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.
Pulelehua Kuilima Estates West #142: Bright & Lively w/ Community Pool & A/C
A restful retreat on the North Shore of O’ahu awaits either couples or small families in the one bedroom, one bath ground floor condominium unit of Pulelehua Kuilima Estates West #142. Located on the grounds of the Turtle Bay Resort, the swaying palm trees, colorful...
Aloha Glamp in Paradise
Introducing the ultimate Maui adventure experience! Explore the magic of Maui in style and comfort with our premium 4x4 Jeep equipped with a rooftop tent, enabling you to seamlessly transition from one thrilling adventure to another while indulging in glamorous Glamping...
Kamaole Nalu 301 - Stunning Ocean Views, Renovated, Ocean Front, New Listing!
Imagine waking up to the serene blue waters of the Pacific Ocean and spending your days soaking up the sun in tropical paradise. At Kamaole Nalu 301, an oceanfront gem in South Maui, this dream becomes a reality.Located on the 3rd floor of the charming Kamaole Nalu...
Bright beachfront condo with ocean views, pool & hot tub
Kona Bali Kai #302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to relax? Turn on the ceiling fans and settle into this condo by the sea. Take in the ocean air and relax on...
Keauhou Punahele#E-202 1st Floor, Spacious Lanai, Personal BBQ, VERY Quiet
Keauhou Punahele#E-202 is a fantastic option for your Hawaii Vacation. You'll appreciate no stairs to access the unit! Bridge unit allows easy access.Paradise awaits you in the Keauhou area of Kailua-Kona, Hawaii. This beautiful vacation rental not only boasts two...
Honolulu 2 bedroom Cottage
We will block the property for 30 days but you can leave whenever you likeOne of three cottages/City and ocean views, newly renovated large 1200 Square feet bungalow. Five minutes to downtown, 10 minutes to Ala Moana and Beach. Air conditioned, 2 bedrooms with king...
Lovely 2-bedrooms/2baths Ocean Front Condo
Makani Sands is a beachfront condominium vacation rentals with an outdoor pool. Condo #210 at Makani Sands is a spacious 2 Bedroom 2 Bath corner condo on the 2nd floor with an incredible view of the ocean (unobstructed views to three neighbor islands). Large lanai...
Serene Aloha Retreat: Beachfront Bliss in Napili's Charming Studio/Suite
After opening our doors to wildfire survivors during Lahaina’s time of need, we are honored to once again welcome travelers to our cherished slice of paradise. Our updated studio condo at Napili Shores offers everything you need for a restful, memory-making stay on...
HALEKII SUNSET: BEAUTIFUL 4 BEDROOM HOME IN LUSH KEALAKEKUA
Beautiful Ocean Views, Breezes at the perfect elevation, surrounded by Coconut Palms, Pineapple Plant, Lime & Avocado Trees, and a short distance to the best snorkeling spots in Hawaii. Aloha & welcome to Haleki’i Sunset. This beautiful panoramic ocean view home is...
Special Rate! Huge Ocean View Lanai! Best South Maui Locale! Split AC! KBR 307
Kamaole Beach Royale #307 has one of the best locations on Maui, close to so many shops and eateries and across from popular beaches and parks. This Kihei vacation condo offers spectacular ocean and sunset views from the large West facing covered lanai. Nicely updated...
Kalama Terrace L106 - Heart of Kihei Remodeled Condo
Kalama Terrace L-106: Experience the best of South Maui with this ideally located Maui vacation rental. Nestled in the heart of Kihei, this ground-floor condo offers the ultimate beach getaway. Just two blocks away, you'll find two popular beaches and the renowned surf...
Step into the ocean! Unit #213
Beautifully decorated in traditional and classic Hawaiian style with all the Amenities one would want on a Maui oceanfront vacation! Come snorkel with the turtles!In 2020 we remodeled the master bathroom and added an all-new shower. We have high speed fans for better...
