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.
3 Bedroom 3.5 Bathroom Ocean View House. A Short Walk To Paia Town & Beaches!
We have three newly renovated air-conditioned studios on our property. This add features our newly renovated 3 bedroom 3.5 bathroom ocean view upstairs house. The house has a full kitchen, large living room, indoor and outdoor dinning, smart TV, free streaming Wifi,...
This phenomenal 9th-floor offering pairs two kitty-cornered residences for nearly 2800+ sq ft of combined interior living space. Your group will enjoy five luxurious bedrooms and bathrooms, two modern kitchens, and two expansive lanais featuring unparalleled views of...
Beautiful South Shore Maui 2B/2B Condo w Ocean Views Next to Pickle Ball Courts
Luana Kai Resort is located on Maui’s South Shore on the Ocean side of S Kihei Road. Beautifully landscaped grounds w swimming pool, sauna, jacuzzi, cabana outdoor kitchen, and gas barbecue grills. Tennis courts, pickle ball courts, 9 hole putting green, and shuffle...
Breathtaking golf course and sunset views
Welcome to Kapalua Golf Villa 26P 5&6a beautiful 2-bedroom, 2-bathroom condo that offers fine artwork throughout, central A/C, and an in-unit washer/dryer. Please note that there are 2 flights of stairs and no elevators. Unit 26P 5&6 can accommodate up to 6 guests. The...
Ocean Views 2BR, Ground Floor & A/C! Ekolu 1405!
Conveniently located on the ground floor, you can soak in the ocean view while relaxing on a chaise lounge chair on the lanai while watching the sunset!. The large private lanai off of the living area has an adjacent lawn area. The lanai offers plenty of outdoor seating...
Special Rate! Huge Ocean View Lanai! Best South Maui Locale! Split AC! KBR 307
Kamaole Beach Royale #307 has one of the best locations on Maui, close to so many shops and eateries and across from popular beaches and parks. This Kihei vacation condo offers spectacular ocean and sunset views from the large West facing covered lanai. Nicely updated...
Kalama Terrace L106 - Heart of Kihei Remodeled Condo
Kalama Terrace L-106: Experience the best of South Maui with this ideally located Maui vacation rental. Nestled in the heart of Kihei, this ground-floor condo offers the ultimate beach getaway. Just two blocks away, you'll find two popular beaches and the renowned surf...
Hualalai 72-105 Pakui~private residence~pool~spa~walking distance to resort
Located at the entrance to Pakui Street - a popular area for vacation rentals, this 3 bedroom, 3.5 bath home is part of the world renown Hualalai Resort that features the Four Seasons Hotel, Sports Club & Spa, championship golf, tennis and a wide range of ocean sports...
Unbeatable Ocean Vistas - Polo Beach Club 606 - Beachfront Living!
Polo Beach #606Welcome to Polo Beach #606, an elegant top-floor oceanfront condo at the sought-after Polo Beach Club in Wailea. With breathtaking panoramic views of the Pacific and neighboring islands, this luxurious two-bedroom, two-bathroom retreat is the perfect...
Ma'alaea Surf Unit G4 1BR ground floor Beachfront Condo, Wi-Fi, AC, TV, Pool
Ma'alaea Surf, Unit G4 is a conveniently located ground floor unit, just steps away from the large pool. This warm luxurious unit features a recently upgraded fully furnished kitchen, large master suite with King size bed and a queen size sofa bed in the living room....
Waikoloa Saltwater Haven in Vistas
Welcome to Waikoloa Saltwater Haven, a vacation rental condominium located on the fringe of the prestigious Waikoloa Beach resorts' world-class golf course. This fully furnished and spacious two-bedroom, two-bath unit offers a luxurious retreat for your Hawaiian...
Famous Ilikai Ocean View Luxury Condo! NO RESORT FEES! FREE WIFI
This 500 s.f large Ililai studio offers a cozy retreat for guests. With a comfortable king bed and a pull out queen sized sleeper couch make 4 people sleep comfortable. There are open full kitchen with granite counter tops and a granite shower bathroom. Split AC and...
