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.
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...
Gorgeous Over the Ocean Lanai - 1 Bedroom, Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #801** For your health and safety, we utilize additional Sterilization procedures between reservations.8th Floor, Direct Ocean View - 1 Bedroom Suite With Full KitchenOceanfront condo, Remodeled kitchen, stainless...
Ocean Front with Spectacular View
Charming, third floor, non-smoking apartment with panoramic view from kitchen, living room and balcony. Tasteful decor and tile floors create a pleasant and warm home, with new kitchen cabinets and granite counters. You can watch whales during winter from the private...
New Listing! Unwind in Napili, as sunsets await
Welcome to Napili Shores B109, a cozy 1-bedroom, 1-bathroom ground-floor condo nestled in the heart of Napili on beautiful West Maui. This charming retreat comfortably accommodates up to 4 guests and features split air conditioning, ceiling fans, and high-speed...
Spacious & Peaceful 3BR Apt. in a convenient Kona town & 2 blocks from the beach
Aloha!MaiLan Hale is located in downtown Kailua-Kona , one of the most visited area by the tourists while on vacation to the Big island. Surrounded by lush TROPICAL GARDEN, this peaceful and tranquil property sits in the heart of Kona town. Indeed an enviable location,...
Luxury 2-Story Oceanfront Condo w/ Views & Pool
Enjoy the sound of the ocean waves, watching for sea turtles and whales, while admiring incredible sunsets & sunrises in this two-story, oceanfront condo. A beautiful corner unit, Kapaa retreat with a large lanai and built-in grill that overlooks the palms, mountains,...
Top Floor Ocean View studio Maui Eldorado K207
* Enjoy peace of mind staying here with enhanced cleaning and disinfecting protocols. Private entrance to your condo, along with OPEN AIR OUTDOOR WALKWAY *K207 a luxurious bright modern Hawaiian style décor condo, second floor at the Maui Eldorado Resort, 10 minute...
Kalama Terrace P101 Renovated modern unit next to Beach
Book with us and come to Maui to explore everything we have to offer!This remodeled 1 bedroom air conditioned unit has just been renovated and is perfect for you to relax. Located near the "Triangle" famous for its restaurants, lively bars, gift shops; you'll be able to...
'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families
To comply with Honolulu vacation rental rules, we only rent once in a 30-day period. You may inquire about a shorter stay if our calendar is open for a full 30 days.Please request dates that you would like to book, and we will reply.Warmest Aloha ........You have found...
Private Tranquil Tropical Garden Getaway with Saltwater Pool on Kauai!
Welcome to Kauai’s sunny South Shore—your peaceful retreat at Waikomo Stream Villas, a true hidden gem. Nestled in lush, tropical surroundings, this charming resort is set among banyan trees, colorful Hawaiian flowers, and a winding island stream that creates a...
Island furnishings add to the tropical ambience of this studio-style condo.
Attractive island furnishings add to the tropical ambience of this comfortable, studio-style condo. Its convenient, ground-floor location lets you easily step out for a stroll in the garden beyond your lanai. A few steps away is the pool where you can lounge in the warm...
🏖️Direct Ocean Front | Upgraded Unit | Free Concierge | vrKCV
vrKCV - Sea Village 4307, Professionally Managed by Kona Coast VacationsExperience Absolute Oceanfront Living at Sea Village!This 2-bedroom, 2-bathroom condo is situated on the third floor of the oceanfront Sea Village complex, offering unparalleled ocean views right...
EL H107 Updated Kaanapali 1BD 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...
ALOHA-WAIKIKI 2 blks 2 BEACH - KING BED! 49
Upgraded cozy and quaint unit awaits you just two blocks from the beach! All you need in Waikiki, king bed, kitchenette, cable tv and WIFI internet along with not just one, but two balconies to assure access to nice tropical breezes.Within our CLEAN PRIVATE unit, GUESTS...
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
You have just found your own penthouse on the top ocean front corner with panoramic ocean views from every room. Be sure to see the Virtual Video Tour. The link is the arrow or partial image to the left of the main picture above. This is one of only of a few two bedroom...
