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.
🏖️Resort Living | Free Concierge | AC | vrKCV
vrKCV - The Shores at Waikoloa 202, Professionally Managed by Kona Coast VacationsExperience Hawaiian Charm with Stunning ViewsWelcome to Shores at Waikoloa Unit #202, a spacious and beautifully decorated corner condo in the sought-after Sandalwood Tower. Located on the...
Kailua-Kona Condo w/ Resort Access & Ocean View!
Treat yourself to a delightful Hawaiian getaway when you stay at this 1-bedroom, 1-bathroom Kailua-Kona vacation rental condo. Set along the lush landscape of Kona Coast Resort, the corner unit condo offers access to pristine pools, hot tubs, tennis courts, and more....
Expansive Oceanviews, AC, Walk to Poipu Beach
Our Big Kahuna is a 3650-square-foot, four-bathroom, five-bedroom residence that can accommodate up to fourteen guests using aero (inflatable) mattresses. This two-story residence merges our 3 bedroom, 2 bathroom unit upstairs unit and our 2 bedroom, 2 bathroom unit...
Wailea Ekolu #708
This Wailea Ekolu retreat goes hand in hand with your Maui experience. Here you will find a clean, open, beautiful condominium, with an amazing ocean view from everywhere within the condo. This is an ideal retreat, in a perfect setting that's a fabulous value.Wailea...
Aloha Condos, Kanaloa at Kona, Condo 1603, Oceanfront, Renovated
Relax in luxurious comfort with spectacular sunsets from your private lanai only 20 yards from the surf and 20 yards from a world-class golf course. At night, be lulled to sleep with the gentle sounds of the waves against the lava rocks and feel the soft breezes through...
Polo Beach Club 408 - 2 Bedroom Oceanfront Condo
Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal getaway. Guests can relax on the lanai, enjoying the sight and sound of turquoise waters gently lapping the shores of the serene Polo Beach,...
Stunning Ocean View, C102 is the place to be!
A LITTLE ABOUT THIS CONDO...Lokelani C102 - Aloha! Welcome to the Owen Family ocean front hideaway in paradise. Lokelani C102 has been recently remodeled featuring an updated superbly appointed kitchen, new adjustable lighting and fans, new Cal-King Beauty Rest bed. The...
Maui Resort Rentals: Honua Kai Hokulani 649 - Upgraded 6th Floor 2BR, Fantastic Ocean Views!
Featuring a spacious layout with upgrades throughout, it comes as no surprise that Hokulani 649 has established itself as one of the most sought-after two-bedroom ocean view units at the Honua Kai Resort & Spa.Over $20,000 in custom local artwork adorns the walls along...
Polo Beach 106! Steps from the Beach! Amazing Views! Favorite Location!
Welcome to your own private oasis! This ground-floor, oceanfront condo offers easy access to the beach, with breathtaking views of the ocean and the sound of waves crashing on the shore.Visitors have been returning to Polo Beach Club for generations, and #106 will be...
Hikialani 🌺Mauna Lani Beautiful Furnished Walk to Dining, Shopping, and Beaches
Enjoy a beautifully furnished, newly available townhome in the Mauna Lani Resort where tropical birds and wildlife abound in the lush garden setting. This townhome has its own gated courtyard and lives like a private home. As you enter through the homes courtyard, you...
Stunning Views of Hanalei Bay and Bali Hai | Kauai North Shore
Hanalei Bay Resort, #3106One-of-a-kind studio unit with a stunning view overlooking Hanalei Bay and beautiful Bali Hai. Located at Hanalei Bay Resort - 22 acres of Hawaiian paradise only minutes away from one of Hawaii’s most beautiful white sand beaches, Pua Poa. Our...
Paradise Found at Hawaiian Princess, Makaha!
Aloha! If you're looking for an authentic Hawaiian experience, stunning beaches, local eateries, and a peaceful atmosphere far from the Waikiki hustle and bustle, you've found it! This one-bedroom, one-bath condo at Hawaiian Princess in Makaha, on Oahu’s beautiful...
