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.
New Listing Hale Mahal - 3 AC bedroom newly renovated Princeville Home Sleeps 8
This gorgeous, fully furnished 3-bed, 2.5-bath home in Princeville features an ideal open-concept floor plan. With newly remodeled bathrooms and AC in all of the bedrooms, this home is your perfect home away from home. Enjoy movies and TV with a 90” 4KTV in the living...
KBM Resorts | FREE CAR | Honua Kai Konea | Mountain view | Gorgeos 1-Bedroom Condo with included Beach Gear! HKK-816
Spacious 1-bedroom top-floor villa in Konea Tower with mountain and peek-a-boo ocean views, elegant flooring, private lanai, and resort amenities-ideal for a luxurious Maui retreat.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
'PONO PLANTATION COTTAGE' SUMMER IN PARADISE-3 BEDROOM
Aloha and Welcome to our 'Pono Plantation Cottage' your private Maui getaway.***CHRISTMAS SEASON HAS A MINUMUM STAY OF 10 NIGHTS***Nestled hillside across from the beautiful Ka'anapali Ocean Resort. Relax in vintage Hawaiian comfort in our spacious 3 bedroom, 2 1/2...
Sweeping Ocean Views! Gorgeously Renovated Luxury Suite! Free Parking & Pool!
Waikiki Beach Tower #1903 – 2470 Kalakaua Ave.INCREDIBLE unobstructed ocean views! Bask in the luxuriousness of this spacious 2-bedroom, 2-bath suite, fully renovated from top to bottom (Dec 2017) with high-end touches including mahogany cabinets and intricately...
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC
Breathtaking views of the ocean, coastline, lush green hills, and palms! With a picturesque ocean view, our top floor condo offers privacy, cooling trade winds and panoramic ocean vistas which a camera can't begin to capture. We could see sail boats on the ocean and...
Lani Kai - Beachfront on Hanalei Bay with Sauna, Hot Tub and Fire Pit
Nestled along the serene shores of Hanalei Bay, Lani Kai, translating to "Heavenly Ocean Home," welcomes guests to its newly refurbished splendor. This spacious four-bedroom, four-bathroom abode caters perfectly to large families or couples seeking ample room to relax...
Private | Oceanview | Spacious | Bright 3BR House
Welcome to Malulani Green Haven! This private 3bd/2ba home is located in a gated, quiet cul-de-sac neighborhood right in the heart of Kailua-Kona. You'll enjoy a spectacular panoramic ocean view from the backyard lanai and a view of Mauna Loa on the opposite side. The...
Spacious Condo Paradise at Kuilima West
***WE ARE ON OAHU, AND CONTINUE TO WELCOME TOURISM***Welcome to your spacious 2 bedroom, 2 full bath, PLUS loft comfortable deluxe condo on the North Shore of Oahu. We are in Kuilima Estates West, which is next to the Turtle Bay Resort. There are 3 pools , tennis...
Quaint studio in the heart of Kaanapali
E Komo Mai “welcome” to Maui Eldorado K211! This tropical Maui Eldorado condo is located in the heart of Kaanapali, one of the world's most well-known destination resorts. It's ideal for a romantic getaway, as well as the family looking for kid-friendly beaches and...
Paia Surf Condo
Classic Paia surf condo located on the first floor of Kuau Plaza centrally located on Maui's north shore. Your private patio leads out to a large communal lawn and palm trees. Mama's hidden beach is only a two min walk, Ho'okipa a two minute drive, a 5 minute drive to...
Maui Resort Rentals: The Whaler 965 - Gorgeous 9th Floor Studio, Fantastic Pacific Ocean and West Maui Mountain Views!
Enjoy gorgeous views of the Pacific Ocean and Maui's neighboring island Lanai, as well as views of the lush West Maui Mountains, from this luxurious 9th-floor studio suite at the Whaler in the heart of Kaanapali Beach.Luxuriously remodeled, Suite 965 offers plenty of...
Maui Westside Presents: Honua Kai - Konea 642/643 4 bed ocean view sleeps 12
Welcome to Konea 642 and Konea 643, two stunning condos in the heart of Maui's most sought-after resort community. Perfect for large families or groups of friends, these luxurious properties are available for rent together, allowing you to enjoy ample space, privacy,...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 2-Bedroom Condo with Beautiful Nightly Sunsets! MAH-611
Oceanfront 2-bedroom villa with panoramic views of lanai, Molokai, & Maui's coast. Enjoy sunrise coffee or sunset cocktails on the lanai, just steps from the beach. Perfect for couples or families.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
2-bedroom condo just 3 minutes from Kamaole Beach Park 3
In the heart of Kihei, Maui, find your haven within this two-bedroom plus a loft condominium. Nestled just a short walk from the stunning Kamaole Beach Park 2 and 3, and the picturesque Keawakapu Beach North, this vacation rental offers the perfect blend of relaxation...
Large Studio In a "Tropical Sanctuary" Just 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,...
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...
Papakea Resort - 3 BR Vacation Rental, Sleeps 9
E Komo Mai! Exciting News from Maui!Maui is ready to welcome you back! -West Maui is open and bustling- restaurants, beaches, activities, grocery stores, Old Lahaina Luau, Whaler's Village, and The Cannery are all welcoming visitors. -New Restaurants to try: Be sure to...
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...
Aloha Condos, Kanaloa at Kona, Condo 2004, Oceanfront, AC
The best located condos at Kanaloa include this top floor luxury condo. Sunset Views Year RoundDirectly OceanfrontTop FloorArguably the Best Location in KanaloaRecent Kitchen Renovation• Oceanfront Location• Sunset Views Year Round• Quiet, Residential Location•...
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, Wifi, 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...
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
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...
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...
Beachfront Cottage on North Shore Oahu, Sleeps 4, $295/Night
You've found Hawaii’s Best Kept Secret! (And YES WE HAVE A LICENSE TO RENT SHORT-TERM! SEE BELOW) The cottage is adjacent to a whole mile of deserted beaches, where you’ll discover isolated sandy coves, driftwood and shells, and forested pastures filled with polo...
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
Sunshine, Beaches, Pools and Sunset ViewsAloha and a warm Hawaiian welcome to Maui Kamaole K-209 the perfect South Maui vacation location for sunshine, beaches, pools and gardens. This comfortable, well-appointed condo is perfectly positioned on the coast of sunny South...
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!
Luxurious 3-bedroom, 3-bath villa at Honua Kai with private lanai, outdoor kitchen, & ocean views. Enjoy resort amenities, pools, & easy access to Kaanapali Beach. Sleeps 8.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date...
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...
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...
Luxury Ocean View Townhouse; 2,864SqFt; 3 Bedroom; 3-1/2 Bath; 3 community pools
Ocean view home is perched on a valley ridge with a big ocean and valley and Prince golf Course views from all the primary rooms in this distinctive home. Ka'iulani is one of the most prestigious areas of Princeville, Kauai. Unit #20 is considered to have the best...
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...
Gorgeous 5-Bed, 4-Bath Luxury Home in Princeville Near Hanalei Bay & NaPali!
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...
Modern Beautiful 1BR Napili Bay Get-Away Condo
Escape to Paradise at Napili Ridge! Our modern decorated 1-bedroom condo is the perfect getaway for you and your loved ones. With a comfortable queen size bed in the bedroom and a cozy queen size sofa sleeper in the living room, you'll have plenty of space to relax and...
Lush Garden Island Condo | Pono Kai Resort | PK-H105
Pono Kai's pool will be closed for repairs September 2025 through November 2025.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 equipped kitchen and...
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...
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...
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...
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...