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.
4Bed Beachfront home near Pipeline
Make yourself at home in this 4-bedroom 3.5-bathroom North Shore piece of paradise. This wonderful house boasts 1 king bed, 3 queen beds, and 1 twin bed, perfect for a tranquil getaway. With beachfront views from 3 out of the 4 bedrooms and all bedrooms with their own...
Oceanfront Living at Luxurious Mermaid Manor in Kailua-Kona, Hawaii
Mermaid Manor – Oceanfront Island Home with Tidepools & Signature Indoor/Outdoor Mermaid ShowerWelcome to Mermaid Manor, your private oceanfront retreat in the heart of Kailua-Kona. This 2,500 sq. ft. island-style home features panoramic ocean views, three ocean-facing...
Maui Resort Rentals: Honua Kai - 6 Total Bedrooms with Over 3800 Combined Sq Ft and Stunning Premier Ocean Views!
This exceptional pairing combines a stunning 3BR Premier Oceanview suite overlooking the resort's lush interior courtyard and pools with a neighboring 3BR Oceanview suite offering not only stunning views of the blue Pacific but also vistas of the majestic West Maui...
Stunning Kaikea 4Br/4Ba Estate: Luxurious and Private - 5 min from Lanikai Beach
Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of two separate structures- one newly built in 2018, along...
180 Degree Ocean View in Wailea! WE204
Welcome to Wailea Ekolu Village, unit 204! This is a top floor, FRONT LINE, two bed, two bath condo with a 180 degree ocean view! Overlooking the Wailea Blue Golf Course course, this unit boasts dramatic ocean views! The interior has been extensively remodeled and...
Papakea OceanFront Resort - Beautiful Two Bedroom Ocean View Suite
Papakea Resort Maui provides amenities like dry cleaning/laundry services and 2 hot tubs. Guests can connect to free in-room WiFi.Other perks include:• 2 outdoor pools• Free self parking• Barbecue grills and concierge servicesRoom featuresAll guestrooms are individually...
New Listing- Impressive 3 Bd+2 Bath Vacation Home at Wailea Grand Champions
Bldg. 16 - Unit #153 - A front-row, ground floor, impeccable 3 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is a prime example of what Wailea Grand Champion Golf Villas has to offer in a 3 bdrm + 2 bath category. Upgraded...
Beachfront 2 Bedroom / 2 Bathroom Condo in Kihei
Indulge in luxurious island living at this oceanfront 2-bedroom, 2-bath condo in Kihei, Hawaii! This well-appointed condo is located directly on Keawakapu Beach, so you can spend your days splashing and snorkeling under the sun. Explore the excitement of the area at top...
Maui Resort Rentals: Honua Kai Hokulani 404, Luxurious 3BR w/ Stunning Ocean & Mountain Views!
Located only one stack back from oceanfront in the closest column to the ocean at the entire resort, this luxurious 3BR/3BA residence boasts stunning ocean views that extend deep into the home’s living area, as well as vistas of the West Maui Mountains. Enjoy a...
Waikiki Grand 1002- Sundeck level - The Best Location in Waikiki!
LEGAL SHORT-TERM RENTAL ❃ 1002 is located on the 10th Floor of theWaikiki Grand Hotel® sundeck!❀This spacious PH/Studio offers large living area w/ a Full-Kitchen incorporatedInsane views from your front door & the communal patio,all less than 2min walk to the soft...
Maui Resort Rentals: Honua Kai Konea 818 – Luxurious 2BR Corner Suite w/ Oversized 450+ sq ft Balcony & Beautiful Partial Ocean & Mountain Views!
Konea 818 is a luxurious 8th-floor two-bedroom "penthouse" corner suite and one of the few offerings at Honua Kai that afford views of both the tranquil blue Pacific and the majestic West Maui Mountains. Take in the dramatic scenery while you dine, entertain, or simply...
Penthouse Sweeping Ocean Views!
