Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Ocean Front in South Maui, top floor condo
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 1 bedroom with private attached bathroom. 2nd...
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores,Kihei
Beautiful third floor one bedroom condo at Menehune Shores in Kihei- If you like the water, this is as close as you can get The kitchen has been re-modeled and added new oak cabinets and stone countertops. It is well stocked for cooking at home. There is a washer and...
Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold Coast
Listen to the ocean and feel the sea breezes sweep over you as you relax beneath the shadows of swaying coconut trees. Let the Makai Suite be your comfortable place to return to after the day’s adventures.The Makai Suite is a 2 bedroom, 1 bath suite located on the 2nd...
Top floor, oceanfront, steps to beach!
Hawaii Tax ID: TA-008-505-7536-01TMK: 390080030022This Oceanfront unit is one of the best places to stay in Kihei. You will be blown away by 190 degree views of the ocean . Enjoy a piece of tropical paradise when you stay in this Hale Kai O'Kihei 302 condo.Bedding...
2nd-floor resort condo near beach with outdoor pool, lanai, BBQ area, W/D, AC
Hono Kai B17Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience a fantastic and unforgettable coastal escapade when you book this delightful second-floor condo in Hono Kai, a...
Shores at Waikoloa Unit 14: 1 Br condo in the Kamani Court Bldg, Sleeps 4
Located in the Kamani Court Building, this single-level vacation rental offers plenty of natural light to brighten up your Big Island vacation. Between the open-concept living area or open-air lanai you are sure to find your perfect piece of paradise. This home away...
Ocean Views w/Lanai, Kitchen, WiFi–Kaha Lani
Castle Kaha Lani Resort #320 on the 3rd floor: Live on the Pacific’s edge in this one bedroom with homey touches and casual décor. Expansive sliding glass door windows let in an abundance of natural light and entice guests to enjoy lanai views. The lanai seats four...
Ilima Suite at The Ilikai | Short Walk to Beach!
Summary:This property is professionally managed by Grand Welcome Vacation Rentals. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Ilima Suite is a cozy condominium at The Ilikai featuring an ocean view. Located in the Ala Moana and...
1BST-2 Aston at the Waikiki Banyan: Standard One-Bedroom with Full Kitchen
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: Standard...
Communal Pool & Deck, Just 1.5 mins from Beach Plus WiFi Included!
Legally permitted rental ☼WAIKIKI GRAND HOTEL®☼ 134 Kapahulu Ave #600** For your health and safety**we utilize additional Sterilization procedures between reservations.Located on the cooler and quieter side of the Waikiki Grand Hotel. The unit is located in one of the...
Romantic singing Cottage, soak hot tub, outdoor shower 5min to HI volcano park
Aloha! We invite you to experience a garden home in this small piece of paradise. Enjoy the expanded outdoor space with a new gazebo, relax in the soak tub and take a refreshing shower in the backyard forest. Wake up to the melodious songs of native birds and witness...
Updated Ocean & Garden View Condo w/ AC & Community Pool: Casa De Emdeko 104
Casa De Emdeko 104 invites you to step into a fully remodeled ground-floor retreat in the heart of Kona, where tropical gardens meet oceanfront resort living. This 1-bedroom, 1-bath condo sleeps up to four and offers the perfect blend of style, comfort, and...
Molokai Shores 332
Molokai Shores unit #332: One look inside this recently renovated one-bedroom/one-bathroom with a loft vacation suite, and you’ll see why it’s one of the first to be booked every season. Chic island décor with attractive furniture and modern finishes provides an...
Reminiscent of old school Hawaii. Bright, fully renovated, condo.
Reminiscent of old school Hawaii. Bright, FULLY RENOVATED (2018) and beautifully furnished! Hawaiian King offers all the conveniences of Waikiki with the International Market Place just across the street, you're a quick stroll next to a number of restaurants and...
🏖️Great Location | Close to ocean | Central AC | vrKCV
vrKCV - Casa de Emdeko 202, Professionally Managed by Kona Coast VacationsWelcome to Casa de Emdeko: Your Peaceful Kona RetreatLocated just 1.5 miles from downtown Kona, Casa de Emdeko offers a tranquil escape away from the traffic noise, making it an ideal hideaway for...
Villas of Kamalii 35: Cozy Condo w/ AC, Shared Pool/Spa
Villas of Kamalii #35 by Gather blends relaxed elegance with Kauai’s North Shore beauty. This three-bedroom, three-bath townhouse-style condo offers spacious comfort, resort-style amenities, and stunning mountain views in the heart of Princeville’s gated community.What...
Kona Mansions D-226 | Condo in Kailua-Kona
Kona Mansions D-226Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo's convenient location right off Ali'i Drive leaves you within a mile of local bars, restaurants, and...
