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.
Beautiful Views from 2 bedroom Top Floor! Winter Spec #205
ALOHA AND WELCOME TO HALE KAI # 205. Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will provide you with all the comforts of home,...
KBV 36G5 Luxurious 1BD Condo w Unobstructed Ocean Views
Kapalua Bay Villas 36G5 NEW LISTING! Experience Luxury with Unobstructed Ocean Views with Central AC, Pools, Tennis Courts. OceanFront Resort Near Golf Courses Rows of majestic New Caldonia or Cook Pine trees line the expansive lush landscape of Kapalua Maui from the...
J104 - Closest Maui Eldorado 1BR/1BA Closest to the Beach
Condo 1 Bedroom + Convertible bed(s), 1 Bath (Sleeps 4-6)The Maui Eldorado is in the beautiful resort community of Ka'anapali, with virtually everything you need at your doorstep, including Whalers Village for shops and restaurants, Black Rock and the famous Ka'anapali...
Kolepa Kai: Beautiful 3 bed/3.5 bath Home
Summary:Beautiful 3-bedroom, 3.5-bath Poipu home on the Kiahuna Golf Course with split A/C in all bedrooms, spacious yard, and inviting outdoor living. Features a modern kitchen, comfortable living area, beach gear, charcoal grill, and stunning mountain and fairway...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Recently Remodeled, Expansive views! HKH-425
** 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...
Polo Beach Club 609 - 2 Bedroom Oceanfront Condo
Polo Beach Club 609 is a newly remodeled and well-appointed retreat, perfect for small families and groups seeking comfort and relaxation. The inviting living room, adorned with plush furniture and updated flooring, creates a cozy atmosphere, while rich wooden cabinets...
Mauna Lani Terrace A303: Oceanview Penthouse w/ AC, Shared Pool & Spa
Mauna Lani Terrace A303 is a fully renovated oceanfront penthouse overlooking the historic fishponds, swaying palms, and the wide blue Pacific. With nearly 2,000 square feet of refined island living, this top-floor residence blends dramatic vaulted ceilings, rich...
Amazing Beachfront Townhouse - Hale Mahina #B405 - Unforgettable Views!
Welcome to Hale Mahina #B-405, a stunning oceanfront condo located in the highly sought-after Hale Mahina Beach Resort on West Maui. This top-floor unit offers breathtaking views of the Pailolo Channel and the neighboring islands, perfect for whale watching from the...
Quiet 3-bedroom house on 2.5 acres w/ocean and town views, 6 beds
Looking for a secluded home just 10 mins from Kona town? Enjoy the ocean views and sunsets from 970 ft elevation where it's cooler and pick seasonal fruit from the trees on the 2.5 acre shared compound with another home. This 3 bedroom (beds include a king, queen, full,...
SANDY BEACH RESORT New remodel with air conditioning. Beach 2min walk!
Paradise. This spacious beach home has a 2 LEVEL OPEN FLOOR PLAN with 2 bedrooms/2 bathrooms and A/C. We are building #37, Unit 243.BEACH: The Travel Channel named our Poipu Beach “America’s Best Beach” and we can see why. This beach is pristine with soft, clean sand....
Welcome to Nalani, which means the “The Heavens” License # 840291500050
Surrounded by magical mountains that turn into mesmerizing waterfalls and beautiful ocean vistas. Our amazing house boasts gorgeous views from every single room. Perfect to unwind, relax, and enjoy nature at its best. 6 minutes away to Oahu’s hidden treasure where you...
Studio - Ocean & Mtn Views top floor of Closest condo to Beach in Waikiki
This cute studio is the closest condo building to the Beach in Waikiki, on the top floor of famous Foster Tower has amazing view of ocean, mountain, Diamond Head and city. It's a corner unit with sunrise and sunset view between the months of April and September. This...
207 - Lovely Oceanfront One Bedroom Unit!
