Vacation Rentals on Oahu
Tropical Garden Studio, Kailua
Comfortable and cheerful Tropical Garden Studio has private entrance, private bath just about a 6 minute walk to Kailua Beach and Beach Park
Sleeps up to 2 guests, minimum stay 3 days, daily rates $80 + 13.962% tax
Kircher's Kottage, Kailua
Private and quiet get-away. Far from the hustle and bustle of the big city. THREE MINUTE WALK TO BEAUTIFUL BEACH
Sleeps up to 2 guests, minimum stay 7 days, daily rates $115 (high season $125) + 13.962% tax
Tradewind Bungalow, Kailua
Two Bedroom apartment, living room, private bath, with separate entrance, AC. Walking distance to Kailua Beach Park, reasonably priced
Sleeps up to 5 guests, minimum stay 5 days, daily rates $110 + 13.962% tax
Park Studio, Kailua
 Park Studio, in Kailua on Oahu
Studio with private bath and separate entrance, close to Kailua Beach Park and Kailua town, very reasonable accommodation.
Sleeps up to 2 guests, minimum stay 3 days, daily rates $65 + 13.962% tax
Garden Studio, Kailua
 Garden Studio, in Kailua on Oahu
Studio with private bath, private entrance and kitchenette, close to Kailua Beach Park and Kailua town, very reasonable accommodation.
Sleeps up to 2 guests, minimum stay 3 days, daily rates $75 + 13.962% tax
Ginger Cottage, Kailua
 Ginger Cottage, in Kailua on Oahu
Charming Cottage with private bath, private entrance, and kitchenette, close to Kailua Beach Park and Kailua town, very reasonable accommodation
Sleeps up to 3 guests, minimum stay 3 days, daily rates $95 + 13.962% tax
Sand & Surf, Kailua
 Sand & Surf, in Kailua on Oahu
The Sand & Surf Studio is nestled at the rear of our tropically landscaped property, very quiet and private.
Sleeps up to 2 guests, minimum stay 5 days, daily rates $90 + 13.962% tax
D&D's Bed & Breakfast, Kailua
D&D's rental - Kailua Room with private entrance, private bathroom, and Queen-size bed.
Sleeps up to 2 guests, minimum stay 3 days, daily rates $75 + 13.962% tax
Ali'i Studio, Kailua
 Ali'i Studio, in Kailua on Oahu
The Ali'i Studio is one very large room with a king bed and a daybed with trundle. A short walk to beautiful, world famous Kailua Beach, to shops and restaurants in Kailua town and to the next bus stop.
Sleeps up to 4 guests, minimum stay 3 days, daily rates $85 + 13.962% tax
Tropical Garden Cottage, kailua
Freestanding Cottage with private bath and private entrance, kitchenette, pool, in a quiet location close to Kailua Beach Park.
Sleeps up to 2 guests, minimum stay 3 days, daily rates $90 + 13.962% tax
Bay Drive Cottage, Kaneohe Bay Drive
 Bay Drive Cottage, in Kaneohe Bay Drive on Oahu
Nice cottage with private bath and private entrance, kitchen, quiet location close to Kaneohe Yacht Club.
Sleeps up to 3 guests, minimum stay 3 days, daily rates $95 + 13.962% tax
Garden of Dreams, Kailua
 Garden of Dreams, in Kailua on Oahu
Studio with private bath and entrance, air conditioning, internet access, kitchenette, use of pool.