Upgraded Spacious Corner Unit – Beautiful Ocean View
Aloha and welcome to our condo at the Waikiki Banyan, a premier resort located one block from Waikiki beach. Our suite is a corner unit on the 12th floor of Tower 1, facing the ocean and Diamond Head.We have equipped this condo for our own occasional vacation use with...
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach
This is a legally permitted vacation rental according to the County of Maui ordinances.Ocean Views, Private Pool & Spa, Steps to Kaanapali Beach – Your Maui Paradise Awaits E komo mai (welcome) to your island sanctuary, where the beauty of Maui and the spirit of aloha...
Ilikai 1827 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. AC, WIFI. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished & Appointed....
Oceanfront Kahana Reef 217: Unbeatable Views & Comforts!
Kahana Reef 217 is an oceanfront condo with an unbeatable location just yards away from the Pacific Ocean and featuring all the comforts of a home away from home. Enjoy beautiful, unobstructed, panoramic ocean views from your own spacious and private lanai. View the...
Hale Hui Kai 306 Two bedroom Two bath with Ocean View
Ocean view from south side lanai, dining area, and open kitchen. Master bedroom has a walk-in shower, King bed. Guest bedroom has twin beds and can accommodate up to 6 guests. Newly installed windows keeps the condo cool and quiet. For the benefit of both our guests and...
Stunning ocean views guest house in Kona Paradise, quiet & safe neighborhood.
Kona Paradise is located towards the south part of the island, 45 mins from Kona, offering stunning views to the ocean, and a quiet neighborhood.The house is surrounded by gardens, and in a cul de sac, so tranquility and peace is a guarantee.Has its own beach where you...
Top floor, end unit, amazing ocean views, sleeps 8!nGreatly reduced price!
This condo is located in the Maui Hill Resort in South Kihei, HI. The resort has amazing grounds with a beautiful pool, whirlpool tub, putting green, bocci ball court, shuffleboard courts, tennis court. Gas BBQ grill located right outside the unit at the foot of the...
Kauai Exclusive - Regency at Poipu Kai 114 - Ground Floor Suite w/ AC!
Regency at Poipu Kai 114 is an air conditioned, ground floor suite located just steps to the pool. This 2-bedroom, 2-bath suite is great families and walking distance to the beach. This stunning condo has been upgraded throughout and is one of the few air-conditioned...
NEWLY REMODELED-GROUND FLOOR-LARGE LANAI-OCEAN VIEWS-AC-METICULOUS CLEANING
Book with confidence this newly remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7....
Sweet Blue Hawaii! Ocean View! No resort Fee!
Welcome to our Sweet Blue Hawaii! Newly remodeled, and decorated with pieces from local artists! This cozy studio is situated in the heart of Waikiki, 2 minutes walk from one of the most famous beaches in the world! The studio comes with everything you need to enjoy a...
Kuilima Estates West - remodeled 2 bedroom ( 2nd bedroom is large loft)
***WE ARE ON OAHU, AND CONTINUE TO WELCOME VISITORS***Fully remodeled 2 bedroom ( 2nd bedroom is large loft) beautiful condo with 2 full bathrooms. We are in Kuilima Estates West, which is next to , but not a part of, the Turtle Bay resort. We have 3 pools for your use....
Kai Lani-Beautiful Ocean View Condo In Paradise
2 bedroom, 2 bath spacious ocean view condo. Beautifully furnished with vaulted ceilings and ceiling fans. Lovely views of the ocean and green area. Kitchen has granite counter tops and stainless steel appliance also includes stainless steel washer and dryer. 55” 3D...
Wonderful home at Puu Poa w/stunning Bali Hai views, shared pool, private W/D
Panoramic Ocean Views at Pu'u Poa 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pu’u Poa Unit 212 in Princeville, Kauai, has unequaled views and an elegant, open, and bright...
Steps to ocean,surfing /5 Min to downtown/Central AC/Pool
IMPORTANT:This is a cozy smaller complex with a family feeling. It's not a fancy resort.View: This is NOT an ocean view unit. The unit faces a wooded area.Noise: You can hear waves, island roosters, and occasional cars. This is a condo, so potentially, you can hear the...
