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.

  • Highly Upgraded Studio On The Beautiful Gold Coast at the Colony Surf

    This highly upgraded spacious studio in the Colony Surf has beautiful hardwood floors, travertine tile, new stainless steel appliances, and plantation shutters. Unsurpassed location on the Gold Coast, close to area dining, Kapiolani Park, iconic D...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honolulu

    100 USD - 110 USD

    nightly

    3,000 USD - 3,300 USD

    monthly

  • BAMBOO WAIKIKI 206 Large Studio Condo/Walk to beach/Kitchnette/Pool/Jacuzzi/wifi

    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

    110 USD - 125 USD

    nightly

    655 USD - 744 USD

    weekly

    2,310 USD - 2,625 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 - 135 USD

    nightly

    810 USD - 810 USD

    weekly

  • Quiet - Fully furnished, 2 bedroom/ 2 bath Private apartment.

    Spectacular Diamond head, city and Ocean views! from this private, quiet, 2 BED / 2 BATH rental unit. Located just a short 10-15 minutes drive to the heart of Waikiki. Not In Waikiki but just minutes away. Away from noise and crime. Quiet place, ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

    169 USD - 169 USD

    nightly

    1,150 USD - 1,150 USD

    weekly

  • Magnificent views, spacious and breezy, affordable 3-bedroom home in Paradise

    Enjoy magnificent unobstructed views of the ocean, Diamondhead and Waikiki from this historic vacation home while living in a spacious, updated house with loads of amenities. Plan your day, drinking a mellow cup of Kona coffee on the lanai, decidi...

    3 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Honolulu

    250 USD - 250 USD

    nightly

    1,750 USD - 1,750 USD

    weekly

  • Honolulu Suite | Family friendly Oceanfront Rental, sleeps 5, two bedrooms, one bathroom, private beach access, in Diamond Head, Gold Coast area.

    The Honolulu Suite is a 2 bedroom, oceanfront unit at the Diamond Head Beach Hotel. The unit can sleep up to 5 guests with 1 king bed, 1 double-bed and 1 sleeper sofa. In addition, the rental of this unit provides you with 1 free parking spot. TA...

    2 Bedrooms, 1 Bathrooms, Sleeps 5

    HI>Honolulu

    1,800 USD - 2,650 USD

    weekly

    5,000 USD - 6,600 USD

    monthly

    300 USD - 450 USD

    nightly

  • Beautiful Views, Huge Garden W/ Chickens, Minutes From Shopping And Restaurants

    Fully furnished 2,600 sq. ft. home on a mountain ridge, yet minutes from town. Our home is on a 16,000 sq ft lot at the end of a private, dead end street in a quiet, friendly neighborhood. Built in 1937, renovated in 2004 and 2006. We have a grass...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Honolulu

    325 USD - 500 USD

    nightly

    2,275 USD - 2,275 USD

    weekly

    5,000 USD - 5,000 USD

    monthly

  • Brand New 4 Bdrm 2Bth Home for Rent Honolulu Very Clean & 5min from Beaches!

    Brand New Built House, Plenty of sunlight, everything is Brand New and CLEAN! THIS LISTING IS ONLY TO RENT THE ENTIRE UPSTAIRS WHICH INCLUDES THE LIVING ROOM, KITCHEN, LANAI, 4 BEDROOMS & 2 BATHROOMS. There is a separate entrance, parking and yo...

    4 Bedrooms, 2 Bathrooms, Sleeps 10

    HI>Honolulu

    350 USD - 375 USD

    nightly

    2,100 USD - 2,100 USD

    weekly

  • 3bd/3bath,Views,Private Pool-Available for Monthly Rentals

    Come enjoy the Hawaiian lifestyle in this hillside home overlooking Kahala and the Waialae Country Club, with views of Diamond Head, 180 degree view of ocean and Maunalua Bay from all rooms, and the private pool. Just blocks away from Kahala, an...

    3 Bedrooms, 3 Bathrooms, Sleeps 8

    HI>Honolulu

    450 USD - 450 USD

    nightly

    11,340 USD - 11,340 USD

    monthly

  • 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 - 725 USD

    nightly

  • Mango Haven - An Historic 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 - 750 USD

    nightly

    4,900 USD - 4,900 USD

    weekly

    14,700 USD - 15,000 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 - 1,200 USD

    nightly

    5,915 USD - 8,400 USD

    weekly

    25,000 USD - 25,000 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

    850 USD - 850 USD

    nightly

    20,925 USD - 20,925 USD

    monthly

  • 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

    1,500 USD - 1,600 USD

    nightly

    10,500 USD - 10,500 USD

    weekly

    12,500 USD - 17,000 USD

    monthly

  • *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 high-end, multi-level, contemporary, oceanfront home is located in one of the most desirable neighborhoods of Waikiki / Dia...

    4 Bedrooms, 4 Bathrooms, Sleeps 8

    HI>Honolulu

    1,950 USD - 2,200 USD

    nightly

    13,650 USD - 15,400 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

  • 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 area of Kahala, this vacation rental offers contemporary sophistication just minutes from Waikiki, the Diamond Head Lookout and Ala ...