Sleeps up to 2 guests, minimum stay 3 days, daily rates $80 + 13.962% tax
Auntie Barbara's Vacation Rental,  Hiilani Apartment + Kalama Room, Kailua
Spacious two or three bedroom apartment, one or two bathrooms and separate entrance, very well equipped kitchen, and swimming pool. Daily rate starts at $105.00 up to $180.00 + 11.41% tax
Sleeps up to 8 guests, minimum stay 5 days, daily rates $195 + 13.962% tax
Auntie Barbara's Vacation Rental - Kalama Room, Kailua
Single room with private entry and bath. Contains small kitchenette
Sleeps up to 2 guests, minimum stay 3 days, daily rates $75 + 13.962% tax
Auntie Barbara's Vacation Rental, Hiilani Apartment, Kailua
Apartment with private entry and bath sleeps up to five: king size bed, trundle bed, single bed, baby crib Couch and recliner chair Television and VCR 2 Air conditioners 2 Ceiling fans
Sleeps up to 4 guests, minimum stay 5 days, daily rates $110 + 13.962% tax
Ironwoods, Kahuku
 Ironwoods, in Kahuku on Oahu
Rustic split-level room accommodates up to two adults. The lower portion consists of a sleeper sofa, fridge, hotplate, microwave, TV. Ocean view. Larger sleeping loft with a double bed/two twins. Large deck, with a great ocean view, only steps from the water.
Sleeps up to 3 guests, minimum stay 5 days, daily rates $85 + 13.962% tax
Banyan Guest House, Kailua
Banyan Guest House - Kailua Very well equipped cottage with separate entrance and private bath, kitchenette, decorated with the owner's artwork
Sleeps up to 4 guests, minimum stay 3 days, daily rates $95 (high season $105) + 13.962% tax
Plumeria Tree Apartment, Kailua
Two bedroom apartment. kitchenette, private entrance, private parking space. Close walk to the beach, close to restaurants, a shopping center and two Bus stops. Wireless high speed internet access
Sleeps up to 4 guests, minimum stay 3 days, daily rates $100 + 13.962% tax
The Jasmine House, Kailua
Jasmine house has a large attached 1 bedroom Apartment located in the heart of Kailua, five minutes from the beach. The cottage is very light and airy and newly renovated.
Sleeps up to 4 guests, minimum stay 3 days, daily rates $145 + 13.962% tax
Kailua Bay Passage, Kailua
One Bedroom apartment offering the comforts of home. This tropical unit has a tranquil picturesque lanai and a garden barbeque area on the canal.
Sleeps up to 3 guests, minimum stay 7 days, daily rates $125 + 13.962% tax
Sunset Rentals -  Ilima Cottage, Diamond Head, Honolulu
 Sunset Rentals - Ilima Cottage, in Diamond Head, Honolulu on Oahu
Two Cottages on a beautiful hillside property away from the hustle of Honolulu with spectacular sunsets and ocean views.
Sleeps up to 2 guests, minimum stay 5 days, daily rates $140 + 13.962% tax
Sunset Rentals -  Plumeria Cottage, Diamond Head, Honolulu
 Sunset Rentals - Plumeria Cottage, in Diamond Head, Honolulu on Oahu
Two Cottages on a beautiful hillside property close to the beaches in Waikiki and Diamond Head.
Sleeps up to 2 guests, minimum stay 5 days, daily rates $120 + 13.962% tax
Treetop Studio, Kailua
 Treetop Studio, in Kailua on Oahu
Studio with sleep loft, skylights, fold-out futons, tropical bamboo Hawaii-style outdoor shower. Cable TV, VCR, CD/radio player,Microwave, Refrigerator, coffee maker, toaster, grill, Continental Breakfast. One minute to Kailua Beach. .
Sleeps up to 4 guests, minimum stay 4 days, daily rates $135 + 13.962% tax
Naupaka on the beach, Kailua
This open and airy room has large windows and a vaulted ceiling and is only 55 steps to the beach.
Sleeps up to 2 guests, minimum stay 5 days, daily rates $125 + 13.962% tax
Tradewind Cottage, Kailua/ Lanikai
 Tradewind Cottage, in Kailua/ Lanikai on Oahu
Tradewind Cottage is located just a view steps from Lanikai beach, right across the street from the Paul Mitchell Estate.