* This is one of the nicer one bedroom one bath units at the Kihei Surfside! * This ocean front condo has been significantly upgraded * 70 feet from the ocean - Watch the whales from your private Lanai * 100 feet from one of the finest beaches in Maui - Wonderful...
Modern Ground Floor Retreat - Kihei Surfside #110 - Perfect Oceanfront Grounds!
Kihei Surfside #110 – Ground-Floor Oceanfront Condo with Stunning ViewsLocated just steps from Keawakapu Beach, Kihei Surfside #110 offers the perfect blend of comfort, convenience, and breathtaking oceanfront views. This ground-floor one-bedroom,...
KKSR5202 DIRECT OCEANFRONT, 2ND FLOOR, BEST VIEWS IN THE RESORT! REMODELED!
Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club! DIRECT OCEANFRONT RESORT LIVING AT IT'S FINEST!#5-202 at the Keauhou Kona Surf & Racquet Club has 2 bedrooms & 2 baths. Remodeled with Vinyl Plank flooring, New Kitchen & Furniture! It's located on the highly...
Free standing cottage, providing a lot of privacy. Low traffic around property.
Pali Uli 7Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pack your bags and make your way to this piece of Princeville paradise! With no foot traffic or passersby to contend with,...
Renovated home on corner lot with Bali Hai view, amazing lanais & great location
Hale Lani LanaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An extraordinary amount of space - both inside and out - awaits at this beautiful Princeville home, gorgeously situated...
Maui Vista condo, in the heart of Kihei!
Aloha! Enjoy this recently remodeled 3rd floor (easy access from elevator), 1 bedroom, 1 bathroom condo at the Maui Vista #2306 in South Kihei. This condo is quietly located in the second building, away from traffic, directly above the pool, with a partial ocean view...
Waikoloa Beach Villas F22 offers luxury and comfort
Experience the epitome of luxury living in our second-floor condo (with elevator), meticulously chosen for its prime location, superior views, and enhanced privacy. Nestled at the end of the complex, closest to the beach, our condo offers a serene retreat with panoramic...
Marriott Ko Olina Beach Club - Studio - Includes Tax, Parking and Amenities
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3 - 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...
Enjoy stunning island and ocean views, plus the finest in island style luxury living. 60% off Hotel Prices!
*Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Ka‘anapali. West Maui communities of Ka‘anapali, Napili, Honokowai, and Kapalua are fully open to visitors. Lahaina Town...
KKSR#8101 GORGEOUS 2 BEDR, GROUND FLOOR CORNER, REMODELED, AIR CONDITIONING
A Gorgeous Incredibly Popular Ground Floor Corner Unit at Surf & Racquet Club! No Stairs!This features 2 bedrooms, 2 bathrooms, fully remodeled throughout the unit. Unit#8-101 is a wonderful unit. Immediately upon walking in, you'll notice beautiful upgrades from this...
43-4 Spectacular Views from this Two Bedroom 2.5 bath Puamana Oceanfront Unit
This extensively remodeled oceanfront townhome is the perfect home base for exploring Maui. With a brand-new kitchen, two updated bathrooms, a powder room, new flooring, fresh paint, and all-new furniture, it offers both comfort and style. The breathtaking ocean views...
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis
Villa 6 at Villas By The Cove is a spacious 1 bedroom Villa. Newly remodeled, and conveniently located, this 700 sq. ft. 1 bedroom villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 6 sleeps two adults in one King...
Location, Location.... Just Steps Away from the Ocean!
This spacious three-bedroom, three-bath ocean view unit offers stunning views of the Pacific Ocean and the island of Lanai from both lanais. Previously located near the historic Puamana Clubhouse and ocean pool, this unit remains a beautiful retreat despite the damage...
Ilikai 1 Bedroom Deluxe Lagoon View, Minutes to the Beach!
Perched on the 13th floor of the Ilikai Hotel, this spacious and newly renovated condo features modern furnishings and a brand-new king mattress for the perfect night's rest after a day of island adventures. Look no further—you've found your slice of paradise! Offering...
