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.
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Kaanapali Residence Club+Amenities, 3BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴🌺 Escape to Tropical Opulence at The Hyatt Residence Club on Kaanapali Beach! 🌺🌴𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 may provide an additional $500-$1000 SAVINGS for members on...
Fairways South #23
Located within the desirable South Fairways at the prestigious Mauna Kea Resort, this charming 4-bedroom home is adorned with exquisite Asia-Pacific decor. This beautiful vacation rental not only offers breathtaking ocean views but also provides a serene oasis to unwind...
Incredibly roomy, adjacent to the best beaches/Wailea
Extremely roomy, high-end 1-bedroom 2-bathroom, deluxe 1039 square feet condo at the gateway to Wailea. Remodled and features a king bed, high-end furnishings, and a sofa bed. The property has two pools, two hot tubs, two tennis courts and lush gardens. Home boasts...
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...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Lanai | 2 Units, 5 Bedrooms | HK ML-1904
** 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...
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
Wake up to panoramic ocean views in this charming 2nd floor condo, just steps from the sands of Kauai’s iconic beach. A peaceful, fully equipped retreat for up to four guests. Unit 33 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size...
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...
4th Fl Marine Surf Studio | Corner Unit | Parking
Stay in comfort and style within walking distance of the International Market Place, restaurants, shops, and Waikiki’s vibrant nightlife. This bright corner studio is ideally located in the heart of Waikiki and includes one free parking stall—a rare bonus in this...
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 comfortable retreat offers a prime Maui location and resort-style amenities for a relaxing and...
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
Enjoy beautiful golf course views from this bright two-bedroom condo on the scenic Kohala Coast. Lots of room to relax and unwind and ideal for exploring the Big Island’s beaches and natural beauty. Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200...
Central Waikiki Beach Studio
5-min walk to Waikiki Beach from this sunny high-floor studio with partial ocean view and private balcony.Rest on a new queen pillow-top bed, stay connected with fast Wi-Fi, and cook in the stocked kitchenette.Enjoy free assigned parking, secure elevator access, self...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢'𝐬 Luxury Beachfront Kaua‘i Club Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 2-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at the...
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...
Spacious, family friendly Waikomo Streams condo with pool - walk to Baby Beach
Waikomo Stream Villas 131Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Poipu, HI! This charming condo is nestled amidst lush landscaping and...
Canoe House at Champion Ridge - 4 Minutes to Private Mauna Lani Beach Club
Experience the luxury and tranquility of Canoe House at Champion Ridge, a breathtaking four-bedroom, three-and-a-half-bath retreat within the prestigious Mauna Lani Resort. Designed by acclaimed architect Lucky Bennett, this single-level residence seamlessly blends...
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...
Kaanapali Alii 425
Welcome to the Kaanapali Alii 425, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers breathtaking views of the resort's lush gardens and is the perfect family-friendly retreat for your next getaway....
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,...
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 2 Bedrooms | NAP ML-1339
** 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...
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 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
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...
Ocean View, Pool, Hot Tub, Tennis, Pickleball
Welcome to Maui Dreams Escape!Experience the beauty of Maui’s Kaanapali Coast at Papakea Resort J303, a spacious 2-bedroom, 2-bath ocean-view condo. Perfect for families, couples, or groups, this unit comfortably sleeps up to 7 with a king bed in the primary bedroom,...
The Lodge at Kukui‘ula - Bungalow 7
Bungalow 7 is a spacious ocean-view vacation home along Kaua'i's ideal southern coastline. It is the only two-story bungalow in our collection, offering commanding ocean views from the upstairs primary bedroom. This bungalow is conveniently within walking distance of...
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...
Kaanapali Alii Unit 111
Welcome to your dream getaway at Kaanapali Alii Unit 111, a luxury vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This meticulously designed 1-bedroom, 2-bathroom condominium offers a serene escape with a private lanai, stunning resort views, and...
Wailea Grand Champions 185 - 2 Bedroom Garden View Condo
This two-bedroom, two-bath villa at Wailea Grand Champions offers a perfect blend of contemporary style and tropical paradise. The open floor plan seamlessly connects the fully-equipped kitchen, dining area, and spacious living room, creating an inviting atmosphere for...
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...