    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

  • Avail.now Jan 4-13 Ocean & Diamond Head Views

    * 24th floor, Diamond Head Side LUXURY STUDIO condo with ocean, Diamond-Head, and mountain views, one block from the beach in Waikiki. * Newly custom-renovated with Split A/C and Pearl travertine floors throughout. * Large fully equipped kitchen w...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    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

  • Cozy Kaimuki Studio with amazing views

    This studio sleeps 4 comfortably with a king size bed, and a queen sofa sleeper, The small kitchen has all the amenities, tv, wifi, and a shared washer/dryer are also available. The studio has a lanai (deck) with a great view of Diamond Head! Nest...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • NEW OFF SEASON RATES!!! Kalani Villa- Stunning Beachfront Villa!

    Enjoy your morning coffee in comfort on the master lanai and end the day watching the sunset from your own backyard. Spend days relaxing poolside while listening to your favorite tunes play throughout. Kalani Villa is the epitome of what a holid...

    4 Bedrooms, 4 Bathrooms, Sleeps 8

    HI>Honolulu

    10,500 USD - 16,100 USD

    weekly

    31,500 USD - 48,300 USD

    monthly

  • 1 Night or 30 Nights Same Price DANN0'S HAWAII FIVE-0 CONDO

    Book 'em, Danno 3056 Kalakaua Association rules requires Homeowners to rent to only 1 Party every 30 nights. Therefore, 1 night or 30 nights is the same price. Experience TRUE ALOHA in this condo that was home to James MacArthur, the original Dan...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Honolulu

  • Kahala Beach Estate/Mini

    Enter the lush tropical grounds thru the privacy gate and enjoy a swim inone of your sparkling pools or a game of tennis. Inside this beautiful mansion are gorgeous slate and wooden floring. Enjoy the wide openlayout of the ktichen living room a...

    7 Bedrooms, 7 Bathrooms, Sleeps 14

    HI>Honolulu

  • Stunning Ocean and Diamond Head Views from this Sought After Gold Coast Condo

    Newly Renovated! 30 night minimum - contact owner for shorter stays. (All online reservations are subject to approval). Located at the base of Diamond Head on the much sought after Gold Coast, this 540 sq. ft. unit offers stunning ocean and Diam...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honolulu

  • Waikiki Spacious One Bedroom Ocean View

    Fabulous ocean view condo on Waikiki beach with one bedroom, one bath, a tiki bar lanai for watching the sunset & surfers, & a parking space. Large flat screen TV, free internet, secured residential building, salt water pool, across Kalakaua Ave....

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Waikiki 2 Bedroom Great Location!

    We are centrally located just 1 1/2 short city blocks from famous Waikiki Beach. Great accommodation for the whole family. Easy walking distance to shopping, restaurants, public transportation and International Market Place, a short walk to the H...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Kahala Estate Upscale Cottage 100 Ft to Beach, Great Location

    Enter from Kahala Ave. through front gates of the property, exclusively for cottage access. Enter into luxury living to Kahala Estate Cottage, which allows guests the choice of elegant interior living with air conditioning; or exterior living on ...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Honolulu

  • 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

  • Cute 2 bdrm house with amazing views of Diamond Head and ocean!

    A great 2 bedroom - 1 bath house, 2 queen beds, all the amenities, full kitchen, washer/dryer, cable, internet/wi-fi, parking - 1 car. Amazing views of Diamond Head & ocean! The house is halfway up a steep hill. At the bottom of the hill is Kaim...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Private Tropical Oasis with an Elegant Twist

    Nohea, meaning "lovely", is truly just that. One of the biggest highlights of this property is its backyard; a true private tropical oasis. A lava rock surrounded pool with a gorgeous waterfall give you the feeling that you are swimming in the mid...

    4 Bedrooms, 4 Bathrooms, Sleeps 12

    HI>Honolulu

  • All The Comforts Of Home And More - Foster Tower, Waikiki

    Fully furnished 1 bedroom, 1 bath condominium. Approx 900 sq ft of living area with open balcony. Bedroom has king size bed with wall to wall sliding windows offering a panoramic ocean/sunset view. His and hers dressers, large closet. Bathr...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honolulu

  • Cozy 1 bedroom condo in Waikiki just a quick walk to the beach!

    An ideal unit for a couples getaway. A perfect location for your next holiday and a fantastic location that you will want to return to year after year! Guaranteed to fall in love with the authentic Hawaiian decor in the cozy one bedroom Waikiki c...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Beautiful Brand New 7 Bedroom 4 Bathroom Home In Honolulu 5min Drive To Beach!

    Come stay in a Brand New built 7 Bedroom Home in Honolulu with TV Personality Adventuress Keiko Cakes. This Home was just built in 2015 and boasts a huge private driveway. Conveniently located and contemporary designed. Want to eat fresh food? Fe...

    7 Bedrooms, 4 Bathrooms, Sleeps 20

    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

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