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.
Just the Perfect Location!!
LOCATION, LOCATION, LOCATION!! - shaded by that ancient, majestic Monkey Pod Tree (if you've been to Kiahuna Plantation before, you know the tree!) - 2 minute walk to the beach through beautiful gardens - away from Poipu Road - ground floor with 1 small step access -...
Romantic Whaler #956 One Bedroom/One Bath
Whaler #956 is a beautifully upgraded ocean view one-bedroom, one-bath condo located in Tower 2 on the 9th Floor, and remodeled throughout. Enjoy a gourmet kitchen that is fully appointed with elegant granite counters, spacious and comfortable living area with dining...
Hale Kope Kai: Ocean View Cliffside Home w/ Private Pool, Lanai and Jacuzzi Tub
Hale Kope Kai delivers true oceanfront living on Hawaii’s Big Island. Nestled into the lava rock coastline of Kailua-Kona, this 2-bedroom, 2.5-bath luxury home with a bonus office loft blends modern comfort with unobstructed Pacific views. Whether you’re here for a...
Family Retreat in Mākaha Valley | Sleeps 14 + Beach Gear
Come experience authentic Hawaiian hospitality at Makaha Valley Hale Kai, a property proudly owned and managed by a local resident. By staying with us, you are directly supporting the local community. This 4-bedroom, 3.5-bath retreat sleeps up to 14 and blends the ease...
Peaceful Hawaii Paradise three minutes from Beautiful Beach
Large Studio with roomy bathroom beside a quiet home. Enjoy your coffee on your own patio near the pool overlooking the canal where you can kayak or paddle board to beach. Quiet and clean. We supple you with a start of necessities. Walk to market and excellent...
Tropical Heaven! Spacious, Poolside & Views. Exclusive Hilton Pool Pass for '25
Escape to paradise at our luxurious 3-bedroom townhome in the private, gated complex of Waikoloa Beach Villas, located on the breathtaking Kohala Coast of the Big Island. Our poolside unit is among the largest in the complex and boasts 1,872 sq. ft. of indoor living...
Sugar Beach Resort Oceanfront Luxury Condo - Your new vacation home!
The condo is on the 5th floor of the Plant ation building #532. It is a roomy 700 square feet with full designer kitchen, living room, lanai, bathroom, and bedroom, with its king size Serta iComfort memory foam mattress. You will enjoy the incredible panoramic ocean...
SUMMER Value 10% OFF 7nt+ stays, AC, 1st Fl, Remodeled, Oceanfront complex
Perfect spot for a Get-a-way, Reunions, Family and Friend, Couples, Seniors, Honeymooners, Work-cation; all enjoy a welcoming experience.Escape to the stunning beachfront oasis of our remodeled 1-bedroom, 2 bath, ground floor condo in Kihei, Maui. Nestled just steps...
Sugar Beach Resort 301: 3rd Floor Ocean View Condo in North Kihei, sleeps 4
A special corner condo with Ocean Views. This condo is located at the end of the building, so it has an extra window in the living area, allowing more natural light to flood in. This bright and open condo is the perfect space to relax. This one-bedroom condo has many...
Unforgettable Luxury Awaits: Hokulani 310 - Modern Retreat with Ocean Views!
Special Offer for Extended Stays!Escape to the islands this fall and enjoy exclusive perks designed to make your stay even more relaxing:-No Resort Fees-No Parking Fees-Complimentary Mid-Stay Clean for stays of 14 nights or moreWhether you're planning a quick getaway or...
Paradise Captured...Discount Weekly and Monthly
Bring your friends and family to a hidden Paradise. Live in the natural canopy of the wild of the Hawaiian terrain. While being only twenty minutes from the finest restaurants on the island. You are centrally located on the island, which gives you easy access to the...
Mediteranean style 2BR Garden Apartment to block from the Ocean ( Cliff )<br>
Ground floor bigger 2BR. Apartment #830178Mediterranean very nice 2 Bedroom Apartment full size Kitchen / big living Area / 1bath/ separate amazing outdoor shower for two .Big outside setting covered private patio & one covered EntranceOff road parking available and a...