Lunapule Unit 106: Spacious 3BR/2BA Oasis on Alii Drive!
Turn your Hawaii trip into a memory of a lifetime at Lunapule unit 106. This three-bedroom, two-bathroom home located on Alii drive. A smart television in every room, a private lanai, and a fully stocked kitchen. Enjoy the air conditioning and fast WIFI.This...
B216 Ocean and Pool views in sunny Kihei, Maui
Granite countertops, great views of pool and ocean. Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Free WIFI in the condo and at the pool.Large private condominium apartment at the resort condominium complex on...
Across from the Breach - Cozy Studio with Ocean View KAC201
Welcome to Kihei Akahi – "Number One" in Hawaiian – where relaxation and adventure await in the heart of Kihei! This charming condominium complex offers a perfect blend of comfort, convenience, and breathtaking ocean views from many of its units. Whether you’re enjoying...
Sea Village #2304 | Ocean Front Complex
Summary:This 2 bedroom/2 bathroom home features stunning ocean views. Bring the whole family as the unit can accommodate up to 4 guests.The Space:Watch the whales or enjoy a Mai Tai while relaxing on your private lanai. Sea Village is an ocean front complex perfect for...
Spectacular Oceanfront Views - Cool off W/ AC – Ground Level Kihei Surfside 109
Kihei Surfside #109 – Ground-Floor Oceanfront Comfort with Scenic ViewsStep into island ease at Kihei Surfside #109, a ground-floor oceanfront condo offering panoramic views of the Pacific and convenient access to Keawakapu Beach. This 1-bedroom, 1-bathroom unit sleeps...
Chic Deluxe City View Studio - Waikīkī Grand #519
Castle at Waikīkī Grand #519 - Style and playful modern décor make this 363 square-foot Deluxe City View Studio w/Kitchenette the perfect couple's retreat! After check-in, prepare your kitchenette meals in a kitchen that has a refrigerator for all your local finds and...
Ocean and City View 2 Bedroom 2 Bath Condo w/Free Parking and Free WIFI!
Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...
Kona Lunapule 205B: Tranquil 2BR Retreat with Ocean Views
Kona Lunapule is centrally located in Kailua Kona, in the Island of Hawaii. It's just a short drive to local restaurants and shops along the coast of Ali’i Drive. This quaint complex features a communal pool and onsite parking. Upstairs you will find 205B; a quiet and...
Partial Ocean View Condo with Great Location
Hawaii Tax ID: TA-124-867-7888-01TMK: 390180030084This two bedroom top floor Maui Vista 1411 unit, perfect place to stay for your home away from home vacation! Simple and clean; distant ocean view, complimentary WiFi and parking space included, you will be sure to enjoy...
Classic Mid-Century Condo near the Ocean w/Private Lanai & Shared Pool
Maunaloa Shores 612Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Maunaloa Shores 612 is a retreat that feels like home. This rental has recently been redone in tropical decor,...
Kihei Akahi Condo w/ Shared Grill, A/C-Beach Lovers Dream
Kihei Akahi DG09Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!
Wailea Ekahi Village - Spacious one bedroom, two bath condo with a enchanting garden view located in the Upper Village. New carpet throughout the unit. Master bedroom boast a King size bed. Plus there is a bonus sofa sleeper in living room. Full size washer/dryer, air...
Anini Ohana Estate - Two Spacious Homes near Anini Beach
Anini Ohana Estate-includes the Main and Ohana guest house TVNCU# 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami...
#49 1 Bed/1 Bath Beautifully Remodeled Unit
Black Sands Beach - 1 Bedroom Condo with Ocean View - Ho'ōla provides accommodations in Pahala. This oceanview property offers access to a patio, free private parking, and free Wifi. The apartment offers an outdoor swimming pool, hot tub, and propane grills. Offering a...
Kauhale Makai 627: Top Floor Ocean view Condo at Ocean Front Resort
Newly renovated one-bedroom Ocean View Condo. Enjoy ocean and mountain views from the comfort of this gorgeous unit. The furnishings are a beautiful mixture of rattan and the bright pillows and upholstery create a lively atmosphere. The flooring is tile in the kitchen...
Beach lovers dream condo with pools, hot tub, beach access & W/D
Maui Kamaole D111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Koa Resort #2J Spacious 3-Bedroom 2-bath, Pool, BBQ, AC, WIFI
Gorgeous townhome, across from ocean -Steps from Pool, BBQ at Cabana, A/C, Air-Conditioning located in all three bedrooms and living room, FREE WIFIThis beautiful 3-bedroom, 2-bath townhome will be your home-away-from-home during your vacation on Maui! The owners have...
