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.
"Waimea Vista," Oceanfront Views, Walk to Beaches
Oceanfront with sweeping views of surfers, whales, and sunsets. This 3-bedroom retreat sits within a marine sanctuary, offering rare privacy and walking distance to three iconic beaches, world-class snorkeling, local eats, grocery. Endless North Shore adventures just...
AMAZING OCEAN VIEW Popular White Sands Village Steps To The Beach!!!
Hale Lihi LaniOcean View Vacation Rental at White Sands Village. We are located 4 miles south of charming Kailua-Kona Village and directly across from Kona's spectacular Magic Sands Beach. You will enjoy beautiful ocean views and dreamy sunsets from our large covered...
Kaanapali Royal B201: Your Dream Hawaiian Retreat
🌴 Escape to Paradise: Your Dream Vacation Awaits at Kaanapali Royal B201 🌺Imagine waking up in the heart of Kaanapali (Kāʻanapali), where the gentle sounds of swaying palm trees (nā niu) and the scent of tropical flowers (nā pua) welcome...
🏖️Concierge Included| No Stairs | Ocean View | vrKCV
vrKCV - Country Club Villas 230, Professionally Managed by Kona Coast VacationsDiscover the essence of island living at Unit 230 of the Country Club Villas in Kona, Hawaii. This charming 2-bedroom, 2-bathroom retreat offers an idyllic getaway in the desirable Keauhou...
MOST STUNNING Oceanfront Views, A/c, Washer/Dryer, Kitchen, Elevator, Beach 0.5m
2 Bedrooms, 2 Baths, Sleeps 6THIS CONDO HAS THE MOST STUNNING OCEAN & COVE VIEWS, BARRING NONE!!! THE WAVES CRASH RIGHT IN FRONT OF THE PATIO INTO THE MAGNIFICENT COVE BELOW. The occasional spray is the cherry on the top. The unit is fully air-conditioned.The living and...
Maui Resort Rentals: Honua Kai Hokulani 246 - 2BR w/ Partial Ocean AND Lush West Maui Mountain Views!
Hokulani 246 is an opulent two bedroom partial ocean view suite offering views of the Pacific Ocean and the awe-inspiring West Maui Mountains. As the second two bedroom back from the front you will find that this suite is well situated to enjoy what Maui is known for,...
Aloha Condos, Kanaloa at Kona, Condo 1701, Oceanfront, AC, Renovated
Condo 1701 in Kanaloa at Kona is a beautiful two-bedroom, two bathroom, groundfloor oceanfront condo with a fully equipped kitchen, TV in three rooms, ceiling fans throughout. This condo sits directly oceanfront and is arguably in one of the best locations at the...
Luxe Tropical Retreat w/ Private Pool, Spa, AC, Golf Cart Included
This newly constructed split-level home features an open floor plan, only the finest finishes, and its own pool and jacuzzi, along with access to the KaMilo pools, fitness center, and other recreational facilities. Luxuriously appointed, it creates a peaceful atmosphere...
3BR/3BA Penthouse: Central A/C! Short Walk 2Beach!
Welcome to BlueTideVillas! This is a VERY spacious (1650+ square feet), top floor (2nd & 3rd), corner Penthouse, 3BR/3BA with two private lanai's to sit on and enjoy your favorite tropical drink. This is one of the most demanded units in all of Poipu due to its central...
Puako Oceanfront Paradise
Enjoy your personal piece of paradise while staying at this private oceanfront oasis in Puako loop. Relax in the hammock on a lush yard while listening to the waves. Enjoy prime snorkeling or diving just steps away from the yard. Cool off or exercise in the lap pool....
Hale Konane – Oceanview Luxury at Mauna Lani Resort
Hale Konane blends Big Island elegance with relaxed island living in the heart of Mauna Lani Resort. Set along the 17th green of the South Course, this 5-bedroom, 5-bathroom single-level estate offers sweeping golf and ocean vistas, refined interiors, an outdoor retreat...
