Kahala Vacation Rentals

Kahala is an upscale Honolulu neighborhood that offers the best of both worlds - pristine white-sand beaches combined with the comfort of luxurious vacation rentals and all the amenities they come with. Choosing Kahala for your vacation destination comes with lots of benefits - you will be away from the hustle and bustle of Waikiki and in the same time be just a 10-minute drive away from it and its endless entertainment choices. Kahala is also within easy reach of a variety of beaches, as well as a world-class golf course. Browse through this fine selection of Kahala vacation homes below and find your perfect home away from home.

  • Spectacular Beach Front Studio

    This Beautiful newly remodeled 900 square foot condo is located ocean front in the Colony Surf Building. It's situated directly above the beach on the very sought after first floor and offers breathtaking ocean views.The Studio consists of a livi...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honolulu

    133 USD - 200 USD

    nightly

    4,000 USD - 5,000 USD

    monthly

  • Ocean View Studio - Polu Hale - 2 Min Walk from Beach

    Enjoy your vacation in Hawaii in this beautiful and spacious studio with gorgeous turquoise ocean view. Indulge in luxurious amenities like a romantic king size canopy bed, a huge 47' LCD TV, a well equipped kitchenette with granite counter tops, ...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

    135 USD - 150 USD

    nightly

    810 USD - 900 USD

    weekly

  • Panoramic Waikiki views from the 25th floor

    Recently updated, spacious 1br condo with unobstructed views of Diamond Head, Kapiolani Park & the beach beyond. Excellent location in a quiet building/quiet corner of Waikiki, two block walk to beach, near coffee, food, Ala Wai, zoo, bars. Huge k...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Honolulu

    150 USD - 150 USD

    nightly

    4,500 USD - 4,500 USD

    monthly

  • Aqua Resort Pacific Monarch Amazng Ocean Views Free Wifi In Room

    THE VRBO PRICES ARE NOT ACCURATE - CLICK EMAIL MANAGER TO GET TO THE BOOKING SITE FOR EXACT PRICES AND IMMEDIATE ONLINE BOOKING ***** CLICK ON "SEND EMAIL" DO NOT CLICK ON "REQUEST TO BOOK" AS IT WILL NOT SEND A NOTICE ***** 1 Bedroom Sleeps 6 C...

    1 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Honolulu

    150 USD - 150 USD

    nightly

    788 USD - 788 USD

    weekly

    2,325 USD - 2,325 USD

    monthly

  • Kahala Dream, gorgeous 2 bed, 2 bath 1258 sq. ft brand new furnishings, enclosed lanai, mountain views, in Kahala.

    Kahala Dream is a 1258 sq. foot 2 bedroom, 2 bath suite at the Kahala Beach Apartments. It can sleep up to 4 people with 1 king and 1 queen-sized bed. Additionally comes with 2 parking stalls and a private 292 sq. foot lanai. TaxID# W51239373-01

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

    1,283 USD - 1,633 USD

    weekly

    5,500 USD - 7,000 USD

    monthly

    183 USD - 233 USD

    nightly

  • Seabreeze Suite, beautiful oceanfront two bedroom, two bathroom condo, In the Diamond Head/Gold Coast area.

    The Seabreeze Suite is located on the 9th floor of the 11 story Seabreeze building. With 1 king,1 queen and 1 sleeper sofa, this suite can accommodate up to 5 people and additionally comes with 1 free parking stall. TAT License No. W64141220-01

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

    1,517 USD - 1,750 USD

    weekly

    6,500 USD - 7,500 USD

    monthly

    217 USD - 250 USD

    nightly

  • A Hidden Jewel in Honolulu, ideal for a family, Corporate Retreat A/C Throughout

    As you walk in the door, two Kilauea volcano photographs greet you, getting you immediately into the unique beauty and culture of Hawaii… Madame Pele is still alive and well, and the reason you wanted to come here to experience all that is Hawaii...

    4 Bedrooms, 3 Bathrooms, Sleeps 12

    HI>Honolulu

    379 USD - 459 USD

    nightly

    2,499 USD - 2,499 USD

    weekly

    10,999 USD - 10,999 USD

    monthly

  • Oceanview and One Block To The Beach. Completely Remodeled. Surfer's Paradise!!!