Beautiful, Tropical Vacation Rental in Keauhou! STVR-19-366304.
This beautiful tropical vacation rental in the Keauhou Resort area of Kailua-Kona, HI is only a block away from stunning Keauhou Bay and across the street from the Kona Country Clubs wonderful ocean golf course. Walk to Keauhou Bay and jump on the Fairwind snorkel...
Incredible View in Hilo - Pool, A/C, Remodeled #708
This 1 bd, 1 bth condo is located right in the heart of Hilo with gorgeous views of treetops and sparkling blue waters. The condo was just painted and new laminate flooring was just installed.Brand new to the market! This condo overlooks Wailoa River State Park and you...
Maui Resort Rentals: Honua Kai Hokulani 748 - Upgraded Top-Floor 2BR w/ Partial Ocean AND West Maui Mountain Views!
Hokulani 748 is an upgraded top-floor, two-bedroom suite offering stunning partial ocean views as well as views of the lush West Maui Mountains. Located only one column back from the oceanfront, you will find that this suite is well situated to enjoy what Maui is known...
Nate's Place - Your Volcanoes National Park Getaway
Nate's Place is a cozy yet spacious two bedroom, two bathroom vacation home in the Volcano Golf and Country Club neighborhood, Volcano, Hawaii on Hawaii Island (The Big Island). Our house sits on the quiet end of a cul-de-sac on a double lot. You'll have the entire home...
Beautiful Oceanfront #216 At Sugar Beach!
Our Maui home is a fully stocked non-smoking one bedroom condominium on the longest beach in the state of Hawaii. Listen to the gentle sound of the surf and watch the sun set from the chair on your private lanai. Walk the five miles of white sand beach and swim right...
Direct Ocean Front, Incredible Views, Perfect Couples Getaway, Split AC
Enjoy panoramic oceanfront views from Maalaea Kai 311, just 50 feet from the shoreline. This updated 1-bedroom, 1-bath condo features tropical decor, split A/C in the living room and bedroom, high-speed Wi-Fi, and all the comforts of home. Relax to the sound of waves...
Condo in Kapalua!!
This villa is located in the prestige area of Maui between the Ritz Carlton and Montage! The two-level villa is located on the second floor overlooking the 9th Green of Kapalua's Bay Course, with views of the Ocean and Molokai, and the West Maui mountains. From the...
Kuhio Shores Oceanfront Corner Unit
Beautiful oceanfront Poipu condo in the closest complex to the water. This ground floor corner unit in Kuhio Shores offers stunning ocean views from every room, with the seawall and water just steps from your lanai. This condo features one bedroom with a king bed,...
KBM Resorts | FREE CAR | The Whaler | Stunning Beachfront Studio! WH1-615
** 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...
Kaanapali Royal J102 - Modern accommodations with all the comforts of home!
Enjoy these luxury accommodations and travel in style. Why not stay in an unforgettable, updated condo with all the conveniences of home? You won't want to leave this little piece of paradise, which features a state-of-the-art kitchen with granite countertops and...
New Listing! Marina-front Home Near the Ocean w/Private Pool & AC: Nani Wai
Nani Wai is a five-bedroom, four-bathroom private retreat tucked into the prestigious Hawai‘i Kai neighborhood of Honolulu, O‘ahu. With its enviable waterfront perch on a private marina and unobstructed views of Koko Crater, this gated home delivers a seamless blend of...
Enjoy the Gorgeous Mountain, Canal and Golf Course Views #2120
* Please note: the shower temperature may fluctuate between warm and lukewarm even after setting it, but it’s still fully functional for showering. * Please be advised that there may be unplanned water outages without prior notice from the building management.Important...
302 - SPECTACULAR RENOVATION WITH A/C -BREATHTAKING VIEWS! 1 bed 1.5 bath unit
THIS STUNNING OCEAN FRONT CONDO WITH A/C has undergone a gorgeous renovation – a MUST SEE!!! Welcome to your “home away from home” as you relax with the cool colors and clean lines of this elegant, yet comfortable renovation. Unit 302 now includes the finest amenities...