Haliewa Surf Pad Blocks From the Beach
This newly remodeled suite is blocks from Haliewa Alii beach and less than a mile from coffee shops, grocery stores, and countless restaurants and bars. The suite is situated in a classic Haliewa beach house, has its own private entrance, and complete access to shared...
Corner hotel room with lanai, ocean views, outdoor pool, hot tub & grill
Hanalei Bay Resort 9206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 9206 is an air-conditioned hotel room that is perfect for solo travelers and friends or...
Modern Ilikai 16th floor Harbor Studio - Surfing, Sunset & & Yacht Views!
Feel Hawaiian Breeze! Ilikai Hotel (IA04). Modern 16th floor spacious studio with full kitchen, nearly panoramic windows and a balcony with the views of the Pacific Ocean located close to the Convention Center and shopping area!!The sunlight in the unit is beaming...
Cozy 14th floor condo overlooking the surrounding Waikiki area! Great price!
This condo is located on the 14th floor of the Ilikai Hotel. Look no further, you've found the BEST DEAL in Waikiki!! The flooring was recently upgraded to a luxury vinyl, along with brand new mattresses, sofa and updated upholstery on the dining chairs and accent...
Splendid Partial Oceanview 2 Bed 2 Bath Remodel
Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. For travelers seeking an escape from everyday life, this complex is one of the most exclusive sanctuaries in South Maui. This beautiful vacation rental with partial ocean views...
Stunning retreat with oceanfront views
Welcome to Mana Kai 501, where luxury meets paradise in this exquisite 2-bedroom, 2-bathroom upscale condo, accommodating up to 4 guests. As you step into this stunning retreat, be greeted by direct oceanfront views and tastefully appointed Hawaiian-inspired decor....
Ground floor great for families! Whaler 123
Whaler 123 is a spacious inner court, ground floor condo, with a King bed; 2 Doubles; and a Sofa Sleeper - ideal for families or couples looking for a peaceful environment to relax after a day in the water, out Maui sightseeing or on the golf course. | | The condo is...
Turtle Bay Resort 166 - Kuilima Estates West
Turtle Bay Resort 166Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An ideal tropical getaway awaits at this stylishly remodeled 1BR condo, located on the third hole of the Turtle...
Cozy condo with pool, hot tub, & sauna - private lanai, ocean views
Island Colony 4108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This cozy, efficient condo in the heart of Waikiki offers guests a large shared pool with sundeck, hot tub, and...
Turtle Bay Wicked Wahine - Kuilima Estates West
Perfectly located ground floor unit on the 1st tee of the Fazio Course with the Turtle Bay Club House out your back door and beautiful sunset views. The lovely 2 bedroom with a loft and 2 bathroom unit has tile flooring throughout the unit. Walk-in shower upstairs and...
Kamaole Sands 8-402 | Balcony, Resort Amenities!
Welcome to Kamaole Sands 8-402, a beautiful 2-bedroom, 2-bathroom vacation condo in Kihei, Maui, Hawaii. Located in the sought-after Kamaole Sands Resort, this spacious top-floor retreat offers the perfect blend of comfort, convenience, and island charm—just steps away...
Central Waikiki Private Suite sleeps 4 in Popular Hotel
Legally permitted rental - 2425 Kuhio Ave. #403** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleeps 4 Guests in the Center of Waikiki w/Pool & 3 mins walk from Waikiki BeachWith 2 comfy double beds and a fully...
Kuhio Village 804A Prime WAIKIKI Private Apartment
Kuhio Village 804A Prime WAIKIKI Private ApartmentWalk into a comfortable and quiet studio with all the essentials that will give you a home like feeling. Enjoy a night's rest in a queen bed with linens provided after a fun day of soaking that Hawaiian Sun and lounging...
3rd Floor Oceanfront Mana Kai Unit
Hawaii Tax ID: TA-081-303-9616-01TMK: 390040230025Relax and enjoy sunrise over Haleakala and sunset over the ocean from your lanai of this third floor condo.Bedding Configuration:Bedroom: 1 King BedLiving Room: 1 Full Sofa SleeperLiving Room: This beautiful room...
Waikiki Beach 2-Bedroom Vacation Condos....Ideal Central Locale
Welcome to your own 2-bedroom Waikiki Beach vacation Condo Rental..Ideally Located in the heart of Waikik, only 1/2 block to the beach and near the famous International Marketplace. Enjoy the spaciousness of your own Waikiki Condo Rental, 2bedroom/2bath, with full...
Manualoha 404 Stunning Views Ground By Suite Paradise
Splendidly remodeled and upgraded with new furnishings in 2021, Manualoha 404 in the renowned Poipu Kai Resort offers all the thrills of the perfect tropical retreat. This gorgeous 2 bedroom, 2.5 bath home is surrounded by a flourishing landscape of blooming plumeria...