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.
Vitamin Sea available on Maui Come Play at Kahana Reef 402
A short distance from sailing, scuba diving, and more, this smoke-free condo lets you experience it all. Kahana Beach is within an easy 10-minute walk and Ka'opala Beach is also a quick 13-minute walk away, so leave your car at the property, which offers onsite parking....
Oceanfront Condo with Gorgeous Views near Harbor with Pool, AC, WIFI
$159 Per Night Special Through September 30th!***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your perfect Maui getaway in the heart of Maalaea! This beautifully renovated 2 bedroom, 2 bathroom condo offers stunning ocean views from the...
Beachfront HK-B16 - Maui Gardenview Condo in Secluded Resort on Ma'alaea Bay
** Summer Special - $99 per night plus tax and fees through August 2025 - Book Now! **Experience the best of Maui at Honu Kai's centrally-located condo, B-16. This tranquil oasis offers a serene bedroom with A/C and a comfortable queen-sized bed on the second floor,...
Maui Kai #203 OCEANFRONT - VIEWS ALL DAY LONG!
### PLEASE REFER TO => https://www.vrbo.com/2254443?adultsCount=2&arrival=2021-08-18&departure=2021-08-25. ###Air Conditioning Kitchen Laundry Non-Smoking Outdoor Grill Parking Patio Pool Spa Satellite Or Cable TV Wireless InternetTHE CONDO YOU SEE IS THE CONDO YOU...
Maui Sunset Vacation Rentals A420
Best view, ocean front view on the fourth floor. Sweeping views of grounds and the Pacific Ocean. One of the best locations on the property. New flooring 2024Watch the life of Maui unfold from the morning till evening from your private 180 sq foot private view deck....
KBM Resorts| Honua Kai Hokulani HKH-520, XL Lanai, Ocean Views, Includes Rental Car!
Breathtaking 2-bedroom corner villa in Hokulani Tower with panoramic ocean and mountain views, wraparound lanai, elegant interiors, and space for six-perfect for an unforgettable Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
Enjoy the Views and Tropical Breezes Condo at The Cliffs
Soaring ceilings and walls of windows make this spacious unit feel even larger. Located on the third and top floor of The Cliffs, you will be treated to breathtaking views of the lush Princeville tropical landscape and long ocean views. From the living room lanai, you...
Wyndham Kauai Beachboy Resort | 2BR/2BA King Suite
Summary:Wouldn’t it be fun if Jurassic Park were real? This resort is the next best thing (think luscious jungle without the ferocious dinosaurs). The island of Kauai provided the background for the iconic Hollywood film, but this resort is all sun, swimming, and spa...
Beautiful, Upscale Ground Floor Condo - Feels Just Like Home
Ali'i Kai 10A is a perfect blend of modern luxury and island charm located in the heart of all Kauai's North Shore has to offer! This beautifully updated, super inviting ground floor unit has two comfortable bedrooms with private ensuite bathrooms, and an open concept...
Hilo Home Base - 3 Miles to State Park & Beach!
Pack your hiking boots and bathing suits for an unforgettable trip to this home in Hilo! Complete with basic comforts, a well-equipped kitchen, and a quiet outdoor patio, this 2-bedroom, 1-bath vacation rental is an ideal space in between adventures. Discover Hawaii's...
PK B110 Enjoy Ocean Views Steps from the Pool and Hot Tub 1BD Amazing Location
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...
Updated #328: Kitchen, Coastal Decor, Ocean Views
Updated Beachfront condo with stunning ocean views located at popular Sugar Beach Resort!#328 has been tastefully updated with new kitchen and bathroom updates as well as new coastal furnishings. Sunsets are easily enjoyed nightly from your private lanai. Catch turtle...
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
This is a beautiful 2 Bedrooom / 2 Bath townhouse directly on the oceanfront at the Keauhou Kona Surf & Racquet Club. This is a gated community with 4 lighted pickleball/ 3 tennis courts, swimming pool, and community BBQ & picnic areas. There is no air conditioning in...
Absolute Oceanfront Condominium in Kona Hawaii
Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, Twenty minutes south of Kona Int'l Airport and one easy walking mile south of downtown Kona. Your condo is just a short distance from Magic Sands Beach a local body surfing favorite and Kahaluu Beach Park known for sea...
Forever Ocean Views POOL & BBQ
Perched on the lush green bluff's edge, immerse yourself in captivating ocean views and lullabies of the sea. Unobstructed azure panoramas grace the living room and both bedrooms. Witness tropical seabirds and, in season, majestic humpback whales. Each room is adorned...
Unit #216-1BR+Mezzanine BR/2 Bath: 2 BR, 2 BA Condominium in Lahaina, Sleeps 5
Recently remodeled Second floor unit 1 bedroom + Mezzanine bedroom, 2 baths. West facing, beautiful views of Hawaii Sunsets, whale watching from your Lanai (in season)! Twin beds in the lower bedroom, can be made into a King upon request. Queen bed in the Mezzanine...
SALE! Perfect Location, Ocean View, Steps To Beach! Enjoy 2Bed/2Ba Aloha Home!
