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.
Unwind in Style: Newly Remodeled Pacific Monarch with Spectacular Ocean Views!
Welcome to your new home away from home!Step into paradise with our beautifully remodeled Honeymoon Luxury Suite on the 25th-floor studio, offering mesmerizing east-facing views of the ocean that defy description. Nestled in the heart of historic Waikiki within the...
Ko'Olina Hawai'i - Oahu - Ocean Front Resort - by Marriott - 2 Bd. Mountain View
In the Luxury community of Ko'Olina, on Oahu's west side, sits Marriott's Ko'Olina Beach Club. This oceanfront resort has all the amenities you expect from a world-class, luxury Marriott Resort. On-site is a spa, a health club, restaurants, bars, a sundry shop, multiple...
The Ideal Property for a Digital Nomad in Hawaii. Enjoy Paradise.
Minimum Stay: 30 DaysMaximum Occupancy: 1 GuestWelcome to my luxury home in one of America’s premier destinations! Located just a few miles from Waikiki, this stunning retreat sits atop a hill in a gated community, offering breathtaking ocean views and the soothing...
Shangri-la escape! Ohana studio with private entrance and parking.
Asia House, sits on an ocean bluff in Princeville on the spectacular north shore of Kauai. The ocean or Queen's Bath is right across the street. There are beaches all over Princeville, all within 1-2 miles or less. Princeville Resort is a jewel on Hanalei Bay, known as...
ALII PARK PLACE K202 BEAUTIFUL 3 BEDROOM WITH AC
Alii Park Place K202 offers a premium and quality living experience with a 31-night minimum stay. This beautifully furnished 3-bedroom, 2-bath unit overlooks a sparkling lagoon-style swimming pool and spa. Located on the second floor, the residence enjoys tropical...
Kiahuna Plantation Resort 33 Ocean View 1 Bedroom
- Second floor, fully renovated, end unit with ocean views and cool breezes- Walk-up, no elevators- Bright and airy tropical ambience- Carpeted living, dining and bedroom areas with tile in kitchen and bath- Fully equipped gourmet kitchen with Corian countertops and...
Oceanfront Studio with Panoramic Views - Kapa'a Sands 09
Wake up to panoramic ocean views in this charming second-floor studio nestled in a quiet, boutique-style property right on the shoreline. Surrounded by lush gardens and cooled by trade winds, this unit features a full kitchen, private lanai, and access to a pool, BBQ...
Kahana Villas E408 by Gather: Prime Location w/ Pool,Beach,Tennis & Sunset Views
Welcome to Kahana Villas E408 by Gather, a spacious two-bedroom, two-bathroom condo in the heart of Lahaina, HI. Located directly across the street from the beach, this condo offers a prime location and plenty of amenities to make your Hawaiian vacation...
Ocean View Villa w/ Close Proximity to Ocean and Resort Amenities
This elegant, single-level ocean view villa is designed for sophisticated island living. It features a sunken living room with sliding doors for easy access between indoor and outdoor spaces, a gourmet chef’s kitchen outfitted with premium appliances, complemented by...
Westin Princeville Ocean Resort VillasnOne Bedroom Villa
1 Bedroom Premium VillaWestin Princeville Ocean Resort VillasPrinceville, HawaiiLocated on the north shore of the Princeville Resort, along a cliff two hundred feet above the ocean, you might just have found your paradise. The beautiful Westin Princeville Ocean Resort...
Maui Resort Rentals: Marriott's Maui Ocean Club Studio Oceanview Suite
Freshly Renovated Studio Oceanview Suite at Marriott's Maui Ocean Club. Marriott’s Maui Ocean Club is a full-service resort with everything needed for a fabulous stress-free vacation. Amenities include mid-week clean-up service, pool towel service, exercise...
Maui Kaanapali Villas 293: 1 bedroom condo on N Kaanapali Beach
Maui Kā’anapali Villas #E293: Second floor 1 bedroom on N. Kaanapali Beach with Pool and Beach AccessThe space:This condominium is located in the popular Emerald building, renowned for stunning views of the pool, grounds, and people-watching. Situated on the second...
Aloha Vibes Road to Hana explorer
Immerse Yourself in the Aloha Spirit with Our Cozy Camper Van!Experience Maui like never before in this ultra-comfortable, fuel-efficient camper van—perfect for two adventurous travelers looking to relax, explore, and embrace island life. With all the essentials and...
Fairway Villas at Waikoloa Golf View 2 Bedroom
Golf View 2 Bedroom 2 Bath - Kitchen features granite countertops, ceramic cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- Master bedroom with 1 king bed and master bath with large soaking tub...
Central Waikiki Beach Studio
Super location! Only 5-minute walk from famous Waikiki Beach and central to shops, restaurants, activities, and amenities. This sunny kitchenette studio has plenty to offer including partial ocean view on high floor, free assigned parking, secured elevator, and cooking...