Calming North Shore Oahu Getaway - Kahuku
Looking for a serene, simple, and peaceful getaway?Hale O Ka Kai Nani (House of the Beautiful Sea) is the perfect oasis for you. This one-bedroom, two-bathroom unit offers guests plenty of privacy and tranquility, while also being situated in Kahuku and Kawela, and...
🏖️TRUE Oceanfront | Panoramic Sunset View | No Stairs | vrKCV
vrKCV - Sea Village 4104, Professionally Managed by Kona Coast VacationsTRUE Oceanfront | Panoramic Sunset Views | No Stairs | Portable AC in BedroomWelcome to the 'Turtle House' at Sea Village, a stunning 1-bedroom, 1-bath oceanfront condo overlooking world-famous...
Wailea Ekahi 51E, Amazing Ocean Views, Walk to Beach, Sunset View, Large Lanai
View! View! View! Imagine sipping gourmet coffee while enjoying the stunning ocean views and listening to the birds chirping! Imagine waking up to the mesmerizing sight of the ocean from the comfort of your bed! Imagine a sunset dinner on the lanai or taking a nap on...
Beautiful Kamaole Beach Park two bed two bath Condo
No need to load the family in the car, just grab the cooler, beach chairs, umbrellas, and beach towels ( all provided in your unit) and take a 2 minute walk to three amazing sandy, safe beaches with lifeguards: Kamaole 1, 2, & 3 Beaches. Maui's finest beaches for...
Premium Ocean Views at this 2bd/2ba Loft Unit *BRAND NEW AC THROUGHOUT*
This 2 bedroom 2 bathroom loft unit is extremely spacious and boasts high ceilings, a fully supplied kitchen and an airy living space to relax and watch all of your favorite shows or simply unwind after a busy day of exploring. Updated with stainless steel appliances -...
Hawaiian Style Princeville Condo with Panoramic Ocean and Bali Hai Views!
Pali Ke Kua #105 is a perfect honeymoon or couple's romantic getaway! Perched on the bluff 200 feet above sea level, overlooking the the beautiful ocean and Bali Hai mountain views! A Kauai vacation condo with beautiful interior design, featuring spectacular panoramic...
Gorgeous remodeled oceanfront views
Mahana 308 is a 1-bedroom, 1-bathroom condo with free Wi-Fi, central AC, and an in unit washer and dryer. Unit 308 sleeps up to 4 guests. The bedroom is equipped with king-size bed and the living room with a queen-size sleeper sofa for additional sleeping space. The...
Stunning Oceanfront!! Swim W/ Turtles!! Short Walk to Beach!!
Perfect for anyone seeking a beautiful and peaceful setting in paradise. Enjoy Maui's breathtaking views from your private lanai. A spacious grassy area just outside your lanai leads to the water's edge. Watch whales from your lanai during the mating season. Swim with...
Beautiful, additional new updates, golf course views! Huge 2/2 K. Royal #A301
This spacious, beautiful end unit welcomes you to Kaanapali with EXPANSIVE RESORT AND GOLF COURSE VIEWS! The huge, private lanai boasts it's own BBQ for those nights when you want to enjoy dinner at home while gazing at sunset colors and starry skies! Two master suites...
🏖️Top Floor | Amazing Golf & Mountain Views | Walk to Resturants | vrKCV
vrKCV - Fairway Villas Waikoloa A31, Professionally Managed by Kona Coast VacationsWelcome to Your Dream Hawaiian Getaway at Fairway Villas Waikoloa!Discover paradise at Fairway Villas Waikoloa A31, a top-floor penthouse nestled in the heart of Waikoloa Beach Resort on...
Newly Renovated-new furnishings and new paint. 2101 Waikoloa Colony Villas
Waikoloa Colony Villas 2101Please scroll down for detailed information Bedding Configuration:Master Bedroom: Queen BedGuest Bedroom: King BedAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two...