Poipu Crater 20 - A/C, Close to Beaches, Shopping, Golf and Restaurants
POIPU CRATER 20 AT KOLOA KAI VACATION RENTALSA Unique Hawaiian Retreat Inside a Tropical CraterWelcome to Poipu Crater 20, a charming and secluded two-bedroom condo nestled within a dormant volcanic crater. Surrounded by lush tropical gardens and vibrant birdlife, this...
New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)
ALOHA! Fully Renovated in June of 2025 / 1 free parking(There is a top-quality water purifier inside the unit, so there is no need to buy bottled water.)Perfect for couples, families, solo travelers, or business stayWe offer the ultimate Waikiki experience, combining...
Modern Oceanfront Condo with Stunning Views, Perfect for Any Getaway #705
Spectacular Maui condo! This bright and beautifully, modern condo is perfect for honeymooning couples, anniversary stays, family getaways, and those just looking to escape to their own tropical retreat. Mana Kai Resort is a favorite oceanfront community among travelers...
Secluded Ocean View Sleeps 14 EASTER PRICING Book 10 nights for the price of 7
Looking for the perfect tropical retreat? MAUI TURTLE COVE is your ideal vacation home! Enjoy Maui in a beautiful 5 bedroom home with mature tropical landscaping and beautiful ocean views, including breathtaking Molokai Island! Just a short 3-minute walk down a private...
Papala Place at Kahakai Estates by Gather: Luxe Poolside Oasis
This private four-bedroom retreat within the gated Kahakai Estates blends elegance, space, and island charm. With partial ocean views, lush gardens, and a resort-style pool area, Papala Place offers a serene escape just minutes from Kailua Kona’s beaches, shopping,...
Ocean Front Studio , perfect for a romantic getaway ....
Unit 321 is in the Konea Tower of Honua Kai.The Ocean View Suite on the 3rd floor overlooks the Adult ( quiet) pool and steps away from Dukes Restaurant and Bar You have full access to the resort and your key gives you access to the fully equipped Gym that is also in...
Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools
Welcome to your slice of paradise in Poipu!Nestled in the prestigious Regency @ Poipu Kai Resort, our newly furnished, air-conditioned, 5-bedroom luxury condo offers an oasis of comfort and elegance on the beautiful island of Kauai. Perched on the 2nd and 3rd floors,...
Nakoa Estates | Beach Access, Recent Remodel
Nakoa Estates offers spacious, modern homes just a short walk from the beach. Photos are represent a collection of homes within the estates. Five bedrooms with portable A/C, 3 full baths, large kitchen, and two living areas with one sleeper sofa. Perfect for families...
PARADISE RV .You won't forget your time in this romantic, memorable place.
Experience the magic of Maui on your terms! Our camper vans provide you the freedom to explore hidden beaches, wake up to sunrise on Haleakala. Tailor your Hawaiian adventure. Enjoy Maui beautiful!!!!
Available and legal for stays less than 30 days.
Hawaii Sheffield House has been a legal bed and breakfast for over 35 years. We are available and legal for stays of less than 30 days. We provide a unique neighborhood stay in Kailua Hawaii that is just down the street from Kailua Beach.The Hawaii Sheffield House...
Gorgeous Estate on the Slopes of Diamond Head, 5 minute walk to great beach
Treat yourself to ultimate island luxury in this architecturally designed $5.5M home on 15,000 sq ft lot in one of the most desired locations on Oahu's south shore. Nestled on the slopes of Diamond Head just outside of Waikiki, this exquisite estate is a 5-MINUTE WALK...
Paradise Found! Top Floor, Beachfront, Oceanfront, Ocean View
Welcome to Paradise Found! Memories are made here!Come, relax, unwind, and enjoy the unforgettable breathtaking, panoramic ocean views from EVERY room in our beautiful top floor direct oceanfront, beachfront Kealia Resort Condominium nestled RIGHT ON Sugar Beach, just...
Beach Paradise: 6 BR Kihei Beachfront Home with Pool
Legal Vacation Rental: Permit Number STKM2020/0002HOLIDAY SEASON: There is a 7 night minimum during the period Dec 18-27. There is a 10 night minimum during the period Dec 27-Jan 10.Chill Out with friends or family in this spacious two-story Maui beach house which...