Gorgeously Renovated Suite 2 Blocks from Beach in Heart of Waikiki! Parking!
Niihau Apartments #903 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This recently remodeled condo is the perfect launching point to explore all that Waikiki and Oahu have to offer! FREE Wi-Fi and parking at nearby lot. Secured building/elevator....
Kahalekai - Best Value Oceanfront Home in Sunny Poipu
This lovingly maintained and well-equipped oceanfront beach house is ideal for your family’s next vacation or to share with friends. You will be in awe of the exquisite ocean and coastline views from every room. Kahalekai is perfectly situated to view the mesmerizing...
Wailea Ekolu 206 -Gorgeous Ocean View - AC - Close to Wailea Beach!
E Komo Mai to our luxury 2 bedroom unit on the 2nd floor with a beautiful ocean view and a spacious interior. From our comfortable lanai seating you have a full 180 degree view of the islands of Molokini, Kahoolawe, Lanai, and the West Maui Mountains while enjoying your...
🏖️Updated Unit | Perfect Location | Concierge Included | vrKCV
Aloha! This unit is perfect space for a party of 6, with convenient parking access. 3-bedroom, 2.5-bathroom townhouse at Kulalani within in the Mauna Lani Resort. Our unit includes easy access to the gated parking lot of Mauna Lani Beach Club and is walking distance to...
An Absolute, Perfect Paradise and Affordable
If you are looking for Paradise, this is IT. The location of this Little Cottage is 30 feet out the front door to the most beautiful sandy beach. The snorkeling and fishing are exciting. There is a pool on the property, exercise room, Bar-B-Q area and parking. This...
PK K306 Remodeled Condo w Ocean View Heated Pool Hot Tub
Papakea K306 Remodeled 1Bedroom Kaanapali Condo with Ocean Views. Steps to Beach and Ocean. Resort Offers Heated Pools, Hot Tubs, Tennis, Putting Greens, Security and More! Papakea K306 is a spacious, remodeled 1 bedroom, 1 bathroom condo in West Maui and styled in a...
Tranquil 1bd oceanfront condo, steps to beach
Noelani 206 is a 1-bedroom, 1-bathroom condo on the 2nd floor featuring amenities such as panoramic ocean views, a private lanai, and a washer/dryer. The condo can accommodate up to 4 guests with a Queen-size bed in the bedroom and a queen sleeper sofa in the living...
BBQ, New Air Conditioning and upgrades!
Hawaiian Hale with upgrades on appliances and Smart TV!Waikoloa Beach Villa F23 located in Waikoloa Beach Resort on the Kohala Coast. Centrally located; walk to dining, shopping, beaches and so much more. This 2 bedroom, 2 bath Villa on the second floor with a built in...
Beautiful 2nd floor, partial ocean view condo! Bathroom recently updated
The Kihei Bay Vista complex and condo is one of the best and most desirable locations, due to the size of condos and complex. Only 60 units and 2 stories, you are located just across from Kalepolepo Beach and Sugar Beach area. The condo is equipped with everything you...
Maui Kamaole K-209 Walk to Beach, Views, Pools, Hot Tub, A/C, W/D
A warm island welcome from the Kai Lani Retreat at Maui Kamaole K-209. Hawaiian for Sea and Sky, you will feel the spirit of Aloha the minute you step into this newly renovated, fully airconditioned, 2 bedroom, 2 bath top floor resort condo. Watch legendary Maui sunsets...
Kaha Lani Resort #119, Oceanfront, Steps to Beach, Free Wifi and Parking
Kaha Lani Resort #119, Oceanfront Kauai Vacation Rental located in Wailua, Kauai. Note: Pool Closure June 9-20, 2025 for resurfacing.Beautiful Oceanfront 1 bedroom, 1.5 bath ground floor end unit with 739 square ft. of living space. Accommodates up to 4 guests,...
