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.
Hilltop Views! Backyard Pool, 3 Bedrooms/3 Baths. Gentle Breezes. Very Private.
House DescriptionCome stay in at our park-like property on a breezy hilltop with a wide view of the ocean less than a mile distant. The pool and adjoining covered cabana is secluded and private in the backyard. The neighborhood is a pleasant but ordinary residential...
☀️5br / 4ba ★Huge - 2500sf★Sleeps 11 ★Walk to Beach, 30 seconds to pool.★Hyatt
Spread out in this massive 2500sf of interior space spread across 5 bedrooms, 4 bathrooms, and spacious common living. It's great to vacation together, but it's a bonus to not be stepping on people's toes when relaxing after a long day at the nearby beach. ♔★This...
Pool, Gardens, Walk to beaches and shopping Waikomo #320 located in sunny Poipu
This warm and welcoming suite is a stylish accommodation with tropical appeal. Ocean-inspired decor and hardwood accents complete the open floor plan, while the cozy lanai offers gorgeous garden views.With 1,050 square feet of intentionally designed space, this condo...
Oceanfront on Oahu's Gold Coast!
Colony Surf #604 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)The best of Hawaii awaits you in this large (1519 sf) oceanfront double-sized corner condo at renowned Colony Surf on...
Palms at Wailea - Fully Air Conditioned
Welcome to our Wailea Condo at the Palms of Wailea. Our condo is a large 1200 square foot newly renovated two bedroom, two bathroom condo that is walking distance to some of the best beaches in the world. For your convenience, we provide beach chairs, beach towels,...
Just finished complete renovation in March, 2025
Welcome to your Hawaiian Acacia tree oasis. Some call it the rain tree. Others call it the Monkeypod or Saman. You will call it home while you enjoy Kauai. Every detail of this remodel was meticulously crafted by hand using actual Monkeypod trees sustainably harvested...
Manualoha 901 - Minutes to Poipu and Brennecke`s Beach
MANUALOHA 901 AT KOLOA KAI VACATION RENTALSSpacious 3-Bedroom Condo in Sunny PoipuWelcome to Manualoha 901, a rare and generously-sized 3-bedroom, 3-bath condo located on the ground floor in the heart of sunny Poipu. Perfect for families or groups, this tropical retreat...
Two Bedroom Ocean View Deluxe Luana Kai A303
A303 is a deluxe, 2 bedroom, 2 bathroom ocean view condo with AC. A303 is on the third floor, there are NO elevators, so you are walking up stairs.A303 is on the third floor with great views of Molokini, Kahoolawe, Lanai, Maalaea Bay and the West Maui Mountains. It is...
Unit #209-3BR/2 Bath: 3 BR, 2 BA Condominium in Lahaina, Sleeps 6
Honokeana Cove 209 is a 3-bedroom 2-bath top floor unit just a quarter mile south of Napili Bay's sandy public beach. This lush, tropical 38-unit property sits on a secluded cove with breathtaking views of passing whales (in season), dolphins and the island of Molokai....
Special if booked 30 days+ $2864.40/month- 2 bed/2bath cozy- quiet
Aloha & welcome to Kohola Hale, (or Whale House), your home away from home. Whale and ocean decor await you throughout the home. Kohola Hale sleeps 4 comfortably with one King and one double bed. Both bedrooms have their own bathrooms. The Hawaiian style and comfortable...
Beautiful Beachfront Resort, Resort and Oceanview Unit, 4 pools, 2 Jacuzzis,
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is an amazing first floor studio in building 4 (building closest to the beach), with a patio facing the pool/resort area with ocean views. Step out your door, and short...
Aston Whaler at Kaanapali 770: Sweet 7th floor 1 Bedroom Ocean View Condo
Enjoy Maui in comfort in this sweet, home-like condo located on Kaanapali Beach. The tasteful interior design, wide-open layout, and seventh story views of the horizon on the Pacific Ocean truly transcend you into vacation mode.The bedroom has a California king bed and...
