Top 50 Kahala Vacation Rentals

Houses (51)
Estates (7)
Condos (4)
Golf rental (52)
Ocean view (29)
Beach view (20)

Explore a selection of Kahala vacation rentals

ESCAPE TO HAWAIIAN PARADISE~ STEPS TO THE BEACH POOL & SPA A/C...
Guests8
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$1,074 avg/night
4 beds
3 Bathrooms
Guests 8
22 reviews
Beatiful Kahala Estate Across The Street from Kahala Beach
Guests10
Bedrooms3
Bathrooms4
Wonderful 4.9 / 5
$675 avg/night
3 beds
4 Bathrooms
Guests 10
21 reviews
Hidden Treasure at Black Point, below the iconic peaks of...
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.5 / 5
$374 avg/night
3 beds
2 Bathrooms
Guests 6
4 reviews
Beachfront | Pool | Game Room | Spacious | Honolulu | $595 Special!
Guests14
Bedrooms4
Bathrooms3
Wonderful 4.6 / 5
$768 avg/night
4 beds
3 Bathrooms
Guests 14
40 reviews
Spacious Home In Kahala That's Centrally Located w/ AC, Pool...
Guests10
Bedrooms5
Bathrooms4
Wonderful 0 / 5
$550 avg/night
5 beds
4 Bathrooms
Guests 10
Mango Haven - An Historic Gracious Beachfront Home
Guests9
Bedrooms3
Bathrooms3
Wonderful 5 / 5
$750 avg/night
3 beds
3 Bathrooms
Guests 9
10 reviews
Guest Cottage Across From Kahala Beach.
Guests4
Studio
Bathroom1
Wonderful 4.6 / 5
$163 avg/night
Studio
1 Bathroom
Guests 4
30 reviews
Beautiful, Sunny Diamond Head/Kahala
Guests8
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$697 avg/night
4 beds
3 Bathrooms
Guests 8
1 reviews
Super Cute Bedroom In Kahala Near Beach And Park
Guests2
Bedroom1
Bathroom1
Wonderful 4.3 / 5
$60 avg/night
1 bed
1 Bathroom
Guests 2
6 reviews
Stunning Diamond Head Home With AC & Pool Very Close To A Quiet...
Guests8
Bedrooms3
Bathrooms4
Wonderful 5 / 5
$700 avg/night
3 beds
4 Bathrooms
Guests 8
7 reviews
Luxury Modern Oceanview Villa built by Architect walking distance...
Guests10
Bedrooms4
Bathrooms4
Wonderful 5 / 5
$1,762 avg/night
4 beds
4 Bathrooms
Guests 10
3 reviews
Book now for running pre-summer specials, discount reflected in...
Guests8
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$550 avg/night
2 beds
2 Bathrooms
Guests 8
4 reviews
Beachfront | Pool | Last Minute Special $495!
Guests12
Bedrooms5
Bathrooms3
Wonderful 4.2 / 5
$628 avg/night
5 beds
3 Bathrooms
Guests 12
142 reviews
House with pool close to Beach in Kahala
Guests12
Bedrooms5
Bathrooms4
Wonderful 4 / 5
$500 avg/night
5 beds
4 Bathrooms
Guests 12
3 reviews
Beautiful Kahala, Hawaii Vacation Home
Guests8
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$779 avg/night
4 beds
3 Bathrooms
Guests 8
17 reviews
Gorgeous Estate on the Slopes of Diamond Head
Guests9
Bedrooms4
Bathrooms4
Wonderful 5 / 5
$990 avg/night
4 beds
4 Bathrooms
Guests 9
9 reviews
Luxuriously Private Tropical 6br/5ba Villa
Guests14
Bedrooms6
Bathrooms5
Wonderful 0 / 5
$1,929 avg/night
6 beds
5 Bathrooms
Guests 14
Spacious Beachfront Estate | Pool | AC | Sleeps 25 | Special $1600!
Guests25
Bedrooms10
Bathrooms8
Wonderful 4.2 / 5
$1,864 avg/night
10 beds
8 Bathrooms
Guests 25
85 reviews
Spectacular Ocean View Estate
Guests8
Bedrooms4
Bathrooms5
Wonderful 4 / 5
$1,195 avg/night
4 beds
5 Bathrooms
Guests 8
1 reviews
Beautiful Luxury Home With Golf Course Views
Guests8
Bedrooms4
Bathrooms3
Wonderful 0 / 5
$1,027 avg/night
4 beds
3 Bathrooms
Guests 8
The Historic Gingerbread House in Kahala -Available for one rental...
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$1,155 avg/night
4 beds
3 Bathrooms
Guests 10
36 reviews
Master Bedroom With Private Bathroom In Kahala House
Guests3
Bedroom1
Bathroom1
Wonderful 4.5 / 5
$80 avg/night
1 bed
1 Bathroom
Guests 3
4 reviews
Bright Room With Amazing View
Guests2
Bedroom1
Bathroom1
Wonderful 4.5 / 5
$57 avg/night
1 bed
1 Bathroom
Guests 2
4 reviews
Newly renovated Kahala Home! Large open living spaces, with a pool!
Guests12
Bedrooms4
Bathrooms4
Wonderful 0 / 5
$1,143 avg/night
4 beds
4 Bathrooms
Guests 12
KAHALA TROPICAL ELEGANCE w/ PRIVATE POOL!! FALL SPECIAL RATE...