Welcome to Maui and the Hono Hideaway home located in the stunning Ka`anapali Shores Resort!See the ocean from every room of this beautiful, top-floor FOUR-story condo in the oceanfront wing of the Ka`anapali Shores resort! You`ll feel like you`re walking on water as...
KBM Resorts | FREE CAR | Maui Kaanapali Villas | Renovated Studio Near Beach Central A/C! MKV-B247
** 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...
Tranquil Golf Course Townhome Ko Olina Kai Estates w/Great Amenities by Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your luxurious retreat nestled within the exclusive Ko Olina Kai Golf Estates and Villas gated...
Elegant suite with a large lanai and ocean views
Step into Kaanapali Shores 401, a spacious 2-bedroom, 2-bathroom condo that offers central A/C, a private washer/dryer, and panoramic ocean views. This property has elevators. Unit 401 can comfortably accommodate up to 6 guests. The master bedroom boasts a king-sized...
Boho Island Paradise - Remodeled 2BR/2BA
Welcome to your tropical retreat in the heart of Waikoloa, Hawaii! Our recently renovated 2-bedroom, 2-bathroom condo blends boho-chic style with modern conveniences, providing the perfect backdrop for your dream vacation. Whether you’re in search of relaxation or...
The Treehouse at Hulili Farm - NEW
High in the podocarpus trees, the Treehouse sits, with a sweeping view of the ocean, and the beautiful sound of birdsong. Sip coffee on the lanai as you watch the sunrise over the ocean. Fall asleep gazing up at the unobscured starry night sky through the carefully...
Hip Hawaiian Oceanfront Vistas (New Condo Special)
Summary:Bright, modern, and spacious. Complete remodel in August 2024! Thoughtfully designed to elevate your experience on Maui. This one-bedroom, one-bathroom condo features luxurious touches throughout paired with beautiful ocean views. Located in the sunny and...
Spacious 2BR Best Ocean Views -Kapalua Golf Villas 11P 5-6
This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Bliss & Golf Course Serenity – Kapalua's Premier Escape AwaitsE komo mai (welcome) to the Hawaiian escape of your dreams, where every sunrise whispers serenity and every...
Poipu Crater 23 - Vacation in the Crater/Air Conditioning in Bedrooms
Summary:Enjoy a peaceful retreat inside Poipu’s extinct volcano crater. This 2-bedroom condo features split A/C in both bedrooms, lush garden views, a fully equipped kitchen, private lanai, and access to the pool, sauna, tennis courts, and BBQs. Walk to Poipu Beach,...
Poipu Crater 24 - Stay in the Crater, A/C in the Bedrooms
Summary:Stay inside a lush extinct volcano at Poipu Crater 24. This 2-bed, 2-bath duplex condo features split-system A/C in both bedrooms, a private lanai surrounded by tropical foliage, full kitchen, and resort amenities including pool, sauna, tennis, and BBQs. Walk to...
Manualoha 303 - Ground Floor with Free Poipu Beach Athletic Club Membership
Summary:Enjoy a relaxing garden-view retreat just steps from Poipu Beach. Manualoha 303 features a ground-floor layout, tropical décor, bedroom A/C, and free access to the Poipu Beach Athletic Club. Walk to beaches, pools, restaurants, and scenic trails. Perfect for...
Newly Renovated in 2024! E22 Waikoloa Beach Villas
Waikoloa Beach Villas E22. Newly Renovated in 2024!Please scroll down for detailed information:Bedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of our vacation rentals include beach towels for...
New Remodeled Kuaui Escape! 1/1 condo in charming Kapaʻa with WiFi, AC
Welcome to our charming one-bedroom condo by the beach in the heart of Kapaa next door to Coconut Marketplace. This newly remodeled one-bedroom offers a fully equipped kitchen,a furnished lanai,a king-size bed, and a sofa sleeper that can accommodate up to four guests....