Vitamin Sea available on Maui Come Play at Kahana Reef 402
A short distance from sailing, scuba diving, and more, this smoke-free condo lets you experience it all. Kahana Beach is within an easy 10-minute walk and Ka'opala Beach is also a quick 13-minute walk away, so leave your car at the property, which offers onsite parking....
Oceanfront Condo with Gorgeous Views near Harbor with Pool, AC, WIFI
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your perfect Maui getaway in the heart of Maalaea! This beautifully renovated 2 bedroom, 2 bathroom condo offers stunning ocean views from the living room, kitchen, lanai, and primary bedroom,...
Beachfront HK-B16 - Maui Gardenview Condo in Secluded Resort on Ma'alaea Bay
Experience the best of Maui at Honu Kai's centrally-located condo, B-16. This tranquil oasis offers a serene bedroom with A/C and a comfortable queen-sized bed on the second floor, while the living area provides privacy with a shoji door, a queen-sized sofa sleeper, and...
Luana Kai B201 | Luxurious Updated Condo, Oceanfront Property!
Welcome to this Zen garden paradise also known as Luana Kai B201. Surrounded by lush tropical foliage and stylishly decorated with colors and furnishings that provoke a feeling of calm, this condo will be your favorite place to escape to year after year.Remodeled,...
Maui Sunset Vacation Rentals A420
Best view, ocean front view on the fourth floor. Sweeping views of grounds and the Pacific Ocean. One of the best locations on the property. New flooring 2024Watch the life of Maui unfold from the morning till evening from your private 180 sq foot private view deck....
KBM Resorts| Honua Kai Hokulani HKH-520, XL Lanai, Ocean Views, Includes Rental Car!
Honua Kai 5th-floor corner villa with ocean and mountain views, lanai, pools, spa, and beach access. Luxury Maui vacation rental on Kaanapali Beach.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December...
1Br 1Ba Kahala Tropical Dream, Pool, Garden View 513
Located in Koloa Hawaii, this beautiful 1 bed/1 bath condo awaits to immerse you in local history and tranquility. With proximity to the serene beaches, barbecues, and hiking nearby, you'll be sure to fall in love with the culture of Koloa. Right outside your door is...
Enjoy the Views and Tropical Breezes Condo at The Cliffs
Soaring ceilings and walls of windows make this spacious unit feel even larger. Located on the third and top floor of The Cliffs, you will be treated to breathtaking views of the lush Princeville tropical landscape and long ocean views. From the living room lanai, you...
Beautiful, Upscale Ground Floor Condo - Feels Just Like Home
Ali'i Kai 10A is a perfect blend of modern luxury and island charm located in the heart of all Kauai's North Shore has to offer! This beautifully updated, super inviting ground floor unit has two comfortable bedrooms with private ensuite bathrooms, and an open concept...
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Whether you seek relaxation, remote work vibes, ocean waves, or stunning sunsets, my cozy 1 bedroom space awaits. Experience the charm of my recently renovated dwelling, featuring one complimentary parking space. Revel in ample light, air, and full amenities. The living...
Hilo Home Base - 3 Miles to State Park & Beach!
Pack your hiking boots and bathing suits for an unforgettable trip to this home in Hilo! Complete with basic comforts, a well-equipped kitchen, and a quiet outdoor patio, this 2-bedroom, 1-bath vacation rental is an ideal space in between adventures. Discover Hawaii's...
PK B110 Enjoy Ocean Views Steps from the Pool and Hot Tub 1BD Amazing Location
Papakea B110 · PK B110 Enjoy Ocean Views 1BD w Pool and Hot TubYou'll have a great time at this comfortable place to stay.FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
Updated #328: Kitchen, Coastal Decor, Ocean Views
Updated Beachfront condo with stunning ocean views located at popular Sugar Beach Resort!#328 has been tastefully updated with new kitchen and bathroom updates as well as new coastal furnishings. Sunsets are easily enjoyed nightly from your private lanai. Catch turtle...