Great location! Steps to the Cove Surf Spot! Island Surf 200
Absolutely the best kept secret in Kihei! This conveniently located "beach" themed remodeled 2 bedroom/ 2 bath unit on the 2nd floor, located in the heart of South Maui starts your vacation on the right foot!With a fully equipped modernized kitchen you will find all the...
Deluxe OCEAN VIEW Ground Floor END UNIT....Heated Pool Walk to the Grand Hyatt
EXCEPTIONAL IN EVERY WAY describes one of the best Poipu Sands condos available. Until you get there, you would not realize the advantages to this unit as compared to all the others. Unlike many of the others, this one is opposite the HEATED POOL area and close enough...
Charming Mauna Lani Golf Villa! Private Beach Access! nGolf Course View 2BR/2BA
Enjoy our luxury Golf Villas condo located on the ground floor of a tranquil and lushly landscaped, gated community. It is immaculately clean and well appointed; ready to become your home away from home. Decorated in Island style, the open-plan living area leads to a...
Island Chic - Zen Retreat - A/C in 2 Bedrooms
Welcome to your modern haven of island living, where sleek design and thoughtful amenities converge to create a stylish retreat. This residence boasts not one but two master suites, a well-appointed guest room, a private office with a sleeper sofa and a range of...
Walua Oasis 2 Bed/2 Bath with Private Pool and Ocean Views!
Welcome to Walua Oasis, the ultimate vacation home for families and friend groups looking for a luxurious and serene getaway on the Big Island. This 2 bed/2 bath home has breathtaking ocean views throughout. Lounge poolside while taking in the palm trees and picturesque...
Luxurious 3 Bedroom Penthouse W/ Oceanview! Across The Street From Beach!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Paradise! Ocean View, 3 Bed/2 Bath Penthouse Corner Unit, Across From Beach & Sleeps 8 People - Rare Find! Great for couples, families and groups.Location & Luxury combined with Big Ocean Views...
GORGEOUS REMODEL-CLOSE TO THE BEACH-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this brand new, gorgeous, remodeled 1 bedroom, 2 bathroom (818 sq ft.) ground floor 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...
An Exquisite View and Vacation to Treasure Always!!!
Rates all 3 condos : 4104/5/6 = $1000- 2: 4104/5 or 4105/6 = 900- 1: 4105 (master) + Full Kitchen, dining room, living room, bedroom with California King, bathroom, and 2 private lanais = $850- Singles: 4104 or 4106 (1/2 kitchen) = $500- BB's Biz E HBR can serve your...
Location, location! Split AC System throughout ENTIRE condo! Legal Rental!
Location, location, location!!! Split AC System throughout ENTIRE condo! Legal Rental!Our condo boasts 3 split AC systems - one in the master bedroom, another for the living area and a third system for the loft bedroom. If you are sensitive to slightly hot or humid...
LUANA MOANA SIGNATURE OCEANFRONT MAUI-Ocean&Haleakala Views-FreeWiFi-A/C-Romance
Luana Moana's Lanai is 50 ft from Maui Ocean in Maalaea Bay with 180 degree views of the Ocean. Relish in the Trade Winds blowing through your Hair and the warmth of the Sun against your skin. You will See Life All Around You. When You have entered Luana Moana: You have...
Country Club Villas#316 Top Floor, Incredible Oceanview, Spacious Lanai, Ac
Beautiful & Spectacular Top Floor unit at Country Club Villas. Unit#316 is a truly fantastic option, sleeping up to 8!Located in the heart of Keauhou, this remodeled top floor, 3 Bedroom unit is a true stunning beauty!You'll be able to enjoy 2 bedrooms, and 2 bathrooms...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo, Great for Families! HKK-209
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
Welcome to Your Pristine OasisIndulge in the lap of luxury at this exquisite 3,400-square-foot vacation rental villa (Ho'olei, Maile floor plan). Nestled within the prestigious Ho'olei Community in the enchanting town of Wailea, Maui, this immaculate property promises...