DREAMY BEACH, STUNNING VIEWS, AMAZING LOCATION! TVR 1328
Carved into a mountain and Perched on a bluff with Stunning 280 degree Beach front Amazing Views. This locations is Unique, one of thr best on the island. With Unspoiled Beauty with a Raw Organic feel to it. Just a few Steps away to a golden Sandy Beach. The reef is...
Ocean View Condo with Fast WiFi, W/D, & Shared Pool - Across from the Beach
Kamaole Beach Club C109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Note: Pool under construction through 09/30/25. Located across the road from Kamaole Beach Park I and just a...
Makani Sands #310 Spacious Corner 3brm Ocean Front
This Unique spacious corner #310 at Makani Sands, is the largest condo in the building! 3 Bedroom, 3 1/2 Bath on the 3rd & 4th floor has incredible views of the ocean and neighboring islands of Molokai & Lanai, with quick access to our beach & large fresh water pool....
1 bedroom, 1 bath condo with AC and Access to Poipu Athletic Club
Embark on a journey to paradise and craft unforgettable memories amidst the serene beauty of this ground floor- 1 bedroom condo within the Kiahuna Plantation. Nestled within the lush landscapes of Hawaii, this resort exudes the charm and elegance of a traditional...
Includes Beach Gear! Shores at Waikoloa Villa 23
This vacation rental is professionally managed by ResorticaHawaiiShores at Waikoloa Villa 23Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: 2 Queen BedsAmenities:Beach Equipment: All of our vacation rentals...
Enjoy Beautiful Ocean And Mountain Views from the 4th Floor
Hawaii Tax ID: TA-185-203-9168-01TMK: 390200160121Located at the top of this beautifully located condo complex is this peaceful 2 bedroom 1 bath with loft unit in one of sunny south Maui's most desirable buildings. Above the coconut palms that line...
Cottage #3
Hale Makai Cottage #3 offers a luxurious, modern retreat just steps from the water's edge. As the closest one-bedroom cottage to the ocean on our five-cottage property, it provides the perfect blend of seclusion and convenience.Inside, you'll find a plush king-size bed...
Kawela Kai 493: North Shore Beach Front---Relax & Unwind
LICENSED SHORT-TERM RENTAL. CERTIFICATE:1990/NUC-2057 LICENSE# 90/TVU-0002 TAX MAP KEY: 1-5-7-005:006This home will not be affected by the new Honolulu County ban on vacation rentals. Make sure when booking your vacation home the property that you are reserving has a...
Hanalei Ohana, The Ultimate Hanalei Home TVNC #5128
Welcome to Hanalei Ohana where you’ll be greeted with warm hospitality and a true sense of Aloha spirit.Hanalei Ohana is a spacious and beautifully appointed vacation rental that truly feels like a home away from home. With attention to detail and thoughtful touches...
🏖️Ground Floor Corner Unit | Discounted Golf Included | vrKCV
vrKCV - Vista Waikoloa E105, Professionally Managed by Kona Coast VacationsWelcome to Vista Waikoloa E105 — Your Island Retreat for Families and Couples!Discover the perfect blend of island comfort and resort amenities at Vista Waikoloa E105. This bright, beautifully...
Waikiki Ocean&Sunrise View Studio
This 259 sq ft studio is the largest in the building, offers: 1 queen bed, 1 twin futon&air mattress; bath; kitchenette; 43" LG TV; computer desk/monitor; 100Mbps 5G Wifi/ethernet cables; 1 foldable desk/chairs; 1 beach umbrella/shopping cart.At 20th floor, strong...
Westin Ka'anapali 2br Maui's Premier Oceanfront Resort -as low as 600 per night
Book a whole week for 4950 plus tax or any number of nights as low as 600 per night.(Check calendar for availability)The luxury vacation villas at this resort feature large lanais, stone flooring, granite counter tops, roomy bathrooms, fully equipped kitchens,...
Beautiful Mountain Views! Perfect Vacation Home for Families and Golfers
This home is located on the golf course in the beautiful Princeville Sunset Drive Community, open space with gorgeous mountain views. There is a community gated pool and a tennis court for the Sunset Community residents and guests. The home is a 5 minute walk to the 1...