    Stylish vacation rental in the heart of Waikiki. This is a surfers paradise. Completely remodeled 2 bedroom, 2 bath condominium on the 11th floor with a view of the most popular surfing spot in Waikiki. Relax in this large 1200 square foot getaw...

    2 Bedrooms, 1 Bathrooms, Sleeps 8

    HI>Honolulu

    449 USD - 449 USD

    nightly

    2,700 USD - 2,700 USD

    weekly

  • LAST MINUTE DISCOUNT- 10% OFF OR MORE- KAHALA COTTAGE

    Welcome to Your New Favorite Vacation CottageThis home away from home exudes island style and comfort. As you enter, you'll find two charming living rooms with sliding doors that open wide to the back yard and pool. The open feel allows the cool H...

    2 Bedrooms, 2 Bathrooms, Sleeps 8

    HI>Honolulu

    475 USD - 775 USD

    nightly

  • LAST MINUTE DISCOUNT- 10% OFF OR MORE- Charming Kahala Bungalow

    Two Blocks From The BeachThis comfortable two bedroom Kahala Bungalow is a perfect retreat for your family! This home sleeps six people and is just minutes to shopping, restaurants, sightseeing, world-class golfing & the crystal clear Kahala beach...

    2 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Honolulu

    575 USD - 850 USD

    nightly

  • Kahala Resort Retreat With Poolside Cabana Sleeps 12! Beach Close! Book Now!

    Your private paradise awaits! This elegantly appointed private estate boasts 4000 square feet of thoughtful design executed to embrace the warmth and beauty of the island with an immense living room that opens to a covered lanai replete with enter...

    4 Bedrooms, 5 Bathrooms, Sleeps 12

    HI>Honolulu

    600 USD - 1,600 USD

    nightly

    10,500 USD - 10,500 USD

    weekly

    7,500 USD - 17,000 USD

    monthly

  • Mango Haven - A Gracious Beachfront Home

    Mango Haven is a very private home reminiscent of “Old Hawaii” in modern day Honolulu. The majestic mango tree is the heart of our home that welcomes guests with its large gracious canopy. It is our home away from home. Born and raised in the ...

    3 Bedrooms, 2 Bathrooms, Sleeps 9

    HI>Honolulu

    700 USD - 800 USD

    nightly

    4,900 USD - 5,250 USD

    weekly

    14,700 USD - 15,000 USD

    monthly

  • Tropical Oasis On The Slopes Of Diamond Head

    Exceptional Diamond Head Residence. Hale Nani Leahi. Classic Hawaiian style living at its best. Gourmet kitchen, media room, private courtyard, mature fruit trees in a tropical garden setting. Three suites each with its own bath rooms. walk in s...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Honolulu

    775 USD - 900 USD

    nightly

    20,925 USD - 24,300 USD

    monthly

  • Executive *4bed*4bath*Oceanfront* Pool*Jacuzzi*Full ac sleeps 10

    Peace and relaxation in the tropical Hawaiian sun can be found at this lovely two-story, four-bedroom villa near world-famous Waikiki. This home has all the upgrades: gourmet kitchen, beautiful granite and marble tiled bathrooms and world class vi...

    4 Bedrooms, 4 Bathrooms, Sleeps 12

    HI>Honolulu

    845 USD - 1,400 USD

    nightly

    5,915 USD - 9,800 USD

    weekly

    25,000 USD - 25,000 USD

    monthly

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

    This recently remodeled Kahala house has all the comforts of home and is spacious enough for a large family! Complete with split AC units, a fully stocked granite kitchen with a dishwasher, two living areas with large flat screen TV's, a large out...

    4 Bedrooms, 4 Bathrooms, Sleeps 12

    HI>Honolulu

    15,000 USD - 26,500 USD

    monthly

    950 USD - 1,450 USD

    nightly

  • Diamond Head Home, Luxurious, Very Private, Ocean View.