KBM Resorts| Honua Kai Luana HKL-5B, Ground Floor, private BBQ, walk to beach, w/Rental Car!
** 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...
Whaler 973 is a gorgeously remodeled 2BR/2BA corner suite that delivers breathtaking views of the Pacific Ocean, Maui's neighboring island Lanai, and the lush West Maui Mountains.Your party will have plenty of space to gather and reconnect because Suite 973 offers an...
Quiet Ground Floor Oceanfront Unit
Hawaii Tax ID: TA-179-113-9840-01TMK: 390080030009This ground floor unit is a perfect getaway for a quiet beach vacation. The complex is in the quiet area of NorthKihei and sits along the white sandy beach. You will love waking up to the sound of crashing waves...
Island Charm Studio, 10 Minutes to Napili Beach
Napili Ridge H4 is a charming ground floor corner-unit studio that is the perfect place to unwind and recharge after a long day of island exploration. Relax on the firm, round bed while watching your favorite shows on the large wall-mounted TV. Enjoy all the amenities...
Hale LIO KAI: Gorgeous Home with Pool, HOT TUB & Stunning OCEAN/SUNSET Views
Welcome to Hale Lio Kai! Home of the Seahorse, translated in Hawaiian. Absolutely incredible home built in 2015, this is an incredible option for your Vacation. Enjoy incredible amenities such as a beautiful 5 foot deep salt water pool & hot tub! Hale Lio Kai is located...
Ho'okipa Hale in Kona: Wade Pool, Pacific Views & Stunning Sunsets
Welcome to Ho‘okipa Hale, a three-bedroom, three-bathroom retreat in scenic Kailua-Kona. This private home blends the comforts of modern living with the beauty of tropical island surroundings. With panoramic ocean views, a lush fruit-filled garden, and a serene wade...
Nalani Palms: Gorgeous 5BR Luxury Home in Princeville
One of Princeville's finest vacation rentals, Nalani Palms provides peace, privacy and comfort for your ultimate dream vacation for a family or corporate retreat. Grill locally caught fish on the large poolside BBQ, lounge by the private pool and outdoor Spa-hot tub or...
Lush Garden Island Condo | Pono Kai Resort | PK-H105
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public."Lush Garden Island Condo" is a 1 bedroom, 1 bathroom condo with a fully...
Kauhale Makai - Penthouse - Central AC -Oceanfront Unit - Ocean View!
This 1 bedroom, 1 bathroom oceanfront condo on the 6th floor was just completely remodeled. The Beach is right in front of the property. Incredible sunset views year round and just minutes away from shopping, grocery stores, restaurants and golfing.The unit is situated...
Best view in Maui. Condo fully remodeled. August special 10% weekly discount.
This is one of the best views in Maui. The condo is on the 6th floor. Condo has 2 bedrooms and 2 bathrooms. Couch is a pull-out queen size bed. The main room has a king size bed. The second room has a queen size bed with a bathroom attached. Both rooms have two end...
NEW Fabulous Ocean View Penthouse! PAPAKEA#D403
Completely remodeled ocean view 3 bedroom (2 bedroom plus loft) 3 bathroom penthouse in Papakea unit D403. The view is amazing with a tranquil koi pond, followed by the pool and then ocean. Whale watching from the living room, and the Lanai. Close enough to see the...
Palms at Wailea 1201! Perfect Location in Wailea!
Palms at Wailea 1201! Perfect location in Wailea! This 2-bed/2-bath condo offers the perfect getaway for families or couples traveling together. Enjoy lounging or dining al fresco on your private lanai! Complete with seating for six. The floor to ceiling sliding glass...
Newly Remodeled across the ocean - Kihei Holiday 115
This beautiful remodeled Two-bedroom/One bath condo is only 126 steps from the beach!! Enjoy beautiful sunsets and long walks on miles of beautiful beach! Watch the whales in the bay and enjoy snorkeling, swimming and boarding. This spot is a well kept secret - close to...