Sleeps up to 3 guests, minimum stay 5 days, daily rates $185 (high season $225) + 13.962% tax
Lanikai Tradewind, Kailua/ Lanikai
 Lanikai Tradewind, in Kailua/ Lanikai on Oahu
Just steps from Lanikai beach, right across the street from the Paul Mitchell Estate. Three bedrooms, and two bathrooms. Living, dining area, covered lanai, and backyard with a mountain view. An outside shower is available for your use.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $385 (high season $425) + 13.962% tax
Awakea Cottage, Kailua
 Awakea Cottage, in Kailua on Oahu
1 Bedroom Cottage can be made up with two or three rooms, folding doors that can be opened or closed to adjust the number of rooms desired.
Sleeps up to 6 guests, minimum stay 3 days, daily rates $95 + 13.962% tax
Hale Kai, Kailua
 Hale Kai, in Kailua on Oahu
Beautiful home with 3 Bedroom on an acre of land just 30 yards from one of the best beaches in Hawaii Rent a luxury home at the Best Beach in Hawaii.
Sleeps up to 8 guests, minimum stay 5 days, daily rates $450 + 13.962% tax
Kailua Sunrise, Kailua
 Kailua Sunrise, in Kailua on Oahu
Location can not get any better than this Beachfront home! Each floor offers 2 bedrooms, living-dinning room and a dual bath on each floor. It can be rented together or separately. Enjoy the pool and large deck with stunning ocean and mountain view's. On site parking.
Sleeps up to 4 guests, minimum stay 5 days, daily rates $285 + 13.962% tax
Pukana La, Kailua/ Lanikai
 Pukana La, in Kailua/ Lanikai on Oahu
Imagine watching the sun come up right between the Mokulua Islands right from your living room. Located on what many consider the best beach in the world, our Nani O'Lanikai home sits at the end of famous Lanikai Beach.
Sleeps up to 7 guests, minimum stay 5 days, daily rates $675 + 13.962% tax
M and M's Sweet Hideaway, Kailua
A short walk from Kailua beach, one of the most beautiful in Oahu, Hawaii, our apartment suite will be a sweet surprise for you. It is a spacious ohana in a quiet neighborhood, serenaded by the sound of the distant surf and cooled by a soft sea breeze.
Sleeps up to 4 guests, minimum stay 4 days, daily rates $125 + 13.962% tax
The Treehouse, Kailua
 The Treehouse, in Kailua on Oahu
Romantic Ocean view Guest House Footsteps from Beach! This newly furnished 800 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood flooring throughout. It has an exquisite view of the ocean with nice trade winds on the private upstairs slate lanai. On-site parking is available.
Sleeps up to 2 guests, minimum stay 4 days, daily rates $130 + 13.962% tax
Tree Top House, Kailua
 Tree Top House, in Kailua on Oahu
Clean newer home with a beautiful ocean and mountain views furnished in the island style Bamboo furniture and teak. This 3 Bedroom two bath Home is about 5 minutes from the beach right of way.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $200 (high season $300) + 13.962% tax
Ali'i 2 Bedroom house, Kailua
The 2 Bedroom house has king beds in the bedrooms. The living room has a queen pull-out for extra sleeping space, rattan couch and chairs. Outside table and chairs in the front yard under a large monkey pod tree.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $145 + 13.962% tax
Palawiki Bedroom, Kailua
 Palawiki Bedroom, in Kailua on Oahu
Bedroom with private entrance and bath. The unit is furnished with queen-size bed, TV, and opens onto a private lanai.
Sleeps up to 2 guests, minimum stay 3 days, daily rates $65 + 13.962% tax
Ali'i Apartment, Kailua
 Ali'i Apartment, in Kailua on Oahu
The Alii one-bedroom apartment is located on a quiet side street very close to Kailua Beach and Beach Park.
Sleeps up to 4 guests, minimum stay 3 days, daily rates $95 + 13.962% tax
Beachwalk Bungalow, Kailua
An ideal unit for a family, this spacious unit sleeps up to 3 on a queen-size bed in the bedroom and one twin day-beds in the livingroom.