Stunning Two bedroon Corner Oceanview condo in Kihei
D301 is a uniquely located corner unit 2 bedroom, 2 bath full ocean view condo with AC. This condo is on the third floor so you are walking up stairs.Watch surfers, windsurfers, and kite boarders as well as Humpback Whales during the Whale season. Wake up to stunning...
Partial Ocean View 2 Double Beds at Outrigger Kona Resort and Spa
Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...
Maui Resort Rentals: Polo Beach Club 608 – Luxurious 6th-Floor Oceanfront 2BR w/ Stunning Ocean Views!
We are proud to present this luxurious 2BR/2BA oceanfront residence at Polo Beach Club–newly launched on 10/25/24 to start taking reservations for check-ins on 1/6/25!Boasting a stunning Wailea oceanfront location and a lavish interior, this 2BR/2BA residence delivers...
Luxury 800 ft" 1 bedroom Suite, Full Large Kitchen, King size bed, Free Laundry
Built in 2022!This large luxury1-bedroom suite, the main part of the 4 beds, 3 baths single family house with its own private entrance, is located on a one-acre land harboring the most unique feature of Hawaii Paradise Park in Keaau and offers a real retreat from the...
Hanalei Bay Villas #36 - Ocean and Mountain View Condo
Hanalei Bay Villas #36 is a spacious three bedroom, two and a half bath, two story stand-alone condominium. Beach access is available past the newly renovated 1 Hotel Hanalei Bay next door. Views include the Hanalei Mountains and the open ocean. You enter the villa on...
Oceanfront Sugar Beach 525 Tropical Condo, on the Beach,
SOUTHWEST SUNSETS-Sitting on the lanai, you are facing beautiful southwest sunsets, view is the website pictureWHALES January through April breaching in your view, all the comforts of home in a warm, tropical location with our building 20 feet from the ocean. BEACH is...
Beachfront Platinum Condo, updated. Gorgeous Ocean & Crater Views. Makena Surf.
Building B is the premier beachfront building at Makena Surf, set among lush tropical gardens. From our condo (B202), gaze endlessly at the ocean, watch the whales breach (seasonal), experience magical sun sets, step onto the beach to swim or snorkel with the turtles or...
ILIKAI NEWLY RENOVATED OCEAN VIEW ONE FREE PARKING
Newly renovated stunning condo unit at the Ilikai hotel is fully equipped with everything you will need for the perfect stay. All new appliances, furniture, flat screen TV's, leather pull out sofa, modern design, bidets, AC, Xbox, Wifi and more. 2 bedrooms, 2 full...
Kaanapali Alii | 246
Kaanapali Alii 246 was designed for entertaining! As a corner unit, most of the living room and dining room are highlighted with wrap-around windows which offer constant views of the beautiful Maui landscape. The open floor plan seamlessly combines the kitchen, dining...
Top Floor 1 BR Ocean, Kaanapali Golf Front A206 Maui Eldorado
E Komo Mai “welcome” to Maui Eldorado A206! This modern condo is located in the heart of Kaanapali, one of the world's most well-known destination resorts with spectacular ocean, Molokai and western exposure towards the island of Lanai. When relaxing in the spacious...
Kahala Breeze: Modern Tropical Home with Pool & Private Yard
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.Experience the laidback luxury and authentic...
Ko Olina Beach Vacation Home
Luxurious three bedroom Ko Olina Resort villa located in west Oahu. Enjoy the calm ocean lagoons. In short walking distance to Four Seasons, Marriott Beach Club, Ko Olina Golf and Ko Olina center (restaurants & shops).State of Hawaii requires us to collect 17.75% tax on...
Stunning Oceanview 1 level 2B w Split AC at Kamaole Sands!
Welcome to our newly renovated beautiful seaside single-story 2 bd 2 ba condo at the highly rated Kamaole Sands, located yards away from the stunning Kamaole III beach, Maui's famed "postcard beach" that is fantastic for snorkeling, swimming and boogie boarding and more...
