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.
Menehune 127 Partial Ocean Views in Well Maintained Condo Home
Book with us and come to Maui to explore everything we have to offer!This beautifully kept 2-bedroom, 2-bath, air-conditioned Menehune Shores resort condominium offers everything you need for a relaxing stay in Maui. The granite and stainless-steel kitchen is perfect...
Ilikai 1118 Ocean / Lagoon / King Bed, Sofa Bed
STUNNING OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to...
Hale Kamaole 141 Ground floor condo, easy access to best beach on Maui!
This one bedroom condo with Garden View, is located near pool in upper complex and has beautiful Hawaiian decor throughout the living room and bedroom. The kitchen has spacious counter tops with new wooden kitchen cabinets. Our living room has a great TV with sofa...
Turtle Bay Condo in Kahuku - Kuilima Estates East
Cozy, spacious 1 bedroom+ loft and 2 bathroom upstairs condo. Air conditioning in the bedroom only but great breeze from lanai and beautiful view of golf course. Free WiFi. Tucked away in quiet location close to pool. Two bathrooms, one on the main floor with tub and...
Spacious 1 BR/1 BA Keauhou Gardens condo at Kona Coast Resort
Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit located in the Keauhou Gardens section of the Kona Coast Resort situated on 21 acres of beautifully landscaped tropical Gardens.Recent upgrades include new stovetop, microwave, and oven. New dining room...
Corner studio with mountain/bay views, lanai, AC, 2 pools & 8 tennis courts
Hanalei Bay Resort 4206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 4206 is a coveted corner studio, offering gorgeous views of the resort's tropical grounds...
Maui Sunset A105 ~ 1 BR, 2 BA Ground Floor Condo!
One bedroom, two bath partial ocean view ground floor condo. Close to the putting green. Located next to Waipuilani Beach, which is a long sand and coral beach protected by reef and suitable for swimming, long walks, whale watching and beautiful Maui sunsets. This area...
BEST RATE! ADA Studio Ala Moana Condominium (AH01)
This cozy ADA studio will become your favorite place away from home with all the things to make your vacation unforgettable. A queen size bed, close proximity to the beach, shopping centers at your doorstep, floor to ceiling windows and lanai is a hard to beat...
Kihei Akahi Condo w/ Free WiFi, Private W/D-Waves Await
Kihei Akahi C501Our 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...
Shores at Waikoloa Unit 307: 1 Br condo in the Sandalwood Tower, Sleeps 4
Located on the west coast of Hawaii Island (The Big Island) known for its many golf resorts, Shores at Waikoloa is a gated condominium resort community nestled between two Waikoloa golf courses. A stress-free alternative to mega-resorts-Shores at Waikoloa offers a...
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...
Maui Vista 3201: Your ideal retreat! Steps from beaches, dining, and The Cove!
Remodeled in 2024! Maui Vista 3201 is one of the best locations in Kihei! This 1 bedroom, 1 bath condo is the perfect retreat for your Maui getaway with beaches, dining, shopping, and golf all within minutes. It's just a block away from a favorite local surf spot, The...
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...
Beautiful Beachfront ocean view Maui Condo
This beautful resort is located in South Kihei, next to the Hawaiian Islands Humpback Whale National Marine Sanctuary and ancient Royal Hawaiian Fish Pond of Kalepolepo. This vacation rental condo offer amazing views of the Pacific Ocean, West Maui Mountains,...
BEAUTIFUL & WELL LOCATED at AQUA PALMS - WAIKIKI
Legally permitted rental - 1850 Ala Moana Blvd #815** For your health and safety, we utilize additional Sterilization procedures between reservations.Beautifully remodeled hotel room comfortably accommodates four adults and is located steps from Waikiki Beach and the...
Light & Airy 8th Floor Ocean View Condo with Lanai and FREE Parking!
Waikiki Banyan Tower 1 Suite 802Light Airy 8th Floor Ocean View Condo with Lanai and FREE Parking!The 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 renovation...
Palms at Wailea 1302! Top floor condo with Amazing Garden and Ocean Views!
Top floor condo, #1302 overlooks the lush, landscaped grounds of Palms at Wailea out to a beautiful view of the Pacific Ocean. Watch whales breaching in Winter months and enjoy glorious sunsets year-round.Plenty of windows and glass doors throughout make this home a...
Compact Studio with Balcony next to Hula's Bar & Lei Stand
Legally permitted rental - 134 Kapahulu Ave.The Waikiki Grand has been a longtime favorite for many guests returning year after year. This newly renovated Studio is just a few feet from Hula's Bar & Lei stand so there is always POTENTIAL FOR NOISE. Enjoy step free...