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
“Haneo’o” – Unit 104 – is a lovely 1-bedroom/1-bath ocean view condo located in Hana Kai’s Mauka (upper) building, ground floor. This upscale Hana condo has tropical decor, a king-size bed in the bedroom and a queen-size commercial hide-a-bed in the living room, ceramic...
Maui Resort Rentals: Honua Kai Hokulani 147 - Upgraded Ground Floor Interior, Steps to Beach/Pools!
This two-bedroom interior ground floor suite offers its own spacious lawn area, upgraded travertine flooring, and solitude from the prevailing trade winds. The suite can accommodate up to six guests in two king-sized beds and one queen-sized convertible sofa...
Ocean view designer studio on Kaanapali
This studio condo has a beautiful view of Molokai and partial ocean view which is great for a romantic couple or for a small family getaway. There is central air-conditioning, a full open kitchen with a large counter, separate eating table, new range, new dishwasher,...
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Mauna Kea Magic a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural beauty...
Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!
OCEANFRONT SPLENDOR IN PERFECT HARMONY WITH NATUREPerched on the dramatic bluffs of Hana Bay, Elua Cottage at Hana Maui Luxe offers a rare oceanfront escape surrounded by black lava cliffs, lush tropical beauty, and black, red, or golden beaches to enjoy. Whether you're...
402 - Spectacular Oceanview Unit with A/C! 2 sofa beds!
* Ocean front condo has been upgraded, most recently the bathrooms * 100 feet from one of the finest beaches in Maui- wonderful snorkeling and water sports at your doorstep! * Watch the whales (in season), turtles year round from your private Lanai * Book with...
** 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...
Hale Kamaole 311 Third floor condo, easy access to best beach on Maui!
This two bedroom condo without a loft, has a good Ocean and Garden View. Master bedroom has king bed. Down stairs bedroom has king bed. Spacious kitchen cabinets. Wood and tile floor including lanai no carpet. This condo has lots of extra windows that open for a great...
Unleash your inner golfer: Book our condo and enjoy golf deals in paradise!
This luxury vacation retreat is located in the Waikoloa Beach Villas at the Waikoloa Beach Resort. Waikoloa Beach Villas is a Private Gated Community nestled within a World Class Resort Destination.It situated within close proximity to shopping and great restaurants at...
1 Block from World-Famous Waikiki Beach in the Heart of Waikiki! FREE Parking
Ni'ihau Apartments #602 – 247 Beach WalkUnpack, you've arrived! Time to relax, explore – or do it all! FREE Wi-Fi and parking at nearby lot; secured building/elevator. Located in the newly revitalized area of Waikiki, you're just steps to great dining, shopping and...
Our ocean view condominium is kept updated and comfortably furnished to offer you a relaxing, quiet, and enjoyable vacation. You'll love the bamboo floors, which lends to the clean, open feeling of our wonderful condo. This top floor end unit also offers great ocean and...
Remodeled 2bdr condo in the heart of Waimea town -15min drive from Beach
Aloha, thank you for your interest. Our place offers great in town location, walking distance to the best restaurants, coffee shops and Saturday farmers market in Waimea. Condo offers a nice patio area where you can enjoy those warm Hawaii evenings. Convenient parking...
Remodeled OCEANFRONT condo with Air Conditioner - Napili Point B33
Elevate your Maui experience at Napili Point, an exclusive oceanfront condominium perched above the crystal-clear waters of Honokeana Cove and moments from the white sands of Napili Bay. This impeccably renovated one-bedroom, one-bathroom residence blends sophisticated...
Jewel of the Pacific: Oceanfront Paradise Dream Escape in Princeville, Kauai
Welcome to your ultimate Hawaiian retreat, where the beauty of Kauai unfolds before you in every breathtaking detail. This stunning Princeville condo offers a 180° panoramic ocean view of the Blue Pacific and Bali Hai, the most iconic vista on the island. It’s the...