Sleeps up to 3 guests, minimum stay 3 days, daily rates $100 + 13.962% tax
Awakea Bedroom, Kailua
 Awakea Bedroom, in Kailua on Oahu
This bedroom has a private entrance and bath an d is located only a short walk from Kailua Beach and Beach Park.
Sleeps up to 2 guests, minimum stay 3 days, daily rates $65 + 13.962% tax
The Hula House, Kailua
 The Hula House, in Kailua on Oahu
3 Bedrooms, 2 Bath House with sleeping Porch. The Hula Hut is located in a very nice and quiet neighborhood. It is an older Hawaiian Style home that we all love here. The house is very open and airy, has vinyl tile floors and a large beautiful yard.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $200 (high season $200) + 13.962% tax
Hale Pua, Kailua
 Hale Pua, in Kailua on Oahu
Stay in a beautiful Kailua home located in a quiet neighborhood one mile from Kailua Beach
Sleeps up to 8 guests, minimum stay 5 days, daily rates $200 + 13.962% tax
Kailua Ocean Front Hideaway - Ocean Side rental, Kailua
The Kailua Ocean Front Hideaway is about as close as you can stay to the ocean in Kailua. In our Ocean Side rental, both Bedrooms, the Kitchen, and the Living Room face out to an incredible ocean view of beautiful Kailua Bay.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $299 (high season $399) + 13.962% tax
Kailua Ocean Front Hideaway - Mountain Side rental, Kailua
The Kailua Ocean Front Hideaway is about as close as you can stay to the ocean in Kailua. In our Mountain Side rental the Master Bedroom has a view of beautiful Kailua Bay and the other rooms have a mountain view.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $199 (high season $299) + 13.962% tax
Hale Sweet Hale - Lanikai   , Lanikai
Aloha and E komo mai. Welcome to Hale Sweet Hale, our “Home Sweet Home.†Once a private, multi-generation family residence, this charming dwelling built in 1939 is lovingly cared for by the original kama’aina, (local) family and is now offered for your enjoyment. Entering upon a lava rock driveway, this home strikes a nostalgic note with its sprawling lawn and double gable roof.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $300 + 13.962% tax
Ali'i 4 bedroom House, Kailua
Enjoy this 4-bedroom, 2-bath home located just 2 blocks from the world famous Kailua Beach and approximately 5 minutes away from Lanikai Beach. Tastefully decorated for that Island Style Living and for our guest that stay. This is a great home for families and friends that are looking for a terrific place near the beach and everything the Windward side of the island has to offer.
Sleeps up to 10 guests, minimum stay 5 days, daily rates $255 + 13.962% tax
Ali'i Cottage, Kailua
 Ali'i Cottage, in Kailua on Oahu
The Ali'i cottage has a king bed in the bedroom and two twin beds in the living room area. This separate rental comes with cable TV, large fully-equipped kitchenette, full-size refrigerator, dining table, bath with large tiled shower, air conditioning, phone. Private yard area with picnic table. Parking on site.
Sleeps up to 4 guests, minimum stay 3 days, daily rates $95 + 13.962% tax
Island Country  , Waimanalo
 Island Country , in Waimanalo on Oahu
This home away from home is great for families or for anyone who just wants to get away in the comfort and serenity of the islands.
Sleeps up to 8 guests, minimum stay 5 days, daily rates $300 + 13.962% tax
 Diamond Head Seaside Hideaway, Diamond Head, Honolulu
  Diamond Head Seaside Hideaway, in Diamond Head, Honolulu on Oahu
Privately set off Diamond Head Road just above the Ocean. The breathtaking Ocean Views will literally 'take your breath away’. Discretely hidden, this Fabulous Estate defines true luxury.
Sleeps up to 6 guests, minimum stay 7 days, daily rates $1000 + 13.962% tax
Hale Pulelehua - Kailua , Kailua
This 4 Bedroom, 2 Bathroom house has a spacious open feeling inside and out. Just a 5 minute stroll to the beach access that opens up to world famous Kailua Beach, From there you will be able to enjoy the 2 miles of white sands and kind waters the beach has to offer.