Roof deck views, hot tub, big kitchen, 3200sf, 2 BBQs
Stay at beautiful Hale Aloha Kona: Large fully-stocked kitchen2 gathering spaces☞Spacious great room in main living☞2nd great room in Ohana3 Decks☞Rooftop Deck - Breathtaking 360° ocean & mountain views + BBQ☞Hot Tub Deck + 2nd BBQ☞Screened Fitness DeckGreat location☞5...
FIVE STAR MAUI CONDO FIRST CLASS GOLF AND Beaches Priceless....
The condo has been completely remodeled from top to bottom everything is brand new. Includes central air which most units don't have. New granite counters tops throughout the condo. New Wifi in the condo. Top of the line washer, dryer, refig and dishwasher all...
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
Paniolo Hale K4 - Moe Maluhia - A Place Of Peaceful DreamsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the beautiful oceanfront condo you've been searching...
New! Lae Nani 536, Oceanfront, Tropical Oasis, Steps to Beach and Town
Lae Nani Resort Kauai #536, Beautiful Oceanfront Unit on a Tropical Beachfront Oasis. This Kauai Vacation Rental is conveniently located in Kapaa Town within walking distance to shops, restaurants, and just steps to beautiful white sandy beaches. Accommodates up to 4...
Palms At Wailea 2002- RARE FIND - Multi Level townhouse in Wailea!
This 3 bedroom 3 bath multi level condominium apartment is like a private home! From the entry you can step up to the open living area with a ocean view lanai. The spacious living area can easily accommodate a family get together with the entertainment area and...
PK F208 Kaanapali BeachFront Condo w Ocean Views Pools
Papakea F208 Newly Furnished 1BR 1BA Unit With Panoramic Ocean View 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...
5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, Unit#2-201!
Kona Coast Resort #2-201 is a beautifully maintained 2 bedroom, 2 bath condo that has all of the amazing amenities of a 5-Star Resort! You are able to enjoy the two Swimming Pools (one “family” pool with a children's pool and one quiet spa pool), three Jacuzzis, on-site...
Classic Beachfront Studio Apartment Right On Charley Young Beach
Say Aloha to this beautiful, oceanfront property and charming 2nd floor studio perched on a bluff overlooking Charley Young Beach. True Hawaiian style is based on informality and lacks pretense. That's exactly what you’ll find here, a humble home situated on a...
Maui Kamaole I-205; 2 bedroom ocean view condo
The Maui Kamaole complex is a deluxe AAA 3-Diamond ocean view property. Amenities include 2 pool and recreation areas, including one with a waterfall and sand-bottom tropical spa/hot tub, and gorgeous landscaped grounds, as well as 2 new tennis courts.Beautiful Kamaole...
Maui Resort Rentals: Honua Kai Hokulani 538 - Upgraded 1BR w/ Partial Ocean & Mountain Views!
Hokulani 538 is a luxurious one-bedroom suite that offers views of the tranquil blue Pacific Ocean as well as views of the lush West Maui Mountains. Recently upgraded with new flooring, sofa sleeper, furniture, and artwork, you will have plenty of space to relax in the...
KKSR#1202 DIRECT OCEANFRONT, 2ND FLOOR, REMODELED!, AMAZING VIEWS
Knutson & Associates is proud to be offering an incredible direct oceanfront unit in Building 1 at Keauhou Kona Surf & Racquet Club! A spectacular second story condominium that is oceanfront living at its finest. Enjoy Relaxation time on your incredible large lanai just...
Includes Mauna Lani Beach Club Pass! Fairways at Mauna Lani 1506
This vacation rental is professionally managed by ResorticaHawaiiFairways at Mauna Lani 1506. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: One Queen BedSleeper Sofa: One...
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Imagine yourself living in this gorgeous location with amazing views of the deep blue ocean and lush tropical mountains. This spacious 2 bedroom/2.5-bathroom condo consists of a 2-story layout with high ceilings. It is the best location in the complex, situated on the...