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.
PK A301 BeachFront Corner Condo w Ocean Views
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...
Remodeled! Modern 3BR in Hanalei- Hot tub, bikes & boards
Aloha and welcome to Camp Magic on the north shore of Kauai. Recently remodeled in 2023! Our vacation homes are perfect for groups, family reunions and retreats. Camp Magic is located just across the street from Hanalei Bay and beach where you can indulge all your ocean...
Hauula Hawaiian Home - AC, Close to beaches,PCC
*30 day rental. Please inquire.You will discover the true Hawaii as you stay in this 3-bedroom, 1-bath Hawaiian home in Hauula. This newly-renovated bottom floor unit (the caretaker lives upstairs) getaway that sleeps 8-9 guests and is located about 5 minutes away from...
Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai
Perched directly on the lava-rock shoreline of Kailua-Kona, Dolphin Manor offers a front-row seat to the Pacific’s ever-changing beauty. This two-story, 3,667-square-foot oceanfront estate combines refined comfort with a walkable location just steps from downtown Kona...
Spacious & Modern Pāhoa Retreat Near Kehena Beach!
Discover the very best of the Big Island from the comfort & convenience of this modern private retreat! Ideally situated in the charming town of Pahoa, enjoy the world-famous black sands of Kehena Beach, the warm waters of Ahalanui Park or explore the inspiring...
Villages at Mauna Lani 621 - Spacious Town Home, BBQ & VIP Private Beach Pass
AMAZING PROPERTY!! VERY PRIVATE & VERY SPACIOUS HOME, INCLUDES VIP PASS TO PRIVATE BEACH CLUB. We invite you to escape to our beautiful Hawaiian hide-away. The luxurious deluxe townhome is located in a private gated community within the lush Mauna Lani resort. Our home...
Aloha Getaway: Ocean View Condo Near Waikiki Beach with Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Koa Resort 2 Bed Ground Floor Condo -Air Conditioning
A rare low-density complex (only 54 units) on 5 acres of lush well manicured grounds with the largest private heated pool on Maui and the ocean that awaits you across the street! Fully air conditioned! The complex boasts private tennis courts, open tropical grounds for...
Kiahuna 307, Honu Heaven, Ocean View, Air Conditioning, End Unit
KIAHUNA PLANTATION 307 AT KOLOA KAI VACATION RENTALSHonu Heaven – Your Private Tropical Oasis in PoipuWelcome to Kiahuna Plantation 307, lovingly nicknamed Honu Heaven, a newly renovated, air-conditioned condo just a 3-minute walk from the golden sands of Poipu Beach....
Spacious Lanai & Poolside Condo in Poipu Kai Resort—Perfect for Relaxation!
Relax on the spacious lanai and enjoy morning coffee and evening tropical drinks and pupus while enjoying the island trade breezes.Why you'll Love this condo:This inviting condo is conveniently near one of the two resort pools that are yours to enjoy and is perfect for...
🏖️Casa De Emdeko 306 | Ocean Views, No Stairs
vrKCV - Casa de Emdeko 306, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical Paradise at Casa de Emdeko!Step into a serene retreat in the heart of paradise at this completely remodeled one-bedroom, one-bath vacation condo. Located on the top floor,...
Kahala 433 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
E Komo Mai – Welcome to Kahala 433!Your relaxing South Shore retreat at Poipu Kai Resort.Nestled in lush tropical landscaping, Kahala 433 is a spacious 1-bedroom, 1-bath condo located just steps from the scenic Poipu greenbelt walking path and a short stroll to...
Walking Distance to 3 Beaches and 2 Golf Courses! Kapalua Ridge Villa #2512 - Quam Properties
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Set above the sparkling shoreline of Oneloa Bay, Kapalua Ridge Villa 2512 invites you to experience refined island living in one of Maui's most prestigious coastal communities. This spacious...
EL D106 Relaxing Kaanapali Condo w Pool AC Beach Cabana
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...
Resort studio condo with ocean-view lanai, AC, steps to beachside pool & hot tub
Islander on the Beach 211Our 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...
High floor with AC and Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #3209 – 229 Paoakalani Ave.You'll treasure the fabulous mountain views by day and sparkling city lights at night from this 32nd floor, one-bedroom condo (546 sq.ft. plus access to lanai from bedroom with table and chairs) with central AC and natural...
@Marbella Lane-New home~ Mountain and Ocean views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley, situated in the greater Waianae region. Immerse yourself in the allure of this lively residence, boasting a...
True Oceanfront One Bedroom Condo with Amazing View and Great Location
Kailua-Kona area on the Big Island of Hawaii: 1 bedroom with comfortable king-size bed, one bathroom with a tub, sleeps two people.TV in the living room and the bedroom, Free Wi-Fi, clean, quiet, and comfortable unit on the second floor in a popular complex.Fabulous...
Lovely oceanfront oasis with pool, grills & patio
Mahina Surf 128Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Mahina Surf 128 is more than ready to be your home away from home, so pack up your bags and make your way to the...