Sleeps up to 8 guests, minimum stay 5 days, daily rates $350 + 13.962% tax
White Ginger Suite at Paradise Inn, Kaneohe Bay Drive
The White Ginger has 1500 sq. ft. of interior space with 3 small bedrooms, 2 full bathrooms, a full kitchen, living room/dining area and a laundry room with washer and dryer. Two of the three bedrooms are air conditioned and there are ceiling and floor fans throughout.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $200 (high season $220) + 13.962% tax
Fern Suite at Paradise Inn, Kaneohe Bay Drive
 Fern Suite at Paradise Inn, in Kaneohe Bay Drive on Oahu
The waters of the Hawaiian Islands largest bay, Kaneohe Bay, come into the back yard of the estate. The Ko'olau Mountain range forms a backdrop for the bay. The full 180-degree view is seen from lanai, the master bedroom and living room. The Aloha Paradise estate is a 7300 sq. ft. private home located on 1/3 acre of tropically landscaped yard that overlooks the full 180-degree view of the mountains and the water.
Sleeps up to 7 guests, minimum stay 5 days, daily rates $220 (high season $220) + 13.962% tax
Cottage by the pool, Kailua
This very secluded cottage in a tropical setting affords you absolute comfort, convenience, and privacy with a beautiful pool and tropical garden right outside your door.
Sleeps up to 2 guests, minimum stay 3 days, daily rates $100 + 13.962% tax
Alala Point, Kailua Lanikai
 Alala Point, in Kailua Lanikai on Oahu
Two story apartment with ocean view. This property is located in Lanikai, one block from famous Lanikai and Kailua beaches. Where there is stand up paddling, hiking, biking, kayaking, surfing, golfing and great swimming beaches, all within 1 mile radius. 3 miles from Kailua town, where there is great shopping and good restaurants.
Sleeps up to 3 guests, minimum stay 5 days, daily rates $175 + 13.962% tax
Golden Bamboo, Waterfront, Kaneohe Bay Drive
 Golden Bamboo, Waterfront, in Kaneohe Bay Drive on Oahu
GOLDEN BAMBOO 3 Bedrooms + Convertible beds, 2 Baths, Sleeps 2-8) The name comes from the large grove of 40 foot high bamboo outside the living room and kitchen windows. There is 1500 sq. ft. of interior space with 3 queen beds, 2 twin beds and a queen sofa sleeper. Two full baths, a living room/dining area, a kitchen and laundry room provide all of the amenities you will need.
Sleeps up to 8 guests, minimum stay 5 days, daily rates $220 + 13.962% tax
Red Ginger Suite on Kaneohe Bay, Kaneohe Bay Drive
 Red Ginger Suite on Kaneohe Bay, in Kaneohe Bay Drive on Oahu
The Red Ginger has 1500 sq. ft. of interior space with 2 bedrooms (2 queens, 2 doubles, 1 queen sofa sleeper, 1 crib) 2 full baths, kitchen, living room/dining area and a 5 foot by 30 foot lanai with BBQ grill, table and chairs.
Sleeps up to 6 guests, minimum stay 5 days, daily rates $185 + 13.962% tax
Hiatt Hale, Kailula
 Hiatt Hale, in Kailula on Oahu
Hiatt Hale is an elegant and large (3300ft²/307m²) five-bedroom, beautifully furnished home, that comfortably sleeps up to ten people in beds and has an additional futon sofa. Hiatt Hale is just three houses from beautiful Kailua beach on a private lane with no streets to cross and has a gated access to a very quiet stretch of Kailua Beach. The beautiful backyard has a large pool, covered lanai (patio) and a gas BBQ grill.
Sleeps up to 12 guests, minimum stay 5 days, daily rates $780 + 13.962% tax