps 6
Kahala Beachfront Unique Bohemian HomeFrom $439/night · Sleeps 6
Kahala EstateFrom $199/night · Sleeps 10
Kahala Beach #446 Vacation RentalFrom $328/night · Sleeps 4
Ocean & Diamond Head Views – Kahala GemFrom $344/night · Sleeps 8
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views &...From $352/night · Sleeps 6
Kahala Zen: 5BR Modern Oasis with Studio & Lush GardenFrom $777/night · Sleeps 10
Kahala Palms by Gather: Elegant Beachside Home w/ Pool &...From $1,019/night · Sleeps 8
Kahala Oasis: 6BR Retreat with Pool, Spa & Near BeachFrom $1,033/night · Sleeps 12
Kahala Hills Estate by Gather: Luxury Oceanview Villa w/ Pool...From $1,111/night · Sleeps 7
Kahala Lani: Balinese-Inspired Home with Private PoolFrom $1,199/night · Sleeps 14
Kahala Grand Splendor: Private Home with Pool, Spa, AC &...From $1,300/night · Sleeps 10
Diamond Head Grandeur: Kahala Luxury Villa with Ocean ViewFrom $2,010/night · Sleeps 10
The Kahala Mansion – Opulent Oceanview Estate in Honolulu’s Elite...From $5,177/night · Sleeps 12
Kahala Beachside Estate – Premier Luxury Living on Oahu’s Gold...From $6,311/night · Sleeps 14
Kahala Mini Resort | Beachfront Luxury w/ Pools, Tennis &...From $7,726/night · Sleeps 14
Cottage with Private Salt Water PoolFrom $220/night · Sleeps 5
Spacious Family Home With Gorgeous Sunset Views of Diamond HeadFrom $520/night · Sleeps 7
Right on the beach near Diamond Head and 4 miles...From $221/night · Sleeps 4
Family Estate in premier neighborhood close to waikikiFrom $199/night · Sleeps 8
Executive Honolulu Home with Spectacular View- Monthly Rental OnlyFrom $308/night · Sleeps 4
4 BR Diamond Head Oceanfront Luxury HomeFrom $5,668/night · Sleeps 8
From $600/night
Minimum rental period of 30 days, Rental included Electric, Water, Cable WiFi Clean the yard twice a month and clean the swimming pool every Tuesday...
From $286/night
Ask owner about available dates/rates. The perfect studio for a couple on their Hawaiian get-away who want to live like locals during their stay....
From $5,803/night
The Kahala Beachfront Estate is a luxury 7-bedroom vacation home nestled on tropical grounds along prestigious Kahala Beach. This spacious Kahala...
From $4,217/night
Kahala Oceanside is a luxurious 6-bedroom oceanfront vacation rental on Oahu's prestigious Kahala Avenue, designed to accommodate up to 14 guests in...
From $2,997/night
Ask owner about available dates/rates. Elegantly remodeled in 2018, this one level, very clean, 4 bedroom & 3 bath home, has 2 master suites, a...
From $1,086/night
This Kahala vacation rental is a modern luxury home just steps from Kahala's white-sand beaches. This four-bedroom residence offers elegant open...
From $699/night
Ho'okipa Villa is a beautifully renovated 5-bedroom luxury estate blending vintage 1930s charm with modern island living in Honolulu's upscale Kahala...
From $928/night
Kahala Breeze is a luxury 4-bedroom, 4.5-bathroom estate in Honolulu's upscale Kahala neighborhood, offering open-concept indoor/outdoor living,...
From $384/night
Welcome to our newly renovated slice of paradise at Kahala Beach! Nestled in one of the most sought-after neighborhoods in Honolulu, this spacious...
From $747/night
Kahala Seaside is a stylish two-story vacation home in Honolulu's prestigious Kahala neighborhood, just minutes from Waikiki's beaches, shops, and...
From $400/night
Kahala Cottage – A Tranquil Retreat in HonoluluWelcome to Kahala Cottage by Gather, your home-away-from-home in the exclusive Kahala neighborhood on...