    Luxurius Private ocean view home backing onto Diamond Head. 3 minute walk to Waikiki beach, 15 minute walk to the restaurants, shopping and entertantment vibrant Waikiki has to offer, or stay home in one of the most 'quiet' private Villas availabl...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Honolulu

    1,000 USD - 1,200 USD

    nightly

    6,800 USD - 7,800 USD

    weekly

    28,000 USD - 29,000 USD

    monthly

  • Kahala 5BR, Pool, Tiki Bar, A/C, Walk to Beach

    The spacious Kahala Getaway is a very private home in Kahala on the desirable Aukai Avenue just minutes from the beach access. This home features 5 bedrooms and 4 baths with pool, tiki bar with sink, fridge, ice maker, and wine fridge, outdoor sh...

    5 Bedrooms, 3 Bathrooms, Sleeps 10

    HI>Honolulu

    1,050 USD - 1,550 USD

    nightly

    7,350 USD - 8,400 USD

    weekly

  • *new* PROMOTION book 7 nights get the last one FREE!

    Are you ready to graduate from the Presidential Suite? Are you looking for the most relaxing vacation accommodation? This is a high end, modern, relaxed home situated at the base of world famous Diamond Head and walking distance to Waikiki. With...

    5 Bedrooms, 5 Bathrooms, Sleeps 10

    HI>Honolulu

    1,575 USD - 2,800 USD

    nightly

    19,600 USD - 19,600 USD

    weekly

  • Kahala Panoramic Ocean Views SPECIAL SUMMER RATE

    Pua O'ka Pohaku - 'Flower of the Rock' is a luxury Hawaiian 4+ bedroom, 5 bath villa offering unparalled ocean views. Peaceful, extremely private and built energy efficient 'GREEN'. Award-winning architect Jeff Mori designed the home with an open ...

    4 Bedrooms, 5 Bathrooms, Sleeps 8

    HI>Honolulu

    1,800 USD - 2,500 USD

    nightly

    17,500 USD - 17,500 USD

    weekly

  • Private Paradise Awaits You at Bali Estate - Tranquil Ocean and Palm Tree Views

    It may be inspired by the architecture of Indonesia, but the charm of Bali Estate is all Hawaiian. Nestled into the slope of Diamond Head just a few miles from Waikiki Beach and minutes from shopping and dining, the villa enchants with lush land...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Diamond Head

    14,000 USD - 17,500 USD

    weekly

    56,000 USD - 70,000 USD

    monthly

    2,000 USD - 2,500 USD

    nightly

  • Oceanfront Diamond Head Villa opening onto a heated pool, spa, wet bar & cabana

    Situated on the island of Oahus stunningly beautiful Gold Coast, Diamond Head Villa is a magnificent four-bedroom luxury home with room for ten guests. So named for its close proximity to the dormant Diamond Head volcano, the villa is only a sho...

    4 Bedrooms, 5 Bathrooms, Sleeps 10

    HI>Honolulu

    21,000 USD - 38,500 USD

    weekly

    84,000 USD - 154,000 USD

    monthly

    3,000 USD - 5,500 USD

    nightly

  • 7 Bedroom Estate with 2 pools, jacuzzi, private tennis court, gated

    Spacious beachfront estate is situated on lush tropical grounds, nestled in between palm trees. Enter the grounds thru the privacy gate to enjoy two swimming pools, Jacuzzi, waterfalls and your private tennis court. Cottage Pool Heated. Inside ...

    7 Bedrooms, 7 Bathrooms, Sleeps 14

    HI>Honolulu

    3,500 USD - 4,950 USD

    nightly

    24,500 USD - 34,650 USD

    weekly

  • Beachfront Villa for 8 Guests, Alfresco Dining, Balcony + Parking

    Kaikuono Villa is an oceanfront luxury residence in Oahu sure to take your breath away. Located in the exclusive Kahala area of Honolulu, this vacation rental offers contemporary sophistication just minutes from Waikiki, the Diamond Head Lookout...

    4 Bedrooms, 4 Bathrooms, Sleeps 8

    HI>Honolulu

    28,000 USD - 49,000 USD

    weekly

    112,000 USD - 196,000 USD

    monthly

    4,000 USD - 7,000 USD

    nightly

  • South shore vacationing at its finest. Convenience at its best!

