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.
Amazing Value-Cold AC-Resort Pools-Large One Bedroom One Bath-Discounted Rate
This amazing Honua Kai one-bedroom, one bath located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable!We provide you with those extra amenities that make a difference, including comfortable beach chairs, an umbrella, BBQ...
Honua Kai K206 Kaanapali Beach Condo w Pool for Summer Fun and Beach Chic Decor
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 206, a freshly redesigned 2-bedroom, 1-bath residence nestled within the Honua Kai Resort on West Maui’s...
Sleeps 10, Great Ocean view condo at Papakea
Great ocean view, our condo is just 95 yards from the ocean.Spacious 4th floor condo with large loft.We completely remodeled the condo in March-June 2020. There is an entirely new kitchen, all new appliances, all new flooring, new paint, new beds and mattresses, new...
Waipouli Beach Resort H201 - Presidential Suite Oceanfront Penthouse Luxury
Waipouli Beach Resort H201 - Presidential Suite Most Luxurious Penthouse Oceanfront on Kauai, Hawaii!The one-of-a-kind Waipouli Beach Resort H201 Presidential Suite is the Most Luxurious Penthouse Oceanfront Condo on Kauai, Hawaii! The Two-Bedroom Presidential Suite was...
Spacious Hawaiian style condo with central air conditioning in all rooms
TA# 109-391-1552-01Welcome to Nihilani! This large second floor Hawaiian style home is comfortably furnished with dining area, 2 living areas, 2 bedrooms, 3 full bathrooms and laundry. There are also 2 beautiful lanais with seating and dining areas. Both bedrooms have...
Alii Kai I, Mountain View Condo on Spectacular Ocean Cliff
The Princeville Resort is located on the beautiful north shore of Garden Island of Kauai. Surrounded by incredible beauty are the perfect backdrop for world-class golf with outstanding views and challenging play, sightseeing, and all outdoor activities like swimming,...
Ka Hale Lehua - a 3br/2.5ba home across from the beach in Hanalei
TVNCU-5102 - TA# 170-568-9088-01 - "House of Flowers"Ka Hale Lehua is located 200 feet from Hanalei Bay, one of the most spectacular bays in all of Hawaii. The beach access is literally across the street!In the downstairs area of this charming Hawaiian home, you have...
FROG POND Cozy, streamside family cabin for 3 - 4
Family friendly. Be immersed in nature at our peaceful, cozy stream side retreat. Located next to the Waipio Lookout, our Hamakua Coast rain forest property is the perfect place for two adults with two children. Hear the rush of our waterfall and adventure in our...
Welcome to Kanaloa at Kona #3602 2-bed, 2-bath w/ stunning ocean views and more!
Aloha and Welcome to Kanaloa at Kona, #3602. Turn moments into memories with your friends and family at this fantastic property. Enjoy an incredible ocean view at this 2-bedroom, 2-bathroom, high-speed internet, beach views, and more!Upon entering #3602 at Kanaloa in...
Sweet retreat close to the ocean. Where natures sights and sounds delight soul.
GE-186-363-6992-01 TAT186-363-6992-01This colorful 2 bedroom 2 bath home is Hosted from the front cottage. Close to all the fun Puna has to offer. The quiet setting has privacy with room for family & friends. Let the sound of the waves rock you to sleep. Maybe even hear...
Luxurious Westin Ka’anapali 1bd/ba PREMIUM Island view villa 900 sq ft
Named the #1 “Best Beach in the USA” by TripAdvisor (2023), the Westin Ka'anapali Ocean Resort Villas is set on West Maui's North Kaanapali Beach.Good news! Self-parking is free! This timeshare is a 1bd/ba premium villa—900 sq ft—the larger side a lockoff villa...
Breathtaking, unobstructed tropical sunsets
Valley Isle 1105 is a 1-bedroom, 1-bathroom condo located on the 11th floor, and offers ocean views from your private lanai and a private washer/dryer. This resort has elevators for easy access. Unit 1105 can accommodate up to 4 guests. The master bedroom boasts a...
Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina
This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's second crystal clear beach lagoon. Master bedroom is furnished with a newer King bed, new ceiling fan, and it has unique black out curtains,...
Stylish 2bd condo with bright, airy interior
Welcome to Kuleana Unit 104, a breathtaking oceanfront condo nestled in the serene West Maui resort area. This stunning 2-bedroom, 2-bathroom retreat spans 1300 square feet and has been meticulously remodeled with top-notch finishes and furnishings, ensuring a luxurious...
Ko Olina Beach Luxury Villa Rental, West Oahu, Hawaii
Luxurious splendor and tropical tranquility await you in this beautifully appointed two-bedroom condo located at the world-class Ko Olina resort. The Oahu beach villa’s signature design features exotic woods, natural stone finishing, and expansive panoramic ocean view...
Luxury 3-Bedroom Villa with Expansive Ocean and Lagoon Views
Your vacation starts once you arrive at the Ko Olina Resorts with a big smile and friendly wave entering the 2-mile community of premium coastal views, four crystal-clear lagoons with white-sand beaches, a championship golf course, and a full-service marina for...