Thoughtfully Remodeled 3 Bedroom Townhouse North Shore Hale 6B
E Komo Mai (welcome!) to "The Cozy Aloha", a lovely 3-bedroom townhome oasis in the peaceful north shore community of Hale Honu in Princeville. This newly renovated 1,148 sq ft split-level condo seamlessly blends modern comfort with tropical charm.Step inside to...
Kauai Dream Retreat: Your Gateway to Coastal Living in Poipu Kai
Book 5 nights get the 6th night free for stays in January 2026!LOCATION LOCATION LOCATIONKauai Dream Retreat: Your Gateway to Coastal Living in Poipu KaiAloha and welcome to Kauai Dream Retreat—a haven of coastal elegance and prime location in the heart of Poipu Kai....
Relax, with breathtaking ocean views. Makaha 1-bedroom condo near Ko Olina
Nestled in the town of Makaha, our 1-bedroom condo offers a tranquil retreat for your Hawaiian getaway. As you step inside, you'll be greeted by a gorgeous ocean view! A kitchenette, complete with a stove, oven, refrigerator, and all the necessary appliances and...
☀Private Unit Like No Other ☀Serene, Tranquil, Fully Equipped ☀
☀Private Unit Like No Other ☀Serene, Tranquil, Fully Equipped ☀Your Tropical Oasis!! Please come enjoy what we believe is one of the best located units in Mauna Lani Fairways. Total privacy!! No Lanai facing yours, no building right next door. No road outside your door...
Ka'anapali Beachfront Estate – Brand New Home with Luxury Amenities
The most magnificent estate to come to the rental market in decades, perhaps ever. This massive 11,000 sq. foot, 11 bedroom estate sits directly on the world famous Kaanapali Beach, recently voted the best beach in America.Developed from the ground up over a 3 year...
Kona Alii#407: Stunning Corner Unit in the Heart of Kona
Welcome to your perfect getaway at Kona Ali’i, located in the vibrant heart of Kona town. This newly furnished 1-bedroom, 2-full bathrooms (yes, 2 full bathrooms!) corner unit on the 4th floor offers a blend of comfort and convenience, ideal for both relaxation and...
Hale Makau – Luxury Poipu Vacation Home
Welcome to Hale Makau by Gather, a luxury retreat set within an exclusive 10-lot gated community in Poipu. This magnificent five-bedroom, five-and-a-half-bathroom estate offers the perfect blend of modern sophistication and relaxed island living. With sweeping Pacific...
Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss
Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...
KBV 15B2 2BD Kapalua Breathtaking Panoramic Ocean views
Kapalua Bay Villas 15B2 NEW LISTING! Breathtaking 2 Bedroom, 3 Bathroom with Panoramic Ocean views in the heart of Kapalua FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch...
Spacious condo located near tennis courts, pools & Poipu beach
Kahala #214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Poipu Beach at this stunning condo in the Kahala at Poipu Kai complex in Koloa, HI. Nestled within...
Magic Sands Light Hawaii Oasis: Steps to Beach, AC,No Cleaning Fee!
High in Demand & Highly Rated, this beautiful 3 bedroom / 2 bathroom duplex home is only a 3 min walk from Magic Sands Beach. Remodeled & professionally decorated, this charming vacation getaway has all of the comforts you desire in your home away from home, including...
Perfectly located budget friendly condo, across the street from the beachnn
🌺 WHY YOU’LL LOVE IT• Updated 3rd-floor condo with tropical foliage and partial ocean views• Private lanai ideal for morning coffee or sunset breezes• Fully equipped and ready for your Maui getaway• Prime South Kīhei location — walk to beaches, shops, and restaurants•...
NEW! Sunset Hideaway w/ Beach Access, Pools, Tennis & A/C!
Summary:Experience breathtaking views and the unmatched natural beauty of Hanalei Bay! Welcome to Hanalei Bay Resort, boasting two pools, tennis, stunning sunsets, and easy beach access.The Space:Experience breathtaking views of Hanalei Bay and Bali Hai from this...
