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.
Snowbird-friendly condo with heated pool, hot tubs, tennis & balcony
The Cliffs #1206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your Hawaiian paradise awaits at this gorgeous condo! Boasting a full suite of on-site amenities, including a...
Rich & Dana's Ocean Front Condo With Spectacular Sunsets
Our condo is located in Bldg 25, #2253 on 'Malibu Row', as the owners call it...because everyone wants to live with unobstructed blue and white water views and sunsets from our lanais. Listen to the beach's surf surrounding the famous Kaliaka Rock (where Dole Pineapple...
Molokai Shores A214
Molokai Shores A214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This second-floor,vone-bedroom condo has views of the sparkling blue waters of the Pacific Ocean, Molokai's ancient...
Top-floor condo with mountain views, washer/dryer, 2 pools & 8 tennis courts
Hanalei Bay Resort 2301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 2301 is an air-conditioned, top-floor condo in a three-story building in Princeville, where...
Maui Banyan P 306 1 BR/2 BA located in the heart of Kihei!
Come enjoy this one-bedroom, two-bathroom condo (accessible by elevator or stairs) in South Kihei, right across from the stunning Kamaole Beach II, one of Maui's finest golden sand beaches. Freshly painted, new Air Conditioner in the living room. Our condo features a...
Two-level condo with AC, lanai, 2 pools & 8 tennis courts - walk to beach
Hanalei Bay Resort 2302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 2302 is an air-conditioned, two-level studio with a prime location for taking in the beauty...
Golf course-front, ground-floor condo w/private lanai, shared hot tub, pool, A/C
Waikoloa Fairways C119Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise and endless sunshine await at this incredible and family-friendly condo! Bring your clubs and try out...
Huge, private lanai with panoramic view of Diamondhead
Located in a quiet neighborhood three blocks from Waikiki Beach. Decorated in tropical, Hawaiian decor, this unique condominium offers a complete kitchen as well as a 1000-square-foot, private lanai with an extraordinary view of Diamond Head crater. Relax by the heated...
Wow the beach is right here! Plus air conditioned!
This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 302 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that extends all the way across...
Sea Village #4210 | Ocean Front Lanai!
Summary:Awesome location with a private lanai situated right over the ocean! This very well kept 1 bedroom 1 bath unit boasts comfort in paradise, with all the amenities of home. PLEASE BE AWARE THERE IS NO AC IN THE UNIT. Maximum occupancy strictly enforced in...
AKH C616 Kihei Condo w Pool Ocean Views Across Beach
Kihei Akahi C616 Cozy Condo Across Street From Beach Park with Mountain and Ocean Views. Perfect Location to Walk to Shops, Restaurants, Eateries FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
KBM Resorts | FREE CAR | Valley Isle Resort | Oceanfront | 5th Floor 2-Bedroom Condo with Stunning views! VIR-508
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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...
Kauai condo near beaches and shops.
Comfortable, spacious condo in a garden setting and a short walk to Anini Beach. Walk to play tennis, play golf, shops and restaurants.2 bedrooms with full bathroom and loft bedroom. Three king beds and one single bed.
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...
Tropical Oasis with Shared Pool, Garden Lanai, WiFi, Partial AC, and Shared W/D
Kihei Kai Nani 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This little slice of Hawaiin paradise is ideally located only 200-yeards from the island's famed sandy shores. When...
Ocean Views & ac W763!- Sullivan Properties
Enjoy all that Kaanapali has to offer within walking distance. The 3 mile beach walk stretches from Sheraton’s Black Rock to the Canoe Beach just pass the Hyatt Regency Maui and your condominium at The Whaler is right in the middle. The location on Kaanapali Beach is...
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 the...
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...
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...
Ground Floor 1bd/2ba Kihei 8-101: Tropical Views, Beach Access & Modern Comforts
This 1 Bed/2 Bath condo is located in one of the best properties in Kihei, directly across the street from one of the best beaches in Kihei. It's on the ground floor with tropical views, making it the perfect unit for your Maui getaway.As you enter, you'll be welcomed...
Ala Moana Studio | Pool + Ocean Views
Perched on the 30th floor in Ala Moana, recently completely remodeled this studio offers stunning city and ocean views. Enjoy a private balcony, community pool access, and a bright, open layout with a cozy kitchenette and smart TV.About the SpaceThis home is ideal for...
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...
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...
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...
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...
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...
Ocean View Queen Studio with Balcony at the Waikiki Grand Hotel® 309
Just 1 minute walk to the Beach & Ocean, Queen Kapiolani Park & Ocean Views from your private lanai.Enjoy this 3rd floor tastefully decorated queen bed, balcony suite overlooking Honolulu Zoo, & Queen Kapiolani Park. Offers a well equipped kitchenette with apartment...