Waipouli Beach Resort Oceanfront 1 BD 2 BA
Relax in this oceanfront one-bedroom condo, where the waves are your backdrop. Perfect for a couple’s retreat; with an open concept living space and a lanai that brings the ocean right to your doorstep.Oceanfront 1 Bedroom 2 Bathroom• Kitchen features granite...
Canoe House at Champion Ridge - 4 Minutes to Private Mauna Lani Beach Club
Take advantage of this exclusive limited-time discount and experience the luxury of Canoe House at Champion Ridge—a breathtaking four-bedroom, three-and-a-half-bath retreat in the heart of Mauna Lani Resort. Designed by acclaimed architect Lucky Bennett, this stunning...
Private Home, Beaches, Volcano, Wi-Fi, Tv, Games, Fruit Trees
Cozy 2 bd/1ba home nestled in serene Orchidlands. We’re in 2 acres of island forestry, giving you plenty of privacy and quiet time to relax.Bedroom 1 has a King size bed. Bedroom 2 has a queen size bed with ample closet space. Phone charging ports at side tables and...
Magic Sand beach Cozy 2-bedroom Ohana in beautiful Kailua-Kona with AC, WiFi
The house is across the street from Magic Sand beach. One minute walk to the beach from our house. The Ohana is separated from the main house, which you might share the pool/spa with others if someone else rents the main house. Otherwise, you can enjoy the pool/spa...
Makaha 4 BR/2BA Ocean & Mountain Views home - 0.4 miles from Makaha Beach Park.
4 BR, 2 BA home with Ocean & Mountain views. Wake up to the fresh ocean air and splashing waves. Goats frolicking in the Waianae mountain range. Modern, clean and spacious home. Located in a quiet, well-established Makaha neighborhood just a few minutes walk from Famous...
🏝️Summer Deals-Ocean View, Great Location, Across from Kamaole Beach 2🏝️
Discover your perfect getaway at this charming one-bedroom, one-bathroom condo, ideally situated across from the stunning Kamaole Beach Park 2 in Kihei. With ocean views from the bedroom and a refreshing pool view, this property offers a serene ambiance that invites...
Westin Princeville Ocean Resort Villas" Best of the Best" 2 Bedroom
This luxurious 2 bedroom villa features 1311 sq. ft. of living space and comfortably sleeps up to 8 adults. The master bedroom is outfitted with Westin’s signature king size Heavenly Bed and the master bath features the Heavenly Bath complete with large shower, double...
Country Escape
Visit our "Country Escape" on the North Shore of Oahu and experience “Country Living” on a secluded one acre estate above Waimea Bay. Situated at the top of the Pupukea highlands, your hiking and cycling activities will be enhanced by the cool mountain air and lack...
Magic Skies Surfs Up Room
This room is large and is located on the main floor with two beds, a queen size and a full size bed, sitting area, frig, microwave, coffee, double doors lead out onto front lanai, with ocean view. Bathroom is dedicated but is also the bathroom for the living area on the...
OceanView Marriott Waiohai beach club 2BDRM villa , Full Resort Access
Welcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered one of America's...
Alii Villas#322 Stunning & Special Top Floor Condo with Ocean Views
Alii Villas 322 – Incredible Top Floor Ocean View RetreatWelcome to one of the most unique and desirable units at Alii Villas. Perched on the top floor, this beautifully appointed 1-bedroom, 1-bathroom condominium offers a private retreat with sweeping ocean views...
Ultimate Beach Retreat! 2BD Suite w/ Pool, Hot Tub
Come unwind at our spotless condo at the Maui Banyan Resort, just a few short steps from the soft, sandy beach. Enjoy peekaboo ocean views while you soak up the aloha spirit.✓ Right across the street from Kamaole Beach II✓ King bed + Queen bed + 2 pullout Queens✓...
3 Marriott-Kauai Lagoons Beachfront Resort, Gym
Enjoy the glamour of this stylish, upscale place. Marriott Kauai Lagoons - Kalanipu'u is a secluded oasis amid this breathtaking beauty of Kauai. This master-planned community is an upscale vacation hideaway featuring more than 500 emerald acres of tropical foliage,...
Royal Kahana Maui 816 Ocean View Studio
- 8th floor condo with balcony- Updated kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Ceramic tile floors in entry, kitchen and bathroom...
Kahala Beach #446 Vacation Rental
This highly desirable top-floor unit overlooks the lovely koi pond and provides the best views of the sky and stars. The lanai is oriented to the afternoon sun and sunset. Importantly, its top floor position makes it one of the most quiet apartments at Kahala Beach....
Great Ocean View One-Bedroom Overlooking The Yacht Harbor At The Ilikai Hotel!
1 Bedroom Deluxe Yacht Harbor View on the 16th Floor! Wake up to a gorgeous view of paradise from your very own private lanai. Unit was recently renovated and features an updated kitchen, bathroom, and flooring! Enjoy the beautiful sunset overlooking the yacht harbor...