SO CLOSE YOU CAN HEAR THE OCEAN-Oceanfront-Unobstructed View-Quiet Top Floor
It doesn't get much closer to the ocean than this! Kahana Reef is just steps away from the water, with amazing views of the ocean and the islands of Molokai and Lanai. Whether you lay in a chair on the grassy front lawn, sit at the lanai, walk to the sandy beach next...
M. KoOlina Beach Club Oceanfront Resort, Beautiful, Tropical Oceanfront Retreat!
Please choose a Friday through Sunday check-in for a seven night stay. Rates are based on a garden view and will fluctuate for holiday weeks. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as...
Luxury Oceanview Villa at Beach Villas at Ko Olina Resort
This luxury villa is located in the Beach Tower (closest tower to the ocean and beach) on the 5th floor in the stack next to the end cap ocean front villas (B507). It has been professionally decorated and furnished. You'll be impressed with the spectacular ocean view...
1 BR Treetop Wailea , 2nd floor vaulted ceilings
The Tree Top One Bedroom, is an elegant, bright 2nd floor unit with tropical modern king bedroom, teak and rattan furnishings, spacious bath with separate shower and tub, spacious living/dining area and well stocked kitchen and offers privacy amid tree top blooms and...
Family-friendly condo near Kihei and Wailea
Maui Vista 2413 is a two-story, 2-bedroom, 2-bathroom condo offering amenities like air-conditioning, a washer/dryer, and a private lanai. Located on the fourth floor, this spacious unit accommodates up to 7 guests, featuring a California King bed in the master bedroom,...
Oceanfront Two Bedroom Condo
Breathtaking Pacific ocean views when you walk in the door. Located only 30ft from the shoreline. Our ground floor unit has direct access to the sea. Full remodel in 2021. Our condo is fully air conditioned and has all the amenities you could ask for. A gourmet kitchen...
Oooh! Oooh! Pick Us! Steps to the Beach 2024 Newly Renovated Ground Unit!
(Owner/Managed) This 2024 brand spanking new, fully upgraded condominium is just steps from the beach and competitively priced. You will not find a better rate for the quality, beauty and comfort offered in this non-smoking, ground floor unit in building 1. DOUBLE PANE...
Villa B207 Private location closest to the beach, Ko Olina 3-bed beach villa!
This privately located beach tower villa 207 has no neighbors on either side and offers beautiful ocean and lagoon pool views! Located on 2nd level in the preferred Beach Tower building, this Villa is the closest 3 bedroom to the beach! This villa has Hawaiian touches...
Private & Serene Cottage Poipu Beach TVNC #4209
Poipu Beach Ohana house, called “Pua Hale” (Flower House), is an 850 sf one-bedroom private cottage and tropical garden completely enclosed by private walls and fence. Located on Kauai's sunny and warm Southern shore is an easy 10 min walk or slow 3 minute drive...
You are just steps from the beach
Welcome to the "CoCo Surf and Swim" Condo, your premier beachfront retreat at Kahaluu Beach! Dive into the ultimate Kona coast experience with direct access to snorkeling and surfing adventures just steps away. This fresh and friendly 3-bedroom corner unit is your...
Luxury Mountainview Estate w/Shared Pools/Spa, BBQ Area & AC - Kamilo #407
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Lovely Mauna Lani KaMilo Home 407 is ideally located in a low-density gated community within the Mauna Lani Resort, on the west coast of the Big Island of Hawaii. This...
*Lauloa 204* Maui Prime Oceanfront Condo, A/C!
This updated 2nd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a guest room...
Oceanfront! A104 Close to pool and BBQ Convenient ground floor unit. Beautiful!
Ocean front Papakea condo. Aloha building, A104. Spacious 1 bedroom, 1 bathroom unit sleeps 4. Ground level for easy access to unit and to ocean front. Close to BBQ and pool. No Resort Fees! Washer and dryer in unit King Size bed Queen sofabed in living room Beautiful...
Incredible Ocean Views, Completely Remodeled! Simply Gorgeous! Unit 610
Aloha and welcome to Kamaole Beach Royale! Ideally situated in South Kihei, nestled just beyond (1 block) from the sparkling blue ocean and white sandy beach Kamaole Beach 1, this upper floor beautifully remodeled condo is designed to relax and soothe with the endless...
Newly Renovated Waikiki Condo 2 blocks to the Beach! Free parking.
Beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel overlooking the swimming pool! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and dining! The Zoo,...
SALE MAY 21-31! OCEAN VIEW PENTHOUSE 2 BR 2 BA-AT KAM 2 & 3
Our top floor penthouse suite was remodeled just before we purchased it in 2014 to provide you with exceptional value, comfort and location!We bought this unit for the location, view, the remodel, the large size, two bedrooms with their own bathrooms, and on a single...
$400+ off the normal nightly rate of $1,375 for NEW late April-June dates
Nestled along the shoreline of Waialea Bay, Hawai‘i, Kolea is a beautifully renovated two-story beach house offering a tranquil, private escape with beach access at your fingertips. Built with clear‑fir walls, oak flooring, and custom koa cabinetry, the home’s...