Inquire About Last Minute Rates! Ground Floor-Steps to Ocean and Pool Unit #100
If an outstanding, un-ending ocean view is what you are looking for then look no more! Our condo is perfect for making those lifelong memories that you can take home with you and share with your family and friends.The views are breathtaking and you can see Moloka'i and...
Niulani Lanikai - Kapaa Beach House, Sleeps 10
Niulani Lanikai, a Kapa’a beachfront vacation rental with the flexibility to entertain up to 10 guests in three distinct on-site properties. The custom oceanfront home is built in true Hawaiian style. Niulani Lanikai offers breathtaking views of the Pacific Ocean and...
🏖️Ocean Front | Fantastic Views | Corner Unit | vrKCV🏖️
vrKCV - Sea Village 1101, Professionally Managed by Kona Coast VacationsOceanfront Escape: Crashing Waves, Sunsets & Spacious Comfort for Families & CouplesWelcome to your oceanfront escape on the beautiful Kona Coast — where crashing waves, vibrant sunsets, and...
Hale Kamaole 344 Third floor condo, easy access to best beach on Maui!
Bright, airy corner unit with breathtaking ocean views and relaxing breezes – Enjoy an early morning cup of coffee with the native birds while overlooking the lush green vegetation of the Hale Kamaole complex and the sapphire ocean beyond. Our Maui Vacation condo...
Chic oceanfront condo with full ocean views, pool & hot tub
Kona Bali Kai #212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy Pacific views from the private lanai when you settle into this island-themed condo. Luxuries abound to help...
Beautiful 2 bedroom, 2 bath Condo in Maui Hawaii! Maui Kamaole C204. South Kihei
Maui Kamaole #C-204 is on the second floor with a tropical garden view. It has a fully-equipped kitchen, washer and dryer, three flat-screen TVs, free wireless Internet. There is a king bed in both the master bedroom and guest bedroom and a queen sofa bed in the living...
Polynesian Koi Pond Gardens Condo in Hilo with full kitchen and pool!
Summary:This beautiful air-conditioned condo is perhaps one of the best located accommodations in Hilo. Near the center of town, yet the grounds feel like a Polynesian inspired zen oasis! Koi filled streams and ponds lined with walking trails meander through the complex...
Direct Ocean Front! Close to everything! Summer rates!
Kaleialoha #305Nicely updated 3rd floor unit. New King bed, tile throughout. AC, washer/dryer, Free internet, local phone, cable and onsite parking.Near Shopping, Restaurants and all beach activities. Farmer's Market, coffee shop and beach park 3 blks away. Swim and...
Fully remodeled & equipped condo, steps to amazing beaches!
Welcome to Haleakala Shores B307, one of the most spacious 2-bedroom, 2-bath condos in Kihei. Located directly across from Kamaole Beach III and a short stroll from Kamaole II, this updated unit offers 1,050 square feet of interior space plus a large, private covered...
Heart of Waikiki With Partial Ocean View! Washlet! Off-site Parking!
Regency on Beachwalk #86 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath end unit (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk! Partial ocean...
Alii Kai Resort 12D, 2 BR, Breathtaking Sunsets, Mountain Views of Bali Hai
Alii Kai II 12D Kauai condo is located in Princeville on Kauai's beautiful North Shore.Enjoy beautiful mountan views and sunsets from your Kauai condo facing the "Bali Hai" Na Pali mountain range.Ground floor, end unit with Bali Hai Mountain viewsWasher and Dryer in...
Grand Champions 32: 2 BR, 2 BA Condominium in Maalea, Sleeps 6
An all-around luxury condo at Grand Champions in the heart of Wailea! An outstanding layout with 2 large master-suites, 2 gracious sized full bathrooms, living and dining area with expansive vaulted ceilings, and an excellent ocean view! This floor plan features 2...
❤️PiH❤️ Our Sweet Spot ★ Near Recreation Center ★ Free Pass to Private Beach Club
Brought to you by Paradise in Hawaii Luxury Homes.Our Sweet Spot at Kulalani is an exquisite 2 bedroom home with excellent amenities.We pride ourselves on providing some of the most sought after homes on the Kohala Coast. We have now partnered with the wonderful...