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
This is a beautiful 2 Bedrooom / 2 Bath townhouse directly on the oceanfront at the Keauhou Kona Surf & Racquet Club. This is a gated community with 4 lighted pickleball/ 3 tennis courts, swimming pool, and community BBQ & picnic areas. There is no air conditioning in...
Absolute Oceanfront Condominium in Kona Hawaii
Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, Twenty minutes south of Kona Int'l Airport and one easy walking mile south of downtown Kona. Your condo is just a short distance from Magic Sands Beach a local body surfing favorite and Kahaluu Beach Park known for sea...
Beautifully updated 2 bedroom beachfront condo @ Hale Mahinann
Welcome to Hale Mahina B403. This beautifully remodeled top floor beachfront 2 bedroom, 2 bath condo boasts expansive ocean views & classic Hawaiiana decor. This condo features a remodeled kitchen with stainless appliances, office desk, & breathtaking views. Hale Mahina...
Forever Ocean Views POOL & BBQ
Perched on the lush green bluff's edge, immerse yourself in captivating ocean views and lullabies of the sea. Unobstructed azure panoramas grace the living room and both bedrooms. Witness tropical seabirds and, in season, majestic humpback whales. Each room is adorned...
Unit #216-1BR+Mezzanine BR/2 Bath: 2 BR, 2 BA Condominium in Lahaina, Sleeps 5
Recently remodeled Second floor unit 1 bedroom + Mezzanine bedroom, 2 baths. West facing, beautiful views of Hawaii Sunsets, whale watching from your Lanai (in season)! Twin beds in the lower bedroom, can be made into a King upon request. Queen bed in the Mezzanine...
SALE! Perfect Location, Ocean View, Steps To Beach! Enjoy 2Bed/2Ba Aloha Home!
Ocean-View Top-Floor Condo with Aloha Spirit – Steps from the Beach! Welcome to your slice of paradise in South Maui! This beautifully upgraded, loft style 2-bedroom, 2-bath ocean-view condo is nestled in the peaceful Kihei Garden Estates — a hidden gem just steps...
Cottage 1B, Unit 1 C02- The Best Oceanfront Lanai On Molokai!
Enjoy watching the video tour! It is on YouTube Molokai 1B Kepuhi! Our wonderful cottage is located just steps from the pristine white sand beaches on Molokai's west end. We have stunning ocean and sunset views of Kepuhi Beach even from inside the cottage. The cottage...
Unit 108 A Luxurious Escape with Ocean Views!
A LITTLE ABOUT THIS CONDO.....Step into paradise at Polynesian Shores Condo #108, where oceanfront serenity meets island elegance. This newly remodeled ground-floor retreat offers a tranquil escape, with a picturesque plumeria tree shading your lanai, just steps from...
#324-Oceanview Maui Condo - Sunsets and Whale Watching!
Welcome to Menehune Shores 324, your oceanfront oasis in South Maui featuring breathtaking sunset views and prime whale watching during winter months. This beautifully appointed 2-bedroom, 2-bathroom condo offers a spacious open floor plan with a fully equipped gourmet...
Stunning 1 Bedroom remodel in Waikiki Banyan Tower One
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** When it...
Aloha Condos, Ilikai Marina, Condo 1294, Oceanfront, AC
180 Ocean Degree Views from this Beautiful End UnitSmall Oceanview Lanai with Sliding DoorBeautiful New Travertine Floors ThroughoutBeautiful Koa Furniture, Window Coverings, & LinensFoldout Queen Sofa with Koa FrameGenerous Storage Space• Waikiki Oceanfront...
Manualoha #302 condo w/ lanai, W/D & shared pool - walk to the beach, near golf
Manualoha 302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfectly situated just up a garden path from the golden sand of Brennecke's Beach, this one-bedroom, ground-floor condo...