Delightful Artful Bungalow on Historic Estate Property. Choice Holualoa!
A charming 1930-era cottage, with a screened-in sitting area on the lanai, well-stocked kitchen, bath, will sleep two in a comfy queen-sized bed. Perfect for single or double occupancy. Covered parking close by. An outdoor patio fronting the cottage lanai, is a private...
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
Come and enjoy the natural beauty of Hana, the essence of Hawaii in an undeveloped paradise. Enjoy spectacular waterfalls, pools, rugged shorelines, and some of the best beaches on the island just outside your door. Your romantic hideaway is nestled on the Hana...
Turtle Bay Condo - Kuilima Estates East
This is a legal vacation rental located on the Legendary North Shore of Oahu!Permit #: 2211-CCH-0353TA #: TA-106-244-7616-01GE #: GE-106-244-7616-01Property TMK: 570010270159Famous North Shore Beaches, Two beautiful Swimming pools, Free Parking, No Resort Fees, AC,...
Experience paradise at Waiulaula Villa, J201 in Mauna Kea Resort!
Located in the iconic Mauna Kea Resort, Waiulaula Villa, J201 is the epitome of paradise!Just a short drive to Hawaii Island's best beaches, Mauna Kea and Westin Hapuna Beach Resort, world-class golf courses, and more! As a guest, you will have an opportunity to enjoy...
Secluded garden bungalow in the jungle
Trade winds blow through this tropical paradise. The ocean is an easy 10-15 minute walk. This recently remodeled home is surrounded by a tropical garden and is the perfect getaway. The house is situated on a one-acre lot that is fully landscaped. There are an...
Beautiful Poipu 2 bdrm Ocean View Suite!
The Point at Poipu is a dream vacation destination on the southernmost tip of Kauai. The resort overlooks the sands of Shipwreck Beach & is secluded among lush landscapes. After a day of exploring, return to the resort to relax in the spacious two-bedroom accommodations...
Oceanfront Paradise: Fully Remodeled Ground Floor Condo (HKOK119)
Hawaii Tax ID: TA-116-545-2800-01TMK: 390080030038Bedding Configuration:Bedroom: KingOceanfront Paradise: Fully Remodeled Ground Floor CondoWelcome to your perfect coastal retreat! Our fully remodeled ground floor condo offers a serene oceanfront experience with...
SALE! -- Best Location & Closest to the Beach - One Bedroom
As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind; retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we did...
Great Deal in Hanalei AC and walking distance to attractions with views
This tropical 3-bedroom, 3-bath artist-owned home is a perfect island getaway, just a block from both the beach and charming Hanalei Town. Enjoy easy access to restaurants, shops, and local activities that capture the heart of Kauai.You're steps away from the famous...
Haleakala Sunrise Home, Kula, Maui, Hawaii
This is a large, two story house with the owners living in part. You have a private entrance, one bedroom and full, private bathroom plus decks front and back. Located at 2600 ft elevation on the west slope of Haleakala, this is a quiet neighborhood with great views of...
Come Enjoy A Sun Soaked Beach Vacation!
Hale Kamaole is a top spot on Maui to enjoy a relaxing sun soaked beach vacation! Welcome to unit 165! Our ground floor home is located in building 7 in the beautifully landscaped lower pool area. This location is frequently requested and a popular area at Hale Kamaole!...
Direct-Oceanfront, downtown, Renovated CentAC Pool FreePark! Elevator Beach Gear
We offer not just a peekaboo, but a FULL ON VIEW of the ocean! Platinum rated, located within blocks of Kona with free-reserved-covered parking, elevator (rare in other complexes), and even more rare Central AC! The lanai-balcony looks out over the ocean, 30' from the...
Aloha Condos, Na Hale O Keauhou, Townhome K-2, Ocean View, AC
This beautiful two-bedroom townhouse offers spectacular ocean, golf course, coastline, and pool views from the living room, both Lanais, and the master bedroom. A delightful two-bedroom, 2.5 bathroom unit offering large spacious bedrooms, a front loading washer and...
