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.
Sugar Beach Resort 520: 5th Fl Sweeping Ocean Front views from this Condo
Ocean Front Condo with one bedroom and one bathroom. The living area of this unit is large and open. The kitchen opens to the living area and the lanai is just off of the living room, creating a fun and enjoyable space. The bedroom has a king bed and the living room has...
Beautiful ground-floor studio with pool, hot tub, central AC, & free WiFi
Islander on the Beach 155Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love staying at this beautiful condo where you're always steps away from the ocean, beach, dining, and...
White Sands Village #309 | A/C, Tennis & Pool!
Summary:Family and friends will love staying at White Sands Village. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:We provide 2 beach chairs and 1 cooler for guest use. Additionally, any beach equipment left behind by previous guests,...
Ilikai Apt 1042 - Spacious Studio with Stunning Ocean-Lagoon Views
Relax in Paradise: Lagoon-Front Ilikai Studio with Ocean Views | Sleeps 4 | Prime Waikiki LocationExperience Hawaii at its finest from this beautifully updated 10th-floor studio in the legendary Ilikai Hotel, where comfort meets tropical luxury. With sweeping views of...
Spacious tropical getaway w/private lanai and W/D, outdoor pool - near the ocean
3BD+ Tropical Family GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Mauna Kai 8 may be the perfect location for that memorable vacation you've been planning. Enjoy the...
Kahana Villas E308 ~ HUGE Savings on stays thru 3/31/25! Cozy 1B/1B Condo w/AC!
Discover comfort, charm, and an unbeatable location at Kahana Villa E-308. This inviting one-bedroom condo is perfectly situated just across from Pohaku Beach Park on Maui’s spectacular west coast. Whether you’re seeking a romantic retreat or a relaxing island...
Hale Kamaole 258 Second floor condo, easy access to best beach on Maui!
Nice garden and tennis court view, slight Ocean view. This two bedroom with loft has a new king bed in the master bedroom also small flat screen TV. Queen bed in loft making this condo comfortable for 3 couples, or large family. The new queen Hide a bed in living room...
PK J106 Remodeled Kaanapali Condo w Ocean Views Pool AC
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Luxe Family Fit! Great Ocean View, Gourmet Kitchen, Laundry, Lanai, WiFi, TV Kanaloa 3704
Castle Kanaloa at Kona #3704 - Distinguished guests will swoon over this amazing two-bedroom two-bathroom suite with a loft in gorgeous Kanaloa. Enjoy breathtaking views where the Pacific Ocean meets a black sand bay from your covered, tiled lanai with a wet bar and...
Central 2-Bedroom Retreat: Steps from Kalapaki Beach with Air Conditioning
Comfort and Convenience in the Heart of Kaua‘i – 2-Bedroom Vacation RentalEnjoy the best of Kaua‘i from this centrally located, split-level 2-bedroom condo in Līhu‘e, just minutes from the airport and ideally situated near Kalapaki Bay. Whether you’re here to...
Oceanfront condo with washer/dryer, pool, hot tub & views
Kona Bali Kai #321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's all about the location at this single-level, oceanfront condo on Hawaii's west coast! Inside this classic...
Lovely condo on third floor with amazing resort pools, gym, spas, & restaurants
Kauai Beach Resort #1317Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover a beautiful resort sitting on a three-mile stretch of glistening sandy beach on the eastern shore of...
Ocean Views! Kona Country Club Villas 229
This vacation rental is professionally managed by ResorticaHawaiiKona Country Club Villas #229Please scroll down for detailed informationBedroom Configuration:Master Bedroom: King Bed Guest Bedroom: Queen BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of...
2050 sqft Oceanfront Penthouse Sands of Kahana 392
Sands of Kahana 392 is a spectacular 3 Bedroom 3 Bath Oceanfront Penthouse with a spacious 2,050 square feet interior offering unobstructed panoramic ocean views that go on forever. | | -Spacious fully equipped kitchen, everything you need to entertain. | -Corian...
Corner Unit Studio@Waikiki Hotel Building 1 day min
Waikiki Studio, furnished with beautiful mountain and city view. Location: Hawaiian Monarch Building, address: 444 Niu Street. Furnished with one queen size bed, refrigerator, microwave, desk, chair, AC, kitchenette, hot plate. Next to a 7-11 grocery store, walking...
Ocean-view resort condo - ground floor - amazing pools, gym, spas, & restaurants
Kauai Beach Resort #3124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover a beautiful resort sitting on a three-mile stretch of glistening sandy beach on the eastern shore of...
Plantation Hale Garden View 1 Bdm with AC, 3 Pools, 3 Hot Tubs!
Garden View Condo with AC in bedroom! new stove/oven! And, refinished Tub and Shower! Plantation "Orchid Hale"! Enjoy this 1 bedroom Garden View condo at Plantation Hale! Sleep well in the double beds in the bedroom, complete with a flat screen TV. The living room also...