Studio With Full Kitchen, Minutes to Beach & Shopping!
Construction Notice 2/10/25: Spall repairs are currently underway on the ocean-side units. Please be aware that construction noise may occur between 8 AM and 5 PM. The project is expected to be completed by July 2025.This condo is located at the Ilikai Marina on the...
Golfer’s Lava Cove - Waikoloa, HI
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
NEW! Makai Manor - AC, Hot Tub, Views!
30 night rental. Please inquire.Experience the epitome of luxury at our newly constructed vacation home, unveiled in August 2021. Nestled adjacent to a charming beach park, this magnificent property boasts breathtaking ocean vistas that promise to mesmerize guests from...
Sunny Dream Escape Big Island Waikoloa
Welcome to a beautifully maintained 3BR/2BA condo in Waikoloa Village! Enjoy an open layout with natural light, updated finishes, and a private lanai with golf course sunset views. Features include stainless appliances, new kitchenware, a cozy Cal King master suite with...
PK K207 Relaxing Maui 1BD Condo w Pool & Beach
Papakea K207 NEW LISTING Relax on Maui at this 1Bedroom, 1Bathroom, Just Steps from the Pool and Beach! 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...
Marriotts Kauai Beach Club - Studio
*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the hotels. Marriott is rolling...
Luxurious five-bedroom modern retreat
This five-bedroom home inHonolulu offers a blend of modern design and tranquil vibes. The spacious interior features an open-concept living area .The kitchen is modern and functional, with sleek finishes and ample storage. The master suite provides a serene retreat....
Fabulous ocean view Kaanapali Maui 6 bedrooms for 14!
Fabulous ocean view Kaanapali Maui 6 bedrooms for 14! New listing! This beautiful Kaanapali area 6 bedrooms, 6 bath ocean views for 14 is made up of 2 separate 3 bedroom ocean view penthouses, just steps apart! This incredible location is just 2 blocks to...
KBM Resorts | FREE CAR | Papakea | Ocean view | Renovated Studio! PKE-304
Oceanview studio at Papakea E-304 with A/C, full kitchen, queen bed, sleeper sofa, private lanai, in-unit laundry, and access to pools, hot tubs, tennis, putting greens, and more.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance
LUXURY Lanikai oceanfront home built in 2006, charming board and batten home, concrete floors throughout with the charm of old Hawaii. Beautiful gardens, outside dining and entertainment areas, large pool, big yard spaces, and awesome private outdoor showers that you...
Wyndham Ka Eo Kai | Four 2BR Suites - Sleeps 24!
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Oceanview Ground Floor Studio | Islander on the Beach 111
Islander on the Beach 111 – Oceanview Ground-Floor Studio | Pool, Hot Tub, A/CRelax in this charming ground-floor studio at a 6.5-acre oceanfront resort on Kauai’s East Side. Enjoy partial ocean views from your raised lanai, a king bed, A/C, kitchenette, and resort...
2-bedroom apartment with WiFi, AC in Kihei
Condo A307 is a 2 bedroom, 2 bath with AC. A307 has a kitchen, upstairs and downstairs bathrooms, laundry equipment. There is a king bed in the upstairs loft bedroom and two twin beds in the guest bedroom. There is a sofa bed in the living room. A307 has a spectacular...
Kaanapali Alii | 441
Kaanapali Alii 441 is a luxurious vacation rental situated in the heart of Kaanapali along Maui's western coastline. This garden view condo offers an expansive living space of approximately 1,544 square feet, featuring one bedroom, an enclosed sleeping den, and two full...
CW Shearwater Resort | 2BR/2BA King Balcony Suite
Summary:CW Shearwater Resort | 2BR/2BA King Balcony Suite• Size: 1316 - 1368• Kitchen: Full• Baths: 2• Accommodates: 6 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1 VariesRoom Amenities• Ceiling Fan• Hairdryer• In Room Safe• Washer/Dryer In Unit•...
Marriott’s Kauai Beach Club- 1BR
Summary:Welcome to Hawaii's Garden Isle of Kauai. Explore lush valleys and timeless canyons, majestic waterfalls and rainforests that merge into the blue-and-green sea. Marriott's Kauai Beach Club is located on beautiful Kalapaki Beach, rated one of the best swimming...
Luxury Ko Olina 2 story resort villa - 5 minutes walk to the beach!
True resort living in a tropical paradise.We offer Acura MDX SUV for rent to our guests.ResortThis spacious luxury 2-story premier resort villa is located in the most desirable area of the Ko Olina Resort - Coconut Plantation community, the closest to the beach - mere 5...
KPL 20 Experience ocean views, Cozy 2-bedroom retreat in West Maui.
Kaanapali Plantation 20 NEW LISTING! Sweeping Ocean Views and Sunsets from the North Kaanapali Hillside West Maui, 1 Minute from the Beach!Welcome to your Maui Retreat: Perched above the Kaanapali coastline on West Maui, this vacation home offers sweeping ocean views...