Ocean View Mountain Home by Akaka Falls.
Location, location, location!! Due to higher elevation, you can immerse yourself in perfect weather year round. Less than a mile to the famous waterfalls Akakafalls (3 mins), Botanical Gardens (3 mins), Hilo Markets (20 mins), Hawaii Zipline (5 mins), etc. Luxury 3...
OCEANFRONT 2 BEDROOM LAULOA 207
Two bedroom-two bath condo on second floor of Lauloa. Walk to end of block and visit the Maui Ocean Center, several restaurants and shops, or take a cruise from the harbor with the Pacific Whale Foundation.At the other end of the block you can walk along the longest...
OCEANVIEW 1 BDRM Napili Shores F147 - AC, King bed, ground floor
Ocean View, Ground Floor, 1 bed 1 bath at Napili Shores!Right on popular Napili Bay Beach!Two immaculate swimming pools - one ocean front and the other a garden viewBrand new furnishings!Famous Gazebo Restaurant on property!Napili Shores is an ultra popular,...
Sweeping Ocean Views, Remodeled, Steps to Beach, Washlet, Parking! Sleeps 4.
Waikiki Shore #1212 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach!You'll be mesmerized by the incredible ocean views from this beautiful Hawaiian feel contemporary. The open...
Kam Sands - Inner Circle - Large Lanai - End Unit
Aloha and Welcome to the Ohana.Memorable sunsets are guaranteed almost every night in Maui. This condo is Kamaole Sands #6-201 and is an end unit which makes it quiet and also private. It is located in the INNER CIRCLE. You will enjoy a spacious one bedroom, two...
Oceanfront Condo Complex on Alii 1 bdrm,, Salt,Freshwater Pools Newly renovated
This Classic Hawaiian condominium Complex has style and charm. Newly renovated in summer of 2023. Located on the Oceanside, it offers beautiful views, barbecue area, a lovely sandy beach with lounge chairs. At night they light Tiki Torches and blow a conch shell as the...
Stunning one bedroom with AC. Right on the ocean.Large lanai with view!
This condo has a king sized bed in the bedroom and queen sofa bed. It has a split system AC system for tropical nights. It is an end condo which has more privacy to offer and is quieter because of the location. Extra large lanai for Turtle and whale watching. There is a...
GROUND FLOOR GARDEN OASIS Peaceful and convenient!!! REDUCED RATES FOR 2024
Situated between the Maui Marriott and the Westin Maui Hotel on Kaanapali Beach, the unit offers seclusion, yet is in the heart of all the Kaanapali fun. The resort is 45 minutes from the Maui Airport at Kahului. Just a short walk down the paved path you can shop at the...
Enjoy comfort in Wailea, a spacious 2BD/2BA condo with garden views
Grand Champions 130. Beautifully decorated with an island feel you will have a true sense of home away from home. This spacious 2 Bedroom, 2 Bathroom unit is conveniently located on the top floor and centrally located in the heart of Wailea!This comfortable 2bd/2bath...
Modern vacation home - Bikes/Surfs/Beaches/Sun
30 days mIn. stayAfter swimming in the blue water or collecting shells on the beach, you will find the central location of your apartment puts you within minutes reach from :*Foodland market*famous surfing spots Waimea, Pipeline and Sunset Beach*walking and bike...
Spacious 3 bedroom home, fully AC'd with Pool/BBQ, Views and Walking Path
Come enjoy what Kauai's North Shore has to offer. Nihilani at Princeville Resort is a perfect jumping off point for cruising the entire north shore from this "home away from home" in your very own fully furnished 3 bed 2.5 bath, air-conditioned townhome unit. * 1800...
Golf-view condo with pool, gym & jacuzzi - near beach
Waikoloa Fairway Villas E5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy this amazing villa in the heart of Waikoloa right on the golf course! In Fairway Villas, you can...