Whaler on Kaanapali Beach Vacation Rental: 6th Floor; Tower 2; 1/1 Ocean View
Ocean views on Kaanapali Beach from the South tower facing Black Rock. In addition to the TV in the living room there is also a TV in the bedroom. A true gem of the West side, The Whaler on Kaanapali Beach is a Maui vacation opportunity that you can't miss. With an...
Top-floor ocean-view condo with lagoon pool, hot tub & AC - sand & waves await
Maui Kamaole A208Our 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...
2Br/2Ba in beautiful Kauai! Bali Hai Villas, pool, hot tub, AC!
The Wyndham Bali Hai Villas Resort is located on the beautiful North Shore of Kauai. This prime area is close to world-renowned beaches, hiking, shopping, golf courses, snorkeling, day spas, live entertainment and fine dining. Gorgeous Hanalei Bay is just a five-minute...
One bedroom with lanai - 2 blocks to Waikiki Beach
This modern 1 bedroom has a full kitchen. Centrally located in Waikiki and steps from the beach, shops, restaurants and bus lines. This unit was recently renovated with new floors, brand-new furniture, new appliances, new sliding doors, and new split AC. The unit is...
Maui Sunset Vacation Rentals B313
Don't settle for just a mountain view! This is the spot to be, ocean views and large comfortable living space…plus the outdoor lanai deckLarge private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 1 bedroom with...
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min
Waikiki Studio, fully furnished. Location: Hawaiian Monarch building, 444 Niu Street. On the bus line, next to 7-11 convenience store, walking distance to Convention Center and Ala Moana Shopping Center. The studio has diamond head view and Ala Wai canal view. You can...
Kihei Condo w/ Resort Amenities: Walk to the Beach
Live island life the right way while staying at this bright and airy 1-bed, 2-bath vacation rental in Kihei. Surrounded by snorkeling, shopping, beaches, and a beautiful volcano, this condo sits in a perfect spot for outdoor lovers wanting to explore. On Maui, nothing...
Superb location 1 Bedroom Cabana Suite - Sleeps 4, Full Kitchen & Lanai
Legally permitted rental - 2551 Cartwright Rd. #302** For your health and safety, we utilize additional Sterilization procedures between reservations.This 1 bedroom cabana style surfer's retreat with full kitchen is perfect for couples and families with children.With a...
Beautiful home right on the water with pool & furnished patio
Nohonani 104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Right on the water, this lovely single-bedroom home is waiting to provide your vacation with the happy beach memories you...
Lush end-unit condo with on-site pool, private lanais, grill, & washer/dryer
Puamana Princeville Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step inside this serene condo on Kauai’s coveted North Shore and slip instantly into vacation mode....
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...
Sugar Beach Resort Condo w/ Private W/D, Ocean View-Waves Await
Sugar Beach Resort 215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Turtle Bay Alea Condo by RedAwning
Lovely condo, tastefully decorated. Window A/C in each bedroom with ceilingfans throughout. Updated modern kitchen with granite countertops and bathroomsrenovated in 2018. Wi-Fi with flat screen TV's in both living room and masterbedroom. Queen bed in master bedroom and...
Oceanfront townhouse at Keauhou Surf and Racquet
Oceanfront island-style townhouse at Keauhou Surf and Racquet that boasts stunning views! Enjoy this two-bedroom, two-bathroom with a large lanai to enjoy sunsets and morning coffee. Enjoy the amenities of the complex; BBQ, pool, tennis, and more!Inside the property...
@ Marbella Lane - Mountain View Studio
Summary:Waikiki Grand Hotel is in the absolute best location in Waikiki! • 360 SQFT• sanitized, self-checkin (contact free)• everything is walking distance - beaches, restaurants, shopping, honolulu zoo & waikiki qquarium, family-friendly activities, nightlife,...
Kailani Hawaii-Modern Studio, stylish decor, clean, feels like home+free parking
Ground floor 380 sq ft newly renovated sunny studio with 90 sq ft lanai with pool view, across from Waiakea pond and Wailoa River state park. Nice walk or drive 1 mile to beach park, downtown Hilo and Famous Hilo farmer’s market. Just 2 miles to Hilo Airport (ITO), 40...
Ocean and Mountain Views Condo at the Royal Garden w/Great Hotel Amenities
Book with confidBook with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your serene getaway at the Royal Garden, located at 440 Olohana St., just a short stroll from the vibrant heart...