Ocean-View Top-Floor Condo with Aloha Spirit – Steps from the Beach! Welcome to your slice of paradise in South Maui! This beautifully upgraded, loft style 2-bedroom, 2-bath ocean-view condo is nestled in the peaceful Kihei Garden Estates — a hidden gem just steps...
Cottage 1B, Unit 1 C02- The Best Oceanfront Lanai On Molokai!
Enjoy watching the video tour! It is on YouTube Molokai 1B Kepuhi! Our wonderful cottage is located just steps from the pristine white sand beaches on Molokai's west end. We have stunning ocean and sunset views of Kepuhi Beach even from inside the cottage. The cottage...
Unit 108 A Luxurious Escape with Ocean Views!
A LITTLE ABOUT THIS CONDO.....Step into paradise at Polynesian Shores Condo #108, where oceanfront serenity meets island elegance. This newly remodeled ground-floor retreat offers a tranquil escape, with a picturesque plumeria tree shading your lanai, just steps from...
May Getaway Sale! Save Big on Kaleialoha 410 -Oceanfront, Breathtaking Views, AC
Enjoy spectacular views from this top floor oceanfront condo with new split-system A/C in both living room and bedroom! If you prefer nature instead of air conditioning, just open the windows and sliding doors and let the trade winds drift through the condo. This...
Stunning 1 Bedroom remodel in Waikiki Banyan Tower One
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** When it...
Hale O Ka Nalu Po'i: Oceanfront Estate on Poipu Coastline
Breathtaking, magnificent, superlative, sublime: there’s simply no way to overstate the extraordinary appeal of this uniquely situated, strikingly beautiful oceanfront estate. Hale O Ka Nalu Po'i (poetically named for the waves that crash dramatically against...
Aloha Condos, Ilikai Marina, Condo 1294, Oceanfront, AC
180 Ocean Degree Views from this Beautiful End UnitSmall Oceanview Lanai with Sliding DoorBeautiful New Travertine Floors ThroughoutBeautiful Koa Furniture, Window Coverings, & LinensFoldout Queen Sofa with Koa FrameGenerous Storage Space• Waikiki Oceanfront...
Manualoha #302 condo w/ lanai, W/D & shared pool - walk to the beach, near golf
Manualoha 302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfectly situated just up a garden path from the golden sand of Brennecke's Beach, this one-bedroom, ground-floor condo...
Save 25% Instantly from 04/06/25-04/15/25! Grand Champions 61! 2B/2B, AC, Slps 8
Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking views of the Wailea Blue Golf Course. This ground-floor villa features two spacious bedrooms, each with its own ensuite bath. The guest bedroom is...
OCEAN VIEW 2BRM WITH BEACH PARK NEXT DOOR
GREAT 2brm 1bth condo in the Mauna Loa Shores overlooking Carlsmith Beach Park, a unique park with protected reef, ez access where you can swim with the sea turtles. Fantastic inside and out. Comfort. The condo has everything you need for the perfect East Hawaii stay....
Kihei Bay Vista D-204: 1 Br Condo located across from Kalepoleopo Beach Park
One Bedroom one bath garden view condo. Fully equipped kitchen, perfect for enjoying meals in your condo and not having to eat out for every meal. The Kihei Bay Vista is located in central Kihei. It is across the street from Kalepolepo beach and the Pacific Whale...
Hale Hui Kai 302 Two bedroom Two bath with AC and Garden Views
Hale Hui Kai is an oceanfront property, this third floor garden view condo is just steps away from the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
Sounds Of The Ocean, corner unit A101
A LITTLE BIT ABOUT THIS CONDO....Lokelani A101 Great location on the north end of the property for a quiet, cozy vacation. All the amenities of home. King bed with a sofa sleeper in the living room. Large lanai (porch) for lazing your days away with the lull of the...
Just Renovated!! Spectacular Ocean & Diamond head View w/ Free Parking!
High Floor 1 Bedroom with the Spectacular View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.In the morning, observe Waikiki waking up and the clouds...
Kauai Beach Villas Walk to Beach, Access Kauai Beach Resort pools, FREE PARKING
Lihue vacation condo in Hanamaulu with kitchen and lanaiKaua'i Beach Villas D 19, 1-Bedroom, 1-Bath, Ground Floor Unit with Private Lanai off of the Living Room, Walk to Beach. No resort fees, free Wifi and free Parking!Enjoy tropical lagoon views, on a centrally...
Breathtaking Ocean Views - Waikiki - Ilikai Marina
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until late July. The project is expected to be completed by...
1006 SunDeck Suite sleeps 4
LEGALLY PERMITTED RENTALWAIKIKI GRAND HOTEL®134 Kapahulu Ave. 1006☀A Unique Sundeck Level Studio with kitchen that accommodates 4 guests in 🛏🛏2 Queen beds on the 10th floor of the popular Waikiki Grand Hotel®.If this lovely suite pops up as available for your...
Fully Renovated Beachy & Modern*Prime Location
You simply cannot beat this location for its proximity to the beach! It's just a short few minute walk, directly across the street!Welcome to one of South Maui's most appealing vacation rentable complexes to take advantage of! The complex is close to the upscale resort...