Free Parking 1BR Waikiki Banyan Partial DH Views with AC
Nice and Exclusive 1 Bedroom/ 1 Bathroom / 1 FREE PARKING (max 6`) at the Waikiki Banyan with No better location to enjoy Waikiki’s entertainment, a quick stroll from the beautiful and sandy beach, and great partial views of the Diamond Head! Sleeps up to 4 guests...
Bright & Airy Princeville Home with High-Speed WiFi, Private W/D, & Gas Grill
Enjoy a relaxing Kauai vacation in this open and airy Princeville home. With sky-high ceilings, exposed beams, and plenty of natural light, you'll feel right at home. The kitchen features full-size appliances, perfect for preparing meals, and the wraparound lanai offers...
Alihi Lani 5 - Oceanfront - Sunset Views - A/C
ALIHI LANI. This small, 6 unit complex is a 'Real Gem', according to the Ultimate Kauai Guidebook. Enjoy endless views from our oceanfront pool. The front landscaped area also has two gas grills and comfy lawn furniture.OCEANFRONT. Our premium second floor location has...
Luxurious Oceanfront Escape Awaits – Stunning Views & Top-Floor Waikoloa Living!
Aloha and welcome to the idyllic gated community of Hali'i Kai! We're thrilled to introduce you to our exquisite, 180-degree oceanfront condo, where luxury meets affordability, and offers all the indulges, beauty, and relaxation that the Big Island has to offer....
Kona Acres Vacation Home
This vacation home is your destination if you desire privacy, have a family or want a laid-back vacation. This luxury home is ideal for large family gatherings. The house is located on a secluded one-acre, tropically landscaped lot in a quiet, quality Hawaii...
POIPU RESORT, 2BDRM, F/K, Washer/Dryer, POOL, WIFI, daily fresh towel exchanges
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Private Kōloa Retreat | Pool + Golf Course Views | Near Poʻipū Beach
Discover this lovely 3-bedroom gem in Kōloa. This awesome house features two king beds and two queen beds perfect for families or friends looking for a relaxing island retreat. With three full bathrooms including walk-in showers, a soaking tub in the master suite, and...
Charming 2-bedroom condo. Under new management.
Imagine waking up to the gentle sound of waves and stepping onto your lanai to take in the vast, sparkling ocean stretching out before you. With a fresh cup of coffee or tea in hand, the morning breeze carries a sense of tranquility as you watch the sun rise over the...
Modern & Polished Oceanfront Vistas
Summary:Bright, modern, and spacious. Complete remodel in December 2021! Thoughtfully designed to elevate your experience with us. This one-bedroom, one-bathroom condo features luxurious touches throughout paired with beautiful ocean views. Located in the sunny and...
Wailea Elua #2107 - Spacious, Stylish & Just Moments from Wailea Beach
Wailea Elua #2107 – Your Serene Wailea EscapeWelcome to Wailea Elua Village, a peaceful, terraced beachfront property located in the heart of the Wailea resort community. This low-density gated complex features two-story buildings set on 24 acres of lush tropical...
REMODELED Tropical Paradise 1BR unit in Princeville with AC & assigned parking!
Beautiful TOTALLY REMODELED 1 br/1 ba unit with living room, full kitchen washer/dryer and spacious lanai in heart of Princeville. Kitchen and living room completed already, bedroom, and bathroom in process. More updated photos coming soon!ASSIGNED PARKING SPACE!Great...
Amazing Views, Walking Distance to Beaches - Kapalua Bay Villa #14B1 - Quam Properties
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Quam Properties 14B1 is a one-bedroom condo featuring amenities such as picturesque ocean views, vibrant tropical decor, and complimentary high-speed wireless internet. The condo can...
NEW! Beachfront, Amazing Views, AC, Hear the Ocean, Beautiful Spacious Remodel
**NEW - Captain Jack's Island Grill Restaurant just opened January 2025!!! So convenient to grab a bite to eat! Pool side and oceanfront!!!** Welcome to our oceanfront condo, Beachfront in Maui! Whether you are planning a romantic getaway for two or a family vacation,...