Luxury Condo- Across The Street From The Beach! Free WIFI
Absolutely the best kept secret in Kihei. Kihei garden estates is only 18 minute drive from Kahului (ogg) airport. Come and enjoy the aloha from this beautiful completely renovated ground floor condo. Beautiful new floor tiles, granite counter tops, custom cabinets,...
Kiahuna Paradise @ Poipu with 2 AC units nFamily size condo with patio
Welcome to KIAHUNA PARADISE!Kiahuna plantation unit 233 in bldg. 36 .Newly Renovated One-Bedroom Hawaii Condo Retreat-Your Island Paradise AwaitsYou are a very short walk away the beach, 150 yards actually. This condo is located on the ground floor, Poipu beach is...
Beautiful 2 bedroom Duplex between Hilo and Puna
The Ho'okele Duplex is a wonderful base within an hour of all the main attractions on the East Side of the Big Islands; Volcano National Park, the Hot Ponds along the Red Road, the charming towns of Hilo and Puna/ Pahoa, smoking lave tubes, and some of the newest...
Direct Ocean Front, A102 awaits you!
A LITTLE ABOUT THIS CONDO...Just steps from the ocean and barbecues Lokelani A102 offers all the comforts of home with Amazing views of the ocean and the islands of Molokai and Lanai. The bedroom has a new king size bed and there is a pull out queen sofa bed in the...
Maui Sunset Vacation Rentals B509
5th floor ocean view, quite location! Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. New flooring throughout 2023Large private condominium apartment at the resort condominium complex on the beach in sunny...
Fabulous Ulua Beach & Lush Grounds Await: Wailea Elua 807, Groundfloor Gem!
Wailea Elua #807 – Ground-Floor Serenity with Ocean Breezes and Refined ComfortWelcome to Wailea Elua #807, a beautifully appointed ground-floor, 1-bedroom, 1-bathroom condo designed for peaceful and private escapes in one of Maui’s most exclusive beachfront...
New Listing! Adorable Renovated 2 BR in Poipu
Newly Renovated Coastal 2-Bedroom with Ocean Views at MakahuenaThe perfect home base for your Kaua'I vacation, this freshly renovated 2-bedroom coastal retreat at Makahuena featuring ocean views from your private lanai.Sleeping Arrangements (Sleeps 6):• Primary...
Beautiful Oceanview Condo! Maui Sunset A408
Enjoy ocean views and magnificent sunsets from your lanai! Bright, spacious and fully equipped condo in one of the premier South Maui Resorts with the most beautiful grounds. Many amenities onsite including large pool, hot tub, BBQs, tennis/pickle ball courts, excursion...
Polynesian Shores 222
A LITTLE BIT ABOUT THIS CONDO.....This condo comfortably sleeps six guests, with queen-sized beds in the bedrooms and a queen-sized sofa bed in the living room. The pleasant island style furnishings and fully equipped kitchen provide an environment where guests can feel...
Waikiki Landmark Resort and Condos - Breathtaking 2 Bed/2 Bath, Free Parking
Treat yourself to a Honolulu getaway you won’t forget! Book a stay at this 2-bedroom, 2-bath vacation rental and enjoy resort amenities like rooftop pools, a hot tub, a worldclass fitness center, and more! The condo boasts floor-to-ceiling windows in both bedrooms...
Waikiki renovated modern studio
A brand new apartment,Newly renovated, clean beach studio offers all you need for a Waikiki getaway. A Queen size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, cooktop,toaster, and coffeepot.Fully stocked with...
Full Kitchen Free WiFi, Garage Park, 2 OceanView Pools, Royal Sea Cliff #1 Kona
ROYAL SEA CLIFF RESORT, KAILUA KONA An architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Horizon Ocean Views of Local Fisherman, Cruise Ships, Whales and Dolphins, Surfers, and...
World Class Snorkeling, Dining and Shopping! Perfect Location
Located in the heart of Kaanapali, this Whaler condo enjoys some of the best Maui has to offer. This beautiful condo is a perfect location to map out your adventures for the day. Hawaii's best beaching, snorkeling, surfing, boogie boarding, scuba diving, kayaking, and...