Save 25% Instantly from 04/06/25-04/15/25! Grand Champions 61! 2B/2B, AC, Slps 8
Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking views of the Wailea Blue Golf Course. This ground-floor villa features two spacious bedrooms, each with its own ensuite bath. The guest bedroom is...
Shimmering Ocean Views! A/C, Wi-Fi, Pool, Parking, Close to beach!
Waikiki Sunset #2512 – 229 Paoakalani Ave.Enjoy mesmerizing ocean vistas and views of Diamond Head and Kapiolani Park by day and colorful sunsets and city lights at night from this 25th floor condo with central AC (534 sq.ft. plus balcony/lanai), FREE Wi-Fi! 4-person...
OCEAN VIEW 2BRM WITH BEACH PARK NEXT DOOR
GREAT 2brm 1bth condo in the Mauna Loa Shores overlooking Carlsmith Beach Park, a unique park with protected reef, ez access where you can swim with the sea turtles. Fantastic inside and out. Comfort. The condo has everything you need for the perfect East Hawaii stay....
Kihei Bay Vista D-204: 1 Br Condo located across from Kalepoleopo Beach Park
One Bedroom one bath garden view condo. Fully equipped kitchen, perfect for enjoying meals in your condo and not having to eat out for every meal. The Kihei Bay Vista is located in central Kihei. It is across the street from Kalepolepo beach and the Pacific Whale...
Hale Hui Kai 302 Two bedroom Two bath with AC and Garden Views
Hale Hui Kai is an oceanfront property, this third floor garden view condo is just steps away from the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
Sounds Of The Ocean, corner unit A101
A LITTLE BIT ABOUT THIS CONDO....Lokelani A101 Great location on the north end of the property for a quiet, cozy vacation. All the amenities of home. King bed with a sofa sleeper in the living room. Large lanai (porch) for lazing your days away with the lull of the...
Kauai Beach Villas Walk to Beach, Access Kauai Beach Resort pools, FREE PARKING
Lihue vacation condo in Hanamaulu with kitchen and lanaiKaua'i Beach Villas D 19, 1-Bedroom, 1-Bath, Ground Floor Unit with Private Lanai off of the Living Room, Walk to Beach. No resort fees, free Wifi and free Parking!Enjoy tropical lagoon views, on a centrally...
Breathtaking Ocean Views - Waikiki - Ilikai Marina
Construction Notice 9/17/25: Exterior painting work will take place during the month of October 2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Fully Renovated Beachy & Modern*Prime Location
You simply cannot beat this location for its proximity to the beach! It's just a short few minute walk, directly across the street!Welcome to one of South Maui's most appealing vacation rentable complexes to take advantage of! The complex is close to the upscale resort...
Beautiful Waikoloa Beach Hawaiian Villa - On Sale Now!!!
Our villa is furnished in a casual tropical island theme. It is ideally located, just steps away from the pool, tennis courts and spa. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft high living room ceilings and no one above or below...
Ocean View Retreat on the Garden Island!
Experience the best of Kauai’s North Shore at this newly updated condo in Princeville, one of the island’s most sought-after communities. Enjoy breathtaking Pacific Ocean views right from your living room or private lanai, with a lush grassy lawn just beyond. Spend...
Holua Kai #32: Luxurious Coastalview Home w/Private Pool, AC: Golf Oceanfront
Holua Kai #32 offers a refined Big Island escape in Keauhou’s exclusive gated oceanfront community. Steps from championship golf and a short stroll to Keauhou Bay, this plantation-style home blends breezy indoor-outdoor living with panoramic coastal views, warm...
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome in the tropical oasis section of Puamana. It is close to the ocean, beach access, and the dolphin pool on the south side of Puamana, unharmed by the Lahaina fire. The living room opens to an extended lanai with...