Call Diamond Head Hidden Paradise booking req.
Call/ sms direct 4152519696 other than 30-days interest for accurate rates and availability. Reservation from the platform is limited.Hidden Diamond Head Paradise located in the Diamond Head District, is nestled above world famous Waikiki Beach, in a secluded, tropical,...
Unique Home with Beautiful Ocean View
This unique home is nestled in quiet one block neighborhood with an ocean view from the back lanai (porch). Being just eight short miles north from Historic Hilo you get the convenience of being close to town and still having your privacy.Also not far away is Akaka...
Newly remodeled 3 bedroom, snorkel in private cove, walk to top rated beaches (Unit 217)
Honokeana Cove unit 217 is located in one of the most picturesque settings on Maui. Our unit is steps from Honokeana Cove, one of the best snorkeling areas on the island and home to many giant green sea turtles. We are located within walking distance to several beaches,...
Hilton Waikoloa Pool Pass Included for 2025. Waikoloa Beach Villa E1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas E1Please scroll down for detailed informationHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons per pass (children under the age of 5 are not counted...
Fully Upgraded 2BED/2BATH Breathtaking Views Across from the Beach
Welcome to Paradise! This fully upgraded 2 bedroom, 2 bathroom condo has spectacular ocean views from the spacious lanai located in the highly sought after Maui Parkshore Condo Complex. We are unit 309 on the third floor. Our kitchen is fully equipped for your...
🏖️Spectacular Oceanfront Views | WIFI | Free Concierge | vrKCV🏖️
vrKCV - Sea Village 1103, Professionally Managed by Kona Coast VacationsOceanfront Ground-Floor Condo – Sea VillageWake up to the sound of gentle waves and enjoy concierge service that makes every moment of your stay effortless. This oceanfront ground-floor condo offers...
Great OCEAN VIEW... Walk to beach and GRAND HYATT....NEW RENOVATION FOR 2024
Newly RENOVATED baths and kitchen...stunning. Absolutely one of the BEST VIEWS, in Poipu Sands, from this second floor OCEAN VIEW condo. Poipu Sands is a low density condo development, featuring wide open green lawns leading down to the ocean. This unit has the largest...
City Lights, Mountain View! Ilikai Hotel, One-Bedroom, Renovated & updated!
This condo is located on the 17th floor of the Ilikai Hotel. Your piece of paradise awaits, in this modern remodel that will please any guest with it's quality & attention to detail. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living...
Piece of heaven! Enjoy the sounds of ocean and beautiful sunsets. Explore the nearby beach.
Ocean and Coastline ViewsWake up to the sounds of the ocean and the warm tropical breezes as you begin your vacation in paradise. This ocean side, spacious 3 bedroom/3 bath, 2-story condominium offers non stop views from sunrise to sunset.Hale Kai Okona 4 is beautifully...
Maui Resort Rentals: Honua Kai Hokulani 447 - Luxurious 4th Floor Interior Courtyard 2BR w/ Full Ocean Views!
Hokulani 447 boasts an incredible 4th-floor interior courtyard location with full ocean views above the palm trees. Gather, reconnect, and celebrate in this spacious 2 bedroom floor plan which offers an abundance of interior living space with an additional 235 sq ft of...
NP B37 Relax Recharge at Remodeled OceanFront 2BD w Ocean Views Pool
Napili Point B37 REMODELED 2Bedroom Ground Floor w/ Ocean Views, AC & Pool in Napili Enjoy Northwest Maui from our beautifully remodeled ground floor 2bedroom, 2bathroom, Napili Point B37 condo! Just steps from the pool and a short walk to the shoreline for access to...
Beautiful Ocean View Condo at Prince Kuhio in Paradise - Great Value
Location, Location, Location! This very well maintained, lovely one bedroom Prince -Kuhio condo #303, has a great view of the ocean less than 100 feet away. It is located on the third floor of the Prince Kuhio and there is no elevator in the complex. We also own #111 on...
The beach is waiting! Super cute unit,1 min walk to the beach across the street
This inviting condo provides you with a comfortable, easy and convenient way to enjoy your stay. This super cute unit is located in an excellent location between Kaanapali and Kahana/Napili. The unit is across the street from Honokowai Beach Park, only a 1 minute walk...