Kaanapali Alii | 222
Welcome to Kaanapali Alii 222, a stunning one-bedroom, two-bath garden view condo that promises an unforgettable Hawaiian getaway. This spacious retreat features an additional enclosed sleeping den, comfortably accommodating up to four guests, making it a favorite among...
2 Bedroom Garden View Condo- Pono Kai
The resort is located in the historic town of Kapaa, Kauai. You can catch the sunrise in the morning over the Pacific Ocean or even see whales during migrating season. The resort is within walking distance of restaurants, boutiques, shopping and grocery stores.You can...
Block to Beach! Koko Resorts at the Waikiki Banyan 23rd Floor Pool View
Waikiki Banyan Tower 1 Suite 2305Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head ViewsThe 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...
Million-dollar Ocean Views in the Heart of Waikiki! Steps to Beach!
Waikiki Shore #812 – 2161 Kalia Rd.Million-dollar panoramic ocean view. Steps to beach in the heart of Waikiki. You'll never want to leave this beautiful beachfront 1-bedroom/1-bath rental (706 sqft) with full kitchen, free Wi-Fi, and private 124-sqft lanai with...
Ground Floor Gorgeous Garden View Close to Pool
Beautiful Garden Hawaiian Condo on the Kona Coast The property is gated and is located close to amenities. The community salt-water lap pool includes two whirlpools, changing rooms, and space to relax surrounded by immaculately groomed grounds with an abundance of...
Oceanfront Groundfloor Condo: Steps from the Lanai/Patio to the Ocean!
The views from this OCEANFRONT unit are breathtaking, with the azure ocean and sunsets over sister islands, Lanaii and Molokai. Step off your lanai and you are only 30 feet from the ocean! Located in the Kuleana resort, enjoy a taste of old Hawaii with it’s tropical...
North Shore Oahu getaway condo for rent with pool
The beautiful beachfront North shore condo with AC is the perfect place for a tropical family getaway. With the beach seconds away and the tropical beauty of the mountains/greenery, it is a pictorious view. Laie, the Polynesian Cultural Center, BYU-H, restaurants, and...
🏖️Ocean Front| AC in each room | vrKCV
vrKCV - Kona Bali Kai 322, Professionally Managed by Kona Coast VacationsWelcome to Kona Bali Kai 322 — Your Oceanfront Escape in Kona!Treat yourself to unforgettable sunsets and panoramic ocean and coastal views from the spacious private lanai at Kona Bali Kai 322....
KKSR#2304 DIRECT OCEANFRONT, INCREDIBLE TOP FLOOR CORNER UNIT, HUGE LANAI!
Keauhou Kona Surf & Racquet Club#2-304 DIRECT OCEANFRONT, INCREDIBLE TOP FLOOR CORNER UNIT! Massive Wrap Around Lanai, Breathtaking views, & Soaring Ceilings! Welcome to unit #2-304 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so...
Breathtaking ocean views Waikiki
LUXURY OCEAN VIEWHigh floor, unit 2112 luxury studio with superior views of the Pacific Ocean. The balcony is spacious • Full Kitchen.500 sq ft interiors with 120 sq ft lanai. My condo, located on the 21 floor of the iconic Ilikai Building in Waikiki, Honolulu, Offers...
129-3 Puamana. Imagine enjoying this beautiful contemporary coastal home!
Puamana! After a day at the beach, take a few steps back to your contemporary coastal home. Rinse off the sand in your warm outdoor shower, then watch the sunset from your front lanai. Prep dinner in the updated kitchen upstairs, overlooking the ocean and palm trees,...
Oceanfront Condo with Spectacular Ocean Views! Makena Surf F-201
Makena Surf is an exclusive oceanfront property in World Famous Wailea-Makena! One of the best-kept secrets on South Maui, from its stunning beauty to world-class beaches and snorkeling, this resort has it all. During the winter months, you can take in seasonal Humpback...