Guests10
Bedrooms5
Bathrooms4
Wonderful 4.9 / 5
$975 avg/night
5 beds
4 Bathrooms
Guests 10
18 reviews
Steps To Beach | Pool | AC | Sleeps 6 | Only $195 per night
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.3 / 5
$195 avg/night
2 beds
2 Bathrooms
Guests 6
120 reviews
Kahala Guest Suite - Honolulu
Guests3
Bedroom1
Bathroom1
Wonderful 5 / 5
$188 avg/night
1 bed
1 Bathroom
Guests 3
1 reviews
Opulent Oceanfront Home - Private Pool, Game Room & 10 Min from...
Guests8
Bedrooms4
Bathrooms4
Wonderful 4.9 / 5
$743 avg/night
4 beds
4 Bathrooms
Guests 8
8 reviews
Paradise Rental w/ Pool/Spa & Private Waterfall
Guests12
Bedrooms6
Bathrooms4
Wonderful 4.9 / 5
$1,350 avg/night
6 beds
4 Bathrooms
Guests 12
11 reviews
Private & Exclusive Kahala Avenue Ocean Front 7bd/7ba Gated Estate
Guests16
Bedrooms7
Bathrooms7
Wonderful 4.8 / 5
$1,800 avg/night
7 beds
7 Bathrooms
Guests 16
12 reviews
Upscale 1 bedroom, 1 bathroom Apartment in Honolulu close to...
Guests2
Bedroom1
Bathroom1
Wonderful 5 / 5
$192 avg/night
1 bed
1 Bathroom
Guests 2
1 reviews
Breathtaking Views Of The Pacific Ocean
Guests8
Bedrooms3
Bathrooms4
Wonderful 4 / 5
$900 avg/night
3 beds
4 Bathrooms
Guests 8
1 reviews
UNIQUE PRIVATE HOME 1 MINUTE WALK TO KAHALA BEACH IN FABULOUS...
Guests8
Bedrooms5
Bathrooms4
Wonderful 0 / 5
$1,008 avg/night
5 beds
4 Bathrooms
Guests 8
150-200 yards from Kahala Beach Park
Guests4
Studio
Bathroom1
Wonderful 5 / 5
$190 avg/night
Studio
1 Bathroom
Guests 4
6 reviews
Oahu Camper Van for Hire. See Hawaii your way in a Classic VW pop...
Guests4
Studio
Bathrooms0
Wonderful 4.8 / 5
$175 avg/night
Studio
0 Bathrooms
Guests 4
6 reviews
BE MY GUEST - Two Bedroom Short Walk To Ka'alawai Beach
Guests6
Bedrooms2
Bathroom1
Wonderful 4.1 / 5
$199 avg/night
2 beds
1 Bathroom
Guests 6
18 reviews
Retro Island-Style Home in Kahala, 4 bedroom, 3 bath
Guests8
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$767 avg/night
4 beds
3 Bathrooms
Guests 8
5 reviews
Stunning Diamond Head Home with Private Pool, AC and Walking...
Guests8
Bedrooms3
Bathrooms3
Wonderful 5 / 5
$700 avg/night
3 beds
3 Bathrooms
Guests 8
1 reviews
Spectacular View - Luxury Living on a Private Beach Cove
Guests8
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$1,800 avg/night
4 beds
3 Bathrooms
Guests 8
23 reviews
Diamondhead Oceanfront Villa 4/4.5 w/ pool/call for avail.....
Guests8
Bedrooms4
Bathrooms5
Wonderful 5 / 5
$700 avg/night
4 beds
5 Bathrooms
Guests 8
2 reviews
Vintage meets urban/modern beach charm! Newly Reduced Pricing...
Guests14
Bedrooms5
Bathrooms4
Wonderful 0 / 5
$1,149 avg/night
5 beds
4 Bathrooms
Guests 14
Luxurious 2 Bedroom condo in exclusive Kahala, Oahu district on...
Guests5
Bedrooms2
Bathrooms2
Wonderful 0 / 5
$195 avg/night
2 beds
2 Bathrooms
Guests 5
Kahala Luxury Estate
Guests10
Bedrooms5
Bathrooms6
Wonderful 4.7 / 5
$1,330 avg/night
5 beds
6 Bathrooms
Guests 10
3 reviews
Contemporary Island Luxury On World Famous Waialae Golf Course!
Guests14
Bedrooms6
Bathrooms5
Wonderful 5 / 5
$2,107 avg/night
6 beds
5 Bathrooms
Guests 14
4 reviews
Kahala Resort Retreat With Poolside Cabana Sleeps 12! Beach Close...
Guests12
Bedrooms4
Bathrooms5
Wonderful 0 / 5
$741 avg/night
4 beds
5 Bathrooms
Guests 12
Ocean View Diamond Head Kahala Slope
Guests5
Bedrooms3
Bathrooms3
Wonderful 0 / 5
$650 avg/night
3 beds
3 Bathrooms
Guests 5
Kahala Alii - 5 Bedroom Option!
Guests10
Bedrooms5
Bathrooms4
Wonderful 0 / 5
$1,639 avg/night
5 beds
4 Bathrooms
Guests 10
Luxury Tropical Oasis Kahala Home
Guests8
Bedrooms4
Bathrooms4
Wonderful 0 / 5
$1,853 avg/night
4 beds
4 Bathrooms
Guests 8
Diamond Head Seaside Hideaway Privatley Set Off Diamond Head
Guests6
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$1,804 avg/night
3 beds
2 Bathrooms
Guests 6
1 reviews
Oahu's Most Luxurious & Private Beach Estate
Guests16
Bedrooms8
Bathrooms8
Wonderful 0 / 5
$7,607 avg/night
8 beds
8 Bathrooms
Guests 16