From $439/night
($99- Clean Fee special for Spring bookings, please inquiry. Car/ Suv Available at discounted rate- pls inquire)A relaxing escape in this abode...
From $199/night
A private porte-cochere leads you to the luxury and grandeur that is Kahala Place. Steps away from Kahala beach, Waialae Country Club, and The Kahala...
From $328/night
This highly desirable top-floor unit overlooks the lovely koi pond and provides the best views of the sky and stars. The lanai is oriented to the...
From $344/night
Perched along the prestigious Kahala cliffside, this stunning 4-bedroom home offers the perfect blend of privacy, comfort, and island convenience....
From $352/night
Set in the prestigious Kahala Beach area of Honolulu, Kahala Beachfront Villa offers the perfect balance of luxury, comfort, and tranquility. This...
From $777/night
Kahala Zen is a luxurious 5-bedroom, 4-bath retreat in Honolulu's exclusive Kahala neighborhood. Blending historic charm with modern design, this...
From $1,019/night
Historically known as The Gingerbread House, Kahala Palms is a French Norman Tudor Cottage that blends old-world charm with modern luxury. This...
From $1,033/night
Kahala Oasis is a luxury 6-bedroom, 6.5-bath retreat nestled in Honolulu's exclusive Kahala neighborhood. This expansive estate sleeps up to 14...
From $1,111/night
Kahala Hills Estate rises above Honolulu on the ridge of Waialae Iki, offering a private three-story retreat surrounded by palms, sculpted gardens,...
From $1,199/night
Kahala Lani is a luxurious 5-bedroom vacation estate in Honolulu's prestigious Kahala neighborhood, ideal for multi-generational families and golf...
From $1,300/night
Kahala Grand Splendor is a luxury vacation rental in Honolulu's prestigious Kahala neighborhood, just moments from the Kahala Hotel and Waikiki....
From $2,010/night
Diamond Head Grandeur is a stunning 5-bedroom luxury villa nestled in the prestigious Kahala neighborhood near iconic Diamond Head. This three-level...
From $5,177/night
The Kahala Mansion is Honolulu's premier luxury estate, offering refined elegance, privacy, and event-ready grandeur just steps from the beach. Ideal...
From $6,311/night
Kahala Beachside Estate is a grand 7-bedroom, 8-bath luxury oceanfront vacation rental in one of Oahu's most prestigious neighborhoods. With a...
From $7,726/night
Escape to your own private mini resort on Oahu's south shore in the prominent Kahala neighborhood. The seven bedroom, seven and one-half bathroom...
From $220/night
30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just...
From $520/night
This is a truly a local style experience property and the area of Kahala is full of the best of the best of locations on the Island of Oahu with...
From $221/night
On the beach, in a coveted luxury resort location are the Kahala Beach condos, adjacent to the Kahala Hotel, the only 5-star Hawaiian destination....
From $199/night
kahala home 4,883sf 6 bedrooms 7 bathrooms on 2 levels private gated entry ith video servalliance leading to 10 plus car parking with 3 car garage...
From $308/night
This is a minimum 30 day rental of the upstairs portion of this property which is street level. This private and separate 3 bedroom home has it all!...
From $5,668/night
This Diamond Head oceanfront luxury home is a one-of-a-kind property featured in Architectural Digest. It sits on a private cul-de-sac between Kahala...
Kahala is in east Honolulu, just east of Diamond Head and west of Hawaii Kai. It is close to Wai'alae Beach Park, Kahala Avenue, Kahala Mall and Waikiki.
Many Kahala rentals are a short drive from Wai'alae Beach Park, Diamond Head Beach Park and nearby oceanfront areas. Beach access varies by property, so check the map before booking.
Yes. Kahala is a quieter residential area with larger homes, leafy streets and a more relaxed pace, while Waikiki has more hotels, nightlife, shopping and foot traffic.
Some Kahala vacation rentals have private pools or shared pool access, but it depends on the property. Review the listing photos and amenities carefully if pool time matters for your visit.
Nearby plans include Diamond Head, Wai'alae Beach Park, Kahala Mall, Kaimuki restaurants, Waikiki, Hanauma Bay, Koko Head and scenic drives along east Oahu.