Spectacular OCEANFRONT! 2BR/2BA Papakea L305. May 19-28 297/nt June 18-25 396/nt
Why settle for ocean view when you can have OCEANFRONT! You could throw a coconut to the water from our deck. THE RAINBOW AND SUNSET PICTURE WERE TAKEN FROM OUR LANAI. Papakea L-305 is as close as you can get to the ocean and offers easy access to world famous Kaanapali...
Beautifully updated with golf course view! Low Rates! Great Value!
Our two bedroom, two bath condo located at Fairway Villas in the Waikoloa Beach Resort (not Waikoloa Village) is beautifully decorated and furnished in an island style for your comfort and has been recently upgraded with new flooring, sofa, smart TV, Fanimation ceiling...
Hawaiian Monarch Waikiki Condo with Free Parking
Relax in this recently renovated, sophisticated condo at the Hawaiian Monarch building. The spaceLocated at the beginning of Waikiki, this unit offers ac, a free parking, smart tv, wifi and cable. The Hawaiian Monarch is a secured building that includes a spacious sun...
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
TA028872294401, STR Permit# 2212-CCH-0578 expiration date 02/24/2026, TMK 260230500040With comfortable accommodations for 2, this charming, completely remodeled vacation rental studio is the perfect spot for a romantic island retreat! Meticulously designed to optimize...
Oh-So-Close to Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with outdoor seating, full kitchen, beach gear, kids accessories and an internal washing...
Eastside Zen Retreat, Pono Kain4/25-5/3 - Discounted 15%
Without a doubt, the Pono Kai Zen Retreat is the finest unit on this 15 acre property. This 2 bedroom 2 bath condo is literally only steps to the warm Pacific Ocean! Golden sunrises, warm trade winds, and shimmering waters next to a mile-long sandy beach. Those are just...
Sunset in Maui; 1br condo, walk to beach and surf
** Instant book for stays up to 3 months!This 1 bedroom 600 square feet high-floor condo across the street from the beach is setup for 4 guests, with amenities such as a kitchen, in-unit laundry, 2 dedicated workspaces, parking, and a shared saltwater pool. Centrally...
Beautiful Oceanview Villa at Beach Villas at Ko Olina
This luxury villa is located in the Ocean Tower on the 6th floor (O604). You'll be impressed with the professionally furnished villa and the spectacular ocean view. The sliding glass doors open allowing the living area to become part of the lanai. The lanai also...
Paradise in West Maui!
Welcome to Hoyochi Nikko! This ground floor condo has it all! Ocean Front Pool - Free Parking and Free WIFI - Air Conditioning! Our PRIME location is close to everything you need including, restaurants, golf and shopping!
Oceanfront second-floor condo with pool, water view & high-speed WiFi
Mahina Surf 218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Yes, the ocean is as close as it looks! This condo is all set up to be the home base for your island retreat. Enjoy the...
Palms at Wailea 902 - Luxuriously Decorated, Spacious, and Very Private & Quiet
Hawaii Tax ID: TA-144-497-4592-01 QUIET PRIVACY IN PARADISE - BEAUTIFUL GARDEN/OCEAN VIEWSThe Palms #902 is a luxurious one-bedroom two-bath upstairs villa tucked away in a private and quiet corner in one of the nicest locations on the property. The unit has a beautiful...
Island retreat with a pool, BBQ access, private lanai, washer/dryer, central AC
Kauai Kailani 109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha paradise! This beautiful Kauai Kailani property features all of the amenities you love to have while on...
RK 317 Remodeled BeachFront Studio w Ocean Views AC
Royal Kahana 317 Oceanfront Studio Plus Gorgeous Sunsets at Amazing West Maui Location! 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...
Paradise Found - The Shores at Waikoloa Beach Resort
This 1 Bedroom 1 Bath unit has a comfortable breezy feeling. Comfortable King sized bed, fully appointed Kitchen, and a large wrap around lanai. This is the perfect place to wind down and enjoy your vacation. Head down to a fabulous restaurant, explore the shops, or...
Hale Hui Kai 111 Beach front on Keawakapu Beach
This private garden condo is on the first floor of the south side of the building ...about 15 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
Oceanfront: Large Private Beach House - Maui North Shore
TAT 199-207-5264-01,GE199-207-5264-01 Lawful Transient Vacation Rental Use 10/30/2009Hale Ola is an original island-style beach house, recently remodeled, with beautiful panoramic views of the West Maui mountains and Kanaha Beach Park. The two acre property - well known...
KKSR#5201 DIRECT OCEANFRONT, BEST 2ND FLOOR CORNER, REMODELED & EXQUISITE!
Welcome to arguably one the best units Keauhou Kona Surf & Racquet Club has to offer!#5-201 is a immaculate fully remodeled, second floor corner unit in the best building that Keauhou Kona Surf & Racquet Club has to offer: Building 5!A breathtaking direct oceanfront...