Makani Sands #206 1brmBeachfront condo with balcony on the ocean
Welcome to Makani Sands Unit #206. This beautiful one-bedroom condominium surrounds you with traditional Hawaiian feel and décor in your own beachfront home by the sea! To make your vacation in Paradise effortless, there is a High Definition TV, DVD, CD player, and...
Ocean Front Studio Condo - Ground Floor, Walk Out Of The Unit And Onto The Beach
A well appointed studio apartment with a queen size bed and a queen size pull out couch. Walk out onto the lanai and you are just 30 steps to the beach and warm Maui water. Cook your meals in the fully equipped kitchen and relax and dine as you take in the view of the...
Tropical Paradise - Stunning King Hanging Bed - 360 degree views !!!
Bright and open, private three bedroom luxury home. Unique nautical style hanging bed in the upstairs master bedroom that also features a lovely kitchenette and covered lanai. Home has fully stocked gourmet kitchen and large saltwater pool. Stunning mountain and golf...
Direct Oceanview Quiet and Relaxing, new A/C, free WIFI
Our fully air conditioned condo unit 607 is beautifully appointed with island decor throughout. From the moment you step in the door you will be greeted by a breathtaking view of the ocean and gardens and Molokai Island to the right. As you proceed to our lanai with...
Kapaa Shore Resort A202, Oceanfront near beaches, shops, restaurants, biking
Kapaa Shore Resort A202 on the "Coconut Coast", Oceanfront, second floor condo in the heart of Kapaa Town. As Recommended In Frommer's Kauai Guidebook. Kapaa, Kauai Vacation Rental. One bedroom, one bath with walk in shower, oceanfront, 2nd floor unit. King bed with a...
Wailea Ekahi Village | 15D
Welcome to Wailea Ekahi 15D, a stunning one-bedroom, one-bathroom vacation rental nestled in the heart of Wailea. This second floor vacation condo features a covered lanai along the lush greenbelt that terraces between buildings and leads down to the ocean. Partial...
Nani Kai Hale 409 Maui Beachfront with Split AC in Bedroom and Living Room
With breathtaking ocean views from the 4th floor, this beautifully remodeled unit offers full beachfront access. The master bedroom features a California king bed with a en suite tiled walk-in shower. There own access to bathroom #2 from living room also with a tub...
Your Refreshing Escape by the Ocean! Marvelous Views - Royal Mauian 209
Highly cleaned and sanitized for your vacation. Ask about our AlohaSafeStay program. If you have a stay that qualifies for housekeeping services, traditional housekeeping service will be performed every 7th day. This includes refreshing the condo and exchanging bed...
Kamaole Beach Condo SALE 175 May 9-14, 22-27 SUMMER 180
Just 200 yards, 3 min. walk to Kamaole Beach! This gorgeous condo is fully-stocked and has been completely remodeled for comfort and luxury. Features new Split Unit A/C in bedroom and living room. Large Gourmet Kitchen, Bedroom with Bamboo King bed & memory foam topper....
🏖️Oceanfront | Free Concierge | WIFI | Top Floor | vrKCV🏖️
vrKCV - Sea Village 3306, Professionally Managed by Kona Coast VacationsWelcome to your oceanfront retreat, where you'll be captivated by stunning views of the ocean and the beautifully maintained common area. This third-floor condo offers a perfect blend of tropical...
Amazing oceanfront views, 2bd spacious condo
Kanai A Nalu 202 is a 2nd-floor condo with 2 bedrooms and 2 bathrooms that offers 1 window A/C unit in the living room, ocean and pool views, and a private washer/dryer. This property has elevators for easy access. Unit 202 can accommodate up to 6 guests. This spacious...
Ocean-view top-floor condo with pool, hot tub, AC - easy walk to beaches
Maui Kamaole A215Our 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...
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
This split-level condo is located on the 3rd floor with great air flow. Tastefully decorated and meticulously cared for. It’s fully equipped with washer and dryer for your convenience. The master bedroom has a king bed and a full bathroom with spectacular view of the...
Beautiful 2 bedroom Condo @ Kona!
You can't ask for much more than the beautiful surrounding vistas of Kailua-Kona, but since this is the Big Island - there is so much more to discover and more. Stroll down Ali'i Drive where you'll find premium shopping and exquisite dining. Take a day trip to Hapuna...
Fantastic ocean view - enjoy sunsets on the lanai
Hawaii Tax ID: TA-091-878-1952-01TMK: 390080030029This third floor Hale Kai O'Kihei 309 unit is located in the middle of the building and looks directly over the ocean in both directions. You will enjoy postcard perfect sunsets and ocean views from your lanai and enjoy...
BEACH LOVERS' PARADISE*spacious & bright*2/2 condo
**POOL CLOSURE ANNOUNCEMENT - Exciting Remodeling in Progress Soon! The ENTIRE POOL AREA will be temporarily closed starting from 9/11/23 until 11/24/23.**Please note that the nearby Maui Coast Hotel will have ongoing construction. Although it does not affect your condo...