    Comfortable studio with private lanai, in a safe and convenient neighborhood. Enjoy your Hawaii vacation with all the comforts of home. Avoid 'hidden' costly resort and parking fees! This studio features a comfy king size bed, air conditioning, ...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Honolulu

  • Luxury Diamond Head Condo

    Location is Everything and so much more. This luxury condo is the perfect spot for your dream vacation. Located in the Diamond Head Vista Building in a quiet residential area at the east end of Waikiki, you have all that world famous Waikiki has t...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Luxury Studio Condo/Walk to Beach/Kitchnette/Pool/Jacuzzi

    This condo in the Aqua Bamboo Waikiki Hotel is located at 2425 Kuhio Ave. Just minutes away to Waikiki Beach. Walking distance to all attractions in Waikiki. You will have a full kitchen with all accessories so you can prepare meals during your st...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Kahala Beachfront 2BDRM Condo

    Fully furnished condo Master bedroom includes 1 King Bed Other bedroom includes 2 twin beds Each bedroom come with large wall closet 2 full bathrooms -Master bathroom also has a closet Washer and Dryer is in the apartment Outside lanai area...

    2 Bedrooms, 2 Bathrooms, Sleeps 5

    HI>Honolulu

  • Private, executive, multi-family home with ocean and Diamond Head view

    Enjoy privacy and a sweeping Diamond Head ocean view. Relax and enjoy beautiful sunsets on the large covered 600 square foot patio. This newer 2-story, 3000 square foot home has an open floor plan with high ceilings and an ocean view from nearly e...

    4 Bedrooms, 4 Bathrooms, Sleeps 8

    HI>Honolulu

  • Hawaii-Banyan, up to 6 people

    Amazing location! Right in the heart of Waikiki walking distance to all the classy boutiques, trendy shops, outstanding restaurants & popular celebrity-sighting cafes of Waikiki. Just 2 blocks from Kalakaua Ave and 2 blocks ...

    1 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Honolulu

  • Amazing apartment in Hawaii

    Amazing location! Right in the heart of Waikiki walking distance to all the classy boutiques, trendy shops, outstanding restaurants, & popular celebrity-sighting cafes of Waikiki. Just 2 blocks from Kalakaua Ave, 2 blocks fr...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Kahala Beach Apartments - Luxury beachfront 2/2 condo units in Kahala

    Situated on the sandy beaches of Kahala, the Kahala Beach Apartments feature some of the most spacious and desirable vacation rentals on the island of Oahu. Located ten minutes from Waikiki and tucked away in a primarily residential neighborhood,...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

  • Hawaiian Oasis - 20 minute walk to Waikiki Beach

    Stay in this charming and super comfortable home (offering 2 bedroom one bath main home and attached garden large studio apartment) close to Waikiki, Kapiolani Park and Diamond Head. A nice place to relax and enjoy a beautiful tropical yard. A c...

    3 Bedrooms, 2 Bathrooms, Sleeps 8

    HI>Honolulu

  • Excellent view of ocean, park area and Diamond Head and close to Waikiki Beach.

    One bedroom, one bath, and sleeps 4, has one parking stall in secured parking area. Includes washer and dryer and full kitchen appliances. Renovated in 2013 and 2014 with new kitchen cabinets, granite counter tops, same in bathroom. New kitchen...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Moana Lani Beautiful Oceanfront Home - 10% Fall Special!!

    Welcome Home to 'Moana Lani'! Are you ready for a truly private and awe-inspiring waterfront vacation? This oceanfront estate designed by Philip 'Pip' White, offers sunsets and views galore! All while being centrally located 10 minutes to Kahala a...

    5 Bedrooms, 6 Bathrooms, Sleeps 16

    HI>Honolulu

  • Studio 2 blocks from Waikiki Beach

    Guests are sure to enjoy a memorable vacation in this fully furnished, _bedroom/_bath ____property type___. The main/master bedroom has a ____-sized bed, while the ___remaining rooms are furnished with a ____-sized bed (s), comfortable for sleepi...

    1 Bedrooms, 1 Bathrooms, Sleeps 1

    HI>Honolulu

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