Kahala (Honolulu, HI, USA) Vacation Rentals

ESCAPE TO HAWAIIAN PARADISE~ STEPS TO THE BEACH POOL & SPA A/C...

Beatiful Kahala Estate Across The Street from Kahala Beach

Hidden Treasure at Black Point, below the iconic peaks of...

Beachfront | Pool | Game Room | Spacious | Honolulu | $595 Special!

Spacious Home In Kahala That's Centrally Located w/ AC, Pool...

Mango Haven - An Historic Gracious Beachfront Home

Guest Cottage Across From Kahala Beach.

Beautiful, Sunny Diamond Head/Kahala

Super Cute Bedroom In Kahala Near Beach And Park

Stunning Diamond Head Home With AC & Pool Very Close To A Quiet...

Luxury Modern Oceanview Villa built by Architect walking distance...

Book now for running pre-summer specials, discount reflected in...

Beachfront | Pool | Last Minute Special $495!

House with pool close to Beach in Kahala

Beautiful Kahala, Hawaii Vacation Home

Gorgeous Estate on the Slopes of Diamond Head

Luxuriously Private Tropical 6br/5ba Villa

Spacious Beachfront Estate | Pool | AC | Sleeps 25 | Special $1600!

Spectacular Ocean View Estate

Beautiful Luxury Home With Golf Course Views

The Historic Gingerbread House in Kahala -Available for one rental...

Master Bedroom With Private Bathroom In Kahala House

Bright Room With Amazing View

Newly renovated Kahala Home! Large open living spaces, with a pool!

KAHALA TROPICAL ELEGANCE w/ PRIVATE POOL!! FALL SPECIAL RATE...

Steps To Beach | Pool | AC | Sleeps 6 | Only $195 per night

Kahala Guest Suite - Honolulu

Opulent Oceanfront Home - Private Pool, Game Room & 10 Min from...

Paradise Rental w/ Pool/Spa & Private Waterfall

Private & Exclusive Kahala Avenue Ocean Front 7bd/7ba Gated Estate

Upscale 1 bedroom, 1 bathroom Apartment in Honolulu close to...

Breathtaking Views Of The Pacific Ocean

UNIQUE PRIVATE HOME 1 MINUTE WALK TO KAHALA BEACH IN FABULOUS...

150-200 yards from Kahala Beach Park

Oahu Camper Van for Hire. See Hawaii your way in a Classic VW pop...

BE MY GUEST - Two Bedroom Short Walk To Ka'alawai Beach

Retro Island-Style Home in Kahala, 4 bedroom, 3 bath

Stunning Diamond Head Home with Private Pool, AC and Walking...

Spectacular View - Luxury Living on a Private Beach Cove

Diamondhead Oceanfront Villa 4/4.5 w/ pool/call for avail.....

Vintage meets urban/modern beach charm! Newly Reduced Pricing...

Luxurious 2 Bedroom condo in exclusive Kahala, Oahu district on...

Kahala Luxury Estate

Contemporary Island Luxury On World Famous Waialae Golf Course!

Kahala Resort Retreat With Poolside Cabana Sleeps 12! Beach Close...

Ocean View Diamond Head Kahala Slope

Kahala Alii - 5 Bedroom Option!

Luxury Tropical Oasis Kahala Home

Diamond Head Seaside Hideaway Privatley Set Off Diamond Head

Oahu's Most Luxurious & Private Beach Estate