Kolea Villas 15M Luxury 2 BR, 2 BA, Direct Beach Access. Within Waikoloa Beach Resort.
Kolea Villas 15M Luxury 2 BR, 2 BA, Direct Beach Access. Within Waikoloa Beach Resort.Kolea Villas is unique in that has direct access to the beach, Anaeho'omalu Bay or better known as A'Bay. This quiet villa is a beautifully decorated and fully air conditioned. 15M is...
A Whale Crossing Vacation Rental North Shore, Big Island
A Whale Crossing Vacation Rental is tucked away in the serene North Kohala region, near Upolu Point on the northwest tip of the Big Island. This charming, secluded getaway offers a peaceful and intimate setting, perfect for those looking to experience the natural beauty...
Luxury Unit Pili Mai 7F With Horizon Ocean Views. Fully Air Conditioned!
Located in the Poipu Resort area, Pili Mai 7F is situated on 35 acres of landscaped lawns and gardens filled with tropical flowers. Enjoy an open air gathering place with barbecues, air conditioned work out facility, and a large swimming pool, spa, and kiddie spray...
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
Conveniently located in S Kihei across from popular Charles Young and Kamaole 1 beach and park, this 2-bedroom unit is colorfully decorated and well appointed for vacation enjoyment. Includes central A/C in all rooms of the condo, remodeled master shower, full kitchen...
Makana Lei: Recently Upgraded Home w/ Private Pool, AC & Garden Views
Welcome to Makana Lei, a tranquil 3-bedroom, 2-bath retreat in Princeville, offering peaceful garden views, bright interiors, and effortless indoor–outdoor living. This beautifully maintained single-level home spans approximately 2,000 sq ft of airy, light-filled living...
Beachfront Penthouse #25 at Sugar Beach Resort --Stunning Views, Fully Renovated
This fully remodeled 1bd/1ba penthouse (PH 25 on the 6th floor) in the Mill building at Sugar Beach Resort is beachfront with direct ocean views as soon as you walk in the door. You can whale watch from the lanai or take an easy elevator ride to the first floor where...
LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views
Welcome to the Indo Lotus Beach House, where tranquility meets paradise on the "Charley Young" end of Kamaole One Beach in South Maui. Immerse yourself in the sacred and peaceful ambiance just steps away from the Pacific Ocean, offering breathtaking swimming, diving,...
Poipu Beach Top Floor Prime Ocean View Condo w/ Pool, Tennis, Exercise Room
Enjoy a relaxing vacation and a prime unobstructed view of the ocean from our non-smoking top floor, prime ocean view condo on the beautiful white sands of Poipu Beach on the sunny south shore of Kauai. All amenities are provided including your own private lanai with...
Cozy Volcano Studio w/ Phenomenal Rainforest Views
Experience the best of tropical paradise by staying at 'Fern Studio,' a delightful Volcano vacation rental studio with 1 full bathroom, a kitchenette, and an elegant interior. Surrounded by lush foliage and located near astounding attractions like Volcano National Park,...
Island Surf Resort, breathtaking ocean view, in the heart of the action
This ocean view condo with a generous lanai at the Island Surf resort in Kihei is just steps away from amazing beaches and in the perfect location for enjoying all South Maui has to offer. Open the gigantic sliding glass door to soak in the sounds of the beach and the...
North Shore Condo With Sunset amazing Ocean Views!
Welcome to your ultimate oceanfront escape at The Cliffs at Princeville—a top-tier vacation destination perched above the Pacific on Kaua‘i’s lush North Shore. Conveniently located just minutes from world-renowned beaches, iconic surf breaks, scenic trails, and charming...
Watch Whales and Sunsets from your Oceanfront Lanai- Maui Kai 301
This condo is hotel zoned and complies with all current Maui County ordinances and regulationsOceanfront Corner Unit with Panoramic Views – Your Maui Paradise Awaits! E komo mai (welcome) to your perfect Hawaiian escape, where the soothing melody of waves greets you...