Hale Nani By Parrish Kauai: oceanfront & sunset views with AC, walk to the beach
Designed perfectly to take advantage of its location, Hale Nani is among our wonderful Kauai oceanfront rentals with two ocean view bedroom suites and ocean views from almost every room. Walk across the street to swim and snorkel with the turtles at Koloa Landing or sit...
Beautiful Waikoloa Beach Hawaiian Villa - On Sale Now!!!
Our villa is furnished in a casual tropical island theme. It is ideally located, just steps away from the pool, tennis courts and spa. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft high living room ceilings and no one above or below...
Ocean View Retreat on the Garden Island!
Experience the best of Kauai’s North Shore at this newly updated condo in Princeville, one of the island’s most sought-after communities. Enjoy breathtaking Pacific Ocean views right from your living room or private lanai, with a lush grassy lawn just beyond. Spend...
Holua Kai #32: Luxurious Coastalview Home w/Private Pool, AC: Golf Oceanfront
Holua Kai #32 offers a refined Big Island escape in Keauhou’s exclusive gated oceanfront community. Steps from championship golf and a short stroll to Keauhou Bay, this plantation-style home blends breezy indoor-outdoor living with panoramic coastal views, warm...
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome in the tropical oasis section of Puamana. It is close to the ocean, beach access, and the dolphin pool on the south side of Puamana, unharmed by the Lahaina fire. The living room opens to an extended lanai with...
PRIME MAJESTIC OCEAN AND MOUNTAIN VIEWS OF KAUAI'S NORTH SHOREn
E Komo Mai (Welcome) to Pali Ke Kua 123! Situated on a bluff overlooking the Pacific Ocean, this remarkable vacation rental offers a front-row view of the majestic Makana mountain and some of the most iconic beaches on the North Shore of Kauai. From the comfort of your...
Maui Resort Rentals: Honua Kai Konea 813 - Top Floor Deluxe 2BR, Expansive Corner Floor Plan, Stunning Ocean Views!
Konea 813 is simply one of the finest two bedrooms on offer at Honua Kai. The suite boasts a stunning 8th-floor "penthouse" vantage point and is amongst a class of the most sought after 2 bedroom floor plans at the entire resort. What distinguishes this column in the...
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.
🌴 Panoramic Oceanview Penthouse in the Heart of South Maui. All the fun and convenience you'd find at the big resorts without the price tag. Located in the Heart of South Maui. This unit boasts gorgeous panoramic ocean views from the moment you step in. Enjoy...
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
“Honokalani” – Unit 201 – is a 1-bedroom, 1-bath unit located in Hana Kai’s upper (Mauka) building. This vacation rental is a corner, upper floor unit with a king-size bed in the bedroom and a queen hide-a-bed in the living room and second covered lanai off...
Maui Resort Rentals: Honua Kai Hokulani 245 - Upgraded Interior Courtyard 2BR Suite w/ Beautiful Partial Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pool, Hokulani 245 is a luxurious 2BR/2BA suite offering stunning ocean views from between the lush palm canopy. Recently upgraded with new flooring, sofa sleeper, furniture, and artwork, you will have...
Royal Garden at Waikiki Suite Excellence and Warm Aloha
NOTE: THIS IS A LEGAL VACATION RENTAL Warmest Aloha and thank you for taking the time to visit our listing. Welcome to this privately owned Royal Garden at Waikiki suite on the 18th floor of the European-style Wyndham Resort with a Hawaiian vibe. Here you can make our...
Ocean view studio - 1/2 block to World Famous Waikiki Beach <br>
===================================Come to Hawaii and share in our wonderful condo in paradise. Our fully licensed and legal studio condo is only half of a block from World Famous Waikiki Beach. You can have it all in this fabulous studio condo. The location and view...
Spacious Maui Home in sunny Kihei, minutes to the beach and Wailea golf.
Spacious open floor (2,000 sq ft.)3 bedrooms with AC, 3 bathrooms, Large living area with high ceilings, full kitchen, bed linens, towels and BBQ grill, Cable TV and fast Wifi Internet Access. Just a short walk to the beach. Close to Wailea Golf, Shops, Restaurants and...
Ocean Views! Great Unit in Hale Kamaole! Discounts Offered! 2 bed + loft
Book your Summer or Fall getaway now! 7 Night discount special and ask about our BONUS for 10 nights!Set in beautifully landscaped Hale Kamaole complex, Unit 255 features a private lanai with beautiful ocean views across from Kamaole III beach -- named one of the top...
Turtle Bay Top Floor Studio unit 164 @ Kuilima West
Discover the true North Shore Oahu experience within the stunning Turtle Bay Resort, surrounded by the Arnold Palmer and Fazio Golf Course!Hawaii Life presents a unique Kuilima Collection, cozy studio with Loft bedroom apartment. Enjoy tranquil Fazio golf course views...
Kona Shores 219 Gorgeous Upgraded Top Floor Condo w/AC!
This upgraded “top floor” condo off of Alii Drive has everything you need to enjoy your time on the Big Island of Hawaii! This condo features a full kitchen and full bathroom with beautiful granite counter tops and stainless steel appliances. There is a King sized...