Minute walk to the beach! Updated, clean Three Bed/Two bath condo! Sleeps 8
With Hawaiian architecture at it’s best, Koa Resort will give you the feel of vintage Hawaii. The resort is immaculately maintained, with beautifully landscaped grounds, palm trees swaying overhead and gorgeous flowering plants all around. What sets Koa Resort apart...
Turtle Bay Alea: 2 BR, 2 BA Condo in Kahuku - Kuilima Estates West
Lovely condo, tastefully decorated. Window A/C's in each bedroom with ceiling fans throughout the unit. Updated modern kitchen with granite countertops and bathrooms . Wi-Fi with flat screen TV's in both living room and master bedroom. Queen bed in master bedroom and in...
Prime Wailea Location! Split AC! Wailea Ekahi 36E
Wailea Ekahi 36B is a great ground floor location with lush garden views. This 1bedroom/2 bath condo offers the perfect Hawaiian retreat!Welcome to Ekahi 36B! This lovely condo offers everything you need for your Hawaiian Holiday! You will fall in love with this garden...
C2: 1 bedroom, 2nd floor, oceanfront
My favorite view from the condo has always been watching the sunset sky as I’m lounging on the pune’e. The second best view has to be of the rolling waves of the North Pacific Ocean, which is best viewed from the lanai. The view from the kitchen window is also...
Kihei Surfside 307: Ocean Front Views Take You Across the Pacific
New split AC system installed in 2024! Oceanfront views take you across the Pacific and allow you to see the West Maui Mountains and the island of Lanai. Step out onto the balcony, sit back on the patio furniture and take in the cool ocean breeze while enjoying the...
Surf & Racquet Club #24 | New Beds, New You!
Summary:This is a very nice 3 bedroom 2 bath townhouse close to Kahaluu Beach Park. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This property includes a very private lanai, remodeled kitchen with granite counters, ductless split air...
Remodeled!! Koa Resort #5J 2-Bd 2-Ba, A/C, South Maui, Walk To 3 Beaches!
**REMODELED MAY 2023!!**This large remodeled 2 bedroom, 2 bath townhome is beautifully decorated in Hawaiian style decor. There is a King bed in the downstairs bedroom and Queen in the upstairs loft. There are two full bathrooms; one upstairs, one downstairs. Upstairs:...
Ground-floor zen studio - ocean-view lanai, AC, steps to beachside pool/hot tub
Islander on the Beach 170Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
A BEAUTIFUL Beach House FULL OF ALOHA in Hilo
Our home is conveniently located at Onekahakaha Beach Park, Hilo's safest and only sand bottom beach. With a short drive, it is close to all the best attractions that include waterfalls, swimming holes, surf spots, shops, restaurants, the Zoo, music, art and more. Our...
Kona Pacific - Convenient to downtown Kailua Kona
Nestled in a beautifully landscaped complex, The Kona Pacific E633 is conveniently located in the heart of the Historical Kailua Village area of Kona. Enjoy the convenience of a washer/dryer in the unit and FREE parking. The walkway to the building, devoid of stairs and...
Banyan Harbor @ lowest price 2 Bedrooms on Property recently updated
Banyan Harbor offers the perfect blend of comfort, convenience, and island charm, centrally located on the breathtaking island of Kaua'i. Whether you're chasing waterfalls, exploring golden beaches, or enjoying local parks, you'll love that everything is just a short...
Close to Beach Queen Studio with Balcony & Pool
Legally Permitted Rental ✈Waikiki Grand Hotel® 305Upon entry, first, you see the white wood plank floor. Turning, past the hall, the large bed dominates the room. The kitchen counter, including fine cabinetry, stone countertop and induction cooktop, features...
37th Floor Newly furnished @ Island Colony Diamond Head & Partial Ocean View
High floor, Newly furnished Condo at Island Colony IC3711Island Colony is a few steps away from the building is a large concentration of shopping centers, such as Waikiki Shopping Plaza, BeachWalk, and the International Marketplace.There is truly no end to the stores to...
Turtle Bay Sea Breeze - Kuilima Estates East
Affordable, comfortable second story 1 bedroom + loft and 2 bathroom condo. Ceramic tile in the entry, bathrooms, and fully equipped kitchen. Carpet throughout the unit, with a spiral staircase to the loft. Window A/C located in the bedroom only. Free WiFi. Laundry...
Kihei Akahi C-607 | Ocean Views, Two Pools, Tennis
Unwind in paradise with this homey condo on the sixth floor. With its comfortable furnishings, community pool, an ideal location, you’re sure to have the vacation of a lifetime!Warm, wooden floors lead you into the bright and spacious living area of Kihei Akahi C-607....