Princeville Sands Studio with Pool and Hot Tub (137-B)
PROPERTY DESCRIPTIONGREAT hotel alternative for a fraction of the price, you've come to the PERFECT hale. Princeville Sands Studio has a great kitchen table, microwave, fridge, queen bed, water toys, outside lanai with couch and ottoman and beautiful new tile flooring....
Ground-floor, tropical-themed condo with full Kitchen & furnished patio
Mahina Surf 126Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself just steps from the ocean at this tropical-themed, ground-floor getaway. The well-equipped, full kitchen...
Popular self-contained Apartment in Waikiki Sleeps 2-3 guests.
Legal vacation rental: 2425 Kuhio Ave. Honolulu.This Queen studio suite with futon in the living area. Sleeps 2-3 guests.With Brand New Windows & A/C system throughout this central Waikiki apartment is in the heart of the town.The stunning pool & spa area has long since...
Oceanfront Kahana Retreat: 1BR End Unit with Stunning Views & Whale Watching
Welcome to your tropical paradise retreat in Kahana! Experience the epitome of oceanfront living with breathtaking full ocean views from this exclusive end unit. Nestled in a serene and private setting, this 1-bedroom, 1-bath vacation rental offers a unique blend of...
Ocean-Marina Front Couples Bliss at Ilikai Marina Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
2nd floor studio with shared pool, fast WiFi, washer/dryer, and mountain view
Paniolo #202BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A fabulous view of the mountains and foliage enhances the view of the sunset you can enjoy at this lovely studio - though...
Sunsets+Space+Style! Gourmet Kitchen, Wet-Bar Lanai, WiFi, Washer/Dryer, TV Kanaloa 2905
Lay back and relax in this cute island-style two-bedroom two-bathroom oceanfront suite. Take in views of the vast Pacific Ocean from your furnished lanai with a wet bar—the perfect spot to entertain friends and family. You’ll also love the modern features of this...
Garden & Mountain Views at Kihei Akahi C317: Perfect 1BD/1BA for Couples!
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to our beloved Kihei Akahi C317, a cozy 1 bed/1 bath retreat that we're thrilled to share with you. We've poured our hearts into creating a beach chic haven, adorned with...
Hi-Style Condo w/Fantastic Fairway Views, Wet Bar, Kitchen, AC, WiFi, Flat Screens+Laundry–Kanaloa a
Castle Kanaloa at Kona #601 - “Above par” bliss defines this 1,850sf high-style suite with ground floor lanai steps from your favorite hole! Perks play out with a modern kitchen, wet bar, AC, WiFi, washer/dryer, flat screens, ceiling fans, and master bath with...
Vista Waikoloa B206 - Large Condo with Wrap Lanai and Ocean Views!!
Aloha and Welcome to our 2 bedroom 2 bath ocean view condo at The Vista Waikoloa. A perfect location for your stay!! We have central A/C, free secured Wifi, free parking, washer/dryer and beach gear for your use. Open living room with amazing views and dinning room with...
Waterfront retreat with gourmet kitchen, spacious lanai & W/D
Wena ʻula EscapeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'When you picture paradise, it looks exactly like this. Sitting directly by the water, this palm-lined home is the...
Prime Waikiki location Balcony Suite with Ocean Views, Includes Beach Gear!
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #315** For your health and safety, we utilize additional Sterilization procedures between reservations.We offer a Fun Place to stay that really is close to Everything in Waikiki & 1 minute walk to...
Wainaku Camp Cottage
Enjoy this basic but remodeled sugarcane plantation-style home, 5 minutes from downtown Hilo. This is the perfect place to come with family and friends as there are 2 homes available on the property. The homes are just off the beaten path, away from tourist areas, in a...
Napili Gardens Getaway - AC, Spacious, near beach
Welcome to our beautiful three story condo conveniently nestled between the Napili and Kapalua beaches. This newly remodeled townhome is roomy and styled with a contemporary island feel. The bedrooms are newly carpeted and your whole company will have ample living...
Spacious 7th Floor Queen Suite w/ Kitchenette
Legally permitted rental (STR)♨HOT Guest-Fave! WAIKIKI GRAND HOTEL®134 Kapahulu Ave #704⚕⚕ For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Suite 704 has everything you are looking for in a Waikiki studio -...
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between reservations.Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen...
![[Upgraded June.2023]- Modern Penthouse Great View!](https://media.vrbo.com/lodging/30000000/29940000/29935300/29935241/8abc9a10.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
[Upgraded June.2023]- Modern Penthouse Great View!
Summary:My place is close to restaurants and dining, parks, and great views. You’ll love my place because of the ambiance, the neighborhood, the outdoors space, the light, and the comfy bed. My place is good for couples, solo adventurers, business travelers, families...