Ocean views from every room @ this 2 bedroom condo
Ocean views from every single room on this 4th floor corner unit. This 2 bedroom, 2bathroom unit features ocean & Molokai island views. This unit can accommodate 6 people with the living room's queen sofa sleeper. Enjoy sunsets & whale watching from your large private...
Maui Resort Rentals: Honua Kai Konea 136 – Ground Floor 1BR w/ Lawn Area + Easy Pools/Beach Access
Maui Resort Rentals is proud to present this exceptional 1BR ground floor garden residence at the Honua Kai Resort—newly launched on 2/6/2025 to start taking bookings on March 8th, 2025!Boasting a spacious one-bedroom ground-floor floor plan, Konea 136 offers a serene...
🏖️Great Ocean & Golf Views | 2 Bdrm plus Loft | vrKCV
vrKCV - Country Club Villas 324, Professionally Managed by Kona Coast VacationsRobert's Nest is a stunning ocean view condo located in the Country Club Villas overlooking the 18th fairway and 10th hole of the Kona Country Club golf course. This spacious third-floor unit...
Oceanfront studio with patio, terrific views, full kitchen & outdoor pool
Kapa'a Sands 08Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This charming studio is on one of the highly desired ground-floor, beachfront retreats at Kapa’a Sands. Sit on your...
105-1 Puamana Spacious Townhome Near Ocean.
Unit 105-1 is a lovely 3 bedroom townhome ideal for families or couples that enjoy traveling together. This townhome offers a partial ocean view with easy access to the beach and surf. Great two story floor plan with two bedrooms upstairs and a third bedroom downstairs,...
Watch Sea Turtles from this Ocean Front Lanai. Affordable in Paradise!
A short distance from sailing, scuba diving, and more, this smoke-free condo lets you experience it all. Honokowai Beach Park is just steps away and Keka'a Beach is within an easy 6-minute walk, so leave your car at the property, which offers onsite parking. You can...
🏝️🌺 Spectacular Ocean Sunset 🌅 Island Views. 🏖️
BEST Of ISLAND 250 Degree View. You are so close to the beautiful turquoise ocean you can toss a coin into it! The first thing thing you see in this NON SMOKING CONDO & RESORT, 2 BDRM/2BATH, is the expansive ocean views and the Islands of Lanai and Molokai. You can also...
Hale Kamaole 327 Ocean Views- 2 Bedroom, 2 Bathroom
Welcome to South Maui, home of consistent sunny weather! 327 Hale Kamaole (Kamaole Ocean Views) welcomes you to a beach community where you can enjoy the ocean view and spacious accommodations. Hale Kamaole boasts more than 7 acres of beautifully maintained grounds...
Oceanfront Sea Village #3212 retreat with stunning views and open living spaces
Turn moments into memories in this incredible oceanfront Sea Village #3212 property. This two-bedroom, two-bathroom has all one is looking for. Enjoy the open layout of the living area and stunning ocean views from the kitchen to the lanai.Upon entry, you can't help but...
KKSR#3204 DIRECT OCEANFRONT, 2ND FLOOR CORNER, SPECTACULAR VIEWS! NEW REMODEL
Absolutely stunning location for this Direct Oceanfront Corner Unit at the Spectacular Keauhou Kona Surf & Racquet Club Development. Rarely available, this is a fantastic option for your Vacation! Enjoy breathtaking sunsets & coastline ocean views from your huge...
SV4205 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEW.
This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Direct oceanfront views, excellent complex, close to town. Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is centrally located located 1 mile from...
Ocean & Lagoon Views! Full Kitchen, Free Wi-Fi, Close to Beach!
Ilikai #624 – 1777 Ala Moana Blvd.You'll never want to leave this cozy studio at the Ilikai! The Duke Kahanamoku Lagoon and ocean views are a sweet reminder that you're vacationing in one of the most beautiful places on earth! 500 interior sqft plus 120 sqft of...
Spectacular Oceanfront! 20' from the Sea
Hale Kai means 'Home by the Sea' and sits only 20' from the ocean. Step outside this home onto your own private white sand under the shade of your palm tree garden. Hale Kai sits 32' above the water on a pali and within a few minutes of the house, one can snorkel, swim,...
![Sealodge-H7: Come for the view, stay for the aloha [Princeville, Kauai ]](https://media.vrbo.com/lodging/73000000/72550000/72540200/72540153/519d11fb.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
Sealodge-H7: Come for the view, stay for the aloha [Princeville, Kauai ]
On a green ocean bluff in the middle of the blue Pacific Ocean, on the north shore of Hawaii's northernmost island -- "The Garden Isle" -- is where you'll find Sea Lodge -- a small condominium complex perfect for your next vacation escape.Sea Lodge II is the newer of...
Walk to white sandy beaches - Palms 501
This beautiful, tropical two-bedroom/two-bath condo is just a short 5-minute walk from the world-famous Keawakapu Beach!! Enjoy dreamy sunset strolls along the golden sands or start your day with a peaceful jog through paths lined with lush tropical flowers. Dive into...