A Welcoming Beachfront 2BR/2BA, Vacation Home, W/D, AC, STEPS TO BEACH!
This is a completely renovated 2 bedroom/2 bath 1,148 sq ft. condo within a stones throw from the beach! When you enter the unit you will be taken aback by the Hawaiian vibes! Open the sliding glass door to the lanai and immediately feel the ocean breeze from the trade...
Exceptional Kona Reef Condo: Full AC, Oceanfront, Easy Walking Distance to Town
*New Listing* Oceanfront, fully updated one-bedroom condo in the Kona Reef Resort. AC throughout the entire unit.Perfectly located just a 5-minute walk from dozens of shops, restaurants, and beaches.As you walk through the door and see the deep blue ocean waves out the...
AC Ocean Views- Steps to beach
Experience beachside living in this top-floor 1-bedroom condo at Kiahuna Plantation, Poipu Beach, Kauai. Enjoy ocean views and cooling trade winds through oversized louvers. The lanai features chaise lounges, and the living room includes a queen sleeper sofa and TV. The...
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...
KBM Resorts | FREE CAR | Mahana | Oceanfront | Gorgeous 2-Bedroom Condo! MAH-301
** 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...
Newly remodeled 1bd with contemporary finishes
Discover the ultimate island retreat at Kamaole Beach Royale #208—a 1-bedroom, 1-bathroom oasis perfectly situated within walking distance to both the beach and Kihei's vibrant shopping centers. This unit comfortably sleeps up to 4 guests. Renovated in 2022, this...
Palms at Wailea Villa 806 Ocean View 2BD 2BA
This two-bedroom villa boasts stunning ocean vistas and a tranquil setting within Wailea’s resort community. With a full kitchen, comfortable living space, and balcony overlooking the ocean, it’s ideal for enjoying Maui’s natural beauty. Villa 806 Ocean View 2 Bedroom 2...
Kiahuna Plantation Resort 203 Ocean View 2 BD 2 BA
This airy two-bedroom condo features ocean views and island charm, just moments from the sand. A peaceful, well-equipped retreat for families or friends looking to enjoy Kauai’s coastline. Unit 203 Ocean View 2 Bedroom 2 Bath• Two-level condo in building 32 with...
Fairway Villas at Waikoloa Golf View 1 Bedroom
Enjoy golf course views from this charming condo on Hawaii Island’s beautiful Kohala Coast. Perfect for couples or solo travelers, it offers a peaceful retreat just minutes from beaches and dining.Golf View 1 Bedroom Fairway Villas is located at 69-200 Pohakulana Place,...
Kapalua Bay Villa 18G3 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- 22 stairs between the driveway and front door - Tile floors throughout this 2-story condo - Updated kitchen with granite counters includes stovetop/oven, microwave, refrigerator with ice maker, coffeemaker, cookware, tableware- Bedroom...
Fairway Villas at Waikoloa Golf View 3 Bedroom
This beautifully maintained three-bedroom, three-bath condo features panoramic golf views and a prime location on Hawaii’s Kohala Coast. Designed for relaxation and connection, it’s the perfect retreat for larger groups or extended stays. Golf View 3 Bedroom 3...
Kiahuna Plantation Resort 213 Ocean View 2 BD 2 BA
With breathtaking ocean views and a relaxed island feel, this two-bedroom condo offers plenty of space to unwind. Located near Kauai’s most beloved beach, it’s perfect for group getaways.Unit 213 Ocean View 2 Bedroom 2 Bath• Two-level condo in building 34 with bedrooms...
Waipouli Beach Resort Courtyard View 2 BD 3 BA
This well-appointed two-bedroom condo overlooks a beautifully landscaped courtyard, creating a soothing atmosphere. Perfect for a Kauai getaway, it offers plenty of space to unwind and enjoy island life.Courtyard View 2 Bedroom 3 Bathroom• Kitchen features granite...