Beautiful garden view condo with tropical decor
Hawaii Tax ID: TA-049-404-1088-01TMK: 390040040173Exquisite, private and bright remodeled third-floor one-bedroom end unit with beautiful garden views. Complete with ceiling fans and outfitted in stylish tropical decor, you will love everything...
Lovely oceanfront villa with pool, hot tub & lanai
Kona Bali Kai #207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you spend your time splashing around in the surf of the nearby beaches, sightseeing the downtown area, or...
Cozy, Fully Stocked, Top Floor Condo within Walking Distance to Beach
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030096Cozy top floor Maui Vista 1423 unit with all the amenities for a home away from home. You have a fully stocked kitchen for all your vacation meals and a washer and dryer to save you some room while...
Ground Floor Ease w/Lanai, Full Kitchen, Ceiling Fans, WiFi, TV+DVD–Kaha Lani 112
Castle Kaha Lani Resort #112 - Bask the splendor of this 739sf suite with furnished ground floor lanai that leads to the Pacific’s edge. Enjoy floor-to-ceiling windows spanning the living area with modern tropical décor, full kitchen for prepping meals, ceiling fans,...
Poolside Waikiki Banyan Condo with Fully Equipped Kitchen and FREE Parking!
Waikiki Banyan Tower 1 Suite 701Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free ParkingThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Kihei Kai Nani 1BR Vintage Hawaiian Décor, Prime Location, Across Beach
This property is hotel zoned, and not being affected by the recent proposed legislation.-Professional Photos coming mid-December-Kihei Kai Nanai 4-121 is a sweet little taste of “Old School Hawaii”. The owners lived here for many years and lovingly cared for this...
Maui Bliss: Serene 1-bedroom condo in South Kihei with WiFi, AC, and ocean view
Welcome to Ho'omaha: Your Serene Kihei Retreat in Maui Kamaole!Nestled just steps from the upper pool, Ho'omaha is a tranquil escape that offers both comfort and convenience. This elegant one-bedroom, two-bath condo features a sleeper sofa in the living room, providing...
The Rainbows End in Sunny Hawaiian Paradise Park
Welcome to Hale Anuenue Nuku - The Rainbow's End in sunny Hawaiian Paradise Park on the Big Island! This newly renovated and decorated 2-bedroom, 2-bath home sleeps 2-8 and has everything you need for that getaway to the Big Island. ***DISCLOSURE 5/19/25: Home has been...
Hawaiian-style condo with partial ocean view
Papakea G301 is a 1-bedroom, 1-bathroom beautifully decorated “Hawaiian Style” condo that sleeps up to 4 guests. Enjoy ocean views from your private lanai. This condo offers an updated, fully equipped kitchen with stainless steel appliances, perfect for dining...
Kauai Exclusive - Pali Nui Suite Overlooking Kalapaki Bay
With breathtaking vistas of one of Kauai’s most active bays, revel in the majestic scenery of paradise from your private and pristine, seaside perch. Watch cruise ships sail into the harbor, whales spout and breech in the distance, dolphins play in the waves and...
Fairways 33F: Luxe Ko Olina Villa with Serene Lanai & Pool
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Step into your Hawaii retreat at Fairways at...
Leina'ala 401: 1 bedroom condo with 4th floor Ocean front views in N Kihei
This one-bedroom Ocean Front unit boasts beautiful views of the Pacific Ocean. The bedroom in this unit has a Queen bed and the living room has a pull out sofa bed, allowing this unit to accommodate up to four (4) people. Enjoy a fully equipped kitchen and a large Lanai...
Breezy Waikiki Apartment sleeps 6 with Free Parking
This very breezy apartment is perfect for families. There are two separate bedrooms one with a King size bed and the other with a queen bed. Both rooms have desks or dressing table with usb charging ports. The living room has a pull out queen size sofa bed and a twin...
Diamond Head and Ocean View Waikiki Sunset with Free Parking! (WS06)
Be Cool... This is my own Hawaii!! Monochromatic! Ocean and Diamond Head View!!This renovated 1 bedroom will provide you the perfect vacation!!As you arrive at Waikiki Sunset, you will be met with the modern monochrome design of your homey living room. Here, you can...
Molokai Shores 305
Molokai Shores unit #305 located on the third-floor: You'll enjoy cable TV and WiFi in this tropically decorated ocean front paradise. Beautiful views from the huge lanai include fiery sunsets and deep blue ocean waves. Amenities include a fully equipped kitchen with...
1 Bedroom Apt. w/Kitchen 2 mins to Waikiki Beach and Honolulu Zoo - Sleeps 4
Spacious & Bright Apartment just 2 minutes walk to Waikiki Beach and only 5 minutes from the heart of Waikiki's shopping, dining and entertainment.Our 1 bedroom apartment is quite unique in that as well as the comfy Queen bed in